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
Reset
Filtering Regent ×Celebrity ×From Miami, Florida × Clear all
Showing 36 of 111 sailings
Celebrity · Celebrity BeyondRound-trip
Caribbean Jun 21, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakWalk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater Hike
View →
from $960
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Bahamas 7 nights Jun 28 – Jul 5, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Cozumel, Mexico · Belize City, Belize · Costa Maya, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno… +1 more
View →
from $3,663
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Jul 5, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeRandom Wind 'Paradise Day Sail'
View →
from $2,119
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Jul 12, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakEl Cielo + Palancar + Columbia 3-Stop SnorkelStingray City Sandbar +1 more
View →
from $1,393
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Jul 19, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeMt. Liamuiga Volcano Crater Hike
View →
from $5,298
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Jul 26, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakEl Cielo + Palancar + Columbia 3-Stop SnorkelStingray City Sandbar +1 more
View →
from $920
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean 7 nights Aug 2 – Aug 9, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · San Juan, Puerto Rico · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakWalk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'
View →
from $895
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Bahamas Aug 9, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel +1 more
View →
from $797
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Aug 16, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeMt. Liamuiga Volcano Crater Hike
View →
from $709
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Bahamas Aug 23, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakEl Cielo + Palancar + Columbia 3-Stop SnorkelStingray City Sandbar +1 more
View →
from $705
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Aug 30, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeRandom Wind 'Paradise Day Sail'
View →
from $838
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Bahamas Sep 6, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakEl Cielo + Palancar + Columbia 3-Stop SnorkelStingray City Sandbar +1 more
View →
from $716
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Sep 13, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeMt. Liamuiga Volcano Crater Hike
View →
from $870
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Bahamas Sep 20, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakEl Cielo + Palancar + Columbia 3-Stop SnorkelStingray City Sandbar +1 more
View →
from $698
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Sep 27, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeRandom Wind 'Paradise Day Sail'
View →
from $675
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Bahamas Oct 4, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel +1 more
View →
from $789
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Oct 11, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeMt. Liamuiga Volcano Crater Hike
View →
from $811
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Bahamas Oct 18, 2026 from Miami, Florida
Miami, Florida · Perfect Day at CocoCay · … · Miami, Florida6 ports
Miami, Florida · Perfect Day at CocoCay · Cozumel, Mexico · Georgetown, Grand Cayman, Cayman Islands · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakEl Cielo + Palancar + Columbia 3-Stop SnorkelStingray City Sandbar +1 more
View →
from $820
Book This Cruise@ Cruisebound
Celebrity · Celebrity BeyondRound-trip
Caribbean Oct 25, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Tortola, B.V.I. · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsJost Van DykeRandom Wind 'Paradise Day Sail'
View →
from $1,026
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Nov 8 – Nov 15, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterThe full 27 jumps at the Damajagua Waterfalls
View →
from $907
Book This Cruise@ Cruisebound
Regent · Seven Seas MarinerRound-trip
Caribbean 22 nights Nov 9 – Dec 1, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida16 ports
Miami, Florida · Willis Island · Bridgetown, Barbados · Port of Spain, Trinidad · Willis Island · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Willis Island · St. Georges, Grenada, West Indies · Willis Island · San Juan, Puerto Rico · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandSwim with wild green sea turtles + two shipwrecks…Caroni Swamp +7 more
View →
from $15,099
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 6 nights Nov 15 – Nov 21, 2026 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $1,331
Book This Cruise@ Cruisebound
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 +7 more
View →
from $9,799
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Bahamas 7 nights Nov 21 – Nov 28, 2026 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida6 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Bimini, Bahamas · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarEl Cielo + Palancar + Columbia 3-Stop SnorkelSwim with Wild Dolphins at Honeymoon Harbour +1 more
View →
from $1,115
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
Celebrity · Celebrity XcelRound-trip
Caribbean 8 nights Nov 28 – Dec 6, 2026 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaKlein BonairePrivate Full-Day Curaçao Island Tour with Local Ex…
View →
from $1,180
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurRound-trip
Bahamas 10 nights Nov 29 – Dec 9, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida10 ports
Miami, Florida · Willis Island · San Juan, Puerto Rico · Gustavia, St. Barts · Philipsburg, St. Maarten · Frederikstad, St. Croix · La Romana, Dominican Republic · Willis Island · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandWalk El Morro & Old San Juan's City WallsPrivate Open-Top Mini Moke Island Tour of St. Barts +4 more
View →
from $6,949
Book This Cruise@ Cruisebound
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
View →
from $7,900
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Bahamas 7 nights Dec 6 – Dec 13, 2026 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
View →
from $885
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
Celebrity · Celebrity XcelRound-trip
Mexico 7 nights Dec 13 – Dec 20, 2026 from Miami, Florida
Miami, Florida · Nassau, Bahamas · … · Miami, Florida6 ports
Miami, Florida · Nassau, Bahamas · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Costa Maya, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel +1 more
View →
from $859
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurRound-trip
Caribbean 10 nights Dec 19 – Dec 29, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida9 ports
Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterBoiling Lake Hike +3 more
View →
from $8,999
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Dec 20 – Dec 27, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Full-Day Boat CharterThe full 27 jumps at the Damajagua Waterfalls
View →
from $1,140
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach
View →
from $1,765
Book This Cruise@ Cruisebound
Regent · Seven Seas GrandeurOne-way
Mediterranean 16 nights Dec 29 – Jan 14, 2027 from Miami, Florida to Los Angeles, California
Miami, Florida · Willis Island · … · Los Angeles, California17 ports
Miami, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Cartagena, Spain · Panama Canal, Panama · Willis Island · Puntarenas, Costa Rica · Willis Island · Puerto Quetzal, Guatemala · Willis Island · Acapulco, Mexico · Willis Island · Cabo San Lucas, Mexico · Willis Island · San Diego, California · Los Angeles, California
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandStingray City SandbarThe Roman Theatre of Cartagena with the Rafael Mon… +7 more
View →
from $13,999
Book This Cruise@ Cruisebound
Celebrity · Celebrity XcelRound-trip
Mexico 7 nights Jan 3 – Jan 10, 2027 from Miami, Florida
Miami, Florida · Nassau, Bahamas · … · Miami, Florida6 ports
Miami, Florida · Nassau, Bahamas · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Costa Maya, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma PigsStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel +1 more
View →
from $911
Book This Cruise@ Cruisebound
Load more 75 more

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