Bucket-List Cruise Adventures

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Showing 72 of 378 sailings
Disney · Disney FantasyRound-trip
Bahamas 10 nights Jul 12 – Jul 22, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · St. Maarten, Netherlands Antilles · … · Port Canaveral, Florida8 ports
Port Canaveral, Florida · St. Maarten, Netherlands Antilles · Castries, St. Lucia · Antigua, Antigua & Barbuda · San Juan, Puerto Rico · Disney Lookout Cay · Castaway Cay, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexMaho BeachCosol ToursAdventure Antigua +3 more
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from $3,533
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Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Oct 15 – Nov 5, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsAdventure AntiguaGros Piton Summit Hike +7 more
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from $1,922
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Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Oct 27 – Nov 17, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida13 ports
Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +7 more
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from $1,932
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Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Nov 5 – Nov 26, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsAdventure AntiguaGros Piton Summit Hike +8 more
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from $1,945
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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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Virgin Voyages · Valiant LadyRound-trip
Caribbean Nov 7, 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 · Bridgetown, Barbados · Castries, St. Lucia · 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 WallsMaho BeachSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,755
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Holland America · RotterdamRound-trip
Bahamas 11 nights Nov 10 – Nov 21, 2026 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 · 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 ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +4 more
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from $1,099
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Oceania · Oceania VistaRound-trip
Caribbean 14 nights Nov 11 – Nov 25, 2026 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue Hole & Secret FallsAruba +5 more
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from $3,605
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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 $1,112
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Azamara · Azamara JourneyRound-trip
Caribbean 14 nights Nov 14 – Nov 28, 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 · Road Town, Tortola, B.V.I. · 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 +8 more
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from $4,856
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Virgin Voyages · Valiant LadyRound-trip
Caribbean 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 $1,153
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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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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 $917
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Norwegian · Norwegian PrimaRound-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 Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · 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 DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,300
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Celebrity · Celebrity EclipseRound-trip
Caribbean 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 $654
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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 +5 more
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from $7,649
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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 $5,199
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Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Nov 26 – Dec 17, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsAdventure AntiguaGros Piton Summit Hike +8 more
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from $1,680
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Celebrity · Celebrity ConstellationRound-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. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $910
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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… +7 more
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from $1,929
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 29 – Dec 6, 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. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · 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 DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,131
Book This Cruise@ Cruisebound
Princess · Island PrincessRound-trip
Caribbean 12 nights Nov 30 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · St. Lucia, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowArubaKlein Curaçao Private Day TripGros Piton Summit Hike +3 more
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from $1,098
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Holland America · RotterdamRound-trip
Bahamas 11 nights Dec 1 – Dec 12, 2026 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 · 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 ShowRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachBoiling Lake Hike +4 more
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from $999
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 $1,941
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 $758
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Princess · Enchanted PrincessRound-trip
Caribbean 14 nights Dec 3 – Dec 17, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida10 ports
Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Martinique · Dominica, Caribbean · St. Lucia, Caribbean · Port of Spain, Trinidad · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMaho BeachMt. Liamuiga Volcano Crater HikeBoiling Lake & Valley of Desolation +3 more
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from $1,503
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 $1,105
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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 $603
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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
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Gros Piton Summit HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,084
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-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. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $582
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 $825
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 $2,459
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MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Dec 12 – Dec 19, 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 · Castries, St. Lucia · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursSwim with wild green sea turtles + two shipwrecks… +2 more
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from $672
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Seabourn · Seabourn OvationRound-trip
Caribbean 7 nights Dec 12 – Dec 19, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Bridgetown, Barbados7 ports
Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Rodney Bay, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mt. Liamuiga Volcano Crater HikeBoiling Lake Hike
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from $3,798
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean Dec 12, 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 · Bridgetown, Barbados · Castries, St. Lucia · 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 WallsMaho BeachSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,335
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Dec 13 – Dec 20, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Cosol ToursSwim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit Hike +2 more
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from $846
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,094
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 $1,143
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…ARC Transatlantic RallyCosol Tours +2 more
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from $12,499
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 6 nights Dec 17 – Dec 23, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe6 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · Caribbean Sea Darkest Spot · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Saona Island Private Speedboat & Natural Pool DayCosol Tours
