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 1 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 · 1 selected
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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Filtering Caribbean ×Seabourn ×Repositioning × Clear all
Showing 7 of 7 sailings
Seabourn · Seabourn VentureRepositioning
Alaska 37 nights Aug 29 – Oct 5, 2026 from Anchorage, Alaska to Halifax, Nova Scotia
Anchorage, Alaska · Nome, Alaska · … · Halifax, Nova Scotia26 ports
Anchorage, Alaska · Nome, Alaska · Herschel Island, Yukon, Canada · Northwest Passage Experience · Cambridge Bay, Nunavut, Canada · Northwest Passage Experience · DUNDAS HARBOUR, Nunavut, Canada · Croker Bay, Nunavut, Canada · Pond Inlet, Nunavut, Canada · Ilulissat, Greenland · Sisimiut Holsteinsborg, Greenland · Nuuk, Greenland · Kangerlussuaq, Greenland · Pangnirtung, Nunavut, Canada · Monumental Island, Canada · Lady Franklin Island, Nunavut, Canada · Lower Savage Islands, Nunavut, Canada · Resolution Island, Nunavut, Canada · Nachvak Fiord, Torngat Mts, Labrador, Canada · Saglek Fjord, Labrador, Canada · Hebron, Labrador, Canada · Nain, Canada · Indian Harbour, Labrador, Canada · Battle Harbour, Canada · LAnse Aux Meadows, Newfoundland · Halifax, Nova Scotia
★ Bucket-list Peggy's Cove & Lunenburg
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from $36,469
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Seabourn · Seabourn VentureRepositioning
Caribbean 24 nights Oct 5 – Oct 29, 2026 from Halifax, Nova Scotia to Rio de Janeiro, Brazil
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Rio de Janeiro, Brazil14 ports
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Little Bay, Montserrat, Leeward Islands · Rodney Bay, St. Lucia · Bridgetown, Barbados · Port of Spain, Trinidad · Devils Island, French Guiana · Crossing The Equator · Fortaleza, Brazil · Natal(Rio Grande do Norte), Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Peggy's Cove & LunenburgMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks…Private Full-Day Rio Highlights
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from $12,798
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Seabourn · Seabourn VentureRepositioning
Caribbean 16 nights Oct 13 – Oct 29, 2026 from Bridgetown, Barbados to Rio de Janeiro, Brazil
Bridgetown, Barbados · Port of Spain, Trinidad · … · Rio de Janeiro, Brazil10 ports
Bridgetown, Barbados · Port of Spain, Trinidad · Devils Island, French Guiana · Crossing The Equator · Fortaleza, Brazil · Natal(Rio Grande do Norte), Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Rio Highlights
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from $9,598
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Seabourn · Seabourn OvationRepositioning
Mediterranean 22 nights Mar 27 – Apr 18, 2027 from Bridgetown, Barbados to Genoa, Italy
Bridgetown, Barbados · Castries, St. Lucia · … · Genoa, Italy13 ports
Bridgetown, Barbados · Castries, St. Lucia · Funchal, Madeira, Portugal · Portimao, Portugal · Lisbon, Portugal · Cadiz (Seville), Spain · Ceuta, Spain · Motril, Spain · Cartagena, Spain · Sete, France · Marseille, France · Ajaccio, Corsica, France · Genoa, Italy
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPico do Arieiro to Pico RuivoSintra +6 more
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from $11,999
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Seabourn · Seabourn VentureRepositioning
Caribbean 16 nights Oct 9 – Oct 25, 2027 from Bridgetown, Barbados to Rio de Janeiro, Brazil
Bridgetown, Barbados · Port of Spain, Trinidad · … · Rio de Janeiro, Brazil10 ports
Bridgetown, Barbados · Port of Spain, Trinidad · Devils Island, French Guiana · Crossing The Equator · Fortaleza, Brazil · Natal(Rio Grande do Norte), Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Rio Highlights
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from $10,698
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Seabourn · Seabourn OvationRepositioning
Mediterranean 13 nights Nov 14 – Nov 27, 2027 from Lisbon, Portugal to Bridgetown, Barbados
Lisbon, Portugal · Funchal, Madeira, Portugal · … · Bridgetown, Barbados6 ports
Lisbon, Portugal · Funchal, Madeira, Portugal · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Bridgetown, Barbados
★ Bucket-list SintraPico do Arieiro to Pico RuivoPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +1 more
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from $5,524
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Seabourn · Seabourn OvationRepositioning
Mediterranean 12 nights Mar 25 – Apr 6, 2028 from Bridgetown, Barbados to Lisbon, Portugal
Bridgetown, Barbados · Castries, St. Lucia · Funchal, Madeira, Portugal · Lisbon, Portugal
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPico do Arieiro to Pico RuivoSintra
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from $5,399
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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