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 Seabourn ×Royal Caribbean ×Visits Portland × Clear all
Showing 20 of 20 sailings
Seabourn · Seabourn OvationRound-trip
Northern Europe 14 nights Jun 27 – Jul 11, 2026 from Dover (London), England
Dover (London), England · Portland, England · … · Dover (London), England12 ports
Dover (London), England · Portland, England · Ringaskiddy, Ireland · Fishguard, Wales · Douglas, Isle Of Man · Belfast, Northern Ireland · Greenock (Glasgow), Scotland · Greencastle, Ireland · Oban, Scotland · Leith/Edinburgh, Scotland · NEWHAVEN, United Kingdom · Dover (London), England
★ Bucket-list White Cliffs of DoverPortland Head Light & Casco Bay Scenic Lighthouse…Giant's Causeway Private Luxury Day Tour from Belf…
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from $6,799
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Seabourn · Seabourn OvationOne-way
Europe 22 nights Aug 22 – Sep 13, 2026 from Reykjavik, Iceland to New York, New York
Reykjavik, Iceland · Grundarfjordur, Iceland · … · New York, New York15 ports
Reykjavik, Iceland · Grundarfjordur, Iceland · Isafjord, Iceland · Akureyri, Iceland · Qaqortoq, Greenland · Nanortalik, Greenland · LAnse Aux Meadows, Newfoundland · Gaspe, Quebec · Cap-Aux-Meules, Canada · Sydney, Nova Scotia · Halifax, Nova Scotia · Shelburne, Nova Scotia · Portland, Maine · Boston, Massachusetts · New York, New York
★ Bucket-list Inside the VolcanoDynjandi WaterfallMývatn Nature BathsTasermiut Fjord Full-Day Boat Expedition +6 more
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from $8,479
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Aug 27 – Sep 5, 2026 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
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from $1,033
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Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Sep 3 – Sep 12, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Sydney, Nova Scotia · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore +1 more
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from $1,032
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Sep 10 – Sep 19, 2026 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
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from $995
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Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Sep 17 – Sep 26, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & Lunenburg +1 more
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from $1,292
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Sep 24 – Oct 3, 2026 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
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from $999
Book This Cruise@ Cruisebound
Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Oct 1 – Oct 10, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & Lunenburg +1 more
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from $1,116
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Seabourn · Seabourn OvationOne-way
North America 12 nights Oct 7 – Oct 19, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York10 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Halifax, Nova Scotia · Portland, Maine · Transit The Cape Cod Canal · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…Peggy's Cove & LunenburgPortland Head Light & Casco Bay Scenic Lighthouse… +4 more
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from $8,924
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Oct 8 – Oct 17, 2026 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
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from $1,031
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Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Oct 15 – Oct 24, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey6 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Halifax, Nova Scotia · Saint John, New Brunswick · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Peggy's Cove & Lunenburg +1 more
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from $1,223
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Aug 26 – Sep 4, 2027 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
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from $894
Book This Cruise@ Cruisebound
Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Sep 2 – Sep 11, 2027 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey7 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Sydney, Nova Scotia · Halifax, Nova Scotia · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore +2 more
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from $905
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Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Sep 9 – Sep 18, 2027 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland7 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +1 more
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from $932
Book This Cruise@ Cruisebound
Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Sep 16 – Sep 25, 2027 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey7 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore +2 more
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from $883
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Sep 23 – Oct 2, 2027 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland7 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg +1 more
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from $912
Book This Cruise@ Cruisebound
Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Sep 30 – Oct 9, 2027 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey7 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore +2 more
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from $882
Book This Cruise@ Cruisebound
Royal Caribbean · Vision of the SeasRound-trip
North America 9 nights Oct 7 – Oct 16, 2027 from Baltimore, Maryland
Baltimore, Maryland · Boston, Massachusetts · … · Baltimore, Maryland6 ports
Baltimore, Maryland · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Baltimore, Maryland
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal BorePeggy's Cove & Lunenburg
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from $910
Book This Cruise@ Cruisebound
Royal Caribbean · Independence of the SeasRound-trip
North America 9 nights Oct 14 – Oct 23, 2027 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · … · Cape Liberty (Bayonne), New Jersey7 ports
Cape Liberty (Bayonne), New Jersey · Boston, Massachusetts · Portland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Sydney, Nova Scotia · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Reversing Falls & Fundy Tidal Bore +2 more
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from $889
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Seabourn · Seabourn QuestOne-way
Northern Europe 14 nights May 6 – May 20, 2028 from Southampton, England to Copenhagen, Denmark
Southampton, England · Portland, England · … · Copenhagen, Denmark13 ports
Southampton, England · Portland, England · St Helier, Isle of Jersey · Cherbourg, France · Zeebrugge (Bruges), Belgium · Antwerp, Belgium · Hamburg, Germany · Farsund,norway · Oslo, Norway · Gothenburg, Sweden · Skagen, Denmark · Wismar, Germany · Copenhagen, Denmark
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Portland Head Light & Casco Bay Scenic Lighthouse…Private Bruges Full-Day Shore Excursion with Canal…Private Full-Day Hamburg Shore Excursion with Loca… +2 more
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from $7,919
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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