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.

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Showing 36 of 186 sailings
MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Sep 18 – Sep 25, 2026 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa…Private Gulet Cruise +1 more
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from $1,188
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Sep 21 – Sep 28, 2026 from Kusadasi (Ephesus), Turkey
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · … · Kusadasi (Ephesus), Turkey6 ports
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey
★ Bucket-list Ephesus + the Terrace Houses with a licensed archa…Private Gulet CruisePompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day +1 more
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from $3,184
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Sep 24 – Oct 1, 2026 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa… +1 more
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from $1,845
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Sep 25 – Oct 2, 2026 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa…Private Gulet Cruise +1 more
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from $1,115
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Sep 28 – Oct 5, 2026 from Kusadasi (Ephesus), Turkey
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · … · Kusadasi (Ephesus), Turkey6 ports
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey
★ Bucket-list Ephesus + the Terrace Houses with a licensed archa…Private Gulet CruisePompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day +1 more
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from $3,400
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 1 – Oct 8, 2026 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa… +1 more
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from $1,110
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 2 – Oct 9, 2026 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa…Private Gulet Cruise +1 more
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from $3,016
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 5 – Oct 12, 2026 from Kusadasi (Ephesus), Turkey
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · … · Kusadasi (Ephesus), Turkey6 ports
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey
★ Bucket-list Ephesus + the Terrace Houses with a licensed archa…Private Gulet CruisePompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day +1 more
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from $777
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 8 – Oct 15, 2026 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa… +1 more
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from $1,118
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 9 – Oct 16, 2026 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa…Private Gulet Cruise +1 more
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from $978
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 12 – Oct 19, 2026 from Kusadasi (Ephesus), Turkey
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · … · Kusadasi (Ephesus), Turkey6 ports
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey
★ Bucket-list Ephesus + the Terrace Houses with a licensed archa…Private Gulet CruisePompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day +1 more
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from $3,430
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 15 – Oct 22, 2026 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa… +1 more
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from $1,076
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 16 – Oct 23, 2026 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa…Private Gulet Cruise +1 more
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from $1,143
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 19 – Oct 26, 2026 from Kusadasi (Ephesus), Turkey
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · … · Kusadasi (Ephesus), Turkey6 ports
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey
★ Bucket-list Ephesus + the Terrace Houses with a licensed archa…Private Gulet CruisePompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day +1 more
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from $1,060
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 22 – Oct 29, 2026 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa… +1 more
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from $1,225
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Oct 23 – Oct 30, 2026 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosEphesus + the Terrace Houses with a licensed archa…Private Gulet Cruise +1 more
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from $1,175
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MSC Cruises · MSC DivinaOne-way
Mediterranean 4 nights Oct 26 – Oct 30, 2026 from Kusadasi (Ephesus), Turkey to Civitavecchia (Rome), Italy
Kusadasi (Ephesus), Turkey · Marmaris, Turkey · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Ephesus + the Terrace Houses with a licensed archa…Private Gulet CruisePompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day
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from $603
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Windstar · Star PrideRound-trip
Caribbean 7 nights Nov 8 – Nov 15, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · Bequia, Grenadines · Mayreau, Grenadines · Les Saintes, Guadeloupe · Marmaris, Turkey · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsGrenada Private Taxi TourTobago Cays & Mystique Full-Day Private SailSalt Whistle Bay +2 more
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from $2,411
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Regent · Seven Seas VoyagerOne-way
Mediterranean 10 nights Nov 27 – Dec 7, 2026 from Istanbul, Turkey to Piraeus (Athens), Greece
Istanbul, Turkey · Willis Island · … · Piraeus (Athens), Greece10 ports
Istanbul, Turkey · Willis Island · Izmir, Turkey · Willis Island · Marmaris, Turkey · Limassol, Cyprus · Rhodes, Greece · Heraklion, Crete, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Hagia Sophia + the upper gallery mosaics with a li…Zodiac Circumnavigation of Willis IslandPrivate Ephesus & House of the Virgin MaryPrivate Gulet Cruise +5 more
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from $10,749
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Windstar · Star PrideRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · Bequia, Grenadines · Mayreau, Grenadines · Deshaies, Guadeloupe · Marmaris, Turkey · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsGrenada Private Taxi TourTobago Cays & Mystique Full-Day Private SailSalt Whistle Bay +2 more
