Bucket-List Cruise Adventures

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Showing 47 of 47 sailings
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 WallsSwim with wild green sea turtles + two shipwrecks…Random Wind 'Paradise Day Sail' +5 more
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from $1,922
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 15 nights Oct 17 – Nov 1, 2026 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarKlein BonaireAruba +1 more
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from $1,169
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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 +5 more
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from $1,932
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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 +7 more
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from $1,679
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Regent · Seven Seas SplendorOne-way
Mexico 15 nights Nov 15 – Nov 30, 2026 from Miami, Florida to Galveston, Texas
Miami, Florida · Willis Island · … · Galveston, Texas15 ports
Miami, Florida · Willis Island · Willemstad, Curacao · Oranjestad, Sint Eustatius · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Roatan, Honduras · Willis Island · Cozumel, Mexico · Progresso, Mexico · Willis Island · Galveston, Texas
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Curaçao Island Tour with Local Ex…The Natural Pool +5 more
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from $9,799
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 20 nights Dec 3 – Dec 23, 2026 from Miami, Florida
Miami, Florida · Willemstad, Curacao · … · Miami, Florida13 ports
Miami, Florida · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Curaçao Island Tour with Local Ex…ArubaStingray City Sandbar +1 more
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from $1,326
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Dec 13 – Jan 3, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida14 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · 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…Stingray City SandbarPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +5 more
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from $2,735
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Regent · Seven Seas MarinerOne-way
Caribbean 14 nights Dec 21 – Jan 4, 2027 from Tampa, Florida to Miami, Florida
Tampa, Florida · Willis Island · … · Miami, Florida14 ports
Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterZodiac Circumnavigation of Willis IslandStingray City SandbarThe Natural Pool +6 more
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from $9,899
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Oceania · Oceania MarinaRound-trip
Caribbean 14 nights Dec 22 – Jan 5, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $3,915
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Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Dec 27 – Jan 17, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida15 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 · Panama Canal, Panama · Colon, Panama · Puerto Limon, Costa Rica · Georgetown, Grand Cayman, Cayman Islands · Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · 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… +4 more
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from $2,284
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Regent · Seven Seas SplendorOne-way
Caribbean 14 nights Dec 28 – Jan 11, 2027 from Galveston, Texas to Miami, Florida
Galveston, Texas · Willis Island · … · Miami, Florida14 ports
Galveston, Texas · Willis Island · Cozumel, Mexico · Belize City, Belize · Santo Tomas de Castilla, Guatemala · Roatan, Honduras · Willis Island · Montego Bay, Jamaica · Willis Island · Willemstad, Curacao · Oranjestad, Sint Eustatius · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Miami, Florida
★ Bucket-list Moody GardensZodiac Circumnavigation of Willis IslandEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno… +5 more
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from $9,899
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Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Jan 8 – Jan 29, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · … · Fort Lauderdale (Port Everglades), Florida15 ports
Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · 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 · Panama Canal, Panama · Gatun Lake, 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 ShowKlein BonairePrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +4 more
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from $2,284
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Princess · Regal PrincessRound-trip
Bahamas 14 nights Jan 31 – Feb 14, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Grand Turk, Turks and Caicos · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowKayak the Lucayan Caves & Gold Rock Beach with the…Gibbs Cay Private Stingray Swim & Reef SnorkelSwim With the Wild Exuma Pigs +2 more
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from $2,595
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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 +11 more
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from $2,799
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Feb 14 – Mar 7, 2027 from Miami, Florida
Miami, Florida · Ocho Rios, Jamaica · … · Miami, Florida14 ports
Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full TransitHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +4 more
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from $2,225
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Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Feb 19 – Mar 12, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · … · Fort Lauderdale (Port Everglades), Florida15 ports
Fort Lauderdale (Port Everglades), Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · 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 · Gatun Lake, Panama Canal, Panama · 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 ShowKlein BonairePrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +4 more
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from $2,419
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Feb 25 – Mar 18, 2027 from Miami, Florida
Miami, Florida · Willemstad, Curacao · … · Miami, Florida14 ports
Miami, Florida · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · 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 Curaçao Island Tour with Local Ex…Klein BonaireAruba +4 more
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from $2,345
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Holland America · ZuiderdamRound-trip
