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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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
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Filtering Holland America ×Avalon ×From Piraeus (Athens), Greece × Clear all
Showing 14 of 14 sailings
Holland America · OosterdamOne-way
Mediterranean 7 nights Jul 5 – Jul 12, 2026 from Piraeus (Athens), Greece to Barcelona, Spain
Piraeus (Athens), Greece · Kotor, Montenegro · … · Barcelona, Spain6 ports
Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Palma de Mallorca, Spain · Barcelona, Spain
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineClimb the City Walls to San Giovanni FortressMelissani Lake CaveTaormina's Ancient Greek Theatre, framed by Mount… +2 more
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from $1,266
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Holland America · OosterdamOne-way
Mediterranean 7 nights Jul 19 – Jul 26, 2026 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Kotor, Montenegro · … · Civitavecchia (Rome), Italy6 ports
Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineClimb the City Walls to San Giovanni FortressMelissani Lake CaveTaormina's Ancient Greek Theatre, framed by Mount… +2 more
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from $1,024
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Holland America · OosterdamOne-way
Mediterranean 7 nights Aug 22 – Aug 29, 2026 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Kotor, Montenegro · … · Civitavecchia (Rome), Italy6 ports
Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Salerno, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineClimb the City Walls to San Giovanni FortressMelissani Lake CaveTaormina's Ancient Greek Theatre, framed by Mount… +2 more
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from $824
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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 · 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… +2 more
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from $1,629
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Holland America · OosterdamRepositioning
Mediterranean 25 nights Oct 24 – Nov 18, 2026 from Piraeus (Athens), Greece to Fort Lauderdale (Port Everglades), Florida
Piraeus (Athens), Greece · Katakolon (Olympia), Greece · … · Fort Lauderdale (Port Everglades), Florida15 ports
Piraeus (Athens), Greece · Katakolon (Olympia), Greece · Sarande, Albania · Valletta, Malta · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Ajaccio, Corsica, France · Villefranche, France · Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Kings Wharf, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineAncient OlympiaButrint UNESCO RuinsSt John's Co-Cathedral & the Caravaggio masterpieces +11 more
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from $3,519
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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 12 – Jun 26, 2027 from Piraeus (Athens), Greece to Barcelona, Spain
Piraeus (Athens), Greece · Kotor, Montenegro · … · Barcelona, Spain11 ports
Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy · Livorno (Florence/Pisa), Italy · Portofino, Italy · Marseille, France · Gibraltar, British Territory · Barcelona, Spain
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineClimb the City Walls to San Giovanni FortressMelissani Lake CaveTaormina's Ancient Greek Theatre, framed by Mount… +7 more
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from $2,474
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Holland America · OosterdamOne-way
Mediterranean 7 nights Jul 3 – Jul 10, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Kotor, Montenegro · … · Civitavecchia (Rome), Italy6 ports
Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineClimb the City Walls to San Giovanni FortressMelissani Lake CaveTaormina's Ancient Greek Theatre, framed by Mount… +2 more
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from $1,329
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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 CairoPrivate Full-Day Rhodes Island Highlights & LindosDelos
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from $1,444
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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 7 nights Aug 14 – Aug 21, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Kotor, Montenegro · … · Civitavecchia (Rome), Italy6 ports
Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineClimb the City Walls to San Giovanni FortressMelissani Lake CaveTaormina's Ancient Greek Theatre, framed by Mount… +2 more
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from $1,244
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Holland America · OosterdamOne-way
Mediterranean 7 nights Sep 4 – Sep 11, 2027 from Piraeus (Athens), Greece to Civitavecchia (Rome), Italy
Piraeus (Athens), Greece · Kotor, Montenegro · … · Civitavecchia (Rome), Italy6 ports
Piraeus (Athens), Greece · Kotor, Montenegro · Kefalonia, Greece · Messina, Sicily, Italy · Naples, Italy · Civitavecchia (Rome), Italy
★ Bucket-list The Acropolis & Parthenon, Guided Skip-the-LineClimb the City Walls to San Giovanni FortressMelissani Lake CaveTaormina's Ancient Greek Theatre, framed by Mount… +2 more
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from $1,344
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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
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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