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 Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
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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 Regent ×Visits Harvest Caye ×Round trip × Clear all
Showing 10 of 10 sailings
Regent · Seven Seas GrandeurRound-trip
Mexico 7 nights Nov 22 – Nov 29, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida8 ports
Miami, Florida · Willis Island · Roatan, Honduras · Santo Tomas de Castilla, Guatemala · Harvest Caye, Belize · Costa Maya, Mexico · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Lamanai Mayan Ruins +1 more
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from $6,399
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurRound-trip
Mexico 10 nights Dec 9 – Dec 19, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida11 ports
Miami, Florida · Willis Island · Costa Maya, Mexico · Belize City, Belize · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandChacchoben Mayan RuinsGreat Blue Hole Flightseeing & Lighthouse Reef Sno… +3 more
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from $6,849
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Regent · Seven Seas GrandeurRound-trip
Mexico 7 nights Feb 9 – Feb 16, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida8 ports
Miami, Florida · Willis Island · Cozumel, Mexico · Roatan, Honduras · Harvest Caye, Belize · Costa Maya, Mexico · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandEl Cielo + Palancar + Columbia 3-Stop SnorkelHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more
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from $4,949
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurRound-trip
Bahamas 10 nights Nov 18 – Nov 28, 2027 from Miami, Florida
Miami, Florida · Freeport, Bahamas · … · Miami, Florida11 ports
Miami, Florida · Freeport, Bahamas · Willis Island · Progresso, Mexico · Willis Island · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandLamanai Mayan RuinsHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +1 more
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from $5,599
Book This Cruise@ Cruisebound
Regent · Seven Seas PrestigeRound-trip
Caribbean 7 nights Nov 20 – Nov 27, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida8 ports
Miami, Florida · Willis Island · Belize City, Belize · Harvest Caye, Belize · Santo Tomas de Castilla, Guatemala · Cozumel, Mexico · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandGreat Blue Hole Flightseeing & Lighthouse Reef Sno…Lamanai Mayan Ruins +1 more
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from $5,749
Book This Cruise@ Cruisebound
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 SnorkelLamanai Mayan Ruins +3 more
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from $7,349
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurRound-trip
Panama Canal 14 nights Dec 22 – Jan 5, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · … · Miami, Florida16 ports
Miami, Florida · Key West, Florida · Willis Island · Cozumel, Mexico · Santo Tomas de Castilla, Guatemala · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Puerto Limon, Costa Rica · Colon, Panama · Panama Canal, Panama · 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 $9,349
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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 SnorkelLamanai Mayan Ruins +3 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 +4 more
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from $8,699
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurRound-trip
Caribbean 10 nights Mar 4 – Mar 14, 2028 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida11 ports
Miami, Florida · Willis Island · Progresso, Mexico · Willis Island · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandLamanai Mayan RuinsHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +1 more
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from $6,399
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.

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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