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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 Maverick10 Night - New England Explorer Cruise
Starting in Boston, Ma, Portland ME, Rockland, ME, Bar Harbor, Me, Boothbay Harbor, ME, Bath, ME, Gloucester, MA, Day of Cruising, Newport, Ri, Marthas Vineyard, MA, Boston, Ma
2026 Sails: Aug 30, Sep 9, Sep 19, Sep 29, 2027: Jun 9, More...
Norwegian Cruise Line, Norwegian Breakaway
Norwegian Breakaway7 Night - Canada & New England - Boston
Starting in Boston, Ma, Portland ME, Bar Harbor, Me, Saint John NB (Bay of Fundy), Halifax, Canada, Boston, Ma
2026 Sails: Aug 30, Sep 13, More...
Princess Cruises, Sapphire Princess
Sapphire Princess10 Night - Classic Canada & New England
Starting in Boston, Massachusetts, Portland ME, Saint John NB (Bay of Fundy), Halifax, Canada, Sydney CA, Charlottetown, Canada, Saguenay, Canada, Quebec City, Canada
2026 Sails: Sep 3, More...
Princess Tours, Sapphire Princess Tours
Sapphire Princess Tours15 Night - Maple Explorer - Tour 2C
Starting in Boston, Massachusetts, Portland ME, Saint John NB (Bay of Fundy), Halifax, Canada, Sydney CA, Charlottetown, Canada, Saguenay, Canada, Quebec City, Canada, Montreal, Canada, Montebello, Canada, Ottawa, Canada, Toronto, Canada
2026 Sails: Sep 3, More...
Norwegian Line Tours, Norwegian Breakaway Tours
Norwegian Breakaway Tours9 Night - Boston Hampton Inn Pre Cruisetour Package
Starting in At Hotel, Boston, Ma, Portland ME, Bar Harbor, Me, Halifax, Canada, Saint John NB (Bay of Fundy), Boston, Ma
2026 Sails: Sep 4, More...
Celebrity Cruises, Celebrity Silhouette
Celebrity Silhouette12 Night - Boston, Maine & Canada Cruise
Starting in Boston, Massachusetts, Rockland, Maine, Saint John NB (Bay of Fundy), Halifax, Nova Scotia, Sydney NS, Nova Scotia, Quebec City, Quebec, Charlottetown, Prince Edward Island, Portland ME, Boston, Massachusetts
2026 Sails: Sep 5, More...
Norwegian Cruise Line, Norwegian Breakaway
Norwegian Breakaway7 Night - Canada & New England - Boston
Starting in Boston, Ma, Portland ME, Bar Harbor, Me, Halifax, Canada, Saint John NB (Bay of Fundy), Boston, Ma
2026 Sails: Sep 6, More...
Windstar, Star Pride
Star Pride25 Night - Star Collector : Autumn in Newfoundland and New England
Starting in Boston, Rockland, Portland ME, Halifax, Sydney NS, Nova Scotia, Canada, Cap aux Meules, Gaspe, Quebec City, Montreal, Quebec City, Baie-Comeau, Quebec, Canada, Cap aux Meules, St Pierre and Miquelon, St Johns NF, St Anthony, Red Bay, Bonne Bay / Woody Point, Havre St Pierre, Trois-Rivieres, Canada, Montreal
2026 Sails: Sep 14, More...
Windstar, Star Pride
Star Pride11 Night - Southeast Canadian Explorations
Starting in Boston, Rockland, Portland ME, Halifax, Sydney NS, Nova Scotia, Canada, Cap aux Meules, Gaspe, Quebec City, Montreal
2026 Sails: Sep 14, More...
Celebrity Silhouette11 Night - Boston, Maine & Canada Cruise
Starting in Boston, Massachusetts, Rockland, Maine, Halifax, Nova Scotia, Sydney NS, Nova Scotia, Quebec City, Quebec, Charlottetown, Prince Edward Island, Portland ME, Boston, Massachusetts
2026 Sails: Sep 17, Sep 28, Oct 9, 2027: Sep 2, Sep 24, More...

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Massachusetts Cruise Departures