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Loading Travel Forecast…Loading Travel Forecast…Loading Travel Forecast…The Wind Surf sails a 14-night Star Collector: Caribbean Explorations itinerary with Windstar Cruises, departing Philipsburg, St. Maarten on January 2, 2027. It's a classic Caribbean cruise. Travelers sailing in January can generally expect warm, sunny weather with gentle trade winds. Ports of call include Philipsburg, St. Maarten, Falmouth, Antigua, Anguilla, with 11 more along the way. Use the day-by-day forecast below to plan what to pack for each stop.
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 79°F.
Falmouth, Antigua 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.
Anguilla 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 78°F.
Tortola, British Virgin Islands 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 78°F.
Virgin Gorda, 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.
St Barthelemy 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 79°F.
Philipsburg, St. Maarten 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.
Nevis, St Kitts and Nevis 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 75°F.
Iles Des Saintes, Guadeloupe 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 78°F.
Mayreau, Grenadines 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 80°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 76°F.
Basseterre, St. Kitts 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 79°F.
St Barthelemy 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 79°F.
Philipsburg, St. Maarten 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 78°F.
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