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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Filtering Mediterranean ×Regent ×6–8 nights × Clear all
Showing 19 of 19 sailings
Regent · Seven Seas SplendorOne-way
Mediterranean 8 nights Jul 20 – Jul 28, 2026 from Trieste, Italy to Piraeus (Athens), Greece
Trieste, Italy · Rijeka, Croatia · … · Piraeus (Athens), Greece9 ports
Trieste, Italy · Rijeka, Croatia · Zadar, Croatia · Dubrovnik, Croatia · Bari, Italy · Kotor, Montenegro · Igoumenitsa, Greece · Willis Island · Piraeus (Athens), Greece
★ Bucket-list Miramare CastleKornati National Park & TelašćicaWalk Dubrovnik's Ancient City WallsMatera & the Sassi cave city with a licensed Basil… +3 more
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from $8,099
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Regent · Seven Seas SplendorRound-trip
Mediterranean 7 nights Aug 4 – Aug 11, 2026 from Piraeus (Athens), Greece
Piraeus (Athens), Greece · Navplion, Greece · … · Piraeus (Athens), Greece8 ports
Piraeus (Athens), Greece · Navplion, Greece · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Patmos, Greece · Aghios Nikolaos, Crete, Greece · Willis Island · Piraeus (Athens), Greece
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineSemi-Private Caldera Catamaran with Hot Springs &…Ephesus + the Terrace Houses with a licensed archa…Zodiac Circumnavigation of Willis Island
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from $8,799
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Regent · Seven Seas VoyagerOne-way
Mediterranean 7 nights Oct 10 – Oct 17, 2026 from Civitavecchia (Rome), Italy to Fusina (Venice), Italy
Civitavecchia (Rome), Italy · Naples, Italy · … · Fusina (Venice), Italy8 ports
Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Valletta, Malta · Willis Island · Dubrovnik, Croatia · Zadar, Croatia · Fusina (Venice), Italy
★ 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 +4 more
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from $8,749
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Regent · Seven Seas VoyagerOne-way
Mediterranean 7 nights Oct 17 – Oct 24, 2026 from Fusina (Venice), Italy to Piraeus (Athens), Greece
Fusina (Venice), Italy · Rijeka, Croatia · … · Piraeus (Athens), Greece8 ports
Fusina (Venice), Italy · Rijeka, Croatia · Split, Croatia · Kotor, Montenegro · Willis Island · Gythion, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Private Gondola RideDiocletian's PalaceClimb the City Walls to San Giovanni FortressZodiac Circumnavigation of Willis Island +2 more
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from $7,099
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Regent · Seven Seas VoyagerOne-way
Mediterranean 7 nights Nov 3 – Nov 10, 2026 from Istanbul, Turkey to Trieste, Italy
Istanbul, Turkey · Mykonos, Greece · … · Trieste, Italy8 ports
Istanbul, Turkey · Mykonos, Greece · Piraeus (Athens), Greece · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Split, Croatia · Trieste, Italy
★ Bucket-list Hagia Sophia + the upper gallery mosaics with a li…DelosThe Acropolis & Parthenon, Guided Skip-the-LineZodiac Circumnavigation of Willis Island +4 more
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from $6,240
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Regent · Seven Seas GrandeurOne-way
Mediterranean 8 nights May 25 – Jun 2, 2027 from Civitavecchia (Rome), Italy to Fusina (Venice), Italy
Civitavecchia (Rome), Italy · Naples, Italy · … · Fusina (Venice), Italy9 ports
Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Korcula, Croatia · Koper, Slovenia · Fusina (Venice), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPompeii with a Licensed ArchaeologistTaormina's Ancient Greek Theatre, framed by Mount…Zodiac Circumnavigation of Willis Island +3 more
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from $7,999
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Regent · Seven Seas GrandeurOne-way
Mediterranean 7 nights Jun 13 – Jun 20, 2027 from Barcelona, Spain to Civitavecchia (Rome), Italy
Barcelona, Spain · Palamos, Spain · … · Civitavecchia (Rome), Italy8 ports
Barcelona, Spain · Palamos, Spain · Cannes, France · Monte Carlo, Monaco · Willis Island · Portofino, Italy · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy
★ Bucket-list Sagrada FamiliaPrivate Boat to Îles de LérinsCasino de Monte-CarloZodiac Circumnavigation of Willis Island +3 more
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from $6,299
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Regent · Seven Seas GrandeurOne-way
Mediterranean 7 nights Jul 4 – Jul 11, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Mykonos, Greece · … · Civitavecchia (Rome), Italy8 ports
Piraeus (Athens), Greece · Mykonos, Greece · Gythion, Greece · Willis Island · Valletta, Malta · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineDelosZodiac Circumnavigation of Willis IslandSt John's Co-Cathedral & the Caravaggio masterpieces +3 more
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from $7,999
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Regent · Seven Seas GrandeurOne-way
Mediterranean 8 nights Jul 11 – Jul 19, 2027 from Civitavecchia (Rome), Italy to Fusina (Venice), Italy
Civitavecchia (Rome), Italy · Salerno, Italy · … · Fusina (Venice), Italy9 ports
Civitavecchia (Rome), Italy · Salerno, Italy · Messina, Sicily, Italy · Catania, Sicily, Italy · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Koper, Slovenia · Fusina (Venice), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayAmalfi Coast Private BoatTaormina's Ancient Greek Theatre, framed by Mount…Mount Etna Private Jeep Summit Tour from Catania P… +4 more
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from $6,999
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Regent · Seven Seas PrestigeOne-way
Mediterranean 7 nights Jul 22 – Jul 29, 2027 from Civitavecchia (Rome), Italy to Trieste, Italy
Civitavecchia (Rome), Italy · Salerno, Italy · … · Trieste, Italy8 ports
