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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Showing 21 of 21 sailings
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
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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
Azamara · Azamara JourneyOne-way
North America 12 nights Sep 25 – Oct 7, 2026 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York13 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Lunenburg, Nova Scotia · Saint John, New Brunswick · Portland, Maine · Cape Cod, Massachusetts · Boston, Massachusetts · Marthas Vineyard, Massachusetts · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Green Gables House & Anne of Green Gables Island E…BridgeClimb SydneyPeggy's Cove & Lunenburg +4 more
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from $3,649
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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
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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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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
Book This Cruise@ Cruisebound
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
Azamara · Azamara QuestOne-way
North America 12 nights Sep 22 – Oct 4, 2027 from Montreal, Quebec to Boston, Massachusetts
Montreal, Quebec · Troisrivieres, Canada · … · Boston, Massachusetts12 ports
Montreal, Quebec · Troisrivieres, Canada · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Gaspe, Quebec · Charlottetown, Prince Edward Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Saint John, New Brunswick · Portland, Maine · Boston, Massachusetts
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Percé Rock & Bonaventure IslandGreen Gables House & Anne of Green Gables Island E…BridgeClimb Sydney +4 more
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from $4,699
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
Azamara · Azamara QuestOne-way
North America 12 nights Oct 4 – Oct 16, 2027 from Boston, Massachusetts to Montreal, Quebec
Boston, Massachusetts · Portland, Maine · … · Montreal, Quebec12 ports
Boston, Massachusetts · Portland, Maine · Rockland, Maine · Saint John, New Brunswick · Halifax, Nova Scotia · Corner Brook, Newfoundland · Havre St. Pierre, Quebec · Sept-Iles, Canada · Saguenay Fjord, Canada · Quebec City, Quebec · Troisrivieres, Canada · Montreal, Quebec
★ Bucket-list Private Luxury Boston TourPortland Head Light & Casco Bay Scenic Lighthouse…Luxury Camden Sailing Experience on Penobscot BayReversing Falls & Fundy Tidal Bore +2 more
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from $4,789
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
View →
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
View →
from $889
Book This Cruise@ Cruisebound
Azamara · Azamara QuestOne-way
North America 12 nights Oct 16 – Oct 28, 2027 from Montreal, Quebec to New York, New York
Montreal, Quebec · Quebec City, Quebec · … · New York, New York13 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Gaspe, Quebec · Halifax, Nova Scotia · Lunenburg, Nova Scotia · Saint John, New Brunswick · Portland, Maine · Cape Cod, Massachusetts · Boston, Massachusetts · Newport, Rhode Island · New York, New York
★ Bucket-list Old Québec Private Walking Tour with Expert Local…Percé Rock & Bonaventure IslandPeggy's Cove & LunenburgReversing Falls & Fundy Tidal Bore +4 more
View →
from $6,559
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