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 ×Visits Milos ×One-way × Clear all
Showing 13 of 13 sailings
Oceania · Oceania AlluraOne-way
Mediterranean 12 nights Sep 14 – Sep 26, 2026 from Civitavecchia (Rome), Italy to Istanbul, Turkey
Civitavecchia (Rome), Italy · Amalfi, Italy · … · Istanbul, Turkey11 ports
Civitavecchia (Rome), Italy · Amalfi, Italy · Salerno, Italy · Cagliari, Sardinia, Italy · Trapani, Italy · Valletta, Malta · Aghios Nikolaos, Crete, Greece · Milos, Greece · Kusadasi (Ephesus), Turkey · Skiathos, Greece · Istanbul, Turkey
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPrivate Speedboat TourAmalfi Coast Private BoatSu Nuraxi di Barumini +6 more
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from $6,165
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Oceania · Oceania AlluraOne-way
Mediterranean 7 nights May 7 – May 14, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Milos, Greece · … · Civitavecchia (Rome), Italy8 ports
Piraeus (Athens), Greece · Milos, Greece · Katakolon (Olympia), Greece · Catania, Sicily, Italy · Valletta, Malta · Palermo, Sicily, Italy · Salerno, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LinePrivate Half-Day Speedboat Cruise to Kleftiko & Si…Ancient OlympiaMount Etna Private Jeep Summit Tour from Catania P… +4 more
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from $3,375
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Oceania · Oceania SirenaOne-way
Mediterranean 9 nights May 15 – May 24, 2027 from Istanbul, Turkey to Civitavecchia (Rome), Italy
Istanbul, Turkey · Mytilene, Lesbos, Greece · … · Civitavecchia (Rome), Italy9 ports
Istanbul, Turkey · Mytilene, Lesbos, Greece · Kusadasi (Ephesus), Turkey · Milos, Greece · Katakolon (Olympia), Greece · Messina, Sicily, Italy · Amalfi, Italy · Olbia, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Hagia Sophia + the upper gallery mosaics with a li…Private Castle of Mytilene & Old Town Walking TourEphesus + the Terrace Houses with a licensed archa…Private Half-Day Speedboat Cruise to Kleftiko & Si… +5 more
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from $2,380
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Oceania · Oceania AlluraOne-way
Mediterranean 7 nights Jun 25 – Jul 2, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Milos, Greece · … · Civitavecchia (Rome), Italy8 ports
Piraeus (Athens), Greece · Milos, Greece · Katakolon (Olympia), Greece · Catania, Sicily, Italy · Valletta, Malta · Palermo, Sicily, Italy · Salerno, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LinePrivate Half-Day Speedboat Cruise to Kleftiko & Si…Ancient OlympiaMount Etna Private Jeep Summit Tour from Catania P… +4 more
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from $2,835
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Oceania · Oceania SirenaOne-way
Mediterranean 9 nights Jun 30 – Jul 9, 2027 from Venice, Italy to Istanbul, Turkey
Venice, Italy · Zadar, Croatia · … · Istanbul, Turkey10 ports
Venice, Italy · Zadar, Croatia · Split, Croatia · Dubrovnik, Croatia · Bari, Italy · Sarande, Albania · Argostoli, Kephalonia · Milos, Greece · Canakkale, Turkey · Istanbul, Turkey
★ Bucket-list Doge's PalaceKornati National Park & TelašćicaDiocletian's PalaceWalk Dubrovnik's Ancient City Walls +6 more
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from $2,550
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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 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…Private Half-Day Speedboat Cruise to Kleftiko & Si… +4 more
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from $6,099
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Oceania · Oceania MarinaOne-way
Northern Europe 70 nights Aug 19 – Oct 28, 2027 from Reykjavik, Iceland to Istanbul, Turkey
Reykjavik, Iceland · Isafjord, Iceland · … · Istanbul, Turkey64 ports
