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 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
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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 Visits Cabo Rojo ×One-way ×13+ nights × Clear all
Showing 3 of 3 sailings
Norwegian · Norwegian SunOne-way
Bermuda 13 nights Oct 24 – Nov 6, 2026 from New York, New York to Miami, Florida
New York, New York · Royal Naval Dockyard, Bermuda · … · Miami, Florida10 ports
New York, New York · Royal Naval Dockyard, Bermuda · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Island Wrap-Around Van Tour of BermudaWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +6 more
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from $1,257
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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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Regent · Seven Seas GrandeurOne-way
Bahamas 14 nights Nov 4 – Nov 18, 2027 from New York, New York to Miami, Florida
New York, New York · Willis Island · … · Miami, Florida13 ports
New York, New York · Willis Island · Nassau, Bahamas · Willis Island · Cabo Rojo, Dominican Republic · Willis Island · Willemstad, Curacao · Oranjestad, Sint Eustatius · Willis Island · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandSwim With the Wild Exuma PigsBahía de las Águilas +5 more
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from $9,499
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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