Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

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

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
Where to? tap as many as you like 2 selected · clear Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines
Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
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Filtering Caribbean ×Africa ×Visits Port of Spain × Clear all
Showing 10 of 10 sailings
Seabourn · Seabourn VentureRepositioning
Caribbean 24 nights Oct 5 – Oct 29, 2026 from Halifax, Nova Scotia to Rio de Janeiro, Brazil
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Rio de Janeiro, Brazil14 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 · 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 Peggy's Cove & LunenburgMt. Liamuiga Volcano Crater HikeSoufrière Hills Volcano Exclusion Zone Helicopter…Full-Day Private Catamaran Sail to Soufrière & the… +10 more
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from $12,798
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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 SalutLine-Crossing Ceremony +6 more
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from $9,598
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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 +3 more
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from $20,949
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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 SalutLine-Crossing Ceremony +6 more
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from $10,698
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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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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 Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara