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Departing Boston, Massachusetts on October 20, 2026, the Windstar Cruises ship Star Pride runs this 8-night Mind, Body and Spirit Collection: Bermuda Bliss sailing. It's a classic Caribbean cruise. Travelers sailing in October can generally expect warm, sunny weather with gentle trade winds. Ports of call include Boston, Massachusetts, Hamilton, Bermuda, St George, Bermuda, with 1 more along the way. Scroll the daily outlook below to pack smart for every port of call.
Boston, Massachusetts is a scheduled port of call on day 1 of the 8-night Mind, Body and Spirit Collection: Bermuda Bliss cruise on Star Pride.
Hamilton, Bermuda is a scheduled port of call on day 2 of the 8-night Mind, Body and Spirit Collection: Bermuda Bliss cruise on Star Pride.
St George, Bermuda is a scheduled port of call on day 3 of the 8-night Mind, Body and Spirit Collection: Bermuda Bliss cruise on Star Pride.
San Juan, Puerto Rico is a scheduled port of call on day 4 of the 8-night Mind, Body and Spirit Collection: Bermuda Bliss cruise on Star Pride.
Looking to book your next cruise? Our affiliate partners offer competitive rates — plus by booking through them you support our free service.