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 Ocho Rios ×13+ nights × Clear all
Showing 6 of 6 sailings
Regent · Seven Seas SplendorRound-trip
Caribbean 17 nights Dec 11 – Dec 28, 2026 from Galveston, Texas
Galveston, Texas · Willis Island · … · Galveston, Texas15 ports
Galveston, Texas · Willis Island · Montego Bay, Jamaica · Ocho Rios, Jamaica · Willis Island · Punta Cana, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Gustavia, St. Barts · St. John's, Antigua · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Galveston, Texas
★ Bucket-list Moody GardensZodiac Circumnavigation of Willis IslandMartha Brae River Bamboo RaftingBlue Hole +7 more
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from $10,299
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Regent · Seven Seas MarinerOne-way
Caribbean 14 nights Dec 21 – Jan 4, 2027 from Tampa, Florida to Miami, Florida
Tampa, Florida · Willis Island · … · Miami, Florida14 ports
Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterZodiac Circumnavigation of Willis IslandStingray City SandbarBlue Hole +7 more
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from $9,899
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Regent · Seven Seas SplendorOne-way
Mediterranean 14 nights Jan 12 – Jan 26, 2027 from Miami, Florida to Panama City, Panama
Miami, Florida · Willis Island · … · Panama City, Panama15 ports
Miami, Florida · Willis Island · Cozumel, Mexico · Costa Maya, Mexico · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Puerto Limon, Costa Rica · Willis Island · Cartagena, Spain · Panama Canal, Panama · Panama City, Panama
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandEl Cielo + Palancar + Columbia 3-Stop SnorkelChacchoben Mayan Ruins +6 more
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from $14,099
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Regent · Seven Seas GrandeurOne-way
Mediterranean 14 nights Feb 23 – Mar 9, 2027 from Miami, Florida to Panama City, Panama
Miami, Florida · Willis Island · … · Panama City, Panama15 ports
Miami, Florida · Willis Island · Costa Maya, Mexico · Harvest Caye, Belize · Roatan, Honduras · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Puerto Limon, Costa Rica · Willis Island · Cartagena, Spain · Colon, Panama · Panama Canal, Panama · Panama City, Panama
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandChacchoben Mayan RuinsLamanai Mayan Ruins +6 more
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from $9,299
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Regent · Seven Seas GrandeurRound-trip
Caribbean 14 nights Dec 8 – Dec 22, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida14 ports
Miami, Florida · Willis Island · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandBlue HoleThe Natural Pool +6 more
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from $7,799
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Regent · Seven Seas SplendorOne-way
Mediterranean 16 nights Dec 20 – Jan 5, 2028 from Miami, Florida to San Francisco, California
Miami, Florida · Willis Island · … · San Francisco, California15 ports
Miami, Florida · Willis Island · Ocho Rios, Jamaica · Willis Island · Cartagena, Spain · Kiel Canal, Germany · Willis Island · Puntarenas, Costa Rica · Willis Island · Puerto Quetzal, Guatemala · Willis Island · Puerto Vallarta, Mexico · Cabo San Lucas, Mexico · Willis Island · San Francisco, California
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandBlue HoleThe Roman Theatre of Cartagena with the Rafael Mon… +6 more
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from $11,149
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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