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Showing 288 of 636 sailings
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Sep 19 – Sep 26, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterJost Van DykeRandom Wind 'Paradise Day Sail' +2 more
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from $557
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Sep 26 – Oct 3, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $606
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 3 – Oct 10, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $583
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 10 – Oct 17, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $606
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 17 – Oct 24, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterJost Van DykeRandom Wind 'Paradise Day Sail' +2 more
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from $767
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Royal Caribbean · Vision of the SeasOne-way
Caribbean 10 nights Oct 22 – Nov 1, 2026 from Baltimore, Maryland to San Juan, Puerto Rico
Baltimore, Maryland · Grand Turk, Turks and Caicos · … · San Juan, Puerto Rico8 ports
Baltimore, Maryland · Grand Turk, Turks and Caicos · Philipsburg, St. Maarten · Roseau, Dominica · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list National AquariumGibbs Cay Private Stingray Swim & Reef SnorkelRandom Wind 'Paradise Day Sail'Boiling Lake Hike +4 more
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from $1,212
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 24 – Oct 31, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $579
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Explora Journeys · EXPLORA IIIRound-trip
Caribbean 14 nights Oct 25, 2026 from Miami, Florida
Miami, Florida · Saint John/cruz Bay · … · Miami, Florida11 ports
Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Road Bay, Anguilla · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay BeachPrivate Catamaran Sail & SnorkelRandom Wind 'Paradise Day Sail' +5 more
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from $12,280
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Oceania · Oceania VistaRepositioning
Caribbean 14 nights Oct 28 – Nov 11, 2026 from New York, New York to Miami, Florida
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida10 ports
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Full-Day Boat CharterJost Van DykePrivate Half-Day Island Adventure & Trunk Bay Beach +6 more
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from $3,930
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MSC Cruises · MSC OperaOne-way
Mediterranean 25 nights Oct 29 – Nov 23, 2026 from Civitavecchia (Rome), Italy to La Romana, Dominican Republic
Civitavecchia (Rome), Italy · Genoa, Italy · … · La Romana, Dominican Republic16 ports
Civitavecchia (Rome), Italy · Genoa, Italy · Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DaySail straight to Portofino from the cruise dockClimb the Leaning Tower of PisaCalanques National Park Boat Cruise from the Old P… +10 more
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from $4,730
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MSC Cruises · MSC OperaRepositioning
Mediterranean 17 nights Oct 30 – Nov 16, 2026 from Genoa, Italy to La Romana, Dominican Republic
Genoa, Italy · Livorno (Florence/Pisa), Italy · … · La Romana, Dominican Republic9 ports
Genoa, Italy · Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic
★ Bucket-list Sail straight to Portofino from the cruise dockClimb the Leaning Tower of PisaCalanques National Park Boat Cruise from the Old P…Sagrada Familia +5 more
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from $669
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Regent · Seven Seas SplendorOne-way
Caribbean 16 nights Oct 30 – Nov 15, 2026 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida14 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Willis Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Willis Island · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · San Juan, Puerto Rico · Willis Island · Miami, Florida
★ Bucket-list Notre-Dame BasilicaOld Québec Private Walking Tour with Expert Local…Zodiac Circumnavigation of Willis IslandBridgeClimb Sydney +7 more
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from $16,099
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Holland America · RotterdamRound-trip
Bahamas 21 nights Oct 31 – Nov 21, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaBlue Hole & Secret FallsStingray City Sandbar +9 more
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from $1,874
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Holland America · ZuiderdamRound-trip
Bahamas 21 nights Oct 31 – Nov 21, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida15 ports
Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Fort-de-France, Martinique · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachMount Pelée & Saint-Pierre +8 more
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from $1,749
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MSC Cruises · MSC OperaOne-way
Mediterranean 16 nights Oct 31 – Nov 16, 2026 from Livorno (Florence/Pisa), Italy to La Romana, Dominican Republic
Livorno (Florence/Pisa), Italy · Marseille, France · … · La Romana, Dominican Republic8 ports
Livorno (Florence/Pisa), Italy · Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic
★ Bucket-list Climb the Leaning Tower of PisaCalanques National Park Boat Cruise from the Old P…Sagrada FamiliaTangier Kasbah, Medina & American Legation Private… +4 more
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from $1,729
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Oct 31 – Nov 7, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $722
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Explora Journeys · EXPLORA IOne-way
Mediterranean 11 nights Nov 1, 2026 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Cadiz (Seville), Spain · … · Miami, Florida12 ports
Barcelona, Spain · Cadiz (Seville), Spain · Funchal, Madeira, Portugal · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico · Miami, Florida · Merida, Mexico · Roatan, Honduras · Belize City, Belize · Ocean Cay, Bahamas · Miami, Florida
★ Bucket-list Sagrada FamiliaReal Alcázar de SevillaPico do Arieiro to Pico RuivoPrivate Half-Day Island Adventure & Trunk Bay Beach +7 more
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from $11,735
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MSC Cruises · MSC OperaRepositioning
Mediterranean 19 nights Nov 1 – Nov 20, 2026 from Marseille, France to Fort-de-France, Martinique
Marseille, France · Barcelona, Spain · … · Fort-de-France, Martinique10 ports
Marseille, France · Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada FamiliaTangier Kasbah, Medina & American Legation Private…Private Half-Day Island Adventure & Trunk Bay Beach +5 more
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from $1,459
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Nov 1 – Nov 22, 2026 from Miami, Florida
Miami, Florida · Ocho Rios, Jamaica · … · Miami, Florida15 ports
Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Blue HoleThe Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +9 more
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from $2,075
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Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 1 – Nov 8, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $726
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MSC Cruises · MSC OperaRepositioning
Mediterranean 14 nights Nov 2 – Nov 16, 2026 from Barcelona, Spain to La Romana, Dominican Republic
Barcelona, Spain · Tangier, Morocco · … · La Romana, Dominican Republic6 ports
Barcelona, Spain · Tangier, Morocco · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · La Romana, Dominican Republic
★ Bucket-list Sagrada FamiliaTangier Kasbah, Medina & American Legation Private…Private Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $625
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Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Nov 5 – Nov 15, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $5,399
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Azamara · Azamara JourneyOne-way
Caribbean 7 nights Nov 7 – Nov 14, 2026 from San Juan, Puerto Rico to Bridgetown, Barbados
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · Bridgetown, Barbados8 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Walk El Morro & Old San Juan's City WallsThe Baths National ParkPrivate Half-Day Island Adventure & Trunk Bay BeachSchotia Private Game Reserve +3 more
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from $2,341
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Nov 7 – Nov 14, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $684
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Explora Journeys · EXPLORA IIIRound-trip
Caribbean 7 nights Nov 8, 2026 from Miami, Florida
Miami, Florida · Providenciales, Turks & Caicos · … · Miami, Florida13 ports
Miami, Florida · Providenciales, Turks & Caicos · Puerto Plata, Dominican Republic · La Romana, Dominican Republic · Jost Van Dyke, British Virgin Islands · Gustavia, St. Barts · San Juan, Puerto Rico · Road Bay, Anguilla · St. John's, Antigua · Frederikstad, St. Croix · Ain Sokhna, Egypt · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefThe full 27 jumps at the Damajagua WaterfallsSaona Island Private Speedboat & Natural Pool Day +6 more
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from $8,735
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Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 8 – Nov 15, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $549
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Holland America · RotterdamRound-trip
Bahamas 21 nights Nov 10 – Dec 1, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Roatan, Honduras · Belize City, Belize · Costa Maya, Mexico · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +9 more
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from $1,784
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Explora Journeys · EXPLORA IOne-way
Caribbean 5 nights Nov 12, 2026 from St. John's, Antigua to Miami, Florida
