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 Caribbean ×One-way ×13+ nights × Clear all
Showing 21 of 21 sailings
Celebrity · Celebrity SilhouetteOne-way
Europe 13 nights Jun 21 – Jul 4, 2026 from Cape Liberty (Bayonne), New Jersey to Reykjavik, Iceland
Cape Liberty (Bayonne), New Jersey · Halifax, Nova Scotia · … · Reykjavik, Iceland9 ports
Cape Liberty (Bayonne), New Jersey · Halifax, Nova Scotia · Sydney, Nova Scotia · St. Johns, Newfoundland · Qaqortoq, Greenland · Prins Christian Sund(cruise) · Akureyri, Iceland · Isafjord, Iceland · Reykjavik, Iceland
★ Bucket-list Statue of Liberty & Ellis IslandPeggy's Cove & LunenburgBridgeClimb SydneyDynjandi Waterfall +1 more
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from $1,456
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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 IslandsThe Roman Theatre of Cartagena with the Rafael Mon…Stingray City Sandbar +1 more
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from $1,578
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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 +5 more
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from $9,799
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Seabourn · Seabourn OvationOne-way
Caribbean 14 nights Dec 5 – Dec 19, 2026 from Philipsburg, St. Maarten to Bridgetown, Barbados
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados13 ports
Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Rodney Bay, St. Lucia · Bridgetown, Barbados
★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeGrenada Private Taxi TourSwim with wild green sea turtles + two shipwrecks… +1 more
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from $6,798
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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 SandbarThe Natural Pool +6 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 +6 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… +5 more
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from $9,899
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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 +4 more
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from $14,099
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Costa · Costa FascinosaOne-way
Caribbean 14 nights Jan 21 – Feb 4, 2027 from Pointe-a-Pitre, Guadeloupe to Pointe-a-Pitre, Guadeloupe
Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · … · Pointe-a-Pitre, Guadeloupe16 ports
Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,961
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Azamara · Azamara JourneyOne-way
Caribbean 23 nights Jan 25 – Feb 17, 2027 from Bridgetown, Barbados to Buenos Aires, Argentina
Bridgetown, Barbados · Scarborough, Tobago · … · Buenos Aires, Argentina13 ports
Bridgetown, Barbados · Scarborough, Tobago · Ile Royale, French Guiana · Belem, Brazil · Recife, Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Rio de Janeiro, Brazil · Paraty, Brazil · Ilhabela, Brazil · Santos (Sao Paulo), Brazil · Montevideo, Uruguay · Buenos Aires, Argentina
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Rio HighlightsPrivate Superboat to Castelhanos & Hidden Atlantic…Private Santos Full-Day +2 more
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from $8,052
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Regent · Seven Seas SplendorOne-way
Pacific 28 nights Jan 26 – Feb 23, 2027 from Panama City, Panama to Papeete, Tahiti, French Polynesia
Panama City, Panama · Willis Island · … · Papeete, Tahiti, French Polynesia19 ports
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
★ Bucket-list Zodiac Circumnavigation of Willis IslandHidden Beach at Marietas IslandsEl Arco & Lover's BeachWarner Bros. Studio Tour Hollywood +3 more
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from $17,710
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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 +4 more
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from $9,299
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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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Celebrity · Celebrity SilhouetteOne-way
North America 13 nights Jun 20 – Jul 3, 2027 from Cape Liberty (Bayonne), New Jersey to Reykjavik, Iceland
Cape Liberty (Bayonne), New Jersey · Sydney, Nova Scotia · … · Reykjavik, Iceland8 ports
Cape Liberty (Bayonne), New Jersey · Sydney, Nova Scotia · Halifax, Nova Scotia · St. Johns, Newfoundland · Qaqortoq, Greenland · Prins Christian Sund(cruise) · Isafjord, Iceland · Reykjavik, Iceland
★ Bucket-list Statue of Liberty & Ellis IslandBridgeClimb SydneyPeggy's Cove & LunenburgDynjandi Waterfall +1 more
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from $2,477
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Royal Caribbean · Serenade of the SeasOne-way
Mexico 15 nights Oct 7 – Oct 22, 2027 from San Diego, California to Tampa, Florida
San Diego, California · Puerto Vallarta, Mexico · … · Tampa, Florida8 ports
San Diego, California · Puerto Vallarta, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Panama Canal, Panama · Cartagena, Colombia · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
★ Bucket-list San Diego ZooHidden Beach at Marietas IslandsThe Roman Theatre of Cartagena with the Rafael Mon…Stingray City Sandbar +1 more
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from $1,587
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Azamara · Azamara QuestOne-way
Caribbean 17 nights Oct 28 – Nov 14, 2027 from New York, New York to Bridgetown, Barbados
New York, New York · Hamilton, Bermuda · … · Bridgetown, Barbados13 ports
New York, New York · Hamilton, Bermuda · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Manhattan Helicopter TourRandom Wind 'Paradise Day Sail'Norman IslandWalk El Morro & Old San Juan's City Walls +4 more
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from $5,583
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Seabourn · Seabourn OvationOne-way
Caribbean 17 nights Dec 11 – Dec 28, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten15 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Scarborough, Tobago · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port Elizabeth, Saint Vincent · Saint-Pierre, Newfoundland, Canada · Terre-de-haut, Guadeloupe · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Road Bay, Anguilla · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Curaçao Island Tour with Local Ex…Klein BonaireGrenada Private Taxi Tour +3 more
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from $8,998
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Seabourn · Seabourn OvationOne-way
Caribbean 14 nights Jan 8 – Jan 22, 2028 from Bridgetown, Barbados to Philipsburg, St. Maarten
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten12 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Curaçao Island Tour with Local Ex…ArubaKlein Bonaire +4 more
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from $8,898
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Azamara · Azamara QuestOne-way
Caribbean 26 nights Feb 16 – Mar 13, 2028 from Buenos Aires, Argentina to Bridgetown, Barbados
Buenos Aires, Argentina · Montevideo, Uruguay · … · Bridgetown, Barbados16 ports
Buenos Aires, Argentina · Montevideo, Uruguay · Rio Grande do Sol(Santa Catarina), Brazil · Porto Belo (Santa Catarina), Brazil · Sao Francisco do Sul, Brazil · Paranagua, Brazil · Santos (Sao Paulo), Brazil · Ilhabela, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Natal(Rio Grande do Norte), Brazil · Belem, Brazil · Ile Royale, French Guiana · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list El Teatro ColónMercado del PuertoPrivate Santos Full-DayPrivate Superboat to Castelhanos & Hidden Atlantic… +2 more
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from $12,381
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Azamara · Azamara QuestOne-way
Caribbean 14 nights Feb 28 – Mar 13, 2028 from Rio de Janeiro, Brazil to Bridgetown, Barbados
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · … · Bridgetown, Barbados7 ports
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Natal(Rio Grande do Norte), Brazil · Belem, Brazil · Ile Royale, French Guiana · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Private Full-Day Rio HighlightsSwim with wild green sea turtles + two shipwrecks…
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from $6,585
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Seabourn · Seabourn VentureOne-way
North America 15 nights May 31 – Jun 15, 2028 from Reykjavik, Iceland to St. Johns, Newfoundland
Reykjavik, Iceland · Exploring The Outer Islands Of Heimaey · … · St. Johns, Newfoundland15 ports
Reykjavik, Iceland · Exploring The Outer Islands Of Heimaey · Heimaey, Iceland · Kangikitsok, Greenland · Prince Christian Sund, Greenland · Hvalsey, Greenland · Qaqortoq, Greenland · Brattahlid, Greenland · Nain, Canada · Nachvak Fiord, Torngat Mts, Labrador, Canada · Saglek Fjord, Labrador, Canada · Hopedale, Canada · Indian Harbour, Labrador, Canada · LAnse Aux Meadows, Newfoundland · St. Johns, Newfoundland
★ Bucket-list Inside the Volcano
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from $17,999
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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