Boston Cruise Departures

Cruises that depart from North America: United States: Massachusetts: Boston

Cruises that visit Boston

See all River Cruises that depart from Boston

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

7 Night - Canada & New England - Boston
Starting in Boston, Ma, Portland ME, Bar Harbor, Me, Eastport, ME, Halifax, Canada, Boston, Ma
2026 Sails: Sep 20, Oct 4, More...

Princess Cruises, Sapphire Princess

10 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 23, More...

Princess Tours, Sapphire Princess Tours

15 Night - Maple Explorer - Tour 2E
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 23, More...

American Cruise Lines, American Legend

8 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: Sep 24, 2027: Jun 5, Jul 18, 2028: Jun 16, Jul 21, More...

Norwegian Line Tours, Norwegian Breakaway Tours

9 Night - Boston Hampton Inn Pre Cruisetour Package
Starting in At Hotel, Boston, Ma, Portland ME, Bar Harbor, Me, Saint John NB (Bay of Fundy), Halifax, Canada, Boston, Ma
2026 Sails: Sep 25, More...

American Cruise Lines, American Glory

8 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: Sep 27, 2027: May 28, 2028: May 21, Jun 4, More...

Norwegian Cruise Line, Norwegian Breakaway

7 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: Sep 27, More...

Regent Seven Seas, Seven Seas Splendor

11 Night - Magnifique L'automne
Starting in Boston, Portland ME, Saint John NB (Bay of Fundy), Halifax, Sydney CA, Charlottetown, Cruising the Gulf of St Lawrence, Gaspesie, Sept-Iles, Saguenay, Quebec City, Montreal
2026 Sails: Sep 28, More...

PONANT, Le Bellot

13 Night - Nova Scotia and the East Coast of the United States
Starting in Boston, Halifax, Louisbourg, Lunenburg, Yarmouth, Nova Scotia, Eastport, Portland, Crossing the Cape Cod Canal, Provincetown, Newport, New York, Oak Bluffs, Marthas Vineyard, Boston
2026 Sails: Oct 6, More...

American Cruise Lines, American Maverick

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