St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico · Miami, Florida
★ Bucket-list Private Half-Day Island Adventure & Trunk Bay BeachPrivate Island HoppingWalk El Morro & Old San Juan's City WallsStar Island & Millionaire's Row Skyline Cruise on…
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from $3,150
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Nov 12 – Dec 3, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida15 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterPrivate Island TourRandom Wind 'Paradise Day Sail' +9 more
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from $2,055
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Celebrity · Celebrity AscentRound-trip
Caribbean 10 nights Nov 13 – Nov 23, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Cosol ToursGrenada Private Taxi Tour +2 more
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from $1,767
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Nov 14 – Nov 21, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $479
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Virgin · Valiant LadyRound-trip
Caribbean 6 nights Nov 14, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandPrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +1 more
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from $714
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Explora Journeys · EXPLORA IIIRound-trip
Caribbean 7 nights Nov 15, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Bay, Anguilla · … · San Juan, Puerto Rico12 ports
San Juan, Puerto Rico · Road Bay, Anguilla · St. John's, Antigua · Frederikstad, St. Croix · Ain Sokhna, Egypt · Puerto Plata, Dominican Republic · Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Island HoppingPrivate Half-Day Island Adventure & Trunk Bay BeachPrivate Pyramids of Giza, Sphinx & Grand Egyptian… +4 more
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from $10,200
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 15 – Nov 22, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachSwim with wild green sea turtles + two shipwrecks… +3 more
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from $859
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Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 15 – Nov 22, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $548
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Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Nov 15 – Nov 25, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $4,999
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Virgin · Brilliant LadyRound-trip
Bahamas 10 nights Nov 15, 2026 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandMt. Liamuiga Volcano Crater Hike +2 more
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from $1,190
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 11 nights Nov 17 – Nov 28, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +5 more
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from $7,649
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Royal Caribbean · Explorer of the SeasRound-trip
Caribbean 9 nights Nov 18 – Nov 27, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. John's, Antigua · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · St. John's, Antigua · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Half-Day Island Adventure & Trunk Bay BeachSwim with wild green sea turtles + two shipwrecks…Boiling Lake Hike +1 more
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from $1,024
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Seabourn · Seabourn OvationOne-way
Caribbean 15 nights Nov 20 – Dec 5, 2026 from Miami, Florida to Philipsburg, St. Maarten
Miami, Florida · San Juan, Puerto Rico · … · Philipsburg, St. Maarten13 ports
Miami, Florida · San Juan, Puerto Rico · Great Harbor, Peter Island, BVI · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Saint Vincent · Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsPrivate Full-Day Sail to The Baths, Virgin GordaMt. Liamuiga Volcano Crater Hike +8 more
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from $6,559
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Azamara · Azamara JourneyRound-trip
Caribbean 14 nights Nov 21 – Dec 5, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · San Juan, Puerto Rico15 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Gustavia, St. Barts · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsThe Baths National ParkPrivate Half-Day Island Adventure & Trunk Bay BeachSchotia Private Game Reserve +9 more
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from $5,762
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Holland America · RotterdamRound-trip
Bahamas 21 nights Nov 21 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Roatan, Honduras · Belize City, Belize · Costa Maya, Mexico · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaBlue Hole & Secret FallsHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +9 more
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from $1,774
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Nov 21 – Nov 28, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $836
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Explora Journeys · EXPLORA IIIOne-way
Caribbean 7 nights Nov 22, 2026 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Saint John/cruz Bay · … · San Juan, Puerto Rico6 ports
Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay BeachPrivate Catamaran Sail & SnorkelRandom Wind 'Paradise Day Sail' +1 more
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from $4,200
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Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 22 – Nov 29, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $856
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 9 nights Nov 24, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachCosol ToursMt. Liamuiga Volcano Crater Hike +1 more
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from $1,694
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Oceania · Oceania InsigniaRound-trip
Bahamas 25 nights Nov 24 – Dec 19, 2026 from Miami, Florida
Miami, Florida · Tortola, B.V.I. · … · Miami, Florida18 ports
Miami, Florida · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Scarborough, Tobago · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Jost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +11 more
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from $16,949
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Oceania · Oceania VistaRound-trip
Caribbean 12 nights Nov 25 – Dec 7, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Open-Top Mini Moke Island Tour of St. Barts +4 more
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from $4,025
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Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Nov 25 – Dec 5, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $4,999
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyRound-trip
Caribbean 14 nights Nov 28 – Dec 12, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados15 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Gustavia, St. Barts · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +9 more
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from $5,719
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Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Nov 28 – Dec 5, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $531
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Nov 28 – Dec 12, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Full-Day Private Catamaran Sail to Soufrière & the…Soufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +7 more
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from $6,479
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Virgin · Valiant LadyRound-trip
Caribbean 7 nights Nov 28, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Norman IslandMt. Liamuiga Volcano Crater Hike +2 more
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from $693
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Nov 29 – Dec 20, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida15 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Scarborough, Tobago · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Key West, Florida · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks… +8 more
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from $2,059
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Nov 29 – Dec 6, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $542
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Dec 1 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +9 more
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from $1,829
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 13 nights Dec 2 – Dec 15, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados12 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +5 more
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from $1,758
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 9 nights Dec 3 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Roseau, Dominica · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMt. Liamuiga Volcano Crater HikeCosol ToursBoiling Lake Hike +1 more
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from $901
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 10 nights Dec 4 – Dec 14, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Cosol ToursGrenada Private Taxi Tour +2 more
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from $2,103
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico to Bridgetown, Barbados
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · Bridgetown, Barbados8 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Walk El Morro & Old San Juan's City WallsThe Baths National ParkPrivate Half-Day Island Adventure & Trunk Bay BeachSchotia Private Game Reserve +3 more
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from $2,612
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $770
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Dec 5 – Dec 12, 2026 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $846
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $519
