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 2 selected · clear 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 Caribbean ×Bermuda ×Visits Ocho Rios × Clear all
Showing 19 of 19 sailings
Celebrity · Celebrity SummitOne-way
Mexico 17 nights Oct 1 – Oct 18, 2026 from Los Angeles, California to Tampa, Florida
Los Angeles, California · Puerto Vallarta, Mexico · … · Tampa, Florida9 ports
Los Angeles, California · Puerto Vallarta, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Panama Canal, Panama · Cartagena, Colombia · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
★ Bucket-list Warner Bros. Studio Tour HollywoodHidden Beach at Marietas IslandsPrivate Antigua Colonial City & Jade Factory Full-…Monteverde Cloud Forest +5 more
View →
from $1,578
Book This Cruise@ Cruisebound
Carnival · Carnival DreamRound-trip
Caribbean Oct 17, 2026 from Galveston, Texas
Galveston, Texas · Key West, Florida · … · Galveston, Texas10 ports
Galveston, Texas · Key West, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Ocho Rios, Jamaica · Galveston, Texas
★ Bucket-list Moody GardensDry Tortugas National ParkGibbs Cay Private Stingray Swim & Reef SnorkelWalk El Morro & Old San Juan's City Walls +5 more
View →
from $1,110
Book This Cruise@ Cruisebound
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
View →
from $10,299
Book This Cruise@ Cruisebound
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
View →
from $9,899
Book This Cruise@ Cruisebound
Carnival · Carnival LegendRound-trip
Caribbean Dec 27, 2026 from Tampa, Florida
Tampa, Florida · Cozumel, Mexico · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterEl Cielo + Palancar + Columbia 3-Stop SnorkelBlue HoleStingray City Sandbar
View →
from $1,044
Book This Cruise@ Cruisebound
Carnival · Carnival DreamRound-trip
Caribbean Jan 2, 2027 from Galveston, Texas
Galveston, Texas · Ocho Rios, Jamaica · … · Galveston, Texas8 ports
Galveston, Texas · Ocho Rios, Jamaica · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Galveston, Texas
★ Bucket-list Moody GardensBlue HoleSwim with wild green sea turtles + two shipwrecks…Gros Piton Summit Hike +3 more
View →
from $903
Book This Cruise@ Cruisebound
Carnival · Carnival LegendRound-trip
Mexico Jan 3, 2027 from Tampa, Florida
Tampa, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Cozumel, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterStingray City SandbarBlue HoleEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $500
Book This Cruise@ Cruisebound
Celebrity · Celebrity SummitRound-trip
Mexico 9 nights Jan 3 – Jan 12, 2027 from Tampa, Florida
Tampa, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Tampa, Florida7 ports
Tampa, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterStingray City SandbarBlue HoleHold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +2 more
View →
from $699
Book This Cruise@ Cruisebound
Regent · Seven Seas SplendorOne-way
Australia & South Pacific 141 nights Jan 11 – Jun 1, 2027 from Miami, Florida to New York, New York
Miami, Florida · Willis Island · … · New York, New York106 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 · Willis Island · Puntarenas, Costa Rica · Willis Island · Acajutla, El Salvador · Puerto Quetzal, Guatemala · Willis Island · Puerto Vallarta, Mexico · Cabo San Lucas, Mexico · Willis Island · Los Angeles, California · Willis Island · Honolulu, Oahu, Hawaii · Kahului, Maui, Hawaii · Hilo, Hawaii · Willis Island · Bora Bora, French Polynesia · Moorea, French Polynesia · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Papeete, Tahiti, French Polynesia · Huahine, French Polynesia · Raiatea, French Polynesia · Bora Bora, French Polynesia · Willis Island · Pago Pago, American Samoa · Cross The International Date Line · Apia, Western Samoa · Willis Island · Suva, Fiji Islands · Lautoka, Fiji · Willis Island · Mystery Island Vanuatu · Lifou, New Caledonia · Noumea, New Caledonia · Willis Island · Sydney, Australia · Willis Island · Townsville, Australia · Cairns, Australia · Cooktown, Australia · Willis Island · Darwin, Australia · Willis Island · Komodo Island, Indonesia · Bali, Indonesia · Surabaya, Java, Indonesia · Semarang, Java, Indonesia · Willis Island · Singapore, Singapore · Port Klang (Kuala Lumpur), Malaysia · Penang, Malaysia · Phuket, Thailand · Willis Island · Colombo, Sri Lanka · Willis Island · Male, Maldives · Willis Island · Cochin, India · Mangalore, India · Goa, India · Mumbai (Bombay), India · Willis Island · Muscat, Oman · Dubai, United Arab Emirates · Doha, Qatar · Abu Dhabi, United Arab Emirates · Willis Island · Salalah, Oman · Willis Island · Jeddah, Saudi Arabia · Willis Island · Luxor/Karnak (Safaga), Egypt · Aqaba, Jordan · Suez Canal, Egypt · Haifa, Israel · Limassol, Cyprus · Rhodes, Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece · Willis Island · Sorrento, Italy · Civitavecchia (Rome), Italy · Willis Island · Barcelona, Spain · Alicante, Spain · Malaga, Spain · Casablanca, Morocco · Willis Island · Halifax, Nova Scotia · Willis Island · New York, New York
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandEl Cielo + Palancar + Columbia 3-Stop SnorkelChacchoben Mayan Ruins +57 more
View →
from $107,499
Book This Cruise@ Cruisebound
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 +7 more
View →
from $14,099
Book This Cruise@ Cruisebound
Carnival · Carnival DreamRound-trip
Caribbean Jan 16, 2027 from Galveston, Texas
Galveston, Texas · Key West, Florida · … · Galveston, Texas10 ports
Galveston, Texas · Key West, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Ocho Rios, Jamaica · Galveston, Texas
★ Bucket-list Moody GardensDry Tortugas National ParkGibbs Cay Private Stingray Swim & Reef SnorkelWalk El Morro & Old San Juan's City Walls +5 more
View →
from $992
Book This Cruise@ Cruisebound
Carnival · Carnival LegendRound-trip
Caribbean Feb 21, 2027 from Tampa, Florida
Tampa, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Cozumel, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterStingray City SandbarBlue HoleEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $649
Book This Cruise@ Cruisebound
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 +7 more
View →
from $9,299
Book This Cruise@ Cruisebound
Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Apr 17 – Apr 24, 2027 from Orlando, Florida
Orlando, Florida · Key West, Florida · … · Orlando, Florida6 ports
Orlando, Florida · Key West, Florida · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Orlando, Florida
★ Bucket-list Dry Tortugas National ParkBlue HoleStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $813
Book This Cruise@ Cruisebound
Carnival · Carnival BreezeRound-trip
Caribbean Oct 16, 2027 from Galveston, Texas
Galveston, Texas · Key West, Florida · … · Galveston, Texas10 ports
Galveston, Texas · Key West, Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · Ocho Rios, Jamaica · Galveston, Texas
★ Bucket-list Moody GardensDry Tortugas National ParkKayak the Lucayan Caves & Gold Rock Beach with the…Walk El Morro & Old San Juan's City Walls +5 more
View →
from $1,405
Book This Cruise@ Cruisebound
Oceania · Oceania SirenaRepositioning
Caribbean 15 nights Nov 6 – Nov 21, 2027 from New York, New York to Miami, Florida
New York, New York · Tortola, B.V.I. · … · Miami, Florida10 ports
New York, New York · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
★ Bucket-list Manhattan Helicopter TourJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +6 more
View →
from $4,199
Book This Cruise@ Cruisebound
Carnival · Carnival SpiritRound-trip
Mexico Jan 2, 2028 from Tampa, Florida
Tampa, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Cozumel, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterStingray City SandbarBlue HoleEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $678
Book This Cruise@ Cruisebound
Carnival · Carnival BreezeRound-trip
Caribbean Jan 29, 2028 from Galveston, Texas
Galveston, Texas · Ocho Rios, Jamaica · … · Galveston, Texas9 ports
Galveston, Texas · Ocho Rios, Jamaica · St. Croix, U.S. Virgin Islands · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Galveston, Texas
★ Bucket-list Moody GardensBlue HoleBuck Island ReefAdventure Antigua +4 more
View →
from $1,324
Book This Cruise@ Cruisebound
Carnival · Carnival SpiritRound-trip
Mexico Mar 12, 2028 from Tampa, Florida
Tampa, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Cozumel, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterStingray City SandbarBlue HoleEl Cielo + Palancar + Columbia 3-Stop Snorkel
View →
from $828
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