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
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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
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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 10 of 10 sailings
Oceania · Oceania InsigniaOne-way
Europe 21 nights Jan 3 – Jan 24, 2027 from Lima, Peru to Buenos Aires, Argentina
Lima, Peru · Pisco (Puerto San Martin), Peru · … · Buenos Aires, Argentina15 ports
Lima, Peru · Pisco (Puerto San Martin), Peru · Coquimbo (La Serena), Chile · San Antonio, Santiago, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Laguna San Raphael, Chile · Kiel Canal, Germany · Punta Arenas, Chile · Kiel Canal, Germany · Ushuaia, Argentina · Port Stanley, Falkland Islands · Puerto Madryn, Argentina · Punta del Este, Uruguay · Buenos Aires, Argentina
★ Bucket-list Private Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo +2 more
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from $6,699
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Oceania · Oceania InsigniaOne-way
Europe 21 nights Jan 24 – Feb 14, 2027 from Buenos Aires, Argentina to Valparaiso (Santiago), Chile
Buenos Aires, Argentina · Puerto Madryn, Argentina · … · Valparaiso (Santiago), Chile12 ports
Buenos Aires, Argentina · Puerto Madryn, Argentina · Port Stanley, Falkland Islands · Kiel Canal, Germany · Ushuaia, Argentina · Punta Arenas, Chile · Kiel Canal, Germany · Laguna San Raphael, Chile · Puerto Chacabuco, Chile · Castro, Chile · Puerto Montt, Chile · Valparaiso (Santiago), Chile
★ Bucket-list El Teatro ColónPrivate Full-Day Península ValdésIsla MartilloFull-Day King Penguin Colony & Tierra del Fuego Ex… +1 more
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from $6,699
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Oceania · Oceania InsigniaRepositioning
Caribbean 54 nights Feb 14 – Apr 9, 2027 from Valparaiso (Santiago), Chile to Miami, Florida
Valparaiso (Santiago), Chile · Puerto Montt, Chile · … · Miami, Florida33 ports
Valparaiso (Santiago), Chile · Puerto Montt, Chile · Castro, Chile · Puerto Chacabuco, Chile · Laguna San Raphael, Chile · Kiel Canal, Germany · Punta Arenas, Chile · Ushuaia, Argentina · Kiel Canal, Germany · Port Stanley, Falkland Islands · Puerto Madryn, Argentina · Buenos Aires, Argentina · Montevideo, Uruguay · Punta del Este, Uruguay · Rio Grande, Rio Grande do Sul, Brazil · Florianopolis, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil · Paraty, Brazil · Ilha Grande, Brazil · Buzios, Brazil · Rio de Janeiro, Brazil · Kiel Canal, Germany · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla MartilloPrivate Full-Day Península Valdés +8 more
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from $16,399
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Oceania · Oceania InsigniaRepositioning
Caribbean 21 nights Mar 19 – Apr 9, 2027 from Rio de Janeiro, Brazil to Miami, Florida
Rio de Janeiro, Brazil · Kiel Canal, Germany · … · Miami, Florida12 ports
Rio de Janeiro, Brazil · Kiel Canal, Germany · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Private Full-Day Rio HighlightsSwim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay BeachPrivate Full-Day Boat Charter +1 more
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from $6,299
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Costa · Costa DiademaRepositioning
Mediterranean 25 nights Apr 5 – Apr 30, 2027 from Rio de Janeiro, Brazil to Kiel, Germany
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · … · Kiel, Germany13 ports
Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Maceio, Brazil · Praia, Cape Verde · Las Palmas, Gran Canaria, Canary Islands · Casablanca, Morocco · Malaga, Spain · Leixoes (Oporto), Portugal · Vigo, Spain · Le Havre (Paris), France · Alesund, Norway · Aarhus, Denmark · Kiel, Germany
★ Bucket-list Private Full-Day Rio HighlightsRoque Nublo & TejedaPrivate Guided Tour of Casablanca with Hassan II M…Granada & the Alhambra +3 more
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from $2,285
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Oceania · Oceania SonataOne-way
Caribbean 16 nights Dec 19 – Jan 4, 2028 from Miami, Florida to Los Angeles, California
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Los Angeles, California10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Cartagena, Colombia · Kiel Canal, Germany · Puntarenas, Costa Rica · Puerto Quetzal, Guatemala · Zihuatanejo (Ixtapa/Zihuatanejo), Mexico · Manzanillo, Mexico · Ensenada, Mexico · Los Angeles, California
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarThe Roman Theatre of Cartagena with the Rafael Mon…Valle de Guadalupe wine country +1 more
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from $7,999
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Regent · Seven Seas SplendorOne-way
Mediterranean 16 nights Dec 20 – Jan 5, 2028 from Miami, Florida to San Francisco, California
Miami, Florida · Willis Island · … · San Francisco, California15 ports
Miami, Florida · Willis Island · Ocho Rios, Jamaica · Willis Island · Cartagena, Spain · Kiel Canal, Germany · Willis Island · Puntarenas, Costa Rica · Willis Island · Puerto Quetzal, Guatemala · Willis Island · Puerto Vallarta, Mexico · Cabo San Lucas, Mexico · Willis Island · San Francisco, California
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandThe Roman Theatre of Cartagena with the Rafael Mon…Hidden Beach at Marietas Islands +2 more
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from $11,149
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Oceania · Oceania SonataOne-way
Mexico 44 nights Jan 6 – Feb 19, 2028 from Los Angeles, California to Miami, Florida
Los Angeles, California · Ensenada, Mexico · … · Miami, Florida29 ports
Los Angeles, California · Ensenada, Mexico · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Kiel Canal, Germany · Cartagena, Colombia · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Castries, St. Lucia · St. Georges, Grenada, West Indies · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida · Kiel Canal, Germany · Cozumel, Mexico · Roatan, Honduras · Harvest Caye, Belize · Costa Maya, Mexico · Kiel Canal, Germany · Miami, Florida
★ Bucket-list Warner Bros. Studio Tour HollywoodValle de Guadalupe wine countryEl Arco & Lover's BeachThe Roman Theatre of Cartagena with the Rafael Mon… +16 more
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from $20,599
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Oceania · Oceania SirenaOne-way
Middle East 16 nights Feb 2 – Feb 18, 2028 from Punta Arenas, Chile to Rio de Janeiro, Brazil
Punta Arenas, Chile · Ushuaia, Argentina · … · Rio de Janeiro, Brazil10 ports
Punta Arenas, Chile · Ushuaia, Argentina · Kiel Canal, Germany · Port Stanley, Falkland Islands · Suez Canal, Egypt · Puerto Madryn, Argentina · Suez Canal, Egypt · Buenos Aires, Argentina · Punta del Este, Uruguay · Rio de Janeiro, Brazil
★ Bucket-list Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla MartilloPrivate Full-Day Península ValdésEl Teatro Colón +1 more
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from $5,599
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Oceania · Oceania SirenaRepositioning
Mediterranean 21 nights Feb 18 – Mar 10, 2028 from Rio de Janeiro, Brazil to Miami, Florida
Rio de Janeiro, Brazil · Suez Canal, Egypt · … · Miami, Florida14 ports
Rio de Janeiro, Brazil · Suez Canal, Egypt · Maceio, Brazil · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Suez Canal, Egypt · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Private Full-Day Rio HighlightsSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga…Jost Van Dyke +1 more
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from $6,849
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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.

19 lines
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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