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.

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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
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Filtering Regent ×From Civitavecchia (Rome), Italy ×13+ nights × Clear all
Showing 7 of 7 sailings
Regent · Seven Seas MarinerOne-way
Mediterranean 13 nights Sep 29 – Oct 12, 2026 from Civitavecchia (Rome), Italy to Piraeus (Athens), Greece
Civitavecchia (Rome), Italy · Naples, Italy · … · Piraeus (Athens), Greece14 ports
Civitavecchia (Rome), Italy · Naples, Italy · Willis Island · La Goulette, Tunisia · Valletta, Malta · Willis Island · Dubrovnik, Croatia · Bari, Italy · Kotor, Montenegro · Corfu, Greece · Katakolon (Olympia), Greece · Santorini (Thira), Greece · Willis Island · Piraeus (Athens), Greece
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPompeii with a Licensed ArchaeologistZodiac Circumnavigation of Willis IslandPrivate Full-Day Carthage, Sidi Bou Said & Bardo M… +8 more
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from $12,299
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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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Regent · Seven Seas NavigatorOne-way
Middle East 14 nights Dec 21 – Jan 4, 2027 from Civitavecchia (Rome), Italy to Piraeus (Athens), Greece
Civitavecchia (Rome), Italy · Naples, Italy · … · Piraeus (Athens), Greece12 ports
Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Valletta, Malta · Willis Island · Alexandria, Egypt · Willis Island · Limassol, Cyprus · Rhodes, Greece · Heraklion, Crete, Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPompeii with a Licensed ArchaeologistTaormina's Ancient Greek Theatre, framed by Mount…St John's Co-Cathedral & the Caravaggio masterpieces +7 more
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from $8,349
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Regent · Seven Seas SplendorOne-way
Mediterranean 14 nights May 18 – Jun 1, 2027 from Civitavecchia (Rome), Italy to New York, New York
Civitavecchia (Rome), Italy · Willis Island · … · New York, New York10 ports
Civitavecchia (Rome), Italy · Willis Island · Barcelona, Spain · Alicante, Spain · Malaga, Spain · Casablanca, Morocco · Willis Island · Halifax, Nova Scotia · Willis Island · New York, New York
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayZodiac Circumnavigation of Willis IslandSagrada FamiliaCastillo de Santa Bárbara +4 more
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from $9,399
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Regent · Seven Seas GrandeurOne-way
Mediterranean 14 nights Jun 20 – Jul 4, 2027 from Civitavecchia (Rome), Italy to Piraeus (Athens), Greece
Civitavecchia (Rome), Italy · Amalfi, Italy · … · Piraeus (Athens), Greece15 ports
Civitavecchia (Rome), Italy · Amalfi, Italy · Reggio Calabria · Catania, Sicily, Italy · Willis Island · Dubrovnik, Croatia · Rovinj, Croatia · Fusina (Venice), Italy · Split, Croatia · Kotor, Montenegro · Corfu, Greece · Katakolon (Olympia), Greece · Willis Island · Santorini (Thira), Greece · Piraeus (Athens), Greece
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPrivate Speedboat TourRiace BronzesMount Etna Private Jeep Summit Tour from Catania P… +10 more
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from $15,349
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Regent · Seven Seas PrestigeOne-way
Mediterranean 14 nights Sep 9 – Sep 23, 2027 from Civitavecchia (Rome), Italy to Piraeus (Athens), Greece
Civitavecchia (Rome), Italy · Salerno, Italy · … · Piraeus (Athens), Greece15 ports
Civitavecchia (Rome), Italy · Salerno, Italy · Messina, Sicily, Italy · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Rijeka, Croatia · Trieste, Italy · Zadar, Croatia · Bari, Italy · Argostoli, Kephalonia · Willis Island · Milos, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayAmalfi Coast Private BoatTaormina's Ancient Greek Theatre, framed by Mount…Zodiac Circumnavigation of Willis Island +10 more
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from $16,599
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Regent · Seven Seas VoyagerOne-way
Mediterranean 15 nights Nov 20 – Dec 5, 2027 from Civitavecchia (Rome), Italy to Barcelona, Spain
Civitavecchia (Rome), Italy · Naples, Italy · … · Barcelona, Spain16 ports
Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Valletta, Malta · La Goulette, Tunisia · Cagliari, Sardinia, Italy · Willis Island · Palma de Mallorca, Spain · Barcelona, Spain · Palamos, Spain · Marseille, France · Livorno (Florence/Pisa), Italy · Willis Island · Alicante, Spain · Valencia, Spain · Barcelona, Spain
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPompeii with a Licensed ArchaeologistTaormina's Ancient Greek Theatre, framed by Mount…St John's Co-Cathedral & the Caravaggio masterpieces +10 more
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from $10,899
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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