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Loading Travel Forecast…Loading Travel Forecast…Loading Travel Forecast…The Wind Surf sails a 7-night Classic Caribbean itinerary with Windstar Cruises, departing Philipsburg, St. Maarten on January 23, 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, Nevis, St Kitts and Nevis, Roseau, Dominica, with 5 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 7-night Classic Caribbean cruise on Wind Surf. Expected weather: partially cloudy with highs near 78°F.
Nevis, St Kitts and Nevis is a scheduled port of call on day 2 of the 7-night Classic Caribbean cruise on Wind Surf. Expected weather: partially cloudy with highs near 74°F.
Roseau, Dominica is a scheduled port of call on day 3 of the 7-night Classic Caribbean cruise on Wind Surf. Expected weather: partially cloudy with highs near 76°F.
Mayreau, Grenadines is a scheduled port of call on day 4 of the 7-night Classic Caribbean 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 5 of the 7-night Classic Caribbean cruise on Wind Surf. Expected weather: partially cloudy with highs near 77°F.
Basseterre, St. Kitts is a scheduled port of call on day 6 of the 7-night Classic Caribbean cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.
St Barthelemy is a scheduled port of call on day 7 of the 7-night Classic Caribbean cruise on Wind Surf. Expected weather: partially cloudy with highs near 78°F.
Philipsburg, St. Maarten is a scheduled port of call on day 8 of the 7-night Classic Caribbean cruise on Wind Surf. Expected weather: partially cloudy with highs near 78°F.
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