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Dec 5 – Dec 15, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $5,599
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Bahamas 7 nights Dec 6 – Dec 13, 2026 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
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from $1,099
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
Caribbean 14 nights Dec 6, 2026 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Saint John/cruz Bay · … · San Juan, Puerto Rico6 ports
Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Gustavia, St. Barts · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay BeachPrivate Catamaran Sail & SnorkelPrivate Open-Top Mini Moke Island Tour of St. Barts +1 more
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from $4,200
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail'Private Island Tour +2 more
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from $1,175
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $611
Book This Cruise@ Cruisebound
Oceania · Oceania MarinaRound-trip
Caribbean 12 nights Dec 10 – Dec 22, 2026 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterPrivate Open-Top Mini Moke Island Tour of St. BartsPrivate Half-Day Island Adventure & Trunk Bay Beach +4 more
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from $2,640
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 16 nights Dec 11 – Dec 27, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida12 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Key West, Florida · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachNorman Island +5 more
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from $1,434
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorRound-trip
Caribbean 17 nights Dec 11 – Dec 28, 2026 from Galveston, Texas
Galveston, Texas · Willis Island · … · Galveston, Texas15 ports
Galveston, Texas · Willis Island · Montego Bay, Jamaica · Ocho Rios, Jamaica · Willis Island · Punta Cana, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Gustavia, St. Barts · St. John's, Antigua · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Galveston, Texas
★ Bucket-list Moody GardensZodiac Circumnavigation of Willis IslandMartha Brae River Bamboo RaftingBlue Hole +7 more
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from $12,699
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 10 nights Dec 12 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Tortola, B.V.I. · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Tortola, B.V.I. · St. John's, Antigua · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,768
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Dec 12 – Jan 2, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaBlue Hole & Secret FallsStingray City Sandbar +9 more
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from $2,729
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Dec 12 – Dec 19, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $666
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IOne-way
Caribbean 7 nights Dec 13, 2026 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Saint John/cruz Bay · … · San Juan, Puerto Rico6 ports
Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay BeachPrivate Catamaran Sail & SnorkelRandom Wind 'Paradise Day Sail' +1 more
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from $3,635
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIRound-trip
Caribbean 15 nights Dec 13, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Bay, Anguilla · … · San Juan, Puerto Rico12 ports
San Juan, Puerto Rico · Road Bay, Anguilla · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Grand Turk, Turks and Caicos · Miami, Florida · Ocho Rios, Jamaica · Ain Sokhna, Egypt · Jost Van Dyke, British Virgin Islands · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Island HoppingPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +7 more
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from $12,600
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $621
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 10 nights Dec 14 – Dec 24, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Cosol ToursGrenada Private Taxi Tour +2 more
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from $1,372
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Dec 15 – Dec 29, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados12 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeGrenada Private Taxi TourMount Pelée & Saint-Pierre +5 more
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from $1,958
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 21 nights Dec 15 – Jan 5, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Sail the Caribbean Sea · … · San Juan, Puerto Rico18 ports
San Juan, Puerto Rico · Sail the Caribbean Sea · Bridgetown, Barbados · Sail the Caribbean Sea · Iles du Salut, Guiana · Sail the Atlantic Ocean · Sail The Amazon River · Santarem, Brazil · Parintins, Brazil · Manaus, Brazil · Sail the Amazon River · Belem, Brazil · Sail the Atlantic Ocean · Scarborough, Tobago · Castries, St. Lucia · St. John's, Antigua · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Île Royale Penal Colony RuinsAlter do Chão +5 more
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from $11,999
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyRound-trip
Caribbean 18 nights Dec 18 – Jan 5, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico16 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Gustavia, St. Barts · Saint- Pierre · Port Elizabeth, Saint Vincent · Scarborough, Tobago · Mayreau, Grenadines · Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Charlestown, Nevis, St. Kitts and Nevis · Frederikstad, St. Croix · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterThe Baths National ParkPrivate Half-Day Island Adventure & Trunk Bay Beach +9 more
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from $6,722
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Dec 19 – Dec 26, 2026 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,148
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurRound-trip
Caribbean 10 nights Dec 19 – Dec 29, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida9 ports
Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterBoiling Lake Hike +3 more
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from $12,449
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Dec 19 – Dec 26, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $846
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationOne-way
Caribbean 7 nights Dec 19 – Dec 26, 2026 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursSoufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +3 more
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from $3,759
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Dec 20 – Dec 27, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Island Tour +2 more
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from $1,369
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Dec 20 – Dec 27, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Roseau, Dominica · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $647
Book This Cruise@ Cruisebound
Seabourn · Seabourn QuestRound-trip
Caribbean 16 nights Dec 20 – Jan 5, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports
Miami, Florida · San Juan, Puerto Rico · Road Bay, Anguilla · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Marigot, Saint Martin · Terre-de-haut, Guadeloupe · Fort-de-France, Martinique · Rodney Bay, St. Lucia · Roseau, Dominica · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsPrivate Island HoppingMt. Liamuiga Volcano Crater Hike +8 more
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from $8,799
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 11 nights Dec 22 – Jan 2, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeBoiling Lake Hike +4 more
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from $2,049
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 11 nights Dec 24 – Jan 4, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachCosol Tours +3 more
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from $2,383
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Dec 26 – Jan 2, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,117
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Dec 26 – Jan 2, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,256
Book This Cruise@ Cruisebound
Virgin · Valiant LadyRound-trip
Caribbean 7 nights Dec 26, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort-de-France, Martinique · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsMaho BeachMount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,603
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
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from $2,178
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefPrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,487
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Caribbean 17 nights Dec 28 – Jan 14, 2027 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida14 ports
Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Charlestown, Nevis, St. Kitts and Nevis · Frederikstad, St. Croix · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Cosol Tours +9 more
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from $5,899
Book This Cruise@ Cruisebound
Celebrity · Celebrity ReflectionRound-trip
Caribbean 7 nights Dec 28 – Jan 4, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowThe full 27 jumps at the Damajagua WaterfallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
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from $1,642
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
Caribbean 16 nights Dec 28, 2026 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · St. John's, Antigua · … · Miami, Florida7 ports
San Juan, Puerto Rico · St. John's, Antigua · Pointe-a-Pitre, Guadeloupe · Saint John/cruz Bay · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachDeath in Paradise Filming Locations & Botanical Ga…Humpback Whale Watching in Samaná Bay +2 more
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from $7,385
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Dec 28 – Jan 4, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $1,133
