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Massachusetts Cruise Departures

Cruises that depart from North America: United States: Massachusetts

Cruises that visit Massachusetts

See all River Cruises that depart from Massachusetts

Click on a cruise ship itinerary sailing from Massachusetts (below) and select a sail date to receive competing cruise quotes. To search all cruise itineraries (not just Massachusetts), please visit: Cruise Search or try our Virtual Cruise Advisor™.

Related areas: Boston

Departing from
Massachusetts
Cruise Specials

American Cruise Lines, American Maverick
American Maverick8 Night - Northeast Harbors Cruise
Starting in Boston, Ma, Day of Cruising, Plymouth, MA, Newport, Ri, New London / Mystic, CT, Sag Harbor, NY, Old Saybrook, CT, New York, NY
2026 Sails: Oct 8, 2027: Oct 25, More...
Crystal Cruises, Crystal Symphony
Crystal Symphony7 Night - North America & Canada
Starting in Boston, Yarmouth, Halifax, Sydney NS, Nova Scotia, Charlottetown, Prince Edward Island, Quebec City, Montreal
2026 Sails: Oct 9, More...
Norwegian Line Tours, Norwegian Breakaway Tours
Norwegian Breakaway Tours9 Night - Boston Hampton Inn Pre Cruisetour Package
Starting in At Hotel, Boston, Ma, Newport, Ri, Bar Harbor, Me, Saint John NB (Bay of Fundy), Halifax, Canada, Boston, Ma
2026 Sails: Oct 9, More...
Norwegian Cruise Line, Norwegian Breakaway
Norwegian Breakaway7 Night - Canada & New England - Boston
Starting in Boston, Ma, Newport, Ri, Bar Harbor, Me, Saint John NB (Bay of Fundy), Halifax, Canada, Boston, Ma
2026 Sails: Oct 11, More...
Princess Cruises, Sapphire Princess
Sapphire Princess10 Night - Classic Canada & New England
Starting in Boston, Massachusetts, Saint John NB (Bay of Fundy), Halifax, Canada, Sydney CA, Charlottetown, Canada, Saguenay, Canada, Quebec City, Canada
2026 Sails: Oct 13, More...
Princess Tours, Sapphire Princess Tours
Sapphire Princess Tours15 Night - Maple Explorer - Tour 2D
Starting in Boston, Massachusetts, Saint John NB (Bay of Fundy), Halifax, Canada, Sydney CA, Charlottetown, Canada, Saguenay, Canada, Quebec City, Canada, Montebello, Canada, Montreal, Canada, Ottawa, Canada, Toronto, Canada
2026 Sails: Oct 13, More...
Norwegian Line Tours, Norwegian Breakaway Tours
Norwegian Breakaway Tours9 Night - Boston Hampton Inn Pre Cruisetour Package
Starting in At Hotel, Boston, Ma, Halifax, Canada, Royal Naval Dockyard, Bermuda, Boston, Ma
2026 Sails: Oct 16, More...
American Cruise Lines, American Pioneer
American Pioneer8 Night - Northeast Harbors Cruise
Starting in Boston, Ma, Day of Cruising, Plymouth, MA, Newport, Ri, New London / Mystic, CT, Sag Harbor, NY, Old Saybrook, CT, New York, NY
2026 Sails: Oct 17, 2027: Oct 22, More...
Norwegian Cruise Line, Norwegian Breakaway
Norwegian Breakaway7 Night - Bermuda - Boston
Starting in Boston, Ma, Halifax, Canada, Royal Naval Dockyard, Bermuda, Boston, Ma
2026 Sails: Oct 18, More...
Celebrity Cruises, Celebrity Silhouette
Celebrity Silhouette10 Night - Boston to Fort Lauderdale
Starting in Boston, Massachusetts, Willemstad AN, Curacao, Kralendijk, Bonaire, Oranjestad, Aruba, Fort Lauderdale, Florida
2026 Sails: Oct 20, More...

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Massachusetts Cruise Departures