Departing from Massachusetts Cruise Specials

We've gathered all of the Departing from Massachusetts cruise specials ordered by sail date. Click on a special and select a sail date to get a single cruise quote from the cruise agency that posted that particular special. To search through all cruise itineraries (not just Departing from Massachusetts cruises) to receive multiple custom cruise options to compare, please visit our Cruise Search page.

All Cruise Specials

If you need help choosing a cruise, try our Virtual Cruise Advisor™ or Live Help.

Celebrity Cruises, Celebrity Silhouette

Discount

10 nt ABC Island Celebrity Silhouette From $891 pp Oct 20 2026-Oct 30 2026
10 Night - Boston to Fort Lauderdale - Starting in Boston, Massachusetts, Willemstad AN, Curacao, Kralendijk, Bonaire, Oranjestad, Aruba, Fort Lauderdale, Florida
2026 Sails: Oct 20 Get a Quote

Celebrity Cruises, Celebrity Silhouette

Discount

Rare Refundable Canada Trip Celebrity Silhouette! 11 Nights Rndtrp Boston $3921
11 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
2027 Sails: Sep 24 Get a Quote

Azamara Cruises, Azamara Quest

Family

12 Nights Canada & New England Intensive Cruise from $4055 pp plus OBC
12 Night - Canada & New England Intensive Cruise : Portland, Saguenay & Montreal - Starting in Boston, Massachusetts, Portland ME, Rockland, Maine, Saint John NB, New Brunswick, Halifax, Nova Scotia, Corner Brook, Newfoundland, Havre-saint-pierre, Quebec, Sept-iles, Quebec, Scenic Cruising Saguenay Fjord, Saguenay, Quebec, Quebec City, Quebec, Trois-Rivieres, Quebec, Montreal, Quebec
2027 Sails: Oct 4 Get a Quote

Departing from Massachusetts Cruise Specials