Book This Cruise@ Cruisebound
Virgin · Brilliant LadyRound-trip
Bahamas 10 nights Dec 28, 2026 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachMt. Liamuiga Volcano Crater HikeNorman Island +2 more
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from $1,390
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Dec 29 – Jan 12, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados14 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Castries, St. Lucia · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeGrenada Private Taxi TourCosol Tours +6 more
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from $2,310
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 31 – Jan 14, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman Island +5 more
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from $2,428
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 1 – Jan 15, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day +5 more
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from $1,544
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Jan 2 – Jan 23, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Belize City, Belize · Cozumel, Mexico · Key West, Florida · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaBlue Hole & Secret FallsStingray City Sandbar +9 more
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from $2,354
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Jan 2 – Jan 9, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $781
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jan 2 – Jan 9, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $613
Book This Cruise@ Cruisebound
Virgin · Valiant LadyRound-trip
Caribbean 7 nights Jan 2, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,113
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Island Tour +2 more
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from $1,125
Book This Cruise@ Cruisebound
Royal Caribbean · Odyssey of the SeasRound-trip
Caribbean 11 nights Jan 3 – Jan 14, 2027 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +1 more
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from $1,398
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $639
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 11 nights Jan 4 – Jan 15, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachCosol Tours +3 more
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from $1,691
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Explora Journeys · EXPLORA IOne-way
Caribbean 7 nights Jan 4, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · Miami, Florida12 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · St. John's, Antigua · Little Bay, Montserrat, Leeward Islands · Road Town, Tortola, B.V.I. · Miami, Florida · Puerto Plata, Dominican Republic · Nydri, Nisos Lefkada, Greece · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachSoufrière Hills Volcano Exclusion Zone Helicopter… +6 more
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from $8,995
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Regent · Seven Seas MarinerOne-way
Caribbean 18 nights Jan 4 – Jan 22, 2027 from Miami, Florida to Rio de Janeiro, Brazil
Miami, Florida · Willis Island · … · Rio de Janeiro, Brazil17 ports
Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Willis Island · Devils Island, French Guiana · Willis Island · Belem, Brazil · Willis Island · Recife, Brazil · Maceio, Brazil · Bahia de Salvador, Brazil · Willis Island · Buzios, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach +8 more
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from $15,699
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Azamara · Azamara JourneyOne-way
Caribbean 9 nights Jan 5 – Jan 14, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · … · Miami, Florida8 ports
San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsThe Baths National ParkPrivate Open-Top Mini Moke Island Tour of St. BartsRandom Wind 'Paradise Day Sail' +4 more
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from $2,345
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
Caribbean 16 nights Jan 5, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Saint John/cruz Bay · … · San Juan, Puerto Rico7 ports
Miami, Florida · Saint John/cruz Bay · Gustavia, St. Barts · St. John's, Antigua · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Open-Top Mini Moke Island Tour of St. BartsPrivate Half-Day Island Adventure & Trunk Bay BeachNorman Island +2 more
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from $5,920
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Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Jan 5 – Jan 15, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +5 more
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from $6,399
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 9 nights Jan 8 – Jan 17, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Philipsburg, St. Maarten · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake HikeMount Pelée & Saint-Pierre +1 more
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from $1,376
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Jan 9 – Jan 16, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $914
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jan 9 – Jan 16, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Croix, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsBuck Island ReefRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $525
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationOne-way
Caribbean 7 nights Jan 9 – Jan 16, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursSoufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +3 more
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from $3,759
Book This Cruise@ Cruisebound
MSC Cruises · MSC MeravigliaRound-trip
Bahamas 14 nights Jan 10 – Jan 24, 2027 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports
Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelShipwreck Snorkel SafariSwim With the Wild Exuma Pigs +4 more
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from $1,176
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Regent · Seven Seas PrestigeRound-trip
Caribbean 10 nights Jan 10 – Jan 20, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida7 ports
Miami, Florida · Philipsburg, St. Maarten · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $10,949
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $543
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jan 11 – Jan 18, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Virgin Gorda, British Virgin Islands · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $655
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Jan 12 – Feb 2, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +9 more
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from $2,489
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Jan 12 – Jan 26, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeGrenada Private Taxi TourMount Pelée & Saint-Pierre +6 more
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from $2,065
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Caribbean 11 nights Jan 14 – Jan 25, 2027 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · Saint John, New Brunswick · … · Bridgetown, Barbados10 ports
Miami, Florida · Saint John, New Brunswick · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Reversing Falls & Fundy Tidal BorePrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail' +5 more
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from $6,959
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 14 – Jan 28, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Virgin Gorda, British Virgin Islands · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachThe Baths National Park +4 more
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from $1,825
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 10 nights Jan 15 – Jan 25, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Cosol ToursGrenada Private Taxi Tour +2 more
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from $8,868
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 15 – Jan 29, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Virgin Gorda, British Virgin Islands · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachThe Baths National ParkSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,584
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Jan 15 – Jan 25, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $6,099
Book This Cruise@ Cruisebound
MSC Cruises · MSC MeravigliaRound-trip
Bahamas 14 nights Jan 16 – Jan 30, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida10 ports
Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida · Nassau, Bahamas · Ocean Cay, Bahamas · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat Charter +3 more
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from $1,056
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Jan 16 – Jan 23, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $819
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jan 16 – Jan 23, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $506
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Bahamas 7 nights Jan 17 – Jan 24, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
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from $1,118
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Jan 17 – Feb 7, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Gatun Lake, Panama Canal, Panama · Colon, Panama · Panama Canal, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaArubaThe Roman Theatre of Cartagena with the Rafael Mon… +9 more
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from $2,699
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Jan 17 – Jan 24, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Island Tour +2 more
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from $886
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 17 – Jan 24, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Fort-de-France, Martinique · Port of Kingstown, St. Vincent & the Grenadines · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachMount Pelée & Saint-Pierre +2 more
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from $538
