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Loading Travel Forecast…Loading Travel Forecast…Loading Travel Forecast…The Star Pride sails a 14-night Star Collector: Lovely Leewards itinerary with Windstar Cruises, departing San Juan, Puerto Rico on November 15, 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 John, US Virgin Islands, Basseterre, St. Kitts, with 11 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 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 82°F.
St John, US Virgin Islands is a scheduled port of call on day 2 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
Basseterre, St. Kitts is a scheduled port of call on day 3 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 82°F.
St Barthelemy is a scheduled port of call on day 4 of the 14-night Star Collector: Lovely Leewards 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 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 81°F.
Jost Van Dyke, British Virgin Islands is a scheduled port of call on day 6 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 82°F.
Virgin Gorda, British Virgin Islands is a scheduled port of call on day 7 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 81°F.
San Juan, Puerto Rico is a scheduled port of call on day 8 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 82°F.
Day 9 of 15 is a day at sea aboard Star Pride, cruising between ports on the Star Collector: Lovely Leewards itinerary.
St Georges, Grenada is a scheduled port of call on day 10 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 81°F.
Bequia, Grenadines is a scheduled port of call on day 11 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 81°F.
Mayreau, Grenadines is a scheduled port of call on day 12 of the 14-night Star Collector: Lovely Leewards 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 13 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 80°F.
Marigot, St Maarten is a scheduled port of call on day 14 of the 14-night Star Collector: Lovely Leewards 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 15 of the 14-night Star Collector: Lovely Leewards cruise on Star Pride. Expected weather: partially cloudy with highs near 81°F.
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