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 Princess ×Holland America ×Visits Souda Bay × Clear all
Showing 13 of 13 sailings
Holland America · OosterdamOne-way
Mediterranean 7 nights Jun 21 – Jun 28, 2026 from Barcelona, Spain to Piraeus (Athens), Greece
Barcelona, Spain · Valletta, Malta · … · Piraeus (Athens), Greece6 ports
Barcelona, Spain · Valletta, Malta · Souda Bay · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece
★ Bucket-list Sagrada FamiliaSt John's Co-Cathedral & the Caravaggio masterpiecesBalos Lagoon & Gramvousa IslandSemi-Private Caldera Catamaran with Hot Springs &… +2 more
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from $1,520
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Holland America · OosterdamOne-way
Mediterranean 7 nights Jul 12 – Jul 19, 2026 from Barcelona, Spain to Piraeus (Athens), Greece
Barcelona, Spain · Valletta, Malta · … · Piraeus (Athens), Greece6 ports
Barcelona, Spain · Valletta, Malta · Souda Bay · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece
★ Bucket-list Sagrada FamiliaSt John's Co-Cathedral & the Caravaggio masterpiecesBalos Lagoon & Gramvousa IslandSemi-Private Caldera Catamaran with Hot Springs &… +2 more
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from $974
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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-LineMycenaeHagia Sophia + the upper gallery mosaics with a li…Ephesus + the Terrace Houses with a licensed archa… +3 more
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from $1,514
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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… +12 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 +13 more
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from $4,174
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Holland America · OosterdamOne-way
Mediterranean 21 nights May 4 – May 25, 2027 from Piraeus (Athens), Greece to Barcelona, Spain
Piraeus (Athens), Greece · Kusadasi (Ephesus), Turkey · … · Barcelona, Spain17 ports
Piraeus (Athens), Greece · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Mykonos, Greece · Souda Bay · Katakolon (Olympia), Greece · Sarande, Albania · Dubrovnik, Croatia · Trieste, Italy · Zadar, Croatia · Dubrovnik, Croatia · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Barcelona, Spain
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineEphesus + the Terrace Houses with a licensed archa…Hagia Sophia + the upper gallery mosaics with a li…Delos +12 more
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from $3,929
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Holland America · OosterdamOne-way
Mediterranean 14 nights Jun 5 – Jun 19, 2027 from Barcelona, Spain to Civitavecchia (Rome), Italy
Barcelona, Spain · Valletta, Malta · … · Civitavecchia (Rome), Italy11 ports
Barcelona, Spain · Valletta, Malta · Souda Bay · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Sagrada FamiliaSt John's Co-Cathedral & the Caravaggio masterpiecesBalos Lagoon & Gramvousa IslandDelos +7 more
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from $2,569
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Holland America · OosterdamOne-way
Mediterranean 14 nights Jun 26 – Jul 10, 2027 from Barcelona, Spain to Civitavecchia (Rome), Italy
Barcelona, Spain · Valletta, Malta · … · Civitavecchia (Rome), Italy11 ports
Barcelona, Spain · Valletta, Malta · Souda Bay · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Sagrada FamiliaSt John's Co-Cathedral & the Caravaggio masterpiecesBalos Lagoon & Gramvousa IslandSemi-Private Caldera Catamaran with Hot Springs &… +7 more
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from $2,584
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Holland America · OosterdamOne-way
Mediterranean 14 nights Jul 10 – Jul 24, 2027 from Civitavecchia (Rome), Italy to Piraeus (Athens), Greece
Civitavecchia (Rome), Italy · Portofino, Italy · … · Piraeus (Athens), Greece11 ports
Civitavecchia (Rome), Italy · Portofino, Italy · Ajaccio, Corsica, France · Marseille, France · Gibraltar, British Territory · Barcelona, Spain · Valletta, Malta · Souda Bay · Santorini (Thira), Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPrivate Yacht CharterSanguinaires Islands & CalanquesCalanques National Park Boat Cruise from the Old P… +7 more
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from $2,428
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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 masterpiecesBalos Lagoon & Gramvousa IslandSemi-Private Caldera Catamaran with Hot Springs &… +5 more
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from $2,694
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Holland America · OosterdamRound-trip
Mediterranean 14 nights Jul 31 – Aug 14, 2027 from Piraeus (Athens), Greece
Piraeus (Athens), Greece · Solar Eclipse · … · Piraeus (Athens), Greece11 ports
Piraeus (Athens), Greece · Solar Eclipse · La Goulette, Tunisia · Valletta, Malta · Cagliari, Sardinia, Italy · Palermo, Sicily, Italy · Messina, Sicily, Italy · Kefalonia, Greece · Argostoli, Kephalonia · Souda Bay · Piraeus (Athens), Greece
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineTotal Solar EclipsePrivate Full-Day Carthage, Sidi Bou Said & Bardo M…St John's Co-Cathedral & the Caravaggio masterpieces +6 more
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from $4,354
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Holland America · OosterdamOne-way
Mediterranean 14 nights Aug 28 – Sep 11, 2027 from Barcelona, Spain to Civitavecchia (Rome), Italy
Barcelona, Spain · Valletta, Malta · … · Civitavecchia (Rome), Italy11 ports
Barcelona, Spain · Valletta, Malta · Souda Bay · Mykonos, Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list Sagrada FamiliaSt John's Co-Cathedral & the Caravaggio masterpiecesBalos Lagoon & Gramvousa IslandDelos +7 more
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from $2,629
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Holland America · OosterdamOne-way
Mediterranean 10 nights Oct 2 – Oct 12, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Mykonos, Greece · … · Civitavecchia (Rome), Italy7 ports
Piraeus (Athens), Greece · Mykonos, Greece · Istanbul, Turkey · Santorini (Thira), Greece · Souda Bay · Messina, Sicily, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineDelosHagia Sophia + the upper gallery mosaics with a li…Semi-Private Caldera Catamaran with Hot Springs &… +3 more
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from $1,882
Book This Cruise@ Cruisebound

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