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 · 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
Must visit a specific port clear
Reset
Filtering Regent ×MSC Cruises ×Visits Santo Tomas de Castilla × Clear all
Showing 8 of 8 sailings
Regent · Seven Seas GrandeurOne-way
Bermuda 21 nights Nov 8 – Nov 29, 2026 from Civitavecchia (Rome), Italy to Miami, Florida
Civitavecchia (Rome), Italy · Willis Island · … · Miami, Florida16 ports
Civitavecchia (Rome), Italy · Willis Island · Palma de Mallorca, Spain · Willis Island · Funchal, Madeira, Portugal · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Miami, Florida · Willis Island · Roatan, Honduras · Santo Tomas de Castilla, Guatemala · Harvest Caye, Belize · Costa Maya, Mexico · Willis Island · Miami, Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayZodiac Circumnavigation of Willis IslandLa Seu Cathedral + Rooftop Terraces ClimbPico do Arieiro to Pico Ruivo +6 more
View →
from $14,399
Book This Cruise@ Cruisebound
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…Tikal National Park +2 more
View →
from $6,399
Book This Cruise@ Cruisebound
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
View →
from $9,899
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 +2 more
View →
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 SnorkelTikal National Park +4 more
View →
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 +7 more
View →
from $9,349
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
View →
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
View →
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
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