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIRound-trip
Caribbean 8 nights Jan 21, 2027 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida12 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Bay, Anguilla · Saint-Pierre, France · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Providenciales, Turks & Caicos · Key West, Florida · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterPrivate Island HoppingÎle aux Marins +7 more
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from $10,840
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Jan 23 – Jan 30, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $796
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Jan 23 – Feb 13, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaBlue Hole & Secret FallsStingray City Sandbar +9 more
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from $2,309
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jan 23 – Jan 30, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $502
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationOne-way
Caribbean 7 nights Jan 23 – Jan 30, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursSoufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +3 more
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from $5,184
Book This Cruise@ Cruisebound
Virgin · Valiant LadyRound-trip
Caribbean 6 nights Jan 23, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandMt. Liamuiga Volcano Crater HikePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $894
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 24 – Jan 31, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $514
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 11 nights Jan 25 – Feb 5, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachCosol Tours +3 more
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from $10,255
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jan 25 – Feb 1, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $601
Book This Cruise@ Cruisebound
Royal Caribbean · Odyssey of the SeasRound-trip
Caribbean 12 nights Jan 25 – Feb 6, 2027 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Labadee (Labadie), Haiti · … · Cape Liberty (Bayonne), New Jersey8 ports
Cape Liberty (Bayonne), New Jersey · Labadee (Labadie), Haiti · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Philipsburg, St. Maarten · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandDragon's Breath Flight LineThe full 27 jumps at the Damajagua WaterfallsPrivate Full-Day Boat Charter +3 more
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from $1,737
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Jan 25 – Feb 4, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $6,899
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Virgin · Brilliant LadyRound-trip
Bahamas 10 nights Jan 25, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandMt. Liamuiga Volcano Crater Hike +2 more
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from $1,090
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Jan 26 – Feb 9, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeGrenada Private Taxi TourMount Pelée & Saint-Pierre +6 more
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from $2,223
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 28 – Feb 11, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman Island +4 more
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from $1,565
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 10 nights Jan 29 – Feb 8, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachCosol ToursSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,417
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIRound-trip
Caribbean 14 nights Jan 29, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico11 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Providenciales, Turks & Caicos · Key West, Florida · Miami, Florida · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Saint John/cruz Bay · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandPrivate Half-Day Island Adventure & Trunk Bay BeachIguana Island & Reef +5 more
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from $10,800
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Jan 29 – Feb 19, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Colon, Panama · Gatun Lake, Panama Canal, Panama · Panama Canal, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat CharterNorman Island +9 more
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from $2,689
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 29 – Feb 12, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,784
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Jan 30 – Feb 6, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $872
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Jan 30 – Feb 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Buck Island Reef +2 more
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from $508
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Jan 31 – Feb 7, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Island Tour +2 more
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from $1,156
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Jan 31 – Feb 7, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Roseau, Dominica · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $556
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Feb 2 – Feb 23, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +10 more
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from $2,519
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Feb 4 – Feb 14, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $6,599
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 10 nights Feb 5 – Feb 15, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Roseau, Dominica · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Cosol ToursGrenada Private Taxi Tour +2 more
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from $4,307
Book This Cruise@ Cruisebound
Oceania · Oceania AlluraOne-way
Caribbean 7 nights Feb 5 – Feb 12, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico6 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Gustavia, St. Barts · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $3,320
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Feb 6 – Feb 13, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $654
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Feb 6 – Feb 13, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $496
Book This Cruise@ Cruisebound
Virgin · Valiant LadyRound-trip
Caribbean 7 nights Feb 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $1,043
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Feb 7 – Feb 14, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
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from $972
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Feb 7 – Feb 14, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $504
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Feb 9 – Feb 23, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeGrenada Private Taxi TourMount Pelée & Saint-Pierre +6 more
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from $1,760
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
Caribbean 16 nights Feb 12, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida12 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Terre-de-haut, Guadeloupe · Puerto Plata, Dominican Republic · Miami, Florida · Puerto Plata, Dominican Republic · Nydri, Nisos Lefkada, Greece · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Road Bay, Anguilla · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachPrivate Catamaran Sail & Snorkel +5 more
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from $10,085
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Feb 13 – Mar 6, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowDry Tortugas National ParkStingray City SandbarBlue Hole +10 more
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from $2,569
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Feb 13 – Feb 20, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,070
Book This Cruise@ Cruisebound
Oceania · Oceania MarinaRound-trip
Caribbean 10 nights Feb 13 – Feb 23, 2027 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +3 more
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from $3,400
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Feb 13 – Feb 20, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefMt. Liamuiga Volcano Crater Hike +2 more
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from $468
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Feb 13 – Feb 27, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursSoufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +7 more
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from $9,051
Book This Cruise@ Cruisebound
Holland America · ZuiderdamRound-trip
Bahamas 20 nights Feb 14 – Mar 6, 2027 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida17 ports
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Roseau, Dominica · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Scarborough, Tobago · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & SeaWalk El Morro & Old San Juan's City WallsPrivate Full-Day Boat Charter +12 more
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from $2,899
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Feb 14 – Feb 21, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Island Tour +2 more
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from $1,301
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Feb 14 – Feb 21, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $535
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Feb 14 – Feb 24, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $6,299
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 11 nights Feb 15 – Feb 26, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachCosol Tours +3 more
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from $2,027
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IOne-way
Caribbean 19 nights Feb 17, 2027 from Manaus, Brazil to Miami, Florida
Manaus, Brazil · Parintins, Brazil · … · Miami, Florida16 ports
