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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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
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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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Filtering Bahamas ×Seabourn ×13+ nights × Clear all
Showing 10 of 10 sailings
Seabourn · Seabourn QuestRepositioning
Mediterranean 28 nights Oct 25 – Nov 22, 2026 from Piraeus (Athens), Greece to Miami, Florida
Piraeus (Athens), Greece · Nafplion, Greece · … · Miami, Florida17 ports
Piraeus (Athens), Greece · Nafplion, Greece · Katakolon (Olympia), Greece · Corfu, Greece · Sarande, Albania · Naples, Italy · Civitavecchia (Rome), Italy · Ajaccio, Corsica, France · Alghero, Italy · Mahon, Minorca, Spain · Ibiza, Spain · Cartagena, Spain · Motril, Spain · Ceuta, Spain · Lisbon, Portugal · Funchal, Madeira, Portugal · Miami, Florida
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineAncient OlympiaPaleokastritsa Blue Caves & coves by speedboatPompeii with a Licensed Archaeologist +7 more
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from $15,027
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Seabourn · Seabourn OvationOne-way
North America 13 nights Oct 31 – Nov 13, 2026 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida7 ports
Montreal, Quebec · Quebec City, Quebec · Gaspe, Quebec · Halifax, Nova Scotia · Boston, Massachusetts · Norfolk, Virginia · Miami, Florida
★ Bucket-list Peggy's Cove & LunenburgPrivate Luxury Boston TourStar Island & Millionaire's Row Skyline Cruise on…
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from $4,797
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Seabourn · Seabourn QuestRound-trip
Caribbean 14 nights Nov 22 – Dec 6, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida11 ports
Miami, Florida · San Juan, Puerto Rico · Road Bay, Anguilla · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Terre-de-haut, Guadeloupe · Little Bay, Montserrat, Leeward Islands · Virgin Gorda, British Virgin Islands · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +1 more
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from $7,753
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Seabourn · Seabourn QuestRound-trip
Caribbean 14 nights Dec 6 – Dec 20, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida11 ports
Miami, Florida · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Terre-de-haut, Guadeloupe · Little Bay, Montserrat, Leeward Islands · Road Bay, Anguilla · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +1 more
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from $5,498
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Seabourn · Seabourn QuestRound-trip
Caribbean 16 nights Dec 20 – Jan 5, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports
Miami, Florida · San Juan, Puerto Rico · Road Bay, Anguilla · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Marigot, Saint Martin · Terre-de-haut, Guadeloupe · Fort-de-France, Martinique · Rodney Bay, St. Lucia · Roseau, Dominica · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater HikeMount Pelée & Saint-Pierre +2 more
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from $10,998
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Seabourn · Seabourn QuestRepositioning
Hawaii 27 nights May 3 – May 30, 2027 from Honolulu, Oahu, Hawaii to Miami, Florida
Honolulu, Oahu, Hawaii · Kona, Hawaii · … · Miami, Florida11 ports
Honolulu, Oahu, Hawaii · Kona, Hawaii · Long Beach, California · Puerto Vallarta, Mexico · Santa Cruz Huatulco, Mexico · Puerto Chiapas, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Enter Panama Canal Balboa · Cartagena, Colombia · Miami, Florida
★ Bucket-list Pearl HarborBig Island Manta Ray Night SnorkelCatalina IslandHidden Beach at Marietas Islands +2 more
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from $10,598
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Seabourn · Seabourn QuestRepositioning
Pacific 19 nights May 11 – May 30, 2027 from Long Beach, California to Miami, Florida
Long Beach, California · Puerto Vallarta, Mexico · … · Miami, Florida9 ports
Long Beach, California · Puerto Vallarta, Mexico · Santa Cruz Huatulco, Mexico · Puerto Chiapas, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Enter Panama Canal Balboa · Cartagena, Colombia · Miami, Florida
★ Bucket-list Catalina IslandHidden Beach at Marietas IslandsThe Roman Theatre of Cartagena with the Rafael Mon…Star Island & Millionaire's Row Skyline Cruise on…
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from $8,998
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Seabourn · Seabourn QuestRepositioning
Mediterranean 20 nights May 30 – Jun 19, 2027 from Miami, Florida to Dover (London), England
Miami, Florida · Funchal, Madeira, Portugal · … · Dover (London), England9 ports
Miami, Florida · Funchal, Madeira, Portugal · Lisbon, Portugal · Leixoes (Oporto), Portugal · Bilbao, Spain · St. Jean de Luz, France · St. Malo, France · Portsmouth, Dominica · Dover (London), England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Pico do Arieiro to Pico RuivoSintraWhite Cliffs of Dover
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from $8,898
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Seabourn · Seabourn QuestOne-way
North America 13 nights Oct 31 – Nov 13, 2027 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida7 ports
Montreal, Quebec · Quebec City, Quebec · Gaspe, Quebec · Halifax, Nova Scotia · Boston, Massachusetts · Norfolk, Virginia · Miami, Florida
★ Bucket-list Peggy's Cove & LunenburgPrivate Luxury Boston TourStar Island & Millionaire's Row Skyline Cruise on…
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from $6,034
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Seabourn · Seabourn QuestRound-trip
Caribbean 14 nights Dec 4 – Dec 18, 2027 from Miami, Florida
Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · … · Miami, Florida11 ports
Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort-de-France, Martinique · Roseau, Dominica · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Road Bay, Anguilla · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Mt. Liamuiga Volcano Crater HikeMount Pelée & Saint-PierreBoiling Lake Hike +1 more
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from $7,298
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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