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Loading Travel Forecast…Loading Travel Forecast…Loading Travel Forecast…The Star Pride sails a 7-night Windward Islands Surf & Sunsets itinerary with Windstar Cruises, departing San Juan, Puerto Rico on December 6, 2026. 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. Use the day-by-day forecast below to plan what to pack for each stop.
San Juan, Puerto Rico is a scheduled port of call on day 1 of the 7-night Windward Islands Surf & Sunsets cruise on Star Pride. Expected weather: partially cloudy with highs near 81°F.
St Georges, Grenada is a scheduled port of call on day 2 of the 7-night Windward Islands Surf & Sunsets cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
Bequia, Grenadines is a scheduled port of call on day 3 of the 7-night Windward Islands Surf & Sunsets cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
Mayreau, Grenadines is a scheduled port of call on day 4 of the 7-night Windward Islands Surf & Sunsets cruise on Star Pride. Expected weather: partially cloudy with highs near 81°F.
Deshaies, Guadeloupe is a scheduled port of call on day 5 of the 7-night Windward Islands Surf & Sunsets cruise on Star Pride. Expected weather: partially cloudy with highs near 78°F.
Marigot, St Maarten is a scheduled port of call on day 6 of the 7-night Windward Islands Surf & Sunsets cruise on Star Pride. Expected weather: partially cloudy with highs near 79°F.
San Juan, Puerto Rico is a scheduled port of call on day 7 of the 7-night Windward Islands Surf & Sunsets cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
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