This 11-night Eastern Canada & New England cruise aboard the Star Pride by Windstar Cruises sails from Montreal to Boston, departing October 9, 2026, calling at Quebec City, Gaspe, Madeleine-Magdalen Islands, and 4 more ports, and returns October 20, 2026. Cabin prices start from $4,166 per person.
Boston is a compact, walkable city with 400 years of American history layered into its streets, parks, and harbor. The Boston cruise port at Flynn Cruiseport (Black Falcon Terminal) sits in South Boston, about 2 miles from downtown and the Freedom Trail.