Star Pride: 10-Night Caribbean
This 10-night Bermuda cruise aboard the Star Pride by Windstar Cruises sails from Boston to San Juan, departing October 22, 2027, calling at Hamilton, St George, Gustavia St Barths, Virgin Gorda Island BVI, and returns November 1, 2027. Cabin prices start from $4,077 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 →Starting cabin
New to these charts? How to read cruise price history
Other Bermuda departures
Questions about this sailing
Which ports does it visit?
It sails from Boston to San Juan and calls at Hamilton, St George, Gustavia St Barths and Virgin Gorda Island BVI, with 4 days at sea.
We may earn a commission when you book through this link, at no extra cost to you.
Track prices
Cabin-level pricing isn't yet tracked for this cruise line, so price alerts aren't available here.
We may earn a commission when you book through this link, at no extra cost to you.
