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Loading Travel Forecast…Loading Travel Forecast…Loading Travel Forecast…Departing Philipsburg, St. Maarten on December 19, 2026, the Windstar Cruises ship Wind Surf runs this 14-night Star Collector: Caribbean Explorations 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 Philipsburg, St. Maarten, St Barthelemy, Falmouth, Antigua, with 12 more along the way. Scroll the daily outlook below to pack smart for every port of call.
Philipsburg, St. Maarten is a scheduled port of call on day 1 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 80°F.
St Barthelemy is a scheduled port of call on day 2 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 80°F.
Falmouth, Antigua is a scheduled port of call on day 3 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 80°F.
Anguilla is a scheduled port of call on day 4 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.
Tortola, British Virgin Islands is a scheduled port of call on day 5 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. 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 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. 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 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.
Philipsburg, St. Maarten is a scheduled port of call on day 8 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.
St Barthelemy is a scheduled port of call on day 9 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.
Nevis, St Kitts and Nevis is a scheduled port of call on day 10 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 75°F.
Roseau, Dominica is a scheduled port of call on day 11 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 77°F.
Mayreau, Grenadines is a scheduled port of call on day 12 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 80°F.
Iles Des Saintes, Guadeloupe is a scheduled port of call on day 13 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 78°F.
Basseterre, St. Kitts is a scheduled port of call on day 14 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.
Philipsburg, St. Maarten is a scheduled port of call on day 15 of the 14-night Star Collector: Caribbean Explorations cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.
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