Wind Surf — 6-Night Beach Fun & Sun: A Remote Caribbean Getaway Cruise Weather

The Wind Surf sails a 6-night Beach Fun & Sun: A Remote Caribbean Getaway itinerary with Windstar Cruises, departing Philipsburg, St. Maarten on January 3, 2028. 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, Anguilla, St Barthelemy, with 4 more along the way. Use the day-by-day forecast below to plan what to pack for each stop.

1. Day 1 — Monday, Jan 3, 2028 — Philipsburg, St. Maarten

   Philipsburg, St. Maarten is a scheduled port of call on day 1 of the 6-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf.

2. Day 2 — Tuesday, Jan 4, 2028 — Anguilla

   Anguilla is a scheduled port of call on day 2 of the 6-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf.

3. Day 3 — Wednesday, Jan 5, 2028 — St Barthelemy

   St Barthelemy is a scheduled port of call on day 3 of the 6-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf.

4. Day 4 — Thursday, Jan 6, 2028 — Jost Van Dyke, British Virgin Islands

   Jost Van Dyke, British Virgin Islands is a scheduled port of call on day 4 of the 6-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf.

5. Day 5 — Friday, Jan 7, 2028 — Virgin Gorda, British Virgin Islands

   Virgin Gorda, British Virgin Islands is a scheduled port of call on day 5 of the 6-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf.

6. Day 6 — Saturday, Jan 8, 2028 — Tortola, British Virgin Islands

   Tortola, British Virgin Islands is a scheduled port of call on day 6 of the 6-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf.

7. Day 7 — Sunday, Jan 9, 2028 — Philipsburg, St. Maarten

   Philipsburg, St. Maarten is a scheduled port of call on day 7 of the 6-night Beach Fun & Sun: A Remote Caribbean Getaway cruise on Wind Surf.