Reykjavik, Iceland · Isafjord, Iceland · Akureyri, Iceland · Djupivogur, Iceland · Torshavn, Faroe Islands · Lerwick, Shetland Islands · Maloy, Norway · Vik, Norway · Bergen, Norway · Haugesund, Norway · Stavanger, Norway · Suez Canal, Egypt · Southampton, England · Dundee, Scotland · Invergordon, Scotland · Stornoway, Scotland · Killybegs Ireland · Belfast, Northern Ireland · Greenock (Glasgow), Scotland · Dun Laoghaire, Dublin, Ireland · Waterford, Ireland · Fowey, Cornwall, England · Southampton, England · Zeebrugge (Bruges), Belgium · Rotterdam, The Netherlands · Ijmuiden, Netherlands · Newcastle-tyne, United Kingdom · Leith/Edinburgh, Scotland · Hamburg, Germany · Le Havre (Paris), France · La Rochelle, France · Pauillac, France · Bilbao, Spain · La Coruna, Spain · Vigo, Spain · Leixoes (Oporto), Portugal · Lisbon, Portugal · Agadir, Morocco · Casablanca, Morocco · Algeciras, Spain · Malaga, Spain · Cartagena, Spain · Ibiza, Spain · Mahon, Minorca, Spain · Barcelona, Spain · Valencia, Spain · Palma de Mallorca, Spain · Alicante, Spain · Marseille, France · St. Tropez, France · Monte Carlo, Monaco · La Spezia (Cinque Terre), Italy · Florence, Italy · Civitavecchia (Rome), Italy · Sorrento, Italy · Catania, Sicily, Italy · Valletta, Malta · Suez Canal, Egypt · Gythion, Greece · Milos, Greece · Piraeus (Athens), Greece · Volos, Greece · Canakkale, Turkey · Istanbul, Turkey
★ Bucket-list Inside the VolcanoDynjandi WaterfallMývatn Nature BathsPrivate Glacier Lagoon, Diamond Beach & Secret Gla… +57 more
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from $35,999
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Oceania · Oceania AlluraOne-way
Mediterranean 7 nights Aug 27 – Sep 3, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Milos, Greece · … · Civitavecchia (Rome), Italy8 ports
Piraeus (Athens), Greece · Milos, Greece · Katakolon (Olympia), Greece · Catania, Sicily, Italy · Valletta, Malta · Palermo, Sicily, Italy · Salerno, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LinePrivate Half-Day Speedboat Cruise to Kleftiko & Si…Ancient OlympiaMount Etna Private Jeep Summit Tour from Catania P… +4 more
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from $3,249
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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 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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Oceania · Oceania MarinaOne-way
Mediterranean 10 nights Oct 18 – Oct 28, 2027 from Civitavecchia (Rome), Italy to Istanbul, Turkey
Civitavecchia (Rome), Italy · Sorrento, Italy · … · Istanbul, Turkey11 ports
Civitavecchia (Rome), Italy · Sorrento, Italy · Catania, Sicily, Italy · Valletta, Malta · Suez Canal, Egypt · Gythion, Greece · Milos, Greece · Piraeus (Athens), Greece · Volos, Greece · Canakkale, Turkey · Istanbul, Turkey
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPompeii Private Excavation Tour with Archaeologist…Mount Etna Private Jeep Summit Tour from Catania P…St John's Co-Cathedral & the Caravaggio masterpieces +7 more
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from $3,149
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Oceania · Oceania MarinaOne-way
Mediterranean 10 nights Oct 28 – Nov 7, 2027 from Istanbul, Turkey to Trieste, Italy
Istanbul, Turkey · Bozcaada, Turkey · … · Trieste, Italy10 ports
Istanbul, Turkey · Bozcaada, Turkey · Thessaloniki, Greece · Milos, Greece · Katakolon (Olympia), Greece · Kotor, Montenegro · Dubrovnik, Croatia · Split, Croatia · Koper, Slovenia · Trieste, Italy
★ Bucket-list Hagia Sophia + the upper gallery mosaics with a li…Bozcaada CastleVergina Royal TombsPrivate Half-Day Speedboat Cruise to Kleftiko & Si… +6 more
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from $3,199
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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