Manaus, Brazil · Parintins, Brazil · Alter Do Chão · Macapa, Brazil · Devils Island, French Guiana · Bequia, Grenadines · Bridgetown, Barbados · Castries, St. Lucia · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · St. John's, Antigua · Road Bay, Anguilla · Virgin Gorda, British Virgin Islands · Grand Turk, Turks and Caicos · Miami, Florida
★ Bucket-list Meeting of the WatersÎles du SalutTobago Cays & Mystique Full-Day Private SailSwim with wild green sea turtles + two shipwrecks… +9 more
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from $11,865
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 9 nights Feb 19, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +1 more
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from $1,206
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
Caribbean 16 nights Feb 19, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Puerto Plata, Dominican Republic · … · San Juan, Puerto Rico12 ports
Miami, Florida · Puerto Plata, Dominican Republic · Nydri, Nisos Lefkada, Greece · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Road Bay, Anguilla · Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsPrivate Sailing CharterWalk El Morro & Old San Juan's City Walls +5 more
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from $9,825
Book This Cruise@ Cruisebound
Oceania · Oceania AlluraOne-way
Caribbean 8 nights Feb 19 – Feb 27, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Gustavia, St. Barts · … · Miami, Florida7 ports
San Juan, Puerto Rico · Gustavia, St. Barts · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Open-Top Mini Moke Island Tour of St. BartsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +3 more
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from $3,499
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Feb 20 – Feb 27, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $782
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Feb 20 – Feb 27, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $477
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Feb 20 – Mar 6, 2027 from Philipsburg, St. Maarten
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Philipsburg, St. Maarten13 ports
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten
★ Bucket-list Random Wind 'Paradise Day Sail'The Baths of Virgin GordaMt. Liamuiga Volcano Crater HikeLa Savane des Esclaves +7 more
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from $8,414
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 14 nights Feb 21 – Mar 7, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · … · Miami, Florida10 ports
Miami, Florida · Nassau, Bahamas · Ocean Cay, Bahamas · Grand Turk, Turks and Caicos · Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsShipwreck Snorkel SafariGibbs Cay Private Stingray Swim & Reef Snorkel +4 more
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from $1,156
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Feb 21 – Feb 28, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $514
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Feb 22 – Mar 1, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $574
Book This Cruise@ Cruisebound
Virgin · Brilliant LadyRound-trip
Caribbean 10 nights Feb 22, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida7 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandMt. Liamuiga Volcano Crater Hike +2 more
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from $1,391
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Feb 23 – Mar 16, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +9 more
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from $2,539
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Feb 23 – Mar 9, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeGrenada Private Taxi TourMount Pelée & Saint-Pierre +6 more
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from $1,995
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Feb 24 – Mar 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $6,299
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Feb 25 – Mar 11, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman Island +4 more
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from $1,778
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 10 nights Feb 26 – Mar 8, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Cosol ToursGrenada Private Taxi Tour +2 more
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from $1,551
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Feb 26 – Mar 12, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,924
Book This Cruise@ Cruisebound
Holland America · EurodamRound-trip
Bahamas 10 nights Feb 27 – Mar 9, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaWalk El Morro & Old San Juan's City WallsNorman Island +3 more
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from $1,199
Book This Cruise@ Cruisebound
MSC Cruises · MSC MeravigliaRound-trip
Caribbean 14 nights Feb 27 – Mar 13, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida10 ports
Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat Charter +4 more
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from $1,206
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Feb 27 – Mar 6, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $681
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasRound-trip
Caribbean 7 nights Feb 27 – Mar 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $521
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationOne-way
Caribbean 7 nights Feb 27 – Mar 6, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursSoufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +3 more
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from $4,504
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Feb 28 – Mar 7, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
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from $917
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
Caribbean 7 nights Feb 28, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Saint John/cruz Bay · … · San Juan, Puerto Rico6 ports
Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay BeachPrivate Catamaran Sail & SnorkelPrivate Full-Day Boat Charter +1 more
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from $4,650
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Feb 28 – Mar 21, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Colon, Panama · Gatun Lake, Panama Canal, Panama · Panama Canal, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaArubaThe Roman Theatre of Cartagena with the Rafael Mon… +9 more
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from $2,644
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Feb 28 – Mar 7, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Private Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail'Private Island Tour +2 more
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from $856
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Feb 28 – Mar 7, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Fort-de-France, Martinique · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachMount Pelée & Saint-Pierre +2 more
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from $621
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IOne-way
Mediterranean 7 nights Mar 1, 2027 from San Juan, Puerto Rico to Barcelona, Spain
San Juan, Puerto Rico · St. John's, Antigua · … · Barcelona, Spain12 ports
San Juan, Puerto Rico · St. John's, Antigua · Road Bay, Anguilla · Virgin Gorda, British Virgin Islands · Grand Turk, Turks and Caicos · Miami, Florida · San Juan, Puerto Rico · Philipsburg, St. Maarten · Funchal, Madeira, Portugal · Cadiz (Seville), Spain · Malaga, Spain · Barcelona, Spain
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachPrivate Island HoppingThe Baths National Park +7 more
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from $11,970
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Mar 6 – Mar 13, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $662
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Mar 6 – Mar 27, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowHorseback Riding by Land & SeaBlue Hole & Secret FallsStingray City Sandbar +9 more
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from $2,489
Book This Cruise@ Cruisebound
Royal Caribbean · Rhapsody of the SeasOne-way
Caribbean 10 nights Mar 6 – Mar 16, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Tortola, B.V.I. · … · Miami, Florida9 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · St. Croix, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +5 more
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from $729
Book This Cruise@ Cruisebound
Virgin · Valiant LadyRound-trip
Caribbean 7 nights Mar 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsMaho BeachSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,113
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
Caribbean 7 nights Mar 7, 2027 from San Juan, Puerto Rico to Bridgetown, Barbados
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · Bridgetown, Barbados11 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Grand Turk, Turks and Caicos · Miami, Florida · Providenciales, Turks & Caicos · St. John's, Antigua · Pointe-a-Pitre, Guadeloupe · Bequia, Grenadines · Bridgetown, Barbados
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Private Open-Top Mini Moke Island Tour of St. BartsMt. Liamuiga Volcano Crater Hike +7 more
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from $8,680
Book This Cruise@ Cruisebound
MSC Cruises · MSC MeravigliaRound-trip
Bahamas 14 nights Mar 7 – Mar 21, 2027 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports
Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelShipwreck Snorkel SafariSwim With the Wild Exuma Pigs +3 more
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from $1,266
Book This Cruise@ Cruisebound
Oceania · Oceania InsigniaOne-way
Caribbean 33 nights Mar 7 – Apr 9, 2027 from Buenos Aires, Argentina to Miami, Florida
Buenos Aires, Argentina · Montevideo, Uruguay · … · Miami, Florida20 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Punta del Este, Uruguay · Rio Grande, Rio Grande do Sul, Brazil · Florianopolis, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil · Paraty, Brazil · Ilha Grande, Brazil · Buzios, Brazil · Rio de Janeiro, Brazil · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list El Teatro ColónMercado del PuertoPunta del Este Private Sightseeing Tour with Port…Praia do Cassino +14 more
