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
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Showing 8 of 8 sailings
Oceania · Oceania VistaOne-way
Europe 11 nights Oct 6 – Oct 17, 2026 from New York, New York to Montreal, Quebec
New York, New York · Newport, Rhode Island · … · Montreal, Quebec11 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Corner Brook, Newfoundland · Kiel Canal, Germany · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Luxury Boston TourPeggy's Cove & LunenburgBridgeClimb Sydney
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from $6,460
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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 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.

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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