Cruises from Boston

Flynn Cruiseport Boston, Massachusetts

117 upcoming sailingsFrom $699Mostly 7 nights

New England and Canada sailings in summer and fall, plus Bermuda, all from a port minutes from Logan Airport.

Cruising from Boston

Flynn Cruiseport Boston is in the Seaport District, only a few minutes from Logan Airport. It's the home port for many New England and Canada sailings.

Summer and fall cruises visit Bar Harbor, Halifax, Saint John and Quebec City, and some ships head south to Bermuda.

Tips for sailing from Boston

Boston Logan (BOS) is about 10 minutes from the cruise port.
Fall foliage sailings in September and October book up early, so plan ahead.
Pack layers. Mornings on deck can be cool even in summer.

Recommended cruises from Boston

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17% OFF

Seven Seas Grandeur

Regent Seven Seas Cruises

Oct 13, 2027 - Oct 24, 2027 (11 Nights)

Boston • Bar Harbor, Maine • St John's, Newfoundland • Halifax, Nova Scotia • Sydney, Nova Scotia • Charlottetown, Prince Edward Island • Gaspesie, Quebec • Saguenay, Quebec • Quebec City, Quebec • Montreal, Quebec

Average Starting Price

Sep 29, 2027 - Oct 10, 2027 (11 Nights)

Boston • Portland, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Sydney, Nova Scotia • Charlottetown, Prince Edward Island • Havre-Saint-Pierre, Quebec • Sept Iles, Quebec • Baie-Comeau, Quebec • Quebec City, Quebec • Montreal, Quebec

Average Starting Price

$7,699pp

Jim's Onboard Credit

Norwegian Breakaway

Norwegian Cruise Line

Apr 25, 2027 - May 2, 2027 (7 Nights)

Boston • Halifax, Nova Scotia • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Boston

Average Starting Price

Sep 2, 2027 - Sep 13, 2027 (11 Nights)

Boston • Rockland, Maine • Halifax, Nova Scotia • Sydney, Nova Scotia • Quebec City, Quebec • Quebec City, Quebec • Charlottetown, Prince Edward Island • Portland, Maine • Boston

Average Starting Price

Sep 7, 2027 - Sep 17, 2027 (10 Nights)

Boston • Portland, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Sydney, Nova Scotia • Charlottetown, Prince Edward Island • Saguenay, Quebec • Quebec City, Quebec • Quebec City, Quebec

Average Starting Price

Oct 20, 2027 - Oct 29, 2027 (9 Nights)

Boston • Puerto Plata, Dominican Republic • Samana, Dominican Republic • St. Thomas • St John's, Antigua • Tortola • San Juan, Puerto Rico

Average Starting Price

Sep 18, 2027 - Sep 25, 2027 (7 Nights)

Boston • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Sydney, Nova Scotia • Portland, Maine • Boston

Average Starting Price

Sep 25, 2027 - Oct 9, 2027 (14 Nights)

Boston • Portland, Maine • Halifax, Nova Scotia • Sydney, Nova Scotia • Charlottetown, Prince Edward Island • Cruising Gulf Of St. Lawrence • Saint Lawrence River Cruising • Quebec City, Quebec • Saint Lawrence River Cruising • Cruising Gulf Of St. Lawrence • Charlottetown, Prince Edward Island • Sydney, Nova Scotia • Halifax, Nova Scotia • Portland, Maine • Boston

Average Starting Price

Oct 22, 2027 - Nov 8, 2027 (17 Nights)

Boston • Hamilton, Bermuda • Hamilton, Bermuda • Royal Naval Dockyard, Bermuda • Royal Naval Dockyard, Bermuda • Gustavia, St. Barts • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico • St. John • Basseterre, St. Kitts and Nevis • Gustavia, St. Barts • Philipsburg, St. Maarten • Great Harbor Jost Van Dyke, British Virgin Islands • Virgin Gorda, British Virgin Islands • San Juan, Puerto Rico

Average Starting Price

Oct 4, 2027 - Oct 16, 2027 (12 Nights)

Boston • Portland, Maine • Rockland, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Charlottetown, Prince Edward Island • Baie-Comeau, Quebec • Scenic Cruising Saguenay Fjord • Saguenay, Quebec • Quebec City, Quebec • Trois Rivieres, Canada • Montreal, Quebec

Average Starting Price

$5,009pp

Jim's Onboard Credit

Norwegian Breakaway

Norwegian Cruise Line

Sep 26, 2027 - Oct 3, 2027 (7 Nights)

Boston • Eastport, Maine • Saint John, New Brunswick • Halifax, Nova Scotia • Portland, Maine • Boston

Average Starting Price

Oct 19, 2027 - Oct 29, 2027 (10 Nights)

Average Starting Price

$904pp

Jim's Onboard Credit

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Questions about cruising from Boston

What cruise lines sail from Boston?

Upcoming sailings from Boston, Massachusetts include Azamara, Celebrity Cruises, Holland America Line, Norwegian Cruise Line, Oceania Cruises, Princess Cruises, Regent Seven Seas Cruises, Royal Caribbean, Seabourn and Windstar Cruises. Schedules change by season, so ask me for the latest.

Where do cruises from Boston go?

Cruises from Boston most often visit New England and Canada and Bermuda.

How much does a cruise from Boston cost?

Right now the lowest fare I'm seeing from Boston starts at $699 per person. Prices change daily, and I watch for drops after you book.

Which airport is closest to the Flynn Cruiseport Boston cruise terminals?

Boston Logan International (BOS) is about 3 miles from the cruise port.

How do I get the best deal on a cruise from Boston?

Book with me at Caribbean Breeze Travel. There are no fees, I watch for price drops after you book, and I'll let you know about room upgrade offers when they come up.

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