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 Avalon ×Holland America ×Visits St. Johns × Clear all
Showing 9 of 9 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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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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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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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