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
+ pick specific cruise lines
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
Must visit a specific port clear
Reset
Filtering Visits Montego Bay ×Round trip ×9–12 nights × Clear all
Showing 9 of 9 sailings
Cunard · Queen ElizabethRound-trip
Mexico 9 nights Nov 17 – Nov 26, 2026 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida7 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarMartha Brae River Bamboo RaftingHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more
View →
from $849
Book This Cruise@ Cruisebound
Cunard · Queen ElizabethRound-trip
Mexico 9 nights Dec 8 – Dec 17, 2026 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida7 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarMartha Brae River Bamboo RaftingHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more
View →
from $849
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… +4 more
View →
from $6,849
Book This Cruise@ Cruisebound
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
View →
from $7,499
Book This Cruise@ Cruisebound
Oceania · Oceania VistaRound-trip
Caribbean 9 nights Dec 28 – Jan 6, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida7 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Harvest Caye, Belize · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarMartha Brae River Bamboo RaftingHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more
View →
from $2,695
Book This Cruise@ Cruisebound
Cunard · Queen ElizabethRound-trip
Caribbean 9 nights Dec 29 – Jan 7, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida7 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarMartha Brae River Bamboo RaftingHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more
View →
from $1,299
Book This Cruise@ Cruisebound
MSC Cruises · MSC PoesiaRound-trip
Panama Canal 11 nights Jan 24 – Feb 4, 2027 from Miami, Florida
Miami, Florida · Montego Bay, Jamaica · … · Miami, Florida8 ports
Miami, Florida · Montego Bay, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Martha Brae River Bamboo RaftingThe Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +2 more
View →
from $1,498
Book This Cruise@ Cruisebound
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
View →
from $1,218
Book This Cruise@ Cruisebound
MSC Cruises · MSC PoesiaRound-trip
Panama Canal 11 nights Jan 23 – Feb 3, 2028 from Miami, Florida
Miami, Florida · Montego Bay, Jamaica · … · Miami, Florida8 ports
Miami, Florida · Montego Bay, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Martha Brae River Bamboo RaftingThe Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +2 more
View →
from $1,043
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
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