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
Cruise level tap one or more Luxury Premium Contemporary River
+ 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 Holland America ×Royal Caribbean ×Visits Ponta Delgada × Clear all
Showing 10 of 10 sailings
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 TourSete Cidades Twin LakesSintraThe Roman Theatre of Cartagena with the Rafael Mon… +17 more
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from $6,224
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Royal Caribbean · Odyssey of the SeasRepositioning
Mediterranean 14 nights Oct 25 – Nov 8, 2026 from Civitavecchia (Rome), Italy to Cape Liberty (Bayonne), New Jersey
Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · … · Cape Liberty (Bayonne), New Jersey7 ports
Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · Barcelona, Spain · Cartagena, Spain · Lisbon, Portugal · Ponta Delgada, Azores, Portugal · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPrivate Cinque Terre by Minivan & Ferryboat from L…Sagrada FamiliaThe Roman Theatre of Cartagena with the Rafael Mon… +3 more
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from $2,910
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Royal Caribbean · Explorer of the SeasRepositioning
Mediterranean 13 nights Oct 31 – Nov 13, 2026 from Barcelona, Spain to Port Canaveral, Florida
Barcelona, Spain · Palma de Mallorca, Spain · … · Port Canaveral, Florida6 ports
Barcelona, Spain · Palma de Mallorca, Spain · Cartagena, Spain · Ponta Delgada, Azores, Portugal · Royal Naval Dockyard, Bermuda · Port Canaveral, Florida
★ Bucket-list Sagrada FamiliaLa Seu Cathedral + Rooftop Terraces ClimbThe Roman Theatre of Cartagena with the Rafael Mon…Sete Cidades Twin Lakes +2 more
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from $1,032
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Royal Caribbean · Brilliance of the SeasRepositioning
Mediterranean 14 nights Nov 2 – Nov 16, 2026 from Barcelona, Spain to Fort Lauderdale (Port Everglades), Florida
Barcelona, Spain · Valencia, Spain · … · Fort Lauderdale (Port Everglades), Florida7 ports
Barcelona, Spain · Valencia, Spain · Cartagena, Spain · Malaga, Spain · Ponta Delgada, Azores, Portugal · Royal Naval Dockyard, Bermuda · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Sagrada FamiliaOceanograficThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +3 more
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from $1,870
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Royal Caribbean · Odyssey of the SeasRepositioning
Mediterranean Apr 25, 2027 from Cape Liberty (Bayonne), New Jersey to Civitavecchia (Rome), Italy
Cape Liberty (Bayonne), New Jersey · Ponta Delgada, Azores, Portugal · … · Civitavecchia (Rome), Italy7 ports
Cape Liberty (Bayonne), New Jersey · Ponta Delgada, Azores, Portugal · Malaga, Spain · Cartagena, Spain · Barcelona, Spain · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy
★ Bucket-list Statue of Liberty & Ellis IslandSete Cidades Twin LakesGranada & the AlhambraThe Roman Theatre of Cartagena with the Rafael Mon… +3 more
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from $943
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Royal Caribbean · Freedom of the SeasRepositioning
Northern Europe 12 nights Apr 27 – May 9, 2027 from Miami, Florida to Southampton, England
Miami, Florida · Royal Naval Dockyard, Bermuda · Ponta Delgada, Azores, Portugal · Southampton, England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Island Wrap-Around Van Tour of BermudaSete Cidades Twin LakesStand Inside Stonehenge & See the Original 1215 Ma…
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from $638
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Holland America · VolendamRepositioning
Middle East 47 nights Oct 11 – Nov 27, 2027 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · Ponta Delgada, Azores, Portugal · … · Fort Lauderdale (Port Everglades), Florida22 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 · Iraklion (Heraklion), Crete, Greece · Ashdod (Jerusalem), Israel · Haifa, Israel · Alexandria, Egypt · Kusadasi (Ephesus), Turkey · Istanbul, Turkey · Piraeus (Athens), Greece · Valletta, Malta · La Goulette, Tunisia · Malaga, Spain · Tangier, Morocco · New York, New York · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourSete Cidades Twin LakesSintraThe Roman Theatre of Cartagena with the Rafael Mon… +13 more
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from $8,144
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Royal Caribbean · Freedom of the SeasRepositioning
Mediterranean 12 nights Oct 18 – Oct 30, 2027 from Southampton, England to Miami, Florida
Southampton, England · La Coruna, Spain · Vigo, Spain · Ponta Delgada, Azores, Portugal · Miami, Florida
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Santiago de CompostelaCíes IslandsSete Cidades Twin Lakes +1 more
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from $665
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Royal Caribbean · Odyssey of the SeasRepositioning
Mediterranean 14 nights Oct 31 – Nov 14, 2027 from Civitavecchia (Rome), Italy to Cape Liberty (Bayonne), New Jersey
Civitavecchia (Rome), Italy · Barcelona, Spain · … · Cape Liberty (Bayonne), New Jersey6 ports
Civitavecchia (Rome), Italy · Barcelona, Spain · Cartagena, Spain · Malaga, Spain · Ponta Delgada, Azores, Portugal · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DaySagrada FamiliaThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +2 more
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from $1,057
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Royal Caribbean · Brilliance of the SeasRepositioning
Mediterranean 15 nights Nov 6 – Nov 21, 2027 from Civitavecchia (Rome), Italy to Tampa, Florida
Civitavecchia (Rome), Italy · Valencia, Spain · … · Tampa, Florida6 ports
Civitavecchia (Rome), Italy · Valencia, Spain · Cartagena, Spain · Ponta Delgada, Azores, Portugal · Royal Naval Dockyard, Bermuda · Tampa, Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayOceanograficThe Roman Theatre of Cartagena with the Rafael Mon…Sete Cidades Twin Lakes +2 more
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from $743
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