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 · 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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Showing 7 of 7 sailings
Holland America · OosterdamRound-trip
Mediterranean 11 nights Oct 3 – Oct 14, 2026 from Piraeus (Athens), Greece
Piraeus (Athens), Greece · Nafplion, Greece · … · Piraeus (Athens), Greece8 ports
Piraeus (Athens), Greece · Nafplion, Greece · Istanbul, Turkey · Kusadasi (Ephesus), Turkey · Santorini (Thira), Greece · Rhodes, Greece · Souda Bay · Piraeus (Athens), Greece
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineHagia Sophia + the upper gallery mosaics with a li…Ephesus + the Terrace Houses with a licensed archa…Semi-Private Caldera Catamaran with Hot Springs &… +1 more
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from $1,514
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Holland America · VolendamRound-trip
Mediterranean 45 nights Oct 8 – Nov 22, 2026 from New York, New York
New York, New York · Ponta Delgada, Azores, Portugal · … · New York, New York23 ports
New York, New York · Ponta Delgada, Azores, Portugal · Lisbon, Portugal · Cartagena, Spain · Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Kefalonia, Greece · Iraklion (Heraklion), Crete, Greece · Rhodes, Greece · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece · Valletta, Malta · La Goulette, Tunisia · Malaga, Spain · Cadiz (Seville), Spain · Funchal, Madeira, Portugal · New York, New York
★ Bucket-list Manhattan Helicopter TourSintraThe Roman Theatre of Cartagena with the Rafael Mon…Sagrada Familia +14 more
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from $6,224
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Holland America · OosterdamRound-trip
Mediterranean 10 nights Oct 14 – Oct 24, 2026 from Piraeus (Athens), Greece
Piraeus (Athens), Greece · Mykonos, Greece · … · Piraeus (Athens), Greece7 ports
Piraeus (Athens), Greece · Mykonos, Greece · Istanbul, Turkey · Kusadasi (Ephesus), Turkey · Kos, Greece · Rhodes, Greece · Piraeus (Athens), Greece
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineDelosHagia Sophia + the upper gallery mosaics with a li…Ephesus + the Terrace Houses with a licensed archa… +1 more
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from $1,629
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Holland America · OosterdamRepositioning
Mediterranean 25 nights Apr 9 – May 4, 2027 from Fort Lauderdale (Port Everglades), Florida to Piraeus (Athens), Greece
Fort Lauderdale (Port Everglades), Florida · Tangier, Morocco · … · Piraeus (Athens), Greece16 ports
Fort Lauderdale (Port Everglades), Florida · Tangier, Morocco · Malaga, Spain · Cartagena, Spain · Alicante, Spain · Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Souda Bay · Santorini (Thira), Greece · Rhodes, Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowTangier Kasbah, Medina & American Legation Private…Granada & the AlhambraThe Roman Theatre of Cartagena with the Rafael Mon… +11 more
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from $3,054
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Holland America · OosterdamOne-way
Mediterranean 22 nights Apr 23 – May 15, 2027 from Barcelona, Spain to Trieste, Italy
Barcelona, Spain · Villefranche, France · … · Trieste, Italy19 ports
Barcelona, Spain · Villefranche, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Souda Bay · Santorini (Thira), Greece · Rhodes, Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Mykonos, Greece · Souda Bay · Katakolon (Olympia), Greece · Sarande, Albania · Dubrovnik, Croatia · Trieste, Italy
★ Bucket-list Sagrada FamiliaPrivate Riviera Half-DayClimb the Leaning Tower of PisaVatican, Sistine Chapel & Colosseum in One Day +11 more
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from $4,174
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Holland America · OosterdamOne-way
Middle East 14 nights Jul 17 – Jul 31, 2027 from Barcelona, Spain to Piraeus (Athens), Greece
Barcelona, Spain · Valletta, Malta · … · Piraeus (Athens), Greece10 ports
Barcelona, Spain · Valletta, Malta · Souda Bay · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece · Alexandria, Egypt · Rhodes, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list Sagrada FamiliaSt John's Co-Cathedral & the Caravaggio masterpiecesSemi-Private Caldera Catamaran with Hot Springs &…Ephesus + the Terrace Houses with a licensed archa… +3 more
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from $2,694
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Holland America · OosterdamRound-trip
Mediterranean 7 nights Jul 24 – Jul 31, 2027 from Piraeus (Athens), Greece
Piraeus (Athens), Greece · Alexandria, Egypt · Rhodes, Greece · Mykonos, Greece · Piraeus (Athens), Greece
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LinePrivate Full-Day Rhodes Island Highlights & LindosDelos
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from $1,444
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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