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 1 selected · clear 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 · 1 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 Mediterranean ×Princess ×9–12 nights × Clear all
Showing 8 of 8 sailings
Princess · Enchanted PrincessOne-way
Mediterranean 10 nights Sep 15 – Sep 25, 2026 from Civitavecchia (Rome), Italy to Piraeus (Athens), Greece
Civitavecchia (Rome), Italy · Naples, Italy · … · Piraeus (Athens), Greece10 ports
Civitavecchia (Rome), Italy · Naples, Italy · Dubrovnik, Croatia · Split, Croatia · Kotor, Montenegro · Corfu, Greece · Katakolon (Olympia), Greece · Heraklion, Crete, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPompeii with a Licensed ArchaeologistWalk Dubrovnik's Ancient City WallsDiocletian's Palace +6 more
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from $1,769
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Princess · Enchanted PrincessOne-way
Mediterranean 11 nights Sep 25 – Oct 6, 2026 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Santorini (Thira), Greece · … · Civitavecchia (Rome), Italy8 ports
Piraeus (Athens), Greece · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Rhodes, Greece · Messina, Sicily, Italy · Valletta, Malta · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineSemi-Private Caldera Catamaran with Hot Springs &…Ephesus + the Terrace Houses with a licensed archa…Hagia Sophia + the upper gallery mosaics with a li… +4 more
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from $2,155
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Princess · Enchanted PrincessOne-way
Mediterranean 10 nights Oct 31 – Nov 10, 2026 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Santorini (Thira), Greece · … · Civitavecchia (Rome), Italy10 ports
Piraeus (Athens), Greece · Santorini (Thira), Greece · Chania, Greece · Katakolon (Olympia), Greece · Corfu, Greece · Split, Croatia · Dubrovnik, Croatia · Kotor, Montenegro · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineSemi-Private Caldera Catamaran with Hot Springs &…Samaria GorgeAncient Olympia +6 more
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from $1,336
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Princess · Enchanted PrincessOne-way
Mediterranean 10 nights May 22 – Jun 1, 2027 from Civitavecchia (Rome), Italy to Piraeus (Athens), Greece
Civitavecchia (Rome), Italy · Salerno, Italy · … · Piraeus (Athens), Greece10 ports
Civitavecchia (Rome), Italy · Salerno, Italy · Messina, Sicily, Italy · Sicily, Italy · Valletta, Malta · Santorini (Thira), Greece · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Heraklion, Crete, Greece · Piraeus (Athens), Greece
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayAmalfi Coast Private BoatTaormina's Ancient Greek Theatre, framed by Mount…St John's Co-Cathedral & the Caravaggio masterpieces +5 more
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from $1,177
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Princess · Enchanted PrincessOne-way
Mediterranean 11 nights Jun 1 – Jun 12, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Heraklion, Crete, Greece · … · Civitavecchia (Rome), Italy11 ports
Piraeus (Athens), Greece · Heraklion, Crete, Greece · Kusadasi (Ephesus), Turkey · Rhodes, Greece · Mykonos, Greece · Chania, Greece · Valletta, Malta · Sicily, Italy · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LinePalace of KnossosEphesus + the Terrace Houses with a licensed archa…Private Full-Day Rhodes Island Highlights & Lindos +6 more
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from $1,008
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Princess · Sun PrincessOne-way
Mediterranean 10 nights Jul 15 – Jul 25, 2027 from Barcelona, Spain to Piraeus (Athens), Greece
Barcelona, Spain · Marseille, France · … · Piraeus (Athens), Greece10 ports
Barcelona, Spain · Marseille, France · Genoa, Italy · Civitavecchia (Rome), Italy · Naples, Italy · Heraklion, Crete, Greece · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Sagrada FamiliaCalanques National Park Boat Cruise from the Old P…Sail straight to Portofino from the cruise dockVatican, Sistine Chapel & Colosseum in One Day +6 more
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from $1,286
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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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Princess · Enchanted PrincessOne-way
Mediterranean 11 nights Oct 26 – Nov 6, 2027 from Ravenna, Italy to Civitavecchia (Rome), Italy
Ravenna, Italy · Kornati National Park, Croatia · … · Civitavecchia (Rome), Italy10 ports
Ravenna, Italy · Kornati National Park, Croatia · Bar, Montenegro · Heraklion, Crete, Greece · Katakolon (Olympia), Greece · Valletta, Malta · Messina, Sicily, Italy · Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Private Ravenna UNESCO Mosaics Walk with a Local E…Palace of KnossosAncient OlympiaSt John's Co-Cathedral & the Caravaggio masterpieces +3 more
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from $1,229
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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