Canonical page: /v/windstar-cruises/wind-surf/20261219-20270102/
Collected: 2026-10-18
JSON: /v/windstar-cruises/wind-surf/20261219-20270102/index.json

[Wind Surf](/s/windstar-cruises/wind-surf/) - [Windstar Cruises](/lines/windstar-cruises/)

YOUR ITINERARY

# Wind Surf

14 nights - Round trip to Philipsburg St Maarten

19 Dec 2026 - 2 Jan 2027

[![Wind Surf itinerary map; numbered stops match the itinerary below](/maps/523b6348b08d054d0a8d55cdf2fbf85836586a643a74f6f531ea59c5abc12538.svg)](/maps/523b6348b08d054d0a8d55cdf2fbf85836586a643a74f6f531ea59c5abc12538.svg)

Port locations are approximate; routes are illustrative. 12 of 20 port calls have coordinates.

## Your stops

1. Saturday, 19th December 2026

   ### [Philipsburg St Maarten](/p/netherlands/philipsburg-st-maarten/)

   Depart 19:00
2. Sunday, 20th December 2026

   ### [Gustavia St Barths](/p/france/gustavia-st-barths/)

   Arrive 08:00 - Depart 22:00
3. Monday, 21st December 2026

   ### [Falmouth Antigua](/p/antigua-and-barbuda/falmouth-antigua/)

   Arrive 08:00 - Depart 18:00
4. Tuesday, 22nd December 2026

   ### [Anguilla Island](/p/united-kingdom/anguilla/)

   Arrive 08:00 - Depart 18:00
5. Wednesday, 23rd December 2026

   ### [Tortola Island BVI](/p/british-virgin-islands/tortola-island-bvi/)

   Arrive 08:00 - Depart 18:00
6. Wednesday, 23rd December 2026

   ### [Sopers Hole](/p/british-virgin-islands/sopers-hole/)

   Arrive 08:00 - Depart 18:00
7. Wednesday, 23rd December 2026

   ### [Tortola Island BVI](/p/british-virgin-islands/tortola-island-bvi/)

   Arrive 08:00 - Depart 18:00
8. Wednesday, 23rd December 2026

   ### [Jost Van Dyke Island BVI](/p/british-virgin-islands/jost-van-dyke-island-bvi/)

   Arrive 19:00 - Depart 22:00
   Departs 2026-12-24
9. Wednesday, 23rd December 2026

   ### [Great Harbour](/p/british-virgin-islands/great-harbour/)

   Arrive 19:00
10. Wednesday, 23rd December 2026

    ### [Jost Van Dyke](/p/british-virgin-islands/jost-van-dyke/)

    Arrive 19:00 - Depart 22:00
    Departs 2026-12-24
11. Thursday, 24th December 2026

    ### [Great Harbour](/p/british-virgin-islands/great-harbour/)

    Depart 22:00
12. Friday, 25th December 2026

    ### [Virgin Gorda Island BVI](/p/british-virgin-islands/virgin-gorda-island-bvi/)

    Arrive 08:00 - Depart 17:00
13. Saturday, 26th December 2026

    ### [Philipsburg St Maarten](/p/netherlands/philipsburg-st-maarten/)

    Arrive 06:00 - Depart 19:00
14. Sunday, 27th December 2026

    ### [Gustavia St Barths](/p/france/gustavia-st-barths/)

    Arrive 08:00 - Depart 22:00
15. Monday, 28th December 2026

    ### [Charlestown Nevis](/p/st-kitts-and-nevis/charlestown-nevis/)

    Arrive 08:00 - Depart 17:00
16. Tuesday, 29th December 2026

    ### [Roseau](/p/dominica/roseau/)

    Arrive 08:00 - Depart 16:00
17. Wednesday, 30th December 2026

    ### [Mayreau Island](/p/st-vincent-and-the-grenadines/mayreau/)

    Arrive 08:00 - Depart 17:00
18. Thursday, 31st December 2026

    ### [Iles des Saintes](/p/guadeloupe/iles-des-saintes/)

    Arrive 12:00 - Depart 18:00
19. Friday, 1st January 2027

    ### [Basseterre St Kitts](/p/st-kitts-and-nevis/basseterre-st-kitts/)

    Arrive 08:00 - Depart 22:00
20. Saturday, 2nd January 2027

    ### [Philipsburg St Maarten](/p/netherlands/philipsburg-st-maarten/)

    Arrive 06:00

[Timing sources & evidence](/v/windstar-cruises/wind-surf/20261219-20270102/evidence/)