19 Night Canada Cruise
This 19-night Eastern Canada & New England cruise aboard the Star Pride by Windstar Cruises sails from Montreal to San Juan, departing October 9, 2026, calling at Quebec City, Gaspe, Madeleine-Magdalen Islands, and 7 more ports, and returns October 28, 2026. Cabin prices start from $6,773 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.
Read more →San Juan cruise port is one of the busiest in the Caribbean and one of the few that doubles as both a major embarkation point and a popular port of call. The port sits in Old San Juan, the historic colonial core of Puerto Rico's capital, founded by Spanish colonists in 1521.
Read more →Balcony cabin
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Other Eastern Canada & New England departures
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