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from $12,349
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Mar 7 – Mar 14, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $586
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Mar 8 – Mar 15, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $629
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Mar 9 – Mar 23, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeGrenada Private Taxi TourMount Pelée & Saint-Pierre +6 more
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from $1,985
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 10 nights Mar 12 – Mar 22, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachCosol ToursSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,220
Book This Cruise@ Cruisebound
Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Mar 12 – Apr 2, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida16 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Panama Canal, Panama · Gatun Lake, Panama Canal, Panama · Colon, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat CharterNorman Island +9 more
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from $2,594
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MSC Cruises · MSC OperaOne-way
Caribbean 3 nights Mar 12 – Mar 15, 2027 from Fort-de-France, Martinique to La Romana, Dominican Republic
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day
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from $719
Book This Cruise@ Cruisebound
MSC Cruises · MSC MeravigliaRound-trip
Caribbean 8 nights Mar 13 – Mar 21, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida6 ports
Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat Charter +1 more
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from $778
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Mar 13 – Mar 20, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $825
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Mar 13 – Mar 27, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursSoufrière Hills Volcano Exclusion Zone Helicopter…Private Half-Day Island Adventure & Trunk Bay Beach +7 more
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from $8,924
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Virgin · Valiant LadyRound-trip
Caribbean 6 nights Mar 13, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandMt. Liamuiga Volcano Crater HikePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $834
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIRound-trip
Caribbean 15 nights Mar 14, 2027 from Miami, Florida
Miami, Florida · Providenciales, Turks & Caicos · … · Miami, Florida12 ports
Miami, Florida · Providenciales, Turks & Caicos · St. John's, Antigua · Pointe-a-Pitre, Guadeloupe · Bequia, Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Castries, St. Lucia · Martinique/fort De France · Gustavia, St. Barts · Virgin Gorda, British Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefPrivate Half-Day Island Adventure & Trunk Bay BeachDeath in Paradise Filming Locations & Botanical Ga… +6 more
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from $10,185
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Mar 14 – Mar 21, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Island Tour +2 more
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from $1,218
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Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Mar 14 – Mar 21, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Roseau, Dominica · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $613
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 11 nights Mar 16 – Mar 27, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +4 more
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from $1,449
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 10 nights Mar 19 – Mar 29, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Cosol ToursGrenada Private Taxi Tour +2 more
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from $1,458
Book This Cruise@ Cruisebound
Oceania · Oceania InsigniaRepositioning
Caribbean 21 nights Mar 19 – Apr 9, 2027 from Rio de Janeiro, Brazil to Miami, Florida
Rio de Janeiro, Brazil · Kiel Canal, Germany · … · Miami, Florida12 ports
Rio de Janeiro, Brazil · Kiel Canal, Germany · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Private Full-Day Rio HighlightsPrivate Expert Walking Tour of KielJari Canal Private TourPrivate Motorized Canoe Deep into the Amazon Tribu… +6 more
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from $6,649
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Mar 20 – Mar 27, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +2 more
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from $839
Book This Cruise@ Cruisebound
Regent · Seven Seas PrestigeOne-way
Caribbean 10 nights Mar 20 – Mar 30, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Willis Island · … · San Juan, Puerto Rico10 ports
Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterBoiling Lake Hike +6 more
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from $6,899
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Bahamas 7 nights Mar 21 – Mar 28, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
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from $989
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIOne-way
Caribbean 15 nights Mar 21, 2027 from Bridgetown, Barbados to San Juan, Puerto Rico
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · San Juan, Puerto Rico12 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Castries, St. Lucia · Martinique/fort De France · Gustavia, St. Barts · Virgin Gorda, British Virgin Islands · Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourCosol ToursPrivate Open-Top Mini Moke Island Tour of St. Barts +6 more
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from $10,710
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Mar 21 – Mar 28, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +2 more
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from $754
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 11 nights Mar 22 – Apr 2, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Roseau, Dominica · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMt. Liamuiga Volcano Crater HikeCosol ToursSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,647
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Mar 23 – Apr 6, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourLa Soufrière Volcano Summit HikeMount Pelée & Saint-Pierre +6 more
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from $1,994
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Mar 27 – Apr 3, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique7 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,023
Book This Cruise@ Cruisebound
Holland America · ZuiderdamRound-trip
Bahamas 20 nights Mar 28 – Apr 17, 2027 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida14 ports
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Cabo Rojo, Dominican Republic · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & SeaBahía de las ÁguilasKlein Bonaire +7 more
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from $2,079
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Mar 28 – Apr 4, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachPrivate Island Tour +2 more
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from $1,476
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
Caribbean 7 nights Mar 28 – Apr 4, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +2 more
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from $766
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 11 nights Mar 29 – Apr 9, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachCosol Tours +3 more
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from $1,451
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IIIRound-trip
Caribbean 7 nights Mar 29, 2027 from Miami, Florida
Miami, Florida · Saint John/cruz Bay · … · Miami, Florida11 ports
Miami, Florida · Saint John/cruz Bay · St. John's, Antigua · Terre-de-haut, Guadeloupe · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Gustavia, St. Barts · Little Bay, Montserrat, Leeward Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Key West, Florida · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Half-Day Island Adventure & Trunk Bay BeachPrivate Catamaran Sail & SnorkelNorman Island +5 more
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from $9,450
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Mar 29 – Apr 5, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Private Island Tour +1 more
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from $674
Book This Cruise@ Cruisebound
Regent · Seven Seas PrestigeOne-way
Bahamas 10 nights Mar 30 – Apr 9, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Tortola, B.V.I. · … · Miami, Florida11 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Gustavia, St. Barts · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · La Romana, Dominican Republic · Willis Island · Nassau, Bahamas · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikePrivate Half-Day Island Adventure & Trunk Bay Beach +7 more
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from $6,399
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 9 nights Apr 2 – Apr 11, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Half-Day Island Adventure & Trunk Bay BeachCosol ToursMt. Liamuiga Volcano Crater Hike +1 more
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from $1,085
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaOne-way
Mediterranean 21 nights Apr 3 – Apr 24, 2027 from Fort-de-France, Martinique to Barcelona, Spain
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Barcelona, Spain13 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursSwim with wild green sea turtles + two shipwrecks… +7 more
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from $1,477
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasOne-way
