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
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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 Australia & South Pacific ×Bahamas ×From Bridgetown, Barbados × Clear all
Showing 6 of 6 sailings
Azamara · Azamara JourneyOne-way
Caribbean 17 nights Dec 28 – Jan 14, 2027 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida14 ports
Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Charlestown, Nevis, St. Kitts and Nevis · Frederikstad, St. Croix · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Cosol Tours +9 more
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from $7,329
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Princess · Crown PrincessOne-way
Caribbean 9 nights Mar 26 – Apr 4, 2027 from Bridgetown, Barbados to Fort Lauderdale (Port Everglades), Florida
Bridgetown, Barbados · San Juan, Puerto Rico · … · Fort Lauderdale (Port Everglades), Florida6 ports
Bridgetown, Barbados · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City WallsMaho BeachAruba +2 more
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from $1,024
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Azamara · Azamara QuestOne-way
Bahamas 9 nights Dec 27 – Jan 5, 2028 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Kralendijk, Bonaire, Dutch Antilles · … · Miami, Florida7 ports
Bridgetown, Barbados · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Puerto Plata, Dominican Republic · Nassau, Bahamas · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Klein BonairePrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +3 more
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from $3,591
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Regent · Seven Seas GrandeurOne-way
Caribbean 9 nights Feb 24 – Mar 4, 2028 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Castries, St. Lucia · … · Miami, Florida9 ports
Bridgetown, Barbados · Castries, St. Lucia · Fort-de-France, Martinique · Roseau, Dominica · Pointe-a-Pitre, Guadeloupe · Gustavia, St. Barts · Philipsburg, St. Maarten · Willis Island · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursMount Pelée & Saint-PierreBoiling Lake Hike +5 more
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from $5,899
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Azamara · Azamara QuestOne-way
Caribbean 9 nights Mar 13 – Mar 22, 2028 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Miami, Florida8 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Castries, St. Lucia · Saint- Pierre · Roseau, Dominica · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourCosol ToursBoiling Lake Hike +3 more
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from $3,932
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Princess · Emerald PrincessOne-way
Caribbean 9 nights Mar 24 – Apr 2, 2028 from Bridgetown, Barbados to Fort Lauderdale (Port Everglades), Florida
Bridgetown, Barbados · San Juan, Puerto Rico · … · Fort Lauderdale (Port Everglades), Florida6 ports
Bridgetown, Barbados · San Juan, Puerto Rico · Curacao, Caribbean · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City WallsKlein Curaçao Private Day TripAruba +2 more
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from $1,356
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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.

19 lines
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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