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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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
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Showing 18 of 18 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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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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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
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from $9,899
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Azamara · Azamara JourneyOne-way
Caribbean 17 nights Dec 28 – Jan 14, 2027 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida14 ports
Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Charlestown, Nevis, St. Kitts and Nevis · Frederikstad, St. Croix · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Cosol Tours +8 more
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from $7,329
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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
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from $9,899
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Regent · Seven Seas GrandeurRound-trip
Caribbean 22 nights Mar 9 – Mar 31, 2027 from Panama City, Panama
Panama City, Panama · Panama Canal, Panama · … · Panama City, Panama17 ports
Panama City, Panama · Panama Canal, Panama · Willis Island · Oranjestad, Sint Eustatius · Willis Island · Port of Spain, Trinidad · Willis Island · Manaus, Brazil · Boca da Valeria, Brazil · Alter do Chao, Brazil · Willis Island · St. Georges, Grenada, West Indies · Willis Island · Willemstad, Curacao · Willis Island · Panama Canal, Panama · Panama City, Panama
★ Bucket-list Panama Canal Full TransitZodiac Circumnavigation of Willis IslandThe Natural PoolGrenada Private Taxi Tour +1 more
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from $20,949
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Regent · Seven Seas MarinerRound-trip
Australia & South Pacific 15 nights Mar 26 – Apr 10, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida15 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Gustavia, St. Barts · Fort-de-France, Martinique · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Willis Island · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Puerto Plata, Dominican Republic · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykeMount Pelée & Saint-Pierre +6 more
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from $10,299
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Regent · Seven Seas GrandeurOne-way
Mediterranean 14 nights Mar 31 – Apr 14, 2027 from Panama City, Panama to Miami, Florida
Panama City, Panama · Kiel Canal, Germany · … · Miami, Florida14 ports
Panama City, Panama · Kiel Canal, Germany · Cartagena, Spain · Santa Marta, Colombia · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · St. Georges, Grenada, West Indies · Castries, St. Lucia · Gustavia, St. Barts · Tortola, B.V.I. · Willis Island · Miami, Florida
★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…The Natural PoolPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +5 more
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from $8,699
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Regent · Seven Seas PrestigeOne-way
Bermuda 14 nights Apr 9 – Apr 23, 2027 from Miami, Florida to New York, New York
Miami, Florida · Willis Island · … · New York, New York13 ports
Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Castries, St. Lucia · Gustavia, St. Barts · San Juan, Puerto Rico · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · New York, New York
★ 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… +6 more
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from $10,199
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Regent · Seven Seas MarinerOne-way
Caribbean 14 nights Apr 15 – Apr 29, 2027 from Miami, Florida to New York, New York
Miami, Florida · Willis Island · … · New York, New York12 ports
Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · St. John's, Antigua · Tortola, B.V.I. · Willis Island · New York, New York
★ 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… +5 more
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from $8,199
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Regent · Seven Seas GrandeurOne-way
Bahamas 14 nights Nov 4 – Nov 18, 2027 from New York, New York to Miami, Florida
New York, New York · Willis Island · … · Miami, Florida13 ports
New York, New York · Willis Island · Nassau, Bahamas · Willis Island · Cabo Rojo, Dominican Republic · Willis Island · Willemstad, Curacao · Oranjestad, Sint Eustatius · Willis Island · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandSwim With the Wild Exuma PigsPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $9,499
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Regent · Seven Seas GrandeurRound-trip
Caribbean 14 nights Dec 8 – Dec 22, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida14 ports
Miami, Florida · Willis Island · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandBlue HoleThe Natural Pool +6 more
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from $7,799
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Regent · Seven Seas VoyagerRound-trip
