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 Regent ×Visits Trieste × Clear all
Showing 13 of 13 sailings
Regent · Seven Seas VoyagerOne-way
Mediterranean 12 nights Jun 16 – Jun 28, 2026 from Trieste, Italy to Istanbul, Turkey
Trieste, Italy · Willis Island · … · Istanbul, Turkey8 ports
Trieste, Italy · Willis Island · Dubrovnik, Croatia · Willis Island · Heraklion, Crete, Greece · Piraeus (Athens), Greece · Willis Island · Istanbul, Turkey
★ Bucket-list Miramare CastleZodiac Circumnavigation of Willis IslandWalk Dubrovnik's Ancient City WallsPalace of Knossos +2 more
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from $11,199
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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 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 VoyagerOne-way
Mediterranean 17 nights Nov 10 – Nov 27, 2026 from Trieste, Italy to Istanbul, Turkey
Trieste, Italy · Split, Croatia · … · Istanbul, Turkey17 ports
Trieste, Italy · Split, Croatia · Dubrovnik, Croatia · Kotor, Montenegro · Willis Island · Katakolon (Olympia), Greece · Mykonos, Greece · Piraeus (Athens), Greece · Willis Island · Split, Croatia · Willis Island · Heraklion, Crete, Greece · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Mytilene, Lesbos, Greece · Willis Island · Istanbul, Turkey
★ Bucket-list Miramare CastleDiocletian's PalaceWalk Dubrovnik's Ancient City WallsClimb the City Walls to San Giovanni Fortress +7 more
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from $10,710
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Regent · Seven Seas PrestigeOne-way
Mediterranean 14 nights Jul 15 – Jul 29, 2027 from Barcelona, Spain to Trieste, Italy
Barcelona, Spain · Ajaccio, Corsica, France · … · Trieste, Italy15 ports
Barcelona, Spain · Ajaccio, Corsica, France · Cannes, France · Villefranche, France · Willis Island · Livorno (Florence/Pisa), Italy · Golfo Arranci, Italy · Civitavecchia (Rome), Italy · Salerno, Italy · Messina, Sicily, Italy · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Rijeka, Croatia · Trieste, Italy
★ Bucket-list Sagrada FamiliaSanguinaires Islands & CalanquesPrivate Boat to Îles de LérinsPrivate Riviera Half-Day +8 more
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from $13,399
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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 14 nights Jul 29 – Aug 12, 2027 from Trieste, Italy to Civitavecchia (Rome), Italy
Trieste, Italy · Zadar, Croatia · … · Civitavecchia (Rome), Italy15 ports
Trieste, Italy · Zadar, Croatia · Bari, Italy · Argostoli, Kephalonia · Monemvasia, Greece · Santorini (Thira), Greece · Mykonos, Greece · Piraeus (Athens), Greece · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Milos, Greece · Willis Island · Messina, Sicily, Italy · Sorrento, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Miramare CastleKornati National Park & TelašćicaMatera & the Sassi cave city with a licensed Basil…Myrtos Beach & Melissani Cave +7 more
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from $12,949
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Regent · Seven Seas PrestigeOne-way
Mediterranean 9 nights Aug 12 – Aug 21, 2027 from Civitavecchia (Rome), Italy to Trieste, Italy
Civitavecchia (Rome), Italy · Sorrento, Italy · … · Trieste, Italy10 ports
Civitavecchia (Rome), Italy · Sorrento, Italy · Reggio Calabria · Valletta, Malta · Willis Island · Igoumenitsa, Greece · Kotor, Montenegro · Dubrovnik, Croatia · Zadar, Croatia · Trieste, Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DaySt John's Co-Cathedral & the Caravaggio masterpiecesZodiac Circumnavigation of Willis IslandClimb the City Walls to San Giovanni Fortress +3 more
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from $8,399
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Regent · Seven Seas PrestigeOne-way
Mediterranean 10 nights Aug 21 – Aug 31, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Willis Island · … · Barcelona, Spain10 ports
Trieste, Italy · Willis Island · Argostoli, Kephalonia · Gythion, Greece · Piraeus (Athens), Greece · Mykonos, Greece · Santorini (Thira), Greece · Willis Island · Ibiza, Spain · Barcelona, Spain
★ Bucket-list Miramare CastleZodiac Circumnavigation of Willis IslandMyrtos Beach & Melissani CaveThe Acropolis & Parthenon, Guided Skip-the-Line +4 more
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from $8,999
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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 +8 more
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from $16,599
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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…Myrtos Beach & Melissani Cave +3 more
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from $8,449
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Regent · Seven Seas PrestigeOne-way
Mediterranean 9 nights Oct 16 – Oct 25, 2027 from Civitavecchia (Rome), Italy to Trieste, Italy
Civitavecchia (Rome), Italy · Sorrento, Italy · … · Trieste, Italy10 ports
Civitavecchia (Rome), Italy · Sorrento, Italy · Messina, Sicily, Italy · Valletta, Malta · Willis Island · Igoumenitsa, Greece · Kotor, Montenegro · Dubrovnik, Croatia · Zadar, Croatia · Trieste, Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayTaormina's Ancient Greek Theatre, framed by Mount…St John's Co-Cathedral & the Caravaggio masterpiecesZodiac Circumnavigation of Willis Island +4 more
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from $8,799
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Regent · Seven Seas PrestigeOne-way
Mediterranean 10 nights Oct 25 – Nov 4, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Willis Island · … · Barcelona, Spain10 ports
Trieste, Italy · Willis Island · Argostoli, Kephalonia · Katakolon (Olympia), Greece · Gythion, Greece · Piraeus (Athens), Greece · Mykonos, Greece · Willis Island · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Miramare CastleZodiac Circumnavigation of Willis IslandMyrtos Beach & Melissani CaveAncient Olympia +4 more
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from $9,099
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