Bucket-List Cruise Adventures

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Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Luxury Azamara Explora Journeys Oceania Regent Seabourn Silversea Viking Ocean Windstar River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Showing 18 of 18 sailings
Seabourn · Seabourn VentureRepositioning
Caribbean 16 nights Oct 13 – Oct 29, 2026 from Bridgetown, Barbados to Rio de Janeiro, Brazil
Bridgetown, Barbados · Port of Spain, Trinidad · … · Rio de Janeiro, Brazil10 ports
Bridgetown, Barbados · Port of Spain, Trinidad · Devils Island, French Guiana · Crossing The Equator · Fortaleza, Brazil · Natal(Rio Grande do Norte), Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Caroni SwampÎles du SalutPrivate Half-Day Fortaleza Shore Excursion +5 more
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from $6,719
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Princess · Coral PrincessRound-trip
Caribbean 14 nights Oct 15 – Oct 29, 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. Georges, Grenada, West Indies · 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 +4 more
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from $1,489
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Regent · Seven Seas MarinerRound-trip
Caribbean 22 nights Nov 9 – Dec 1, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida16 ports
Miami, Florida · Willis Island · Bridgetown, Barbados · Port of Spain, Trinidad · Willis Island · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Willis Island · St. Georges, Grenada, West Indies · Willis Island · San Juan, Puerto Rico · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandSwim with wild green sea turtles + two shipwrecks…Caroni Swamp +6 more
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from $17,349
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Royal Caribbean · Grandeur of the SeasRound-trip
Panama Canal 10 nights Nov 14 – Nov 24, 2026 from Colon, Panama
Colon, Panama · Kralendijk, Bonaire, Dutch Antilles · … · Colon, Panama7 ports
Colon, Panama · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Port of Spain, Trinidad · Scarborough, Tobago · Colon, Panama
★ Bucket-list Panama Canal Full TransitKlein BonaireArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +2 more
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from $1,542
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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 +4 more
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from $1,599
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Explora Journeys · EXPLORA IOne-way
Caribbean 7 nights Jan 29, 2027 from Miami, Florida to Manaus, Brazil
Miami, Florida · Puerto Plata, Dominican Republic · … · Manaus, Brazil14 ports
Miami, Florida · Puerto Plata, Dominican Republic · Philipsburg, St. Maarten · Terre-de-haut, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Gustavia, St. Barts · Saint-Pierre, France · Bridgetown, Barbados · Port of Spain, Trinidad · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsRandom Wind 'Paradise Day Sail'Private Catamaran Sail & Snorkel +9 more
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from $11,625
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Explora Journeys · EXPLORA IOne-way
Caribbean 12 nights Feb 5, 2027 from San Juan, Puerto Rico to Manaus, Brazil
San Juan, Puerto Rico · Gustavia, St. Barts · … · Manaus, Brazil9 ports
San Juan, Puerto Rico · Gustavia, St. Barts · Saint-Pierre, France · Bridgetown, Barbados · Port of Spain, Trinidad · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Open-Top Mini Moke Island Tour of St. BartsÎle aux MarinsSwim with wild green sea turtles + two shipwrecks… +4 more
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from $8,190
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Regent · Seven Seas GrandeurRound-trip
Caribbean 22 nights Mar 9 – Mar 31, 2027 from Panama City, Panama
Panama City, Panama · Panama Canal, Panama · … · Panama City, Panama17 ports
Panama City, Panama · Panama Canal, Panama · Willis Island · Oranjestad, Sint Eustatius · Willis Island · Port of Spain, Trinidad · Willis Island · Manaus, Brazil · Boca da Valeria, Brazil · Alter do Chao, Brazil · Willis Island · St. Georges, Grenada, West Indies · Willis Island · Willemstad, Curacao · Willis Island · Panama Canal, Panama · Panama City, Panama
★ Bucket-list Panama Canal Miraflores LocksPanama Canal Full TransitZodiac Circumnavigation of Willis IslandThe Natural Pool +6 more
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from $23,449
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Seabourn · Seabourn VentureOne-way
Caribbean 24 nights Oct 1 – Oct 25, 2027 from Halifax, Nova Scotia to Rio de Janeiro, Brazil
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Rio de Janeiro, Brazil13 ports
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Little Bay, Montserrat, Leeward Islands · Rodney Bay, St. Lucia · Bridgetown, Barbados · Port of Spain, Trinidad · Devils Island, French Guiana · Fortaleza, Brazil · Natal(Rio Grande do Norte), Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Peggy's Cove & LunenburgMt. Liamuiga Volcano Crater HikeSoufrière Hills Volcano Exclusion Zone Helicopter…Full-Day Private Catamaran Sail to Soufrière & the… +9 more
