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.

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
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 Virgin Voyages ×Regent ×From Trieste, Italy × Clear all
Showing 6 of 6 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 CastlePostojna Cave & Predjama CastleKornati National Park & TelašćicaWalk Dubrovnik's Ancient City Walls +5 more
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from $8,099
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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 +8 more
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from $10,710
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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 +10 more
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from $12,949
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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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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 +4 more
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from $8,449
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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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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.

19 lines
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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