Mediterranean 25 nights Dec 19 – Jan 13, 2028 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida26 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Willis Island · Oranjestad, Sint Eustatius · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Willis Island · Cartagena, Spain · Panama Canal, Panama · Colon, Panama · Puerto Limon, Costa Rica · 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 IslandJost Van DykePrivate Full-Day Boat Charter +15 more
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from $14,049
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Azamara · Azamara QuestOne-way
Bahamas 9 nights Dec 27 – Jan 5, 2028 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Kralendijk, Bonaire, Dutch Antilles · … · Miami, Florida7 ports
Bridgetown, Barbados · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Puerto Plata, Dominican Republic · Nassau, Bahamas · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Klein BonairePrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +3 more
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from $3,591
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Azamara · Azamara OnwardRepositioning
Asia 176 nights Jan 5 – Jun 29, 2028 from Miami, Florida to Piraeus (Athens), Greece
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Piraeus (Athens), Greece96 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cartagena, Colombia · Colon, Panama · Panama Canal, Panama · Panama City, Panama · Manta (Quito), Ecuador · Callao (Lima), Peru · Easter Island, Chile · Pitcairn Island, United Kingdom · Fakarava, Tahiti · Moorea, French Polynesia · Papeete, Tahiti, French Polynesia · Moorea, French Polynesia · Papeete, Tahiti, French Polynesia · Bora Bora, French Polynesia · Cross International Dateline East · Bay of Islands (Paihia), New Zealand · Auckland, New Zealand · Tauranga, New Zealand · Napier, New Zealand · Wellington, New Zealand · Picton, New Zealand · Christchurch, New Zealand · Dunedin, New Zealand · Milford Sound, New Zealand · Hobart, Australia · Eden, Australia · Sydney, Australia · Newcastle, Australia · Mooloolaba, Australia · Airlie Beach · Cairns, Australia · Darwin, Australia · Komodo Island, Indonesia · Benoa (Bali), Indonesia · Celukan Bawang, Indonesia · Sandakan, Malaysia · Puerto Princesa, Philippines · Coron, Philippines · Manila, Philippines · Hong Kong, Hong Kong SAR, China · Hue, Vietnam · Ho Chi Minh City (Saigon), Vietnam · Laem Chabang (Bangkok), Thailand · Ko Samui, Thailand · Singapore, Singapore · Port Klang (Kuala Lumpur), Malaysia · Sabang, Indonesia · Hambantota, Sri Lanka · Colombo, Sri Lanka · Cochin, India · Male, Maldives · Port Louis, Mauritius · Pointe des Galets, Reunion Island · Taolagnaro, Madagascar · Richards Bay, South Africa · Durban, South Africa · Port Elizabeth, South Africa · Cape Town, South Africa · Luderitz, Namibia · Walvis Bay, Namibia · Jamestown, St. Helena · Praia, Cape Verde · Las Palmas, Gran Canaria, Canary Islands · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Casablanca, Morocco · Gibraltar, British Territory · Malaga, Spain · Barcelona, Spain · Marseille, France · Nice, France · Portovenere, Italy · Florence, Italy · Porto Santo Stefano, Italy · Civitavecchia (Rome), Italy · Sorrento, Italy · Amalfi, Italy · Syracuse, Sicily · Valletta, Malta · Kotor, Montenegro · Sibenik, Croatia · Piran, Slovenia · Venice, Italy · Rovinj, Croatia · Dubrovnik, Croatia · Corfu, Greece · Argostoli, Kephalonia · Monemvasia, Greece · Santorini (Thira), Greece · Rhodes, Greece · Bodrum, Turkey · Syros, Greece · Piraeus (Athens), Greece
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…The Roman Theatre of Cartagena with the Rafael Mon… +56 more
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from $57,339
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Regent · Seven Seas GrandeurRound-trip
Caribbean 10 nights Feb 4 – Feb 14, 2028 from Bridgetown, Barbados
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados11 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Roseau, Dominica · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourZodiac Circumnavigation of Willis IslandThe Natural Pool +5 more
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from $5,899
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Regent · Seven Seas PrestigeRound-trip
Caribbean 15 nights Feb 16 – Mar 2, 2028 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida15 ports
Miami, Florida · Willis Island · Tortola, B.V.I. · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Willis Island · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Oranjestad, Sint Eustatius · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykeBoiling Lake Hike +7 more
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from $11,799
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Regent · Seven Seas PrestigeOne-way
Mediterranean 12 nights Mar 14 – Mar 26, 2028 from Panama City, Panama to Miami, Florida
Panama City, Panama · Kiel Canal, Germany · … · Miami, Florida12 ports
Panama City, Panama · Kiel Canal, Germany · Cartagena, Spain · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Willis Island · St. Georges, Grenada, West Indies · Roseau, Dominica · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Willis Island · Miami, Florida
★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…Zodiac Circumnavigation of Willis IslandThe Natural PoolPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $8,599
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.

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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