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from $11,814
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Seabourn · Seabourn VentureRepositioning
Caribbean 16 nights Oct 9 – Oct 25, 2027 from Bridgetown, Barbados to Rio de Janeiro, Brazil
Bridgetown, Barbados · Port of Spain, Trinidad · … · Rio de Janeiro, Brazil10 ports
Bridgetown, Barbados · Port of Spain, Trinidad · Devils Island, French Guiana · Crossing The Equator · Fortaleza, Brazil · Natal(Rio Grande do Norte), Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Caroni SwampÎles du SalutPrivate Half-Day Fortaleza Shore Excursion +5 more
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from $9,009
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Holland America · ZuiderdamRound-trip
Bahamas 28 nights Oct 30 – Nov 27, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · … · Miami, Florida20 ports
Miami, Florida · Nassau, Bahamas · Half Moon Cay (Little San Salvador Island), Bahamas · Ocho Rios, Jamaica · Santo Domingo, Dominican Republic · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Port of Spain, Trinidad · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Santa Marta, Colombia · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Belize City, Belize · Cozumel, Mexico · Progreso, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsHorseback Riding by Land & SeaBlue Hole +15 more
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from $4,179
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 7 nights Dec 25 – Jan 1, 2028 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 · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Port of Spain, Trinidad · St. Georges, Grenada, West Indies · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…La Soufrière Volcano Summit HikeSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,889
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 7 nights Dec 26 – Jan 2, 2028 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Port of Kingstown, St. Vincent & the Grenadines · … · Pointe-a-Pitre, Guadeloupe7 ports
Pointe-a-Pitre, Guadeloupe · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Port of Spain, Trinidad · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…La Soufrière Volcano Summit HikeSwim with wild green sea turtles + two shipwrecks…Caroni Swamp +2 more
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from $1,882
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 14 nights Dec 28 – Jan 11, 2028 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Spain, Trinidad · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Spain, Trinidad · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Roseau, Dominica · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Caroni SwampGrenada Private Taxi TourMount Pelée & Saint-Pierre +6 more
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from $1,911
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 7 nights Feb 19 – Feb 26, 2028 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 · Port of Spain, Trinidad · St. Georges, Grenada, West Indies · 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 $1,269
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Carnival · Carnival FirenzeRound-trip
Caribbean 14 nights Feb 20, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · Philipsburg, St. Maarten · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · Philipsburg, St. Maarten · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Grenada, Caribbean · Fort-de-France, Martinique · Port of Spain, Trinidad · Dominica, Caribbean · Guadeloupe, Caribbean · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexRandom Wind 'Paradise Day Sail'Adventure AntiguaGros Piton Summit Hike +5 more
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from $1,206
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 7 nights Feb 20 – Feb 27, 2028 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 · Port of Spain, Trinidad · St. Georges, Grenada, West Indies · 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 HikeCaroni Swamp +2 more
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from $1,262
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 14 nights Feb 22 – Mar 7, 2028 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados14 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Port of Spain, Trinidad · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit HikeCaroni SwampGrenada Private Taxi Tour +7 more
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from $2,261
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Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

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MSC Cruises Royal Caribbean Carnival Viking River Norwegian AmaWaterways Costa Princess Celebrity Avalon Disney Viking Ocean Holland America Silversea Oceania Virgin Regent Explora Journeys Cunard Azamara Windstar Seabourn Virgin Voyages