Caribbean 18 nights Mar 6 – Mar 24, 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 · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Nassau, Bahamas · Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel +4 more
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from $2,034
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Mar 7 – Mar 28, 2027 from Miami, Florida
Miami, Florida · Ocho Rios, Jamaica · … · Miami, Florida14 ports
Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full TransitHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +4 more
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from $2,345
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MSC Cruises · MSC PoesiaRound-trip
Panama Canal 21 nights Mar 18 – Apr 8, 2027 from Miami, Florida
Miami, Florida · Willemstad, Curacao · … · Miami, Florida14 ports
Miami, Florida · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · 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 Curaçao Island Tour with Local Ex…Klein BonaireAruba +4 more
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from $2,125
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Holland America · Nieuw AmsterdamRound-trip
Bahamas 21 nights Mar 21 – Apr 11, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Fort Lauderdale (Port Everglades), Florida15 ports
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 · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Cabo Rojo, Dominican Republic · 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… +4 more
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from $2,429
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Regent · Seven Seas MarinerRound-trip
Australia & South Pacific 15 nights Mar 26 – Apr 10, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida15 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Gustavia, St. Barts · Fort-de-France, Martinique · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Willis Island · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Puerto Plata, Dominican Republic · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykeMount Pelée & Saint-Pierre +5 more
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from $10,299
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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 & SeaKlein BonairePrivate Full-Day Curaçao Island Tour with Local Ex… +6 more
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from $2,254
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Regent · Seven Seas GrandeurOne-way
Mediterranean 14 nights Mar 31 – Apr 14, 2027 from Panama City, Panama to Miami, Florida
Panama City, Panama · Kiel Canal, Germany · … · Miami, Florida14 ports
Panama City, Panama · Kiel Canal, Germany · Cartagena, Spain · Santa Marta, Colombia · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · St. Georges, Grenada, West Indies · Castries, St. Lucia · Gustavia, St. Barts · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…The Natural PoolPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +5 more
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from $8,699
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Norwegian · Norwegian BreakawayRepositioning
Caribbean 14 nights Apr 4 – Apr 18, 2027 from New Orleans, Louisiana to Boston, Massachusetts
New Orleans, Louisiana · Georgetown, Grand Cayman, Cayman Islands · … · Boston, Massachusetts9 ports
New Orleans, Louisiana · Georgetown, Grand Cayman, Cayman Islands · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · St. Lucia, Caribbean · Tortola, B.V.I. · Boston, Massachusetts
★ Bucket-list Steamboat NatchezStingray City SandbarArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $1,726
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Regent · Seven Seas PrestigeOne-way
Bermuda 14 nights Apr 9 – Apr 23, 2027 from Miami, Florida to New York, New York
Miami, Florida · Willis Island · … · New York, New York13 ports
Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Castries, St. Lucia · Gustavia, St. Barts · San Juan, Puerto Rico · Willis Island · Royal Naval Dockyard, Bermuda · 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 $10,199
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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… +5 more
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from $8,199
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MSC Cruises · MSC PoesiaRound-trip
Panama Canal 21 nights Oct 21 – Nov 11, 2027 from Miami, Florida
Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · … · Miami, Florida14 ports
Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · 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…Klein BonaireArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $2,031
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Oceania · Oceania SirenaRepositioning
Caribbean 27 nights Oct 25 – Nov 21, 2027 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida21 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Bay of Fundy, Canada · Portland, Maine · New York, New York · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Suez Canal, Egypt · Miami, Florida
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Mingan ArchipelagoBridgeClimb SydneyPeggy's Cove & Lunenburg +10 more
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from $8,749
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Oceania · Oceania SirenaRepositioning
Caribbean 15 nights Nov 6 – Nov 21, 2027 from New York, New York to Miami, Florida
New York, New York · Tortola, B.V.I. · … · Miami, Florida10 ports
New York, New York · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
★ Bucket-list Manhattan Helicopter TourJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +5 more
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from $4,199
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Nov 15 – Nov 29, 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 · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachAruba +3 more
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from $1,292
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Nov 21 – Dec 12, 2027 from Miami, Florida
Miami, Florida · Ocho Rios, Jamaica · … · Miami, Florida14 ports
Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full TransitHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +4 more
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from $2,031
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Nov 22 – Dec 6, 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 · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · 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 DayArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +3 more
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from $1,292
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Nov 29 – Dec 13, 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 · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachAruba +3 more
