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Loading Travel Forecast…Loading Travel Forecast…Loading Travel Forecast…Departing San Juan, Puerto Rico on December 27, 2026, the Windstar Cruises ship Star Pride runs this 7-night San Juan & the Virgin Islands sailing. 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. Scroll the daily outlook below to pack smart for every port of call.
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 79°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 77°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 79°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 80°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 79°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 79°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 79°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 79°F.
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