8-Night Cruise on Wind SurfBeach Fun & Sun: A Remote Caribbean Getaway - Weather

Departing Philipsburg, St. Maarten on December 19, 2027, the Windstar Cruises ship Wind Surf runs this 8-night Beach Fun & Sun: A Remote Caribbean Getaway 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 Johns, Antigua, St Barthelemy, with 5 more along the way. Scroll the daily outlook below to pack smart for every port of call.

1. Day 1 — Sunday, Dec 19, 2027 — Philipsburg, St. Maarten

   Philipsburg, St. Maarten is a scheduled port of call on day 1 of the 8-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf. Expected weather: partially cloudy with highs near 80°F.

2. Day 2 — Monday, Dec 20, 2027 — St Johns, Antigua

   St Johns, Antigua is a scheduled port of call on day 2 of the 8-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.

3. Day 3 — Tuesday, Dec 21, 2027 — St Barthelemy

   St Barthelemy is a scheduled port of call on day 3 of the 8-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.

4. Day 4 — Wednesday, Dec 22, 2027 — Anguilla

   Anguilla is a scheduled port of call on day 4 of the 8-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.

5. Day 5 — Thursday, Dec 23, 2027 — Tortola, British Virgin Islands

   Tortola, British Virgin Islands is a scheduled port of call on day 5 of the 8-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.

6. Day 6 — Saturday, Dec 25, 2027 — Virgin Gorda, British Virgin Islands

   Virgin Gorda, British Virgin Islands is a scheduled port of call on day 6 of the 8-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.

7. Day 7 — Sunday, Dec 26, 2027 — Nevis, St Kitts and Nevis

   Nevis, St Kitts and Nevis is a scheduled port of call on day 7 of the 8-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf. Expected weather: partially cloudy with highs near 75°F.

8. Day 8 — Monday, Dec 27, 2027 — Philipsburg, St. Maarten

   Philipsburg, St. Maarten is a scheduled port of call on day 8 of the 8-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf. Expected weather: partially cloudy with highs near 79°F.