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from $1,372
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Oceania · Oceania SonataRound-trip
Caribbean 13 nights Dec 6 – Dec 19, 2027 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida10 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +5 more
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from $6,399
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Regent · Seven Seas GrandeurRound-trip
Caribbean 14 nights Dec 8 – Dec 22, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida14 ports
Miami, Florida · Willis Island · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Willis Island · Miami, Florida
★ 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… +4 more
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from $7,799
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Seabourn · Seabourn OvationOne-way
Caribbean 17 nights Dec 11 – Dec 28, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten15 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Scarborough, Tobago · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port Elizabeth, Saint Vincent · Saint-Pierre, Newfoundland, Canada · Terre-de-haut, Guadeloupe · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Road Bay, Anguilla · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Curaçao Island Tour with Local Ex…Klein BonaireGrenada Private Taxi Tour +3 more
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from $8,998
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Regent · Seven Seas VoyagerRound-trip
Mediterranean 25 nights Dec 19 – Jan 13, 2028 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida26 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Willis Island · Oranjestad, Sint Eustatius · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Willis Island · Cartagena, Spain · Panama Canal, Panama · Colon, Panama · Puerto Limon, Costa Rica · Willis Island · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykePrivate Full-Day Boat Charter +14 more
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from $14,049
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 20 – Jan 3, 2028 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 · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · 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 DayArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +3 more
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from $2,882
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Oceania · Oceania SirenaRound-trip
Caribbean 14 nights Dec 22 – Jan 5, 2028 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida11 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Castries, St. Lucia · Fort-de-France, Martinique · Roseau, Dominica · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +5 more
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from $4,399
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Celebrity · Celebrity EclipseRound-trip
Caribbean 13 nights Dec 23 – Jan 5, 2028 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · … · Fort Lauderdale (Port Everglades), Florida9 ports
Fort Lauderdale (Port Everglades), Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Kingstown, St. Vincent & the Grenadines · Roseau, Dominica · 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 ShowArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +3 more
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from $2,433
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Seabourn · Seabourn OvationOne-way
Caribbean 14 nights Jan 8 – Jan 22, 2028 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten12 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · 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…Private Full-Day Curaçao Island Tour with Local Ex…ArubaKlein Bonaire +4 more
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from $8,898
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Cunard · Queen Mary 2Round-trip
Mediterranean 35 nights Jan 11 – Feb 15, 2028 from Southampton, England
Southampton, England · Santa Cruz de Tenerife, Canary Islands · … · Southampton, England13 ports
Southampton, England · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Grenada, Caribbean · St. Lucia, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Funchal, Madeira, Portugal · Southampton, England
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Teide National ParkRandom Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +5 more
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from $4,899
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MSC Cruises · MSC PoesiaRound-trip
Panama Canal 21 nights Feb 3 – Feb 24, 2028 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida14 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · 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…ArubaKlein BonaireStingray City Sandbar +4 more
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from $2,751
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Holland America · OosterdamRound-trip
Bahamas 21 nights Feb 4 – Feb 25, 2028 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Willemstad, Curacao · … · Fort Lauderdale (Port Everglades), Florida15 ports
Fort Lauderdale (Port Everglades), Florida · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · 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 · Colon, Panama · Gatun Lake, 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 Full-Day Curaçao Island Tour with Local Ex…Klein BonaireAruba +4 more
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from $3,594
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Regent · Seven Seas PrestigeRound-trip
Caribbean 15 nights Feb 16 – Mar 2, 2028 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida15 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Willis Island · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Oranjestad, Sint Eustatius · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykeBoiling Lake Hike +7 more
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from $11,799
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Holland America · OosterdamRound-trip
Caribbean 21 nights Mar 17 – Apr 7, 2028 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Willemstad, Curacao · … · Fort Lauderdale (Port Everglades), Florida15 ports
Fort Lauderdale (Port Everglades), Florida · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · 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 · Gatun Lake, Panama Canal, Panama · 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 Full-Day Curaçao Island Tour with Local Ex…Klein BonaireAruba +4 more
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from $3,444
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