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
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Filtering From Trieste, Italy ×One-way ×9–12 nights × Clear all
Showing 15 of 15 sailings
Holland America · OosterdamOne-way
Mediterranean 10 nights Sep 23 – Oct 3, 2026 from Trieste, Italy to Piraeus (Athens), Greece
Trieste, Italy · Rijeka, Croatia · … · Piraeus (Athens), Greece8 ports
Trieste, Italy · Rijeka, Croatia · Split, Croatia · Santorini (Thira), Greece · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece
★ Bucket-list Miramare CastlePostojna Cave & Predjama CastleDiocletian's PalaceSemi-Private Caldera Catamaran with Hot Springs &… +4 more
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from $2,149
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Oceania · Oceania MarinaOne-way
Mediterranean 11 nights Apr 17 – Apr 28, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Koper, Slovenia · … · Barcelona, Spain11 ports
Trieste, Italy · Koper, Slovenia · Zadar, Croatia · Kotor, Montenegro · Corfu, Greece · Argostoli, Kephalonia · Catania, Sicily, Italy · Salerno, Italy · Civitavecchia (Rome), Italy · Marseille, France · Barcelona, Spain
★ Bucket-list Miramare CastlePostojna Cave & Predjama CastleKornati National Park & TelašćicaClimb the City Walls to San Giovanni Fortress +7 more
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from $3,060
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Holland America · OosterdamOne-way
Mediterranean 10 nights May 15 – May 25, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Zadar, Croatia · … · Barcelona, Spain9 ports
Trieste, Italy · Zadar, Croatia · Dubrovnik, Croatia · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Barcelona, Spain
★ Bucket-list Miramare CastleKornati National Park & TelašćicaWalk Dubrovnik's Ancient City WallsClimb the City Walls to San Giovanni Fortress +5 more
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from $1,909
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Oceania · Oceania AlluraOne-way
Mediterranean 10 nights May 23 – Jun 2, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Split, Croatia · … · Barcelona, Spain10 ports
Trieste, Italy · Split, Croatia · Kotor, Montenegro · Corfu, Greece · Gythion, Greece · Piraeus (Athens), Greece · Katakolon (Olympia), Greece · Messina, Sicily, Italy · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Miramare CastleDiocletian's PalaceClimb the City Walls to San Giovanni FortressPaleokastritsa Blue Caves & coves by speedboat +6 more
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from $4,549
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Oceania · Oceania AlluraOne-way
Mediterranean 10 nights Jul 27 – Aug 6, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Split, Croatia · … · Barcelona, Spain10 ports
Trieste, Italy · Split, Croatia · Bar, Montenegro · Corfu, Greece · Gythion, Greece · Piraeus (Athens), Greece · Katakolon (Olympia), Greece · Messina, Sicily, Italy · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list Miramare CastleDiocletian's PalacePaleokastritsa Blue Caves & coves by speedboatDiros Caves +5 more
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from $4,699
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Oceania · Oceania SonataOne-way
Mediterranean 9 nights Aug 21 – Aug 30, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Split, Croatia · … · Barcelona, Spain9 ports
Trieste, Italy · Split, Croatia · Dubrovnik, Croatia · Sorrento, Italy · Civitavecchia (Rome), Italy · Bastia, France · Florence, Italy · Marseille, France · Barcelona, Spain
★ Bucket-list Miramare CastleDiocletian's PalaceWalk Dubrovnik's Ancient City WallsPompeii Private Excavation Tour with Archaeologist… +5 more
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from $4,949
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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 CaveDiros Caves +5 more
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from $8,999
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Holland America · OosterdamOne-way
Mediterranean 11 nights Sep 21 – Oct 2, 2027 from Trieste, Italy to Piraeus (Athens), Greece
Trieste, Italy · Split, Croatia · … · Piraeus (Athens), Greece9 ports
Trieste, Italy · Split, Croatia · Dubrovnik, Croatia · Santorini (Thira), Greece · Mykonos, Greece · Kos, Greece · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece
★ Bucket-list Miramare CastleDiocletian's PalaceWalk Dubrovnik's Ancient City WallsSemi-Private Caldera Catamaran with Hot Springs &… +5 more
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from $2,327
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Princess · Enchanted PrincessOne-way
Mediterranean 9 nights Oct 5 – Oct 14, 2027 from Trieste, Italy to Piraeus (Athens), Greece
Trieste, Italy · Split, Croatia · … · Piraeus (Athens), Greece10 ports
Trieste, Italy · Split, Croatia · Kotor, Montenegro · Corfu, Greece · Katakolon (Olympia), Greece · Mykonos, Greece · Heraklion, Crete, Greece · Kusadasi (Ephesus), Turkey · Santorini (Thira), Greece · Piraeus (Athens), Greece
★ Bucket-list Miramare CastleDiocletian's PalaceClimb the City Walls to San Giovanni FortressPaleokastritsa Blue Caves & coves by speedboat +6 more
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from $1,701
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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 +5 more
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from $9,099
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Oceania · Oceania SonataOne-way
Mediterranean 9 nights Oct 31 – Nov 9, 2027 from Trieste, Italy to Civitavecchia (Rome), Italy
Trieste, Italy · Ravenna, Italy · … · Civitavecchia (Rome), Italy9 ports
Trieste, Italy · Ravenna, Italy · Zadar, Croatia · Split, Croatia · Kotor, Montenegro · Sarande, Albania · Messina, Sicily, Italy · Salerno, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Miramare CastlePrivate Ravenna UNESCO Mosaics Walk with a Local E…Kornati National Park & TelašćicaDiocletian's Palace +5 more
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from $4,349
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MSC Cruises · MSC SplendidaOne-way
Mediterranean 12 nights Nov 6 – Nov 18, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Split, Croatia · … · Barcelona, Spain10 ports
Trieste, Italy · Split, Croatia · Piraeus (Athens), Greece · Kusadasi (Ephesus), Turkey · Heraklion, Crete, Greece · Katakolon (Olympia), Greece · Naples, Italy · Genoa, Italy · Civitavecchia (Rome), Italy · Barcelona, Spain
★ Bucket-list Miramare CastleDiocletian's PalaceThe Acropolis & Parthenon, Guided Skip-the-LineEphesus + the Terrace Houses with a licensed archa… +6 more
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from $1,179
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Oceania · Oceania AlluraOne-way
Mediterranean 10 nights Nov 7 – Nov 17, 2027 from Trieste, Italy to Barcelona, Spain
Trieste, Italy · Koper, Slovenia · … · Barcelona, Spain11 ports
Trieste, Italy · Koper, Slovenia · Dubrovnik, Croatia · Igoumenitsa, Greece · Gythion, Greece · Piraeus (Athens), Greece · Argostoli, Kephalonia · Catania, Sicily, Italy · Valletta, Malta · Suez Canal, Egypt · Barcelona, Spain
★ Bucket-list Miramare CastlePostojna Cave & Predjama CastleWalk Dubrovnik's Ancient City WallsPrivate Full-Day Meteora Monasteries Tour from Igo… +7 more
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from $3,699
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Oceania · Oceania MarinaOne-way
Mediterranean 10 nights Nov 7 – Nov 17, 2027 from Trieste, Italy to Piraeus (Athens), Greece
Trieste, Italy · Zadar, Croatia · … · Piraeus (Athens), Greece10 ports
Trieste, Italy · Zadar, Croatia · Split, Croatia · Bar, Montenegro · Sarande, Albania · Chania, Greece · Rhodes, Greece · Kusadasi (Ephesus), Turkey · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Miramare CastleKornati National Park & TelašćicaDiocletian's PalaceButrint UNESCO Ruins +5 more
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from $2,999
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Oceania · Oceania AureliaOne-way
Mediterranean 12 nights Dec 6 – Dec 18, 2027 from Trieste, Italy to Piraeus (Athens), Greece
Trieste, Italy · Koper, Slovenia · … · Piraeus (Athens), Greece10 ports
Trieste, Italy · Koper, Slovenia · Split, Croatia · Kotor, Montenegro · Brindisi, Italy · Heraklion, Crete, Greece · Rhodes, Greece · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece
★ Bucket-list Miramare CastlePostojna Cave & Predjama CastleDiocletian's PalaceClimb the City Walls to San Giovanni Fortress +6 more
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from $3,499
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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