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
Trip tap one or more Round-trip One-way Repositioning
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+ pick specific cruise lines · 2 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 Norwegian ×Regent ×Visits Montego Bay × Clear all
Showing 14 of 14 sailings
Regent · Seven Seas SplendorOne-way
Mexico 15 nights Nov 15 – Nov 30, 2026 from Miami, Florida to Galveston, Texas
Miami, Florida · Willis Island · … · Galveston, Texas15 ports
Miami, Florida · Willis Island · Willemstad, Curacao · Oranjestad, Sint Eustatius · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Roatan, Honduras · Willis Island · Cozumel, Mexico · Progresso, Mexico · Willis Island · Galveston, Texas
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Curaçao Island Tour with Local Ex…The Natural Pool +6 more
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from $9,799
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Norwegian · Norwegian EpicRound-trip
Caribbean 7 nights Nov 22 – Nov 29, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSilver Cove Private VillaMartha Brae River Bamboo RaftingStingray City Sandbar +1 more
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from $691
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Norwegian · Norwegian GetawayRound-trip
Caribbean 7 nights Nov 23 – Nov 30, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSilver Cove Private VillaMartha Brae River Bamboo RaftingStingray City Sandbar +1 more
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from $600
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Norwegian · Norwegian EpicRound-trip
Mexico 7 nights Nov 29 – Dec 6, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSilver Cove Private VillaMartha Brae River Bamboo RaftingStingray City Sandbar +1 more
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from $699
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Regent · Seven Seas MarinerOne-way
Caribbean 10 nights Dec 1 – Dec 11, 2026 from Miami, Florida to Tampa, Florida
Miami, Florida · Willis Island · … · Tampa, Florida10 ports
Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Tampa, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandThe Natural PoolPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $7,900
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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… +4 more
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from $6,849
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Regent · Seven Seas MarinerRound-trip
Caribbean 10 nights Dec 11 – Dec 21, 2026 from Tampa, Florida
Tampa, Florida · Willis Island · … · Tampa, Florida11 ports
Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Willis Island · Roatan, Honduras · Belize City, Belize · Costa Maya, Mexico · Cozumel, Mexico · Willis Island · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterZodiac Circumnavigation of Willis IslandStingray City SandbarMartha Brae River Bamboo Rafting +4 more
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from $7,499
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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 +5 more
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from $10,299
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Regent · Seven Seas SplendorOne-way
Caribbean 14 nights Dec 28 – Jan 11, 2027 from Galveston, Texas to Miami, Florida
Galveston, Texas · Willis Island · … · Miami, Florida14 ports
Galveston, Texas · Willis Island · Cozumel, Mexico · Belize City, Belize · Santo Tomas de Castilla, Guatemala · Roatan, Honduras · Willis Island · Montego Bay, Jamaica · Willis Island · Willemstad, Curacao · Oranjestad, Sint Eustatius · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Miami, Florida
★ Bucket-list Moody GardensZodiac Circumnavigation of Willis IslandEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno… +7 more
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from $9,899
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Norwegian · Norwegian EpicRound-trip
Caribbean 7 nights Jan 17 – Jan 24, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSilver Cove Private VillaMartha Brae River Bamboo RaftingStingray City Sandbar +1 more
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from $570
Book This Cruise@ Cruisebound
Norwegian · Norwegian EpicRound-trip
Mexico 7 nights Mar 21 – Mar 28, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSilver Cove Private VillaMartha Brae River Bamboo RaftingStingray City Sandbar +1 more
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from $799
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Norwegian · Norwegian GemRound-trip
Panama Canal 10 nights Nov 9 – Nov 19, 2027 from Miami, Florida
Miami, Florida · Great Stirrup Cay, Bahamas · … · Miami, Florida8 ports
Miami, Florida · Great Stirrup Cay, Bahamas · Cartagena, Colombia · Panama Canal/Gatun Lake, Panama · Colon, Panama · Puerto Limon, Costa Rica · Montego Bay, Jamaica · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Silver Cove Private VillaThe Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +1 more
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from $1,218
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Norwegian · Norwegian AquaRound-trip
Mexico 7 nights Dec 12 – Dec 19, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSilver Cove Private VillaMartha Brae River Bamboo RaftingStingray City Sandbar +1 more
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from $1,054
Book This Cruise@ Cruisebound
Norwegian · Norwegian AquaRound-trip
Bahamas 7 nights Jan 23 – Jan 30, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Great Stirrup Cay, Bahamas · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSilver Cove Private VillaMartha Brae River Bamboo RaftingStingray City Sandbar +1 more
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from $1,369
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