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
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+ pick specific cruise lines · 1 selected
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 Regent ×Visits Santo Tomas de Castilla ×9–12 nights × Clear all
Showing 3 of 3 sailings
Regent · Seven Seas PrestigeRound-trip
Caribbean 10 nights Nov 27 – Dec 7, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida11 ports
Miami, Florida · Willis Island · Cozumel, Mexico · Santo Tomas de Castilla, Guatemala · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandEl Cielo + Palancar + Columbia 3-Stop SnorkelTikal National Park +4 more
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from $7,349
Book This Cruise@ Cruisebound
Regent · Seven Seas PrestigeRound-trip
Caribbean 10 nights Dec 28 – Jan 7, 2028 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida11 ports
Miami, Florida · Willis Island · Cozumel, Mexico · Santo Tomas de Castilla, Guatemala · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandEl Cielo + Palancar + Columbia 3-Stop SnorkelTikal National Park +4 more
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from $7,199
Book This Cruise@ Cruisebound
Regent · Seven Seas PrestigeRound-trip
Mexico 11 nights Feb 5 – Feb 16, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · … · Miami, Florida12 ports
Miami, Florida · Key West, Florida · Willis Island · Cozumel, Mexico · Santo Tomas de Castilla, Guatemala · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkZodiac Circumnavigation of Willis IslandEl Cielo + Palancar + Columbia 3-Stop Snorkel +5 more
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from $8,699
Book This Cruise@ Cruisebound

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