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Loading Travel Forecast…Loading Travel Forecast…Loading Travel Forecast…The Star Pride sails a 7-night San Juan & the Virgin Islands itinerary with Windstar Cruises, departing San Juan, Puerto Rico on December 13, 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 John, US Virgin Islands, St Barthelemy, with 5 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 San Juan & the Virgin Islands cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
St John, US Virgin Islands is a scheduled port of call on day 2 of the 7-night San Juan & the Virgin Islands cruise on Star Pride. Expected weather: partially cloudy with highs near 78°F.
St Barthelemy is a scheduled port of call on day 3 of the 7-night San Juan & the Virgin Islands cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
Basseterre, St. Kitts is a scheduled port of call on day 4 of the 7-night San Juan & the Virgin Islands cruise on Star Pride. Expected weather: partially cloudy with highs near 81°F.
Philipsburg, St. Maarten is a scheduled port of call on day 5 of the 7-night San Juan & the Virgin Islands cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
Jost Van Dyke, British Virgin Islands is a scheduled port of call on day 6 of the 7-night San Juan & the Virgin Islands cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
Virgin Gorda, British Virgin Islands is a scheduled port of call on day 7 of the 7-night San Juan & the Virgin Islands 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 8 of the 7-night San Juan & the Virgin Islands cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
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