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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Showing 13 of 13 sailings
Holland America · VolendamOne-way
North America 10 nights Aug 22 – Sep 1, 2026 from Boston, Massachusetts to Montreal, Quebec
Boston, Massachusetts · Eastport, Maine, United States · … · Montreal, Quebec10 ports
Boston, Massachusetts · Eastport, Maine, United States · Halifax, Nova Scotia · St. Johns, Newfoundland · St. Anthony, Newfoundland · Corner Brook, Newfoundland · Havre St. Pierre, Quebec · Baie-Commeau, Quebec · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgCape St. Mary's Ecological ReserveOld Québec Private Walking Tour with Expert Local…
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from $1,999
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Regent · Seven Seas SplendorOne-way
Australia & South Pacific 14 nights Aug 23 – Sep 6, 2026 from Lisbon, Portugal to New York, New York
Lisbon, Portugal · Willis Island · … · New York, New York11 ports
Lisbon, Portugal · Willis Island · Ponta Delgada, Azores, Portugal · Willis Island · St. Johns, Newfoundland · Saint-Pierre, France · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list SintraZodiac Circumnavigation of Willis IslandCape St. Mary's Ecological ReserveBridgeClimb Sydney +4 more
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from $17,699
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Regent · Seven Seas MarinerOne-way
Caribbean 174 nights Apr 29 – Oct 20, 2027 from New York, New York to Piraeus (Athens), Greece
New York, New York · Willis Island · … · Piraeus (Athens), Greece164 ports
New York, New York · Willis Island · Halifax, Nova Scotia · Willis Island · St. Johns, Newfoundland · Willis Island · Ponta Delgada, Azores, Portugal · Willis Island · Funchal, Madeira, Portugal · Santa Cruz de Tenerife, Canary Islands · Arrecife, Lanzarote, Canary Islands · Agadir, Morocco · Casablanca, Morocco · Willis Island · Lisbon, Portugal · Porto (Oporto), Portugal · Willis Island · La Coruna, Spain · Gijon, Spain · Bilbao, Spain · Willis Island · Bordeaux, France · La Rochelle, France · Willis Island · St Helier, Isle of Jersey · Le Havre (Paris), France · Dunkirk, France · Tilbury (London), England · Willis Island · Zeebrugge (Bruges), Belgium · Ijmuiden, Netherlands · Bremerhaven, Germany · Willis Island · Kristiansand · Oslo, Norway · LYSEKIL, Sweden · Skagen, Denmark · Gothenburg, Sweden · Copenhagen, Denmark · Willis Island · Kiel, Germany · Ronne, Denmark · Gdansk, Poland · Liepaja, Latvia · Riga, Latvia · Tallinn, Estonia · Kotka, Finland · Willis Island · Stockholm, Sweden · Helsinki, Finland · Visby, Sweden · Karlskrona, Sweden · Berlin, Germany · Aarhus, Denmark · Aalborg, Denmark · Willis Island · Hamburg, Germany · Willis Island · Ijmuiden, Netherlands · Willis Island · Newcastle-tyne, United Kingdom · Aberdeen, Scotland · Invergordon, Scotland · Kirkwall, Scotland · Lerwick, Shetland Islands · Maloy, Norway · Eidsdal · Willis Island · Seydisfjordur, Iceland · Akureyri, Iceland · Isafjord, Iceland · Grundarfjordur, Iceland · Reykjavik, Iceland · Willis Island · Nuuk, Greenland · Paamiut (Frederickshaab), Greenland · Willis Island · Greenock (Glasgow), Scotland · Greencastle, Ireland · Dun Laoghaire, Dublin, Ireland · Liverpool, England · Bangor, Ireland · Cobh (Cork), Ireland · Willis Island · Southampton, England · Honfleur, France · St. Peter Port (Guernsey), England · Saint Malo, France · Brest, France · Willis Island · Bordeaux, France · St. Jean de Luz, France · Bilbao, Spain · La Coruna, Spain · Willis Island · Lisbon, Portugal · Portimao, Portugal · Cadiz (Seville), Spain · Tangier, Morocco · Malaga, Spain · Willis Island · Cartagena, Colombia · Alicante, Spain · Ibiza, Spain · Palma de Mallorca, Spain · Willis Island · Barcelona, Spain · Palamos, Spain · Willis Island · St. Tropez, France · Monte Carlo, Monaco · Portofino, Italy · Livorno (Florence/Pisa), Italy · Ajaccio, Corsica, France · Bastia, France · Willis Island · Golfo Arranci, Italy · Civitavecchia (Rome), Italy · Salerno, Italy · Messina, Sicily, Italy · Valletta, Malta · Willis Island · Kotor, Montenegro · Dubrovnik, Croatia · Rijeka, Croatia · Fusina (Venice), Italy · Willis Island · Rijeka, Croatia · Split, Croatia · Bari, Italy · Igoumenitsa, Greece · Katakolon (Olympia), Greece · Willis Island · Monemvasia, Greece · Mykonos, Greece · Piraeus (Athens), Greece · Chania, Greece · Santorini (Thira), Greece · Mykonos, Greece · Willis Island · Bodrum, Turkey · Kusadasi (Ephesus), Turkey · Dikili, Turkey · Bozcaada, Turkey · Istanbul, Turkey · Willis Island · Rhodes, Greece · Limassol, Cyprus · Haifa, Israel · Ashdod (Jerusalem), Israel · Willis Island · Alexandria, Egypt · Willis Island · Piraeus (Athens), Greece · Mykonos, Greece · Katakolon (Olympia), Greece · Willis Island · Trapani, Italy · La Goulette, Tunisia · Valletta, Malta · Willis Island · Heraklion, Crete, Greece · Kusadasi (Ephesus), Turkey · Piraeus (Athens), Greece
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPeggy's Cove & LunenburgCape St. Mary's Ecological Reserve +54 more
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from $152,099
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Holland America · VolendamOne-way
North America 10 nights May 29 – Jun 8, 2027 from Montreal, Quebec
Montreal, Quebec · Quebec City, Quebec · … · Montreal, Quebec7 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Montreal, Quebec
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…Cape St. Mary's Ecological ReserveÎle aux Marins
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from $2,999
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Regent · Seven Seas SplendorOne-way
Northern Europe 14 nights Jun 1 – Jun 15, 2027 from New York, New York to Southampton, England
New York, New York · Willis Island · … · Southampton, England12 ports
New York, New York · Willis Island · Halifax, Nova Scotia · Willis Island · St. Johns, Newfoundland · Willis Island · Reykjavik, Iceland · Willis Island · Belfast, Northern Ireland · Dun Laoghaire, Dublin, Ireland · Willis Island · Southampton, England
★ Bucket-list Manhattan Helicopter TourZodiac Circumnavigation of Willis IslandPeggy's Cove & LunenburgCape St. Mary's Ecological Reserve +3 more
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from $8,599
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Holland America · VolendamOne-way
North America 11 nights Jun 8 – Jun 19, 2027 from Montreal, Quebec to Boston, Massachusetts
Montreal, Quebec · Quebec City, Quebec · … · Boston, Massachusetts10 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · St. Anthony, Newfoundland · St. Johns, Newfoundland · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Cape St. Mary's Ecological ReservePeggy's Cove & LunenburgPrivate Luxury Boston Tour
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from $2,874
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Holland America · VolendamRound-trip
Northern Europe 35 nights Jul 17 – Aug 21, 2027 from Boston, Massachusetts
Boston, Massachusetts · Portland, Maine · … · Boston, Massachusetts21 ports
Boston, Massachusetts · Portland, Maine · Sydney, Nova Scotia · Corner Brook, Newfoundland · Red Bay, Canada · Paamiut (Frederickshaab), Greenland · Nanortalik, Greenland · Isafjord, Iceland · Akureyri, Iceland · Eidfjord, Norway · Rotterdam, The Netherlands · Cobh (Cork), Ireland · Dun Laoghaire, Dublin, Ireland · Belfast, Northern Ireland · Reykjavik, Iceland · Grundarfjordur, Iceland · Qaqortoq, Greenland · St. Anthony, Newfoundland · St. Johns, Newfoundland · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…BridgeClimb SydneyKuannersooq Fjord +8 more
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from $9,214
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Holland America · VolendamOne-way
Northern Europe 18 nights Aug 3 – Aug 21, 2027 from Rotterdam, The Netherlands to Boston, Massachusetts
Rotterdam, The Netherlands · Cobh (Cork), Ireland · … · Boston, Massachusetts11 ports
Rotterdam, The Netherlands · Cobh (Cork), Ireland · Dun Laoghaire, Dublin, Ireland · Belfast, Northern Ireland · Reykjavik, Iceland · Grundarfjordur, Iceland · Qaqortoq, Greenland · St. Anthony, Newfoundland · St. Johns, Newfoundland · Halifax, Nova Scotia · Boston, Massachusetts
