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
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Where to? tap as many as you like 1 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 Caribbean ×Visits Cabo Rojo ×One-way × Clear all
Showing 3 of 3 sailings
Costa · Costa FascinosaOne-way
Caribbean 14 nights Jan 21 – Feb 4, 2027 from Pointe-a-Pitre, Guadeloupe to Pointe-a-Pitre, Guadeloupe
Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · … · Pointe-a-Pitre, Guadeloupe16 ports
Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list La Grande SoufrièreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman Island +9 more
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from $1,961
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Norwegian · Norwegian GemOne-way
Caribbean 10 nights Apr 3 – Apr 13, 2027 from Tampa, Florida to New York, New York
Tampa, Florida · Cabo Rojo, Dominican Republic · … · New York, New York6 ports
Tampa, Florida · Cabo Rojo, Dominican Republic · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Puerto Plata, Dominican Republic · New York, New York
★ Bucket-list Clearwater Beach Private Luxury CharterBahía de las ÁguilasPrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +2 more
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from $999
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Regent · Seven Seas PrestigeOne-way
Mediterranean 12 nights Mar 2 – Mar 14, 2028 from Miami, Florida to Panama City, Panama
Miami, Florida · Key West, Florida · … · Panama City, Panama13 ports
Miami, Florida · Key West, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Willis Island · Cabo Rojo, Dominican Republic · Willis Island · Cartagena, Spain · Willis Island · Puerto Limon, Costa Rica · Kiel Canal, Germany · Panama City, Panama
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkZodiac Circumnavigation of Willis IslandStingray City Sandbar +6 more
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from $8,799
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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
aboard
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