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 Oceania ×Cunard ×Visits St. Pierre × 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 +15 more
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from $38,049
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Oceania · Oceania VistaOne-way
North America 11 nights Sep 25 – Oct 6, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York10 ports
Montreal, Quebec · Quebec City, Quebec · Baie-Commeau, Quebec · Sept-Iles, Canada · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Bay of Fundy, Canada · Portland, Maine · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…BridgeClimb SydneyPortland Head Light & Casco Bay Scenic Lighthouse…Manhattan Helicopter Tour
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from $7,349
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Oceania · Oceania VistaOne-way
North America 11 nights Oct 17 – Oct 28, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York11 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Sept-Iles, Canada · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Bay of Fundy, Canada · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…BridgeClimb SydneyPeggy's Cove & LunenburgManhattan Helicopter Tour
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from $4,830
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Oceania · Oceania SirenaRepositioning
Mediterranean 43 nights Aug 7 – Sep 19, 2027 from Venice, Italy to New York, New York
Venice, Italy · Split, Croatia · … · New York, New York36 ports
Venice, Italy · Split, Croatia · Kotor, Montenegro · Corfu, Greece · Messina, Sicily, Italy · Salerno, Italy · Civitavecchia (Rome), Italy · La Spezia (Cinque Terre), Italy · Toulon, France · Barcelona, Spain · Valencia, Spain · Cartagena, Spain · Motril, Spain · Tangier, Morocco · Gibraltar, British Territory · Seville, Spain · Portimao, Portugal · Lisbon, Portugal · Leixoes (Oporto), Portugal · Vigo, Spain · La Coruna, Spain · Bilbao, Spain · St. Jean de Luz, France · Bordeaux, France · Brest, France · St. Peter Port (Guernsey), England · Southampton, England · Dun Laoghaire, Dublin, Ireland · Londonderry, Northern Ireland · Reykjavik, Iceland · Isafjord, Iceland · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list Doge's PalaceDiocletian's PalaceClimb the City Walls to San Giovanni FortressPaleokastritsa Blue Caves & coves by speedboat +20 more
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from $12,499
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Oceania · Oceania SirenaRepositioning
Mediterranean 25 nights Aug 25 – Sep 19, 2027 from Lisbon, Portugal to New York, New York
Lisbon, Portugal · Leixoes (Oporto), Portugal · … · New York, New York19 ports
Lisbon, Portugal · Leixoes (Oporto), Portugal · Vigo, Spain · La Coruna, Spain · Bilbao, Spain · St. Jean de Luz, France · Bordeaux, France · Brest, France · St. Peter Port (Guernsey), England · Southampton, England · Dun Laoghaire, Dublin, Ireland · Londonderry, Northern Ireland · Reykjavik, Iceland · Isafjord, Iceland · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list SintraSaint-Émilion Private Wine Estate Tour & Grand Cru…Stand Inside Stonehenge & See the Original 1215 Ma…Inside the Volcano +6 more
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from $6,999
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Oceania · Oceania SirenaRepositioning
Northern Europe 16 nights Sep 3 – Sep 19, 2027 from Southampton, England to New York, New York
Southampton, England · Dun Laoghaire, Dublin, Ireland · … · New York, New York10 ports
Southampton, England · Dun Laoghaire, Dublin, Ireland · Londonderry, Northern Ireland · Reykjavik, Iceland · Isafjord, Iceland · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Inside the VolcanoDynjandi WaterfallCape St. Mary's Ecological Reserve +4 more
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from $4,199
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Oceania · Oceania VistaOne-way
North America 11 nights Sep 18 – Sep 29, 2027 from Montreal, Quebec to Boston, Massachusetts
Montreal, Quebec · Saguenay Fjord, Canada · … · Boston, Massachusetts10 ports
Montreal, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Sept-Iles, Canada · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Halifax, Nova Scotia · Bay of Fundy, Canada · Portland, Maine · Boston, Massachusetts
★ Bucket-list Peggy's Cove & LunenburgPortland Head Light & Casco Bay Scenic Lighthouse…Private Luxury Boston Tour
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from $6,649
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Oceania · Oceania VistaOne-way
North America 11 nights Sep 29 – Oct 10, 2027 from Boston, Massachusetts to Montreal, Quebec
Boston, Massachusetts · Portland, Maine · … · Montreal, Quebec11 ports
Boston, Massachusetts · Portland, Maine · Bay of Fundy, Canada · Halifax, Nova Scotia · Sydney, Nova Scotia · Charlottetown, Prince Edward Island · Havre St. Pierre, Quebec · Sept-Iles, Canada · Baie-Commeau, Quebec · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & LunenburgBridgeClimb Sydney +2 more
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from $6,199
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Oceania · Oceania SirenaOne-way
North America 12 nights Oct 1 – Oct 13, 2027 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York11 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Bay of Fundy, Canada · Portland, Maine · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…BridgeClimb SydneyPeggy's Cove & LunenburgPortland Head Light & Casco Bay Scenic Lighthouse… +1 more
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from $5,199
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Oceania · Oceania VistaOne-way
Bermuda 14 nights Oct 10 – Oct 24, 2027 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida12 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Sept-Iles, Canada · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Royal Naval Dockyard, Bermuda · Suez Canal, Egypt · Nassau, Bahamas · Miami, Florida
★ Bucket-list Old Québec Private Walking Tour with Expert Local…BridgeClimb SydneyPeggy's Cove & LunenburgPrivate Island Wrap-Around Van Tour of Bermuda +2 more
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from $7,349
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Oceania · Oceania SirenaRepositioning
Caribbean 27 nights Oct 25 – Nov 21, 2027 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida21 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Bay of Fundy, Canada · Portland, Maine · 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 · Suez Canal, Egypt · Miami, Florida
★ Bucket-list Old Québec Private Walking Tour with Expert Local…BridgeClimb SydneyPeggy's Cove & LunenburgPortland Head Light & Casco Bay Scenic Lighthouse… +9 more
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from $8,749
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.

19 lines
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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