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 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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+ pick specific cruise lines · 2 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 Oceania ×Regent ×Visits Bermuda × Clear all
Showing 16 of 16 sailings
Regent · Seven Seas MarinerOne-way
Mediterranean 14 nights Oct 26 – Nov 9, 2026 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Willis Island · … · Miami, Florida9 ports
Barcelona, Spain · Willis Island · Malaga, Spain · Willis Island · Funchal, Madeira, Portugal · Willis Island · Hamilton, Bermuda · Willis Island · Miami, Florida
★ Bucket-list Sagrada FamiliaZodiac Circumnavigation of Willis IslandGranada & the AlhambraPico do Arieiro to Pico Ruivo +2 more
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from $8,599
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Regent · Seven Seas GrandeurOne-way
Bermuda 21 nights Nov 1 – Nov 22, 2026 from Piraeus (Athens), Greece to Miami, Florida
Piraeus (Athens), Greece · Mykonos, Greece · … · Miami, Florida16 ports
Piraeus (Athens), Greece · Mykonos, Greece · Katakolon (Olympia), Greece · Willis Island · Valletta, Malta · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Willis Island · Palma de Mallorca, Spain · Willis Island · Funchal, Madeira, Portugal · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Miami, Florida
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineDelosAncient OlympiaZodiac Circumnavigation of Willis Island +8 more
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from $14,205
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Regent · Seven Seas GrandeurOne-way
Bermuda 21 nights Nov 8 – Nov 29, 2026 from Civitavecchia (Rome), Italy to Miami, Florida
Civitavecchia (Rome), Italy · Willis Island · … · Miami, Florida16 ports
Civitavecchia (Rome), Italy · Willis Island · Palma de Mallorca, Spain · Willis Island · Funchal, Madeira, Portugal · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Miami, Florida · Willis Island · Roatan, Honduras · Santo Tomas de Castilla, Guatemala · Harvest Caye, Belize · Costa Maya, Mexico · Willis Island · Miami, Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayZodiac Circumnavigation of Willis IslandLa Seu Cathedral + Rooftop Terraces ClimbPico do Arieiro to Pico Ruivo +6 more
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from $14,399
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Oceania · Oceania AlluraRepositioning
Bermuda 16 nights Mar 31 – Apr 16, 2027 from Miami, Florida to Barcelona, Spain
Miami, Florida · Royal Naval Dockyard, Bermuda · … · Barcelona, Spain9 ports
Miami, Florida · Royal Naval Dockyard, Bermuda · Ponta Delgada, Azores, Portugal · Seville, Spain · Gibraltar, British Territory · Motril, Spain · Cartagena, Spain · Valencia, Spain · Barcelona, Spain
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Island Wrap-Around Van Tour of BermudaSete Cidades Twin LakesRoyal Alcázar of Seville +5 more
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from $5,149
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Oceania · Oceania InsigniaRepositioning
Bermuda 25 nights Apr 9 – May 4, 2027 from Miami, Florida to Southampton, England
Miami, Florida · Royal Naval Dockyard, Bermuda · … · Southampton, England15 ports
Miami, Florida · Royal Naval Dockyard, Bermuda · Santa Cruz de La Palma, Spain · Arrecife, Lanzarote, Canary Islands · Santa Cruz de Tenerife, Canary Islands · Funchal, Madeira, Portugal · Lisbon, Portugal · Leixoes (Oporto), Portugal · La Coruna, Spain · Bilbao, Spain · St. Jean de Luz, France · Bordeaux, France · Saint Malo, France · St. Peter Port (Guernsey), England · Southampton, England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Island Wrap-Around Van Tour of BermudaTajogaite VolcanoTimanfaya Volcanic Park +11 more
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from $6,199
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Regent · Seven Seas PrestigeOne-way
Bermuda 14 nights Apr 9 – Apr 23, 2027 from Miami, Florida to New York, New York
Miami, Florida · Willis Island · … · New York, New York13 ports
Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Castries, St. Lucia · Gustavia, St. Barts · San Juan, Puerto Rico · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · New York, New York
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandThe Natural PoolPrivate Full-Day Curaçao Island Tour with Local Ex… +7 more
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from $10,199
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Regent · Seven Seas GrandeurOne-way
Bermuda 24 nights Apr 14 – May 8, 2027 from Miami, Florida to Lisbon, Portugal
Miami, Florida · Willis Island · … · Lisbon, Portugal15 ports
Miami, Florida · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Ponta Delgada, Azores, Portugal · Willis Island · Malaga, Spain · Cadiz (Seville), Spain · Lisbon, Portugal · Willis Island · Santander, Spain · Bordeaux, France · Bilbao, Spain · Willis Island · Lisbon, Portugal
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Island Wrap-Around Van Tour of BermudaSete Cidades Twin Lakes +6 more
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from $15,699
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Regent · Seven Seas PrestigeOne-way
Caribbean 14 nights Apr 27 – May 11, 2027 from New York, New York to Barcelona, Spain
New York, New York · Willis Island · … · Barcelona, Spain12 ports
New York, New York · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Horta, Azores, Portugal · Willis Island · Funchal, Madeira, Portugal · Willis Island · Malaga, Spain · Cartagena, Colombia · Valencia, Spain · Barcelona, Spain
