Bucket-List Cruise Adventures

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Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Filtering Australia & South Pacific ×Caribbean ×From Miami, Florida × Clear all
Showing 17 of 17 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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Seabourn · Seabourn OvationOne-way
Caribbean 8 nights Nov 20 – Nov 28, 2026 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports
Miami, Florida · San Juan, Puerto Rico · Great Harbor, Peter Island, BVI · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Saint Vincent · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsPrivate Full-Day Sail to The Baths, Virgin GordaMt. Liamuiga Volcano Crater Hike +3 more
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from $4,098
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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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Oceania · Oceania MarinaOne-way
Caribbean 10 nights Jan 5 – Jan 15, 2027 from Miami, Florida to Panama City, Panama
Miami, Florida · Cozumel, Mexico · … · Panama City, Panama10 ports
Miami, Florida · Cozumel, Mexico · Costa Maya, Mexico · Harvest Caye, Belize · Santo Tomas de Castilla, Guatemala · Roatan, Honduras · Puerto Limon, Costa Rica · Panama City, Panama · Kiel Canal, Germany · Panama City, Panama
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…El Cielo + Palancar + Columbia 3-Stop SnorkelChacchoben Mayan RuinsLamanai Mayan Ruins +5 more
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from $2,760
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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 +8 more
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from $14,099
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Azamara · Azamara JourneyOne-way
Caribbean 11 nights Jan 14 – Jan 25, 2027 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · Saint John, New Brunswick · … · Bridgetown, Barbados10 ports
Miami, Florida · Saint John, New Brunswick · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Reversing Falls & Fundy Tidal BorePrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail' +5 more
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from $3,116
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Oceania · Oceania AlluraOne-way
Caribbean 7 nights Feb 5 – Feb 12, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico6 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Gustavia, St. Barts · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $3,375
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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 +8 more
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from $9,299
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Oceania · Oceania MarinaOne-way
Caribbean 10 nights Mar 5 – Mar 15, 2027 from Miami, Florida to Panama City, Panama
Miami, Florida · Cozumel, Mexico · … · Panama City, Panama10 ports
Miami, Florida · Cozumel, Mexico · Costa Maya, Mexico · Harvest Caye, Belize · Santo Tomas de Castilla, Guatemala · Roatan, Honduras · Puerto Limon, Costa Rica · Panama City, Panama · Kiel Canal, Germany · Panama City, Panama
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…El Cielo + Palancar + Columbia 3-Stop SnorkelChacchoben Mayan RuinsLamanai Mayan Ruins +5 more
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from $2,560
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Regent · Seven Seas PrestigeOne-way
Caribbean 10 nights Mar 20 – Mar 30, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Willis Island · … · San Juan, Puerto Rico10 ports
Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterBoiling Lake Hike +6 more
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from $6,099
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Royal Caribbean · Independence of the SeasOne-way
Caribbean 9 nights May 10 – May 19, 2027 from Miami, Florida to Cape Liberty (Bayonne), New Jersey
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Grand Turk, Turks and Caicos · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Gibbs Cay Private Stingray Swim & Reef Snorkel +1 more
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from $815
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Royal Caribbean · Icon of the SeasRepositioning
Caribbean 9 nights Aug 7 – Aug 16, 2027 from Miami, Florida to Galveston, Texas
Miami, Florida · Perfect Day at CocoCay · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Galveston, Texas
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Daredevil's PeakPrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +1 more
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from $1,561
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Oceania · Oceania VistaRepositioning
Caribbean 59 nights Oct 24 – Dec 22, 2027 from Miami, Florida to Sydney, Australia
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Sydney, Australia35 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Suez Canal, Egypt · Cartagena, Colombia · Kiel Canal, Germany · Puntarenas, Costa Rica · Puerto Quetzal, Guatemala · Suez Canal, Egypt · Acapulco, Mexico · Puerto Vallarta, Mexico · Mazatlan, Mexico · Cabo San Lucas, Mexico · Suez Canal, Egypt · Los Angeles, California · Hilo, Hawaii · Kahului, Maui, Hawaii · Honolulu, Oahu, Hawaii · Bora Bora, French Polynesia · Huahine, French Polynesia · Papeete, Tahiti, French Polynesia · Bora Bora, French Polynesia · Rarotonga, Cook Islands · Aitutaki, Cook Islands · Alofi, Niue · Vavau, Tonga Islands · Port Denarau, Fiji · Lautoka, Fiji · Mystery Island Vanuatu · Noumea, New Caledonia · Cairns, Australia · Townsville, Australia · Whitsunday Islands, Australia · Brisbane, Australia · Suez Canal, Egypt · Sydney, Australia
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarPrivate Giza Pyramids, Sphinx & Valley Temple Day…The Roman Theatre of Cartagena with the Rafael Mon… +23 more
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from $26,399
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Regent · Seven Seas GrandeurOne-way
Caribbean 10 nights Jan 5 – Jan 15, 2028 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · Willis Island · … · Bridgetown, Barbados10 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Gustavia, St. Barts · Philipsburg, St. Maarten · Pointe-a-Pitre, Guadeloupe · Roseau, Dominica · Fort-de-France, Martinique · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykePrivate Open-Top Mini Moke Island Tour of St. Barts +6 more
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from $6,399
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Cunard · Queen AnneRepositioning
Australia & South Pacific 34 nights Jan 23 – Feb 26, 2028 from Miami, Florida to Sydney, Australia
Miami, Florida · Cartagena, Colombia · … · Sydney, Australia11 ports
Miami, Florida · Cartagena, Colombia · Panama Canal, Panama · Puerto Quetzal, Guatemala · Manzanillo, Mexico · Los Angeles, California · Kona, Hawaii · Honolulu, Oahu, Hawaii · Cross International Date Line (cruise-by) · Lautoka, Fiji · Sydney, Australia
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full TransitPrivate Antigua Colonial City & Jade Factory Full-… +7 more
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from $6,189
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Regent · Seven Seas PrestigeOne-way
Mediterranean 12 nights Mar 2 – Mar 14, 2028 from Miami, Florida to Panama City, Panama
Miami, Florida · Key West, Florida · … · Panama City, Panama13 ports
Miami, Florida · Key West, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Willis Island · Cabo Rojo, Dominican Republic · Willis Island · Cartagena, Spain · Willis Island · Puerto Limon, Costa Rica · Kiel Canal, Germany · Panama City, Panama
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkZodiac Circumnavigation of Willis IslandStingray City Sandbar +6 more
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from $8,799
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Oceania · Oceania MarinaOne-way
Caribbean 10 nights Mar 5 – Mar 15, 2028 from Miami, Florida to Panama City, Panama
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Panama City, Panama8 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cartagena, Colombia · Kiel Canal, Germany · Panama City, Panama
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarMartha Brae River Bamboo RaftingAruba +4 more
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from $2,999
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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.

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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