Bucket-List Cruise Adventures

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Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Filtering Mediterranean ×Holland America ×13+ nights × Clear all
Showing 19 of 19 sailings
Holland America · OosterdamOne-way
Mediterranean 20 nights Aug 2 – Aug 22, 2026 from Barcelona, Spain to Piraeus (Athens), Greece
Barcelona, Spain · Ibiza, Spain · … · Piraeus (Athens), Greece13 ports
Barcelona, Spain · Ibiza, Spain · Alicante, Spain · Malaga, Spain · Tangier, Morocco · Lisbon, Portugal · Alicante, Spain · Barcelona, Spain · Ajaccio, Corsica, France · Civitavecchia (Rome), Italy · Bari, Italy · Kotor, Montenegro · Piraeus (Athens), Greece
★ Bucket-list Sagrada FamiliaFormentera Day Trip & Ses Illetes, the 'Spanish Ca…Castillo de Santa BárbaraGranada & the Alhambra +7 more
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from $3,154
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Holland America · OosterdamOne-way
Mediterranean 13 nights Aug 9 – Aug 22, 2026 from Lisbon, Portugal to Piraeus (Athens), Greece
Lisbon, Portugal · Alicante, Spain · … · Piraeus (Athens), Greece8 ports
Lisbon, Portugal · Alicante, Spain · Barcelona, Spain · Ajaccio, Corsica, France · Civitavecchia (Rome), Italy · Bari, Italy · Kotor, Montenegro · Piraeus (Athens), Greece
★ Bucket-list SintraCastillo de Santa BárbaraSagrada FamiliaSanguinaires Islands & Calanques +4 more
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from $2,574
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Holland America · OosterdamOne-way
Mediterranean 21 nights Sep 12 – Oct 3, 2026 from Barcelona, Spain to Piraeus (Athens), Greece
Barcelona, Spain · Marseille, France · … · Piraeus (Athens), Greece17 ports
Barcelona, Spain · Marseille, France · Livorno (Florence/Pisa), Italy · Civitavecchia (Rome), Italy · Naples, Italy · Kefalonia, Greece · Dubrovnik, Croatia · Kotor, Montenegro · Zadar, Croatia · Trieste, Italy · Rijeka, Croatia · Split, Croatia · Santorini (Thira), Greece · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece
★ Bucket-list Sagrada FamiliaCalanques National Park Boat Cruise from the Old P…Climb the Leaning Tower of PisaVatican, Sistine Chapel & Colosseum in One Day +10 more
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from $3,884
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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 OlympiaSt John's Co-Cathedral & the Caravaggio masterpiecesTaormina's Ancient Greek Theatre, framed by Mount… +9 more
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from $3,519
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Holland America · OosterdamRepositioning
Mediterranean 14 nights Nov 4 – Nov 18, 2026 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Cartagena, Spain · … · Fort Lauderdale (Port Everglades), Florida6 ports
Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Kings Wharf, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the AlhambraUpper Rock Nature Reserve +1 more
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from $869
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Holland America · VolendamRepositioning
Asia 22 nights Feb 28 – Mar 22, 2027 from Singapore, Singapore to Cape Town, South Africa
Singapore, Singapore · Port Klang (Kuala Lumpur), Malaysia · … · Cape Town, South Africa11 ports
Singapore, Singapore · Port Klang (Kuala Lumpur), Malaysia · Penang, Malaysia · Phuket, Thailand · Hambantota, Sri Lanka · Colombo, Sri Lanka · Male, Maldives · Port Louis, Mauritius · La Possession, Reunion · Port Elizabeth, South Africa · Cape Town, South Africa
★ Bucket-list Gardens by the Bay
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from $5,224
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Holland America · VolendamRepositioning
Mediterranean 35 nights Mar 22 – Apr 26, 2027 from Cape Town, South Africa to Rotterdam, The Netherlands
Cape Town, South Africa · Luderitz, Namibia · … · Rotterdam, The Netherlands18 ports
Cape Town, South Africa · Luderitz, Namibia · Walvis Bay, Namibia · Jamestown, St. Helena · Banjul, Gambia · Dakar, Senegal · Praia, Cape Verde · Mindelo, Cape Verde Island · Santa Cruz de Tenerife, Canary Islands · Las Palmas, Gran Canaria, Canary Islands · Lanzarote, Canary Islands, Spain · Casablanca, Morocco · Lisbon, Portugal · Leixoes (Oporto), Portugal · Bilbao, Spain · Bordeaux, France · Cherbourg, France · Rotterdam, The Netherlands
★ Bucket-list Teide National ParkRoque Nublo & TejedaPrivate Guided Tour of Casablanca with Hassan II M…Sintra +2 more
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from $8,869
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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
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 +9 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 masterpiecesDelosEphesus + the Terrace Houses with a licensed archa… +5 more
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from $2,569
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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 FortressTaormina's Ancient Greek Theatre, framed by Mount…Pompeii with a Licensed Archaeologist +6 more
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from $2,474
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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 masterpiecesSemi-Private Caldera Catamaran with Hot Springs &…Ephesus + the Terrace Houses with a licensed archa… +5 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… +6 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 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 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-LinePrivate Full-Day Carthage, Sidi Bou Said & Bardo M…St John's Co-Cathedral & the Caravaggio masterpiecesSu Nuraxi di Barumini +2 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 masterpiecesDelosEphesus + the Terrace Houses with a licensed archa… +5 more
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from $2,629
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Holland America · OosterdamRepositioning
Mediterranean 20 nights Dec 2 – Dec 22, 2027 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Valencia, Spain · … · Fort Lauderdale (Port Everglades), Florida10 ports
Barcelona, Spain · Valencia, Spain · Lisbon, Portugal · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaOceanograficSintraTangier Kasbah, Medina & American Legation Private… +4 more
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from $2,659
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Holland America · OosterdamRepositioning
Mediterranean 13 nights Dec 9 – Dec 22, 2027 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Gibraltar, British Territory · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the AlhambraUpper Rock Nature Reserve +1 more
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from $1,319
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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