Civitavecchia (Rome), Italy · Salerno, Italy · Messina, Sicily, Italy · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Rijeka, Croatia · Trieste, Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayAmalfi Coast Private BoatTaormina's Ancient Greek Theatre, framed by Mount…Zodiac Circumnavigation of Willis Island +3 more
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from $6,899
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Regent · Seven Seas PrestigeOne-way
Mediterranean 7 nights Aug 5 – Aug 12, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Mykonos, Greece · … · Civitavecchia (Rome), Italy8 ports
Piraeus (Athens), Greece · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Milos, Greece · Willis Island · Messina, Sicily, Italy · Sorrento, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineDelosEphesus + the Terrace Houses with a licensed archa…Zodiac Circumnavigation of Willis Island +2 more
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from $6,099
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Regent · Seven Seas MarinerOne-way
Mediterranean 8 nights Sep 2 – Sep 10, 2027 from Civitavecchia (Rome), Italy to Fusina (Venice), Italy
Civitavecchia (Rome), Italy · Salerno, Italy · … · Fusina (Venice), Italy9 ports
Civitavecchia (Rome), Italy · Salerno, Italy · Messina, Sicily, Italy · Valletta, Malta · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Rijeka, Croatia · Fusina (Venice), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayAmalfi Coast Private BoatTaormina's Ancient Greek Theatre, framed by Mount…St John's Co-Cathedral & the Caravaggio masterpieces +4 more
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from $7,099
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Regent · Seven Seas PrestigeOne-way
Mediterranean 7 nights Sep 16 – Sep 23, 2027 from Trieste, Italy to Piraeus (Athens), Greece
Trieste, Italy · Zadar, Croatia · … · Piraeus (Athens), Greece8 ports
Trieste, Italy · Zadar, Croatia · Bari, Italy · Argostoli, Kephalonia · Willis Island · Milos, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Miramare CastleKornati National Park & TelašćicaMatera & the Sassi cave city with a licensed Basil…Zodiac Circumnavigation of Willis Island +2 more
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from $8,449
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Regent · Seven Seas PrestigeOne-way
Mediterranean 7 nights Sep 23 – Sep 30, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Mykonos, Greece · … · Civitavecchia (Rome), Italy8 ports
Piraeus (Athens), Greece · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Santorini (Thira), Greece · Willis Island · Messina, Sicily, Italy · Sorrento, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineDelosEphesus + the Terrace Houses with a licensed archa…Semi-Private Caldera Catamaran with Hot Springs &… +3 more
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from $8,949
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Regent · Seven Seas PrestigeOne-way
Mediterranean 7 nights Sep 30 – Oct 7, 2027 from Civitavecchia (Rome), Italy to Barcelona, Spain
Civitavecchia (Rome), Italy · Livorno (Florence/Pisa), Italy · … · Barcelona, Spain8 ports
Civitavecchia (Rome), Italy · Livorno (Florence/Pisa), Italy · Villefranche, France · St. Tropez, France · Willis Island · Cannes, France · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayClimb the Leaning Tower of PisaPrivate Riviera Half-DayZodiac Circumnavigation of Willis Island +3 more
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from $7,599
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 7 nights Oct 31 – Nov 7, 2027 from Civitavecchia (Rome), Italy to Lisbon, Portugal
Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · … · Lisbon, Portugal8 ports
Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · Marseille, France · Palamos, Spain · Willis Island · Malaga, Spain · Gibraltar, British Territory · Lisbon, Portugal
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPrivate Cinque Terre by Minivan & Ferryboat from L…Calanques National Park Boat Cruise from the Old P…Zodiac Circumnavigation of Willis Island +3 more
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from $5,399
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 7 nights Nov 7 – Nov 14, 2027 from Lisbon, Portugal to Barcelona, Spain
Lisbon, Portugal · Portimao, Portugal · … · Barcelona, Spain8 ports
Lisbon, Portugal · Portimao, Portugal · Algeciras · Casablanca, Morocco · Tangier, Morocco · Melilla, Morocco · Willis Island · Barcelona, Spain
★ Bucket-list SintraPrivate Guided Tour of Casablanca with Hassan II M…Tangier Kasbah, Medina & American Legation Private…Zodiac Circumnavigation of Willis Island +1 more
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from $5,649
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Regent · Seven Seas VoyagerRound-trip
Mediterranean 7 nights Nov 28 – Dec 5, 2027 from Barcelona, Spain
Barcelona, Spain · Palamos, Spain · … · Barcelona, Spain8 ports
Barcelona, Spain · Palamos, Spain · Marseille, France · Livorno (Florence/Pisa), Italy · Willis Island · Alicante, Spain · Valencia, Spain · Barcelona, Spain
★ Bucket-list Sagrada FamiliaCalanques National Park Boat Cruise from the Old P…Climb the Leaning Tower of PisaZodiac Circumnavigation of Willis Island +2 more
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from $5,149
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Regent · Seven Seas GrandeurOne-way
Mediterranean 7 nights May 6 – May 13, 2028 from Lisbon, Portugal to Barcelona, Spain
Lisbon, Portugal · Portimao, Portugal · … · Barcelona, Spain8 ports
Lisbon, Portugal · Portimao, Portugal · Cadiz (Seville), Spain · Almeria, Spain · Willis Island · Alicante, Spain · Valencia, Spain · Barcelona, Spain
★ Bucket-list SintraReal Alcázar de SevillaZodiac Circumnavigation of Willis IslandCastillo de Santa Bárbara +2 more
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from $5,499
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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