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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 November 22, 2026. It's a classic Caribbean cruise. Travelers sailing in November 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 82°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 81°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 82°F.
Iles Des Saintes, 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 80°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 80°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 81°F.
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