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
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+ 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 ×Azamara ×Visits St. Johns × Clear all
Showing 14 of 14 sailings
Azamara · Azamara JourneyOne-way
North America 18 nights Aug 8 – Aug 26, 2026 from Reykjavik, Iceland to Montreal, Quebec
Reykjavik, Iceland · Reyjanes, Iceland · … · Montreal, Quebec13 ports
Reykjavik, Iceland · Reyjanes, Iceland · Grundarfjordur, Iceland · Isafjord, Iceland · Prince Christian Sund, Greenland · Nanortalik, Greenland · Paamiut (Frederickshaab), Greenland · Nuuk, Greenland · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Saguenay Fjord, Canada · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Inside the VolcanoBlue Lagoon Premium Entry with Mask, Drink & Trans…Dynjandi WaterfallPrins Christian Sund +6 more
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from $5,949
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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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Azamara · Azamara JourneyOne-way
North America 14 nights Sep 11 – Sep 25, 2026 from Reykjavik, Iceland to Montreal, Quebec
Reykjavik, Iceland · Prince Christian Sund, Greenland · … · Montreal, Quebec9 ports
Reykjavik, Iceland · Prince Christian Sund, Greenland · Qaqortoq, Greenland · Nanortalik, Greenland · St. Johns, Newfoundland · St. Pierre, St. Pierre and Miquelon · Charlottetown, Prince Edward Island · Quebec City, Quebec · Montreal, Quebec
★ Bucket-list Inside the VolcanoPrins Christian SundTasermiut Fjord Full-Day Boat ExpeditionCape St. Mary's Ecological Reserve +3 more
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from $3,759
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Azamara · Azamara QuestRepositioning
Panama Canal 35 nights May 24 – Jun 28, 2027 from San Diego, California to Tilbury (London), England
San Diego, California · Cabo San Lucas, Mexico · … · Tilbury (London), England19 ports
San Diego, California · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Acajutla, El Salvador · Puntarenas, Costa Rica · Panama Canal, Panama · Cartagena, Colombia · Miami, Florida · New York, New York · Newport, Rhode Island · Cape Cod, Massachusetts · Boston, Massachusetts · Halifax, Nova Scotia · St. Johns, Newfoundland · Cobh (Cork), Ireland · Plymouth, England · Le Havre (Paris), France · Tilbury (London), England
★ Bucket-list San Diego ZooEl Arco & Lover's BeachThe Roman Theatre of Cartagena with the Rafael Mon…Star Island & Millionaire's Row Skyline Cruise on… +6 more
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from $11,439
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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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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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Azamara · Azamara QuestRepositioning
Northern Europe 18 nights Jun 10 – Jun 28, 2027 from Miami, Florida to Tilbury (London), England
Miami, Florida · New York, New York · … · Tilbury (London), England11 ports
Miami, Florida · New York, New York · Newport, Rhode Island · Cape Cod, Massachusetts · Boston, Massachusetts · Halifax, Nova Scotia · St. Johns, Newfoundland · Cobh (Cork), Ireland · Plymouth, England · Le Havre (Paris), France · Tilbury (London), England
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Manhattan Helicopter TourThe BreakersPrivate Luxury Boston Tour +3 more
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from $5,439
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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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Azamara · Azamara QuestOne-way
Northern Europe 43 nights Jul 29 – Sep 10, 2027 from Copenhagen, Denmark to New York, New York
Copenhagen, Denmark · Visby, Sweden · … · New York, New York36 ports
Copenhagen, Denmark · Visby, Sweden · Stockholm, Sweden · Turku, Finland · Helsinki, Finland · Tallinn, Estonia · Riga, Latvia · Klaipeda, Lithuania · Gdansk, Poland · Ronne, Denmark · Wismar, Germany · Kiel Canal, Germany · Portsmouth, England · Falmouth, Cornwall, England · Dublin, Ireland · Belfast, Northern Ireland · Torshavn, Faroe Islands · Runavik, Faroe Islands · Eskifjordur, Iceland · Husavik, Iceland · Akureyri, Iceland · Isafjord, Iceland · Reyjanes, Iceland · Reykjavik, Iceland · Prince Christian Sund, Greenland · Nanortalik, Greenland · Qaqortoq, Greenland · Nuuk, Greenland · St. Johns, Newfoundland · Halifax, Nova Scotia · Lunenburg, Nova Scotia · Portland, Maine · Boston, Massachusetts · Cape Cod, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list Private Copenhagen Walking Tour with a Local ExpertVasa MuseumPrivate Half-Day Tallinn Old Town & City Sightseei…Blue Hole & Secret Falls +14 more
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from $16,449
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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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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
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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