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from $3,636
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Windstar · Star PrideRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · Bequia, Grenadines · Mayreau, Grenadines · Deshaies, Guadeloupe · Marmaris, Turkey · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsGrenada Private Taxi TourTobago Cays & Mystique Full-Day Private SailSalt Whistle Bay +2 more
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from $4,896
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Apr 23 – Apr 30, 2027 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosPrivate Gulet CruiseSemi-Private Caldera Catamaran with Hot Springs &… +1 more
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from $1,169
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Apr 26 – May 3, 2027 from Marmaris, Turkey
Marmaris, Turkey · Santorini (Thira), Greece · … · Marmaris, Turkey6 ports
Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey
★ Bucket-list Private Gulet CruiseSemi-Private Caldera Catamaran with Hot Springs &…Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day +1 more
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from $1,408
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Apr 29 – May 6, 2027 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DayDelosPrivate Gulet Cruise +1 more
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from $1,260
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights Apr 30 – May 7, 2027 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosPrivate Gulet CruiseSemi-Private Caldera Catamaran with Hot Springs &… +1 more
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from $1,259
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 3 – May 10, 2027 from Marmaris, Turkey
Marmaris, Turkey · Santorini (Thira), Greece · … · Marmaris, Turkey6 ports
Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey
★ Bucket-list Private Gulet CruiseSemi-Private Caldera Catamaran with Hot Springs &…Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day +1 more
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from $1,248
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 6 – May 13, 2027 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DayDelosPrivate Gulet Cruise +1 more
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from $1,260
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 7 – May 14, 2027 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosPrivate Gulet CruiseSemi-Private Caldera Catamaran with Hot Springs &… +1 more
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from $1,259
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 10 – May 17, 2027 from Marmaris, Turkey
Marmaris, Turkey · Santorini (Thira), Greece · … · Marmaris, Turkey6 ports
Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy · Civitavecchia (Rome), Italy · Santorini (Thira), Greece · Marmaris, Turkey
★ Bucket-list Private Gulet CruiseSemi-Private Caldera Catamaran with Hot Springs &…Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day
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from $1,238
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 13 – May 20, 2027 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Santorini (Thira), Greece · Marmaris, Turkey · Mykonos, Greece · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DaySemi-Private Caldera Catamaran with Hot Springs &…Private Gulet Cruise +1 more
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from $1,270
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 14 – May 21, 2027 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Santorini (Thira), Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Santorini (Thira), Greece · Marmaris, Turkey · Mykonos, Greece · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DaySemi-Private Caldera Catamaran with Hot Springs &…Private Gulet CruiseDelos +1 more
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from $1,269
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Explora Journeys · EXPLORA IIOne-way
Mediterranean 7 nights May 17, 2027 from Istanbul, Turkey to Piraeus (Athens), Greece
Istanbul, Turkey · Marmaris, Turkey · … · Piraeus (Athens), Greece7 ports
Istanbul, Turkey · Marmaris, Turkey · Bodrum, Turkey · Patmos, Greece · Milos, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Hagia Sophia + the upper gallery mosaics with a li…Private Gulet CruisePrivate Gulet CruisePrivate Half-Day +3 more
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from $5,560
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 17 – May 24, 2027 from Marmaris, Turkey
Marmaris, Turkey · Mykonos, Greece · … · Marmaris, Turkey6 ports
Marmaris, Turkey · Mykonos, Greece · Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey
★ Bucket-list Private Gulet CruiseDelosPompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day
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from $1,269
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 20 – May 27, 2027 from Naples, Italy
Naples, Italy · Civitavecchia (Rome), Italy · … · Naples, Italy6 ports
Naples, Italy · Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy
★ Bucket-list Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One DayDelosPrivate Gulet Cruise +1 more
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from $1,260
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 21 – May 28, 2027 from Civitavecchia (Rome), Italy
Civitavecchia (Rome), Italy · Mykonos, Greece · … · Civitavecchia (Rome), Italy6 ports
Civitavecchia (Rome), Italy · Mykonos, Greece · Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayDelosPrivate Gulet CruiseSemi-Private Caldera Catamaran with Hot Springs &… +1 more
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from $1,259
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MSC Cruises · MSC DivinaRound-trip
Mediterranean 7 nights May 24 – May 31, 2027 from Marmaris, Turkey
Marmaris, Turkey · Santorini (Thira), Greece · … · Marmaris, Turkey6 ports
Marmaris, Turkey · Santorini (Thira), Greece · Naples, Italy · Civitavecchia (Rome), Italy · Santorini (Thira), Greece · Marmaris, Turkey
★ Bucket-list Private Gulet CruiseSemi-Private Caldera Catamaran with Hot Springs &…Pompeii with a Licensed ArchaeologistVatican, Sistine Chapel & Colosseum in One Day
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from $1,228
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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 Norwegian AmaWaterways Costa Princess Celebrity Avalon Disney Viking Ocean Holland America Silversea Oceania Virgin Regent Explora Journeys Cunard Azamara Windstar Seabourn Virgin Voyages