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPrivate Island Wrap-Around Van Tour of BermudaPico Mountain Private Climb with Round-Trip Ferry… +5 more
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from $10,549
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Oceania · Oceania VistaOne-way
Bermuda 14 nights Oct 10 – Oct 24, 2027 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida12 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Sept-Iles, Canada · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Suez Canal, Egypt · Nassau, Bahamas · Miami, Florida
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Sept-Îles Archipelago Zodiac ExpeditionMingan ArchipelagoGros Morne National Park +6 more
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from $7,349
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Oceania · Oceania SonataRepositioning
Bermuda 23 nights Nov 9 – Dec 2, 2027 from Civitavecchia (Rome), Italy to Miami, Florida
Civitavecchia (Rome), Italy · Salerno, Italy · … · Miami, Florida16 ports
Civitavecchia (Rome), Italy · Salerno, Italy · Olbia, Italy · Ajaccio, Corsica, France · Florence, Italy · Cannes, France · Marseille, France · Ibiza, Spain · Palma de Mallorca, Spain · Barcelona, Spain · Alicante, Spain · Motril, Spain · Seville, Spain · Funchal, Madeira, Portugal · Royal Naval Dockyard, Bermuda · Miami, Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayAmalfi Coast Private BoatTavolara IslandSanguinaires Islands & Calanques +12 more
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from $9,049
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Oceania · Oceania SonataRepositioning
Bermuda 14 nights Nov 18 – Dec 2, 2027 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Alicante, Spain · … · Miami, Florida7 ports
Barcelona, Spain · Alicante, Spain · Motril, Spain · Seville, Spain · Funchal, Madeira, Portugal · Royal Naval Dockyard, Bermuda · Miami, Florida
★ Bucket-list Sagrada FamiliaCastillo de Santa BárbaraAlhambra & Nasrid PalacesRoyal Alcázar of Seville +3 more
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from $5,299
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Regent · Seven Seas VoyagerOne-way
Caribbean 14 nights Dec 5 – Dec 19, 2027 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Cartagena, Colombia · … · Miami, Florida10 ports
Barcelona, Spain · Cartagena, Colombia · Malaga, Spain · Casablanca, Morocco · Willis Island · Funchal, Madeira, Portugal · Willis Island · Hamilton, Bermuda · Willis Island · Miami, Florida
★ Bucket-list Sagrada FamiliaThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the AlhambraPrivate Guided Tour of Casablanca with Hassan II M… +4 more
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from $5,899
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Oceania · Oceania SirenaOne-way
Bermuda 23 nights Mar 10 – Apr 2, 2028 from Miami, Florida to Venice, Italy
Miami, Florida · Suez Canal, Egypt · … · Venice, Italy19 ports
Miami, Florida · Suez Canal, Egypt · Royal Naval Dockyard, Bermuda · Suez Canal, Egypt · Ponta Delgada, Azores, Portugal · Suez Canal, Egypt · Funchal, Madeira, Portugal · Suez Canal, Egypt · Gibraltar, British Territory · Suez Canal, Egypt · Barcelona, Spain · Palma de Mallorca, Spain · Mahon, Minorca, Spain · Cagliari, Sardinia, Italy · Palermo, Sicily, Italy · Messina, Sicily, Italy · Corfu, Greece · Korcula, Croatia · Venice, Italy
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Giza Pyramids, Sphinx & Valley Temple Day…Private Island Wrap-Around Van Tour of BermudaSete Cidades Twin Lakes +11 more
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from $5,349
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Regent · Seven Seas VoyagerOne-way
Bermuda 14 nights Mar 18 – Apr 1, 2028 from Miami, Florida to Barcelona, Spain
Miami, Florida · Willis Island · … · Barcelona, Spain10 ports
Miami, Florida · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Horta, Azores, Portugal · Willis Island · Cadiz (Seville), Spain · Willis Island · Valencia, Spain · Barcelona, Spain
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Island Wrap-Around Van Tour of BermudaPico Mountain Private Climb with Round-Trip Ferry… +3 more
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from $5,799
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Oceania · Oceania MarinaOne-way
Bermuda 16 nights Mar 25 – Apr 10, 2028 from Miami, Florida to Civitavecchia (Rome), Italy
Miami, Florida · Suez Canal, Egypt · … · Civitavecchia (Rome), Italy10 ports
Miami, Florida · Suez Canal, Egypt · Royal Naval Dockyard, Bermuda · Suez Canal, Egypt · Ponta Delgada, Azores, Portugal · Seville, Spain · Malaga, Spain · Cannes, France · Florence, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Giza Pyramids, Sphinx & Valley Temple Day…Private Island Wrap-Around Van Tour of BermudaSete Cidades Twin Lakes +5 more
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from $3,299
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Regent · Seven Seas PrestigeOne-way
Bermuda 14 nights Mar 26 – Apr 9, 2028 from Miami, Florida to Lisbon, Portugal
Miami, Florida · Willis Island · … · Lisbon, Portugal10 ports
Miami, Florida · Willis Island · Royal Naval Dockyard, Bermuda · Willis Island · Ponta Delgada, Azores, Portugal · Willis Island · Funchal, Madeira, Portugal · Willis Island · Cadiz (Seville), Spain · Lisbon, Portugal
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Island Wrap-Around Van Tour of BermudaSete Cidades Twin Lakes +3 more
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from $9,699
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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