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Join Windstar Cruises's Star Legend for a 7-night voyage on the Windward Islands Surf & Sunsets route, setting out from San Juan, Puerto Rico on December 27, 2027. It's a classic Caribbean cruise. Travelers sailing in December can generally expect warm, sunny weather with gentle trade winds. Ports of call include San Juan, Puerto Rico, St Georges, Grenada, Bequia, Grenadines, with 4 more along the way. The forecasts below break the weather down port by port.
San Juan, Puerto Rico is a scheduled port of call on day 1 of the 7-night Windward Islands Surf & Sunsets cruise on Star Legend.
St Georges, Grenada is a scheduled port of call on day 2 of the 7-night Windward Islands Surf & Sunsets cruise on Star Legend.
Bequia, Grenadines is a scheduled port of call on day 3 of the 7-night Windward Islands Surf & Sunsets cruise on Star Legend.
Mayreau, Grenadines is a scheduled port of call on day 4 of the 7-night Windward Islands Surf & Sunsets cruise on Star Legend.
Iles Des Saintes, Guadeloupe is a scheduled port of call on day 5 of the 7-night Windward Islands Surf & Sunsets cruise on Star Legend.
Marigot, St Maarten is a scheduled port of call on day 6 of the 7-night Windward Islands Surf & Sunsets cruise on Star Legend.
San Juan, Puerto Rico is a scheduled port of call on day 7 of the 7-night Windward Islands Surf & Sunsets cruise on Star Legend.
Looking to book your next cruise? Our affiliate partners offer competitive rates — plus by booking through them you support our free service.