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 3 of 3 sailings
Princess · Majestic PrincessRepositioning
Caribbean 33 nights Nov 19 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida to San Antonio, Santiago, Chile
Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · San Antonio, Santiago, Chile16 ports
Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · St. Lucia, Caribbean · Bridgetown, Barbados · Fortaleza, Brazil · Rio de Janeiro, Brazil · Montevideo, Uruguay · Buenos Aires, Argentina · Montevideo, Uruguay · Puerto Madryn, Argentina · Stanley, Falkland Islands · Ushuaia, Argentina · Cockburn And Beagle Channels · Punta Arenas, Chile · Puerto Montt, Chile · San Antonio, Santiago, Chile
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMaho BeachSwim with wild green sea turtles + two shipwrecks…Private Full-Day Rio Highlights +9 more
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from $2,966
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Holland America · ZaandamRound-trip
Asia 70 nights Jan 3 – Mar 14, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Georgetown, Grand Cayman, Cayman Islands · … · Fort Lauderdale (Port Everglades), Florida40 ports
Fort Lauderdale (Port Everglades), Florida · Georgetown, Grand Cayman, Cayman Islands · Panama Canal, Panama · Fuerte Amador, Panama · Manta (Quito), Ecuador · Salaverry (Trujillo), Peru · Callao (Lima), Peru · General San Martin, Peru · Coquimbo (La Serena), Chile · San Antonio, Santiago, Chile · Robinson Crusoe Island, Chile · Puerto Montt, Chile · Puerto Chacabuco, Chile · Chilean, Fjords · Pio Xi (Bruggen) Glacier · Strait OF Magellan · Punta Arenas, Chile · Beagle Channel · Cockburn And Beagle Channels · Ushuaia, Argentina · Antarctic Experience · Stanley, Falkland Islands · Puerto Madryn, Argentina · Punta del Este, Uruguay · Montevideo, Uruguay · Buenos Aires, Argentina · Santos (Sao Paulo), Brazil · Abraao, Ilha Grande, Brazil · Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Recife, Brazil · Fortaleza, Brazil · Belem, Brazil · Crossing The Equator · Devils Island, French Guiana · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowStingray City SandbarPrivate Santiago City TourPrivate Osorno Volcano & Petrohué Falls Shore Excu… +13 more
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from $15,614
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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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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