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
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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
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 Oceania ×Holland America ×From New York, New York × Clear all
Showing 11 of 11 sailings
Oceania · Oceania VistaRound-trip
Northern Europe 67 nights Jul 9 – Sep 14, 2026 from New York, New York
New York, New York · Halifax, Nova Scotia · … · New York, New York50 ports
New York, New York · Halifax, Nova Scotia · Sydney, Nova Scotia · St. Pierre, St. Pierre and Miquelon · St. Johns, Newfoundland · Grundarfjordur, Iceland · Akureyri, Iceland · Siglufjordur, Iceland · Isafjord, Iceland · Reykjavik, Iceland · Heimaey, Iceland · Djupivogur, Iceland · Alesund, Norway · Maloy, Norway · Haugesund, Norway · Amsterdam, The Netherlands · Zeebrugge (Bruges), Belgium · Southampton, England · Portland, England · Falmouth, Cornwall, England · Dingle, Ireland · Bantry Bay, Ireland · Cobh (Cork), Ireland · Waterford, Ireland · Holyhead, Wales · Liverpool · Dun Laoghaire, Dublin, Ireland · Belfast, Northern Ireland · Douglas, Isle Of Man · Greencastle, Ireland · Ullapool, Scotland · Scrabster, Scotland · Invergordon, Scotland · Kristiansand · Copenhagen, Denmark · Berlin, Germany · Ronne, Denmark · Aarhus, Denmark · Southampton, England · Le Havre (Paris), France · Saint Malo, France · Falmouth, Cornwall, England · Ringaskiddy, Ireland · Holyhead, Wales · Greenock (Glasgow), Scotland · Killybegs Ireland · Corner Brook, Newfoundland · Sydney, Nova Scotia · Boston, Massachusetts · New York, New York
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgBridgeClimb SydneyÎle aux Marins +38 more
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from $38,049
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Oceania · Oceania VistaOne-way
North America 11 nights Sep 14 – Sep 25, 2026 from New York, New York to Montreal, Quebec
New York, New York · Halifax, Nova Scotia · … · Montreal, Quebec9 ports
New York, New York · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Gaspe, Quebec · Baie-Commeau, Quebec · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPeggy's Cove & LunenburgBridgeClimb SydneyGreen Gables House & Anne of Green Gables Island E… +4 more
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from $5,480
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Oceania · Oceania VistaOne-way
Europe 11 nights Oct 6 – Oct 17, 2026 from New York, New York to Montreal, Quebec
New York, New York · Newport, Rhode Island · … · Montreal, Quebec11 ports
New York, New York · Newport, Rhode Island · Boston, Massachusetts · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Corner Brook, Newfoundland · Kiel Canal, Germany · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourThe BreakersPrivate Luxury Boston TourHopewell Rocks +6 more
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from $6,460
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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 TourSete Cidades Twin LakesSintraThe Roman Theatre of Cartagena with the Rafael Mon… +18 more
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from $6,224
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Oceania · Oceania VistaRepositioning
Caribbean 14 nights Oct 28 – Nov 11, 2026 from New York, New York to Miami, Florida
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida10 ports
New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Manhattan Helicopter TourPrivate Full-Day Boat CharterJost Van DykePrivate Half-Day Island Adventure & Trunk Bay Beach +6 more
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from $3,412
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Holland America · VolendamOne-way
Caribbean 30 nights Nov 22 – Dec 22, 2026 from New York, New York to Fort Lauderdale (Port Everglades), Florida
New York, New York · Fort Lauderdale (Port Everglades), Florida · … · Fort Lauderdale (Port Everglades), Florida17 ports
New York, New York · Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · Crossing The Amazon River Bar, Brazil · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Crossing The Equator · Belem, Brazil · Devils Island, French Guiana · Willemstad, Curacao · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Manhattan Helicopter TourEverglades Airboat Skim + Gator Boys Live ShowRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +12 more
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from $4,799
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Oceania · Oceania VistaOne-way
Middle East 11 nights Sep 7 – Sep 18, 2027 from New York, New York to Montreal, Quebec
New York, New York · Newport, Rhode Island · … · Montreal, Quebec10 ports
New York, New York · Newport, Rhode Island · Portland, Maine · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Suez Canal, Egypt · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourThe BreakersPortland Head Light & Casco Bay Scenic Lighthouse…Hopewell Rocks +5 more
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from $5,949
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Oceania · Oceania SirenaOne-way
North America 12 nights Sep 19 – Oct 1, 2027 from New York, New York to Montreal, Quebec
New York, New York · Newport, Rhode Island · … · Montreal, Quebec12 ports
New York, New York · Newport, Rhode Island · Portland, Maine · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Gaspe, Quebec · Sept-Iles, Canada · Baie-Commeau, Quebec · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourThe BreakersPortland Head Light & Casco Bay Scenic Lighthouse…Hopewell Rocks +8 more
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from $5,449
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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… +16 more
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from $8,144
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Oceania · Oceania SirenaOne-way
Mediterranean 12 nights Oct 13 – Oct 25, 2027 from New York, New York to Montreal, Quebec
New York, New York · Suez Canal, Egypt · … · Montreal, Quebec13 ports
New York, New York · Suez Canal, Egypt · Boston, Massachusetts · Portland, Maine · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Gaspe, Quebec · Sept-Iles, Canada · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Manhattan Helicopter TourPrivate Giza Pyramids, Sphinx & Valley Temple Day…Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse… +8 more
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from $4,999
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Oceania · Oceania SirenaRepositioning
Caribbean 15 nights Nov 6 – Nov 21, 2027 from New York, New York to Miami, Florida
New York, New York · Tortola, B.V.I. · … · Miami, Florida10 ports
New York, New York · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
★ Bucket-list Manhattan Helicopter TourJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +6 more
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from $4,199
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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