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from $1,062
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Dec 19 – Dec 26, 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. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $656
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Dec 19 – Jan 2, 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 ToursPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +3 more
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from $9,598
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 7 nights Dec 20 – Dec 27, 2026 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic9 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayCosol ToursDeath in Paradise Filming Locations & Botanical Ga…Adventure Antigua +2 more
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from $1,001
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 WallsMt. Liamuiga Volcano Crater HikeMount Pelée & Saint-Pierre +2 more
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from $10,998
Book This Cruise@ Cruisebound
Celebrity · Celebrity EclipseRound-trip
Caribbean 12 nights Dec 22 – Jan 3, 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 · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · 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 $1,641
Book This Cruise@ Cruisebound
Holland America · RotterdamRound-trip
Bahamas 21 nights Dec 22 – Jan 12, 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 · 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 · 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
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeBoiling Lake Hike +9 more
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from $2,589
Book This Cruise@ Cruisebound
Holland America · VolendamRound-trip
Bahamas 14 nights Dec 22 – Jan 5, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · … · Fort Lauderdale (Port Everglades), Florida10 ports
Fort Lauderdale (Port Everglades), Florida · Key West, Florida · Port of Oranjestad, Aruba, Caribbean · Charlotteville, Trinidad and Tobago · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Castries, St. Lucia · 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 ParkArubaGrenada Private Taxi Tour +4 more
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from $1,799
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 $1,787
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 $817
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Dec 26 – Jan 2, 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 · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Castries, St. Lucia · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit Hike +2 more
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from $1,682
Book This Cruise@ Cruisebound
Princess · Coral PrincessRound-trip
Caribbean 11 nights Dec 26 – Jan 6, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. Thomas, U.S. Virgin Islands · … · Fort Lauderdale (Port Everglades), Florida8 ports
Fort Lauderdale (Port Everglades), Florida · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Martinique · Bridgetown, Barbados · St. Lucia, Caribbean · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,199
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean 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 $2,039
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Bridgetown, Barbados · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · 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
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeGrenada Private Taxi Tour +2 more
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from $1,973
Book This Cruise@ Cruisebound
Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $2,519
Book This Cruise@ Cruisebound
Princess · Crown PrincessRound-trip
Caribbean 14 nights Dec 27 – Jan 10, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Maho BeachAdventure Antigua +5 more
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from $1,914
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 28 – Jan 4, 2027 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Fort-de-France, Martinique · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursMt. Liamuiga Volcano Crater Hike +1 more
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from $1,201
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 $2,770
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 8 nights Dec 30 – Jan 7, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique10 ports
Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursMt. Liamuiga Volcano Crater Hike +2 more
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from $1,441
Book This Cruise@ Cruisebound
Costa · Costa FavolosaRound-trip
Caribbean 8 nights Dec 31 – Jan 8, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · … · Pointe-a-Pitre, Guadeloupe10 ports
Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Cosol ToursMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail' +2 more
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from $1,438
Book This Cruise@ Cruisebound
Carnival · Carnival DreamRound-trip
Caribbean Jan 2, 2027 from Galveston, Texas
Galveston, Texas · Ocho Rios, Jamaica · … · Galveston, Texas8 ports
Galveston, Texas · Ocho Rios, Jamaica · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Galveston, Texas
★ Bucket-list Moody GardensBlue HoleSwim with wild green sea turtles + two shipwrecks…Gros Piton Summit Hike +3 more
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from $903
Book This Cruise@ Cruisebound
Celebrity · Celebrity ConstellationRound-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 · Port of Basseterre, St. Kitts, St. Kitts and Nevis · 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 CharterMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $645
Book This Cruise@ Cruisebound
Seabourn · Seabourn OvationRound-trip
Caribbean 7 nights Jan 2 – Jan 9, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Bridgetown, Barbados6 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Curaçao Island Tour with Local Ex…ArubaKlein Bonaire
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from $3,998
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean 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 $1,213
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic9 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayCosol ToursSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +2 more
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from $973
Book This Cruise@ Cruisebound
Holland America · ZaandamRound-trip
Asia 70 nights Jan 3 – Mar 14, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Georgetown, Grand Cayman, Cayman Islands · … · Fort Lauderdale (Port Everglades), Florida40 ports
Fort Lauderdale (Port Everglades), Florida · Georgetown, Grand Cayman, Cayman Islands · Panama Canal, Panama · Fuerte Amador, Panama · Manta (Quito), Ecuador · Salaverry (Trujillo), Peru · Callao (Lima), Peru · General San Martin, Peru · Coquimbo (La Serena), Chile · San Antonio, Santiago, Chile · Robinson Crusoe Island, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Pio Xi (Bruggen) Glacier · Strait OF Magellan · Punta Arenas, Chile · Beagle Channel · Cockburn And Beagle Channels · Ushuaia, Argentina · Antarctic Experience · Stanley, Falkland Islands · Puerto Madryn, Argentina · Punta del Este, Uruguay · Montevideo, Uruguay · Buenos Aires, Argentina · Santos (Sao Paulo), Brazil · Abraao, Ilha Grande, Brazil · Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Recife, Brazil · Fortaleza, Brazil · Belem, Brazil · Crossing The Equator · Devils Island, French Guiana · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowStingray City SandbarPrivate Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu… +13 more
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from $15,614
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 $1,596
Book This Cruise@ Cruisebound
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
Oceania · Oceania AlluraRound-trip
Caribbean 13 nights Jan 7 – Jan 20, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida9 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue Hole & Secret FallsAruba +4 more
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from $7,099
Book This Cruise@ Cruisebound
Princess · Crown PrincessRound-trip
Caribbean 7 nights Jan 8 – Jan 15, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports
Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach +2 more
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from $839
Book This Cruise@ Cruisebound
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 $517
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 7 nights Jan 9 – Jan 16, 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 · Castries, St. Lucia · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursSwim with wild green sea turtles + two shipwrecks… +2 more
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from $966
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