★ Bucket-list All-Inclusive Private Windmill Tour to Kinderdijk…Giant's Causeway Private Luxury Day Tour from Belf…Inside the VolcanoCape St. Mary's Ecological Reserve +2 more
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from $4,684
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Holland America · ZuiderdamOne-way
Northern Europe 28 nights Aug 7 – Sep 4, 2027 from Amsterdam, The Netherlands to Boston, Massachusetts
Amsterdam, The Netherlands · Aarhus, Denmark · … · Boston, Massachusetts20 ports
Amsterdam, The Netherlands · Aarhus, Denmark · Warnemunde, Germany · Ronne, Denmark · Copenhagen, Denmark · Amsterdam, The Netherlands · Lerwick, Shetland Islands · Seydisfjordur, Iceland · Akureyri, Iceland · Husavik, Iceland · Isafjord, Iceland · Grundarfjordur, Iceland · Reykjavik, Iceland · Nanortalik, Greenland · Qaqortoq, Greenland · St. Anthony, Newfoundland · St. Johns, Newfoundland · Halifax, Nova Scotia · Portland, Maine · Boston, Massachusetts
★ Bucket-list Walk Into the Secret Annex - Anne Frank HouseBerlin Private Full-Day Shore Excursion from Warne…Private Copenhagen Walking Tour with a Local ExpertMývatn Nature Baths +7 more
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from $5,354
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Holland America · ZuiderdamOne-way
Northern Europe 21 nights Aug 14 – Sep 4, 2027 from Amsterdam, The Netherlands to Boston, Massachusetts
Amsterdam, The Netherlands · Lerwick, Shetland Islands · … · Boston, Massachusetts15 ports
Amsterdam, The Netherlands · Lerwick, Shetland Islands · Seydisfjordur, Iceland · Akureyri, Iceland · Husavik, Iceland · Isafjord, Iceland · Grundarfjordur, Iceland · Reykjavik, Iceland · Nanortalik, Greenland · Qaqortoq, Greenland · St. Anthony, Newfoundland · St. Johns, Newfoundland · Halifax, Nova Scotia · Portland, Maine · Boston, Massachusetts
★ Bucket-list Walk Into the Secret Annex - Anne Frank HouseMývatn Nature BathsDynjandi WaterfallInside the Volcano +5 more
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from $4,264
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Holland America · VolendamOne-way
North America 11 nights Aug 21 – Sep 1, 2027 from Boston, Massachusetts to Montreal, Quebec
Boston, Massachusetts · Eastport, Maine, United States · … · Montreal, Quebec11 ports
Boston, Massachusetts · Eastport, Maine, United States · Halifax, Nova Scotia · St. Johns, Newfoundland · St. Anthony, Newfoundland · Corner Brook, Newfoundland · Havre St. Pierre, Quebec · Baie-Commeau, Quebec · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Private Luxury Boston TourPeggy's Cove & LunenburgCape St. Mary's Ecological ReserveOld Québec Private Walking Tour with Expert Local…
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from $2,839
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Regent · Seven Seas GrandeurOne-way
Northern Europe 14 nights Aug 27 – Sep 10, 2027 from Southampton, England to Montreal, Quebec
Southampton, England · Fowey, Cornwall, England · … · Montreal, Quebec11 ports
Southampton, England · Fowey, Cornwall, England · Cobh (Cork), Ireland · Liverpool, England · Dun Laoghaire, Dublin, Ireland · Willis Island · St. Johns, Newfoundland · Willis Island · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Zodiac Circumnavigation of Willis IslandCape St. Mary's Ecological ReserveOld Québec Private Walking Tour with Expert Local…
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from $9,249
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Holland America · VolendamRound-trip
North America 10 nights Sep 1 – Sep 11, 2027 from Montreal, Quebec
Montreal, Quebec · Quebec City, Quebec · … · Montreal, Quebec7 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Montreal, Quebec
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…Cape St. Mary's Ecological ReserveÎle aux Marins
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from $3,039
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