Caribbean 10 nights Apr 4 – Apr 14, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterBuck Island ReefRandom Wind 'Paradise Day Sail' +5 more
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from $1,034
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRepositioning
Mediterranean 18 nights Apr 6 – Apr 24, 2027 from Bridgetown, Barbados to Barcelona, Spain
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Barcelona, Spain10 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourLa Soufrière Volcano Summit HikeMount Pelée & Saint-Pierre +6 more
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from $1,238
Book This Cruise@ Cruisebound
Holland America · ZuiderdamRound-trip
Bahamas 10 nights Apr 7 – Apr 17, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida8 ports
Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachCosol Tours +3 more
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from $1,199
Book This Cruise@ Cruisebound
Celebrity · Celebrity AscentRound-trip
Caribbean 10 nights Apr 9 – Apr 19, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports
Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Cosol ToursGrenada Private Taxi Tour +2 more
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from $1,469
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRepositioning
Mediterranean 20 nights Apr 10 – Apr 30, 2027 from Fort-de-France, Martinique to Palma de Mallorca, Spain
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Palma de Mallorca, Spain12 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain · Marseille, France · Genoa, Italy · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy · Palma de Mallorca, Spain
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Norman Island +8 more
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from $1,489
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRepositioning
Mediterranean 17 nights Apr 11 – Apr 28, 2027 from Pointe-a-Pitre, Guadeloupe to Civitavecchia (Rome), Italy
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Civitavecchia (Rome), Italy10 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain · Marseille, France · Genoa, Italy · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Norman IslandPrivate Half-Day Island Adventure & Trunk Bay Beach +6 more
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from $1,178
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Apr 12 – Apr 26, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic13 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +4 more
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from $4,499
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Apr 15 – Apr 29, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +4 more
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from $2,008
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Regent · Seven Seas MarinerOne-way
Caribbean 14 nights Apr 15 – Apr 29, 2027 from Miami, Florida to New York, New York
Miami, Florida · Willis Island · … · New York, New York12 ports
Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · St. John's, Antigua · Tortola, B.V.I. · Willis Island · New York, New York
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandThe Natural PoolPrivate Full-Day Curaçao Island Tour with Local Ex… +6 more
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from $9,299
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Apr 19 – Apr 26, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +1 more
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from $809
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Apr 23 – Apr 30, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique6 ports
Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…
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from $959
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Royal Caribbean · Grandeur of the SeasOne-way
Caribbean 7 nights Apr 24 – May 1, 2027 from Colon, Panama to San Juan, Puerto Rico
Colon, Panama · Port of Kingstown, St. Vincent & the Grenadines · … · San Juan, Puerto Rico6 ports
Colon, Panama · Port of Kingstown, St. Vincent & the Grenadines · Castries, St. Lucia · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Panama Canal Full TransitLa Soufrière Volcano Summit HikeCosol ToursPrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $472
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Apr 29 – May 13, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +4 more
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from $1,908
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights May 3 – May 10, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +1 more
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from $689
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights May 7 – May 14, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique6 ports
Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…
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from $915
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Royal Caribbean · Grandeur of the SeasRound-trip
Caribbean 7 nights May 8 – May 15, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $595
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights May 13 – May 27, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +4 more
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from $1,748
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights May 17 – May 24, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +1 more
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from $713
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights May 21 – May 28, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique6 ports
Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…
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from $859
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Royal Caribbean · Grandeur of the SeasRound-trip
Caribbean 7 nights May 22 – May 29, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $718
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights May 27 – Jun 10, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +4 more
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from $1,998
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights May 31 – Jun 7, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +1 more
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from $735
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jun 4 – Jun 11, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique6 ports
Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…
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from $819
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Royal Caribbean · Grandeur of the SeasRound-trip
Caribbean 7 nights Jun 5 – Jun 12, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $806
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jun 10 – Jun 24, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +4 more
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from $1,774
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jun 14 – Jun 28, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic13 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +4 more
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from $3,656
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jun 18 – Jun 25, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique6 ports
Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…
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from $819
Book This Cruise@ Cruisebound
Royal Caribbean · Grandeur of the SeasRound-trip
Caribbean 7 nights Jun 19 – Jun 26, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $886
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jun 24 – Jul 8, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +4 more
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from $1,658
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jun 28 – Jul 12, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic13 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +4 more
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from $3,711
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jul 2 – Jul 9, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique6 ports
Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…
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from $919
Book This Cruise@ Cruisebound
Royal Caribbean · Grandeur of the SeasRound-trip
Caribbean 7 nights Jul 3 – Jul 10, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,099
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jul 8 – Jul 22, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +4 more
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from $2,054
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jul 12 – Jul 19, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +1 more
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from $838
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jul 16 – Jul 23, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique6 ports
Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…
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from $952
Book This Cruise@ Cruisebound
Royal Caribbean · Grandeur of the SeasRound-trip
Caribbean 7 nights Jul 17 – Jul 24, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $1,029
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jul 22 – Aug 5, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +4 more
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from $2,008
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MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jul 26 – Aug 2, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic7 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe Baths National ParkRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +1 more
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from $799
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 7 nights Jul 30 – Aug 6, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique6 ports
Fort-de-France, Martinique · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DaySwim with wild green sea turtles + two shipwrecks…
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from $1,029
Book This Cruise@ Cruisebound
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