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Windstar Wind Surf

12 Nights - St. Maarten (Philipsburg) Round Trip

12-night Star Collector: Ivory Beaches & Sapphire Seas of the Caribbean Cruise

Wind Surf
cruise info

12 Nights - St. Maarten (Philipsburg) Round Trip

  • Windstar Cruises: Wind Surf
  • |
  • December 2, 2025

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Tue Dec 2, 2025
    | Depart 7:00 PM
  2. Day 2
    Sopers Hole, Tortola
    | Wed Dec 3, 2025
    | 8:00 AM - 6:00 PM
  3. Day 3
    Jost Van Dyke
    | Wed Dec 3, 2025
    | 7:00 PM - 11:59 PM
  4. Day 4
    Jost Van Dyke
    | Thu Dec 4, 2025
    | Depart 10:00 PM
  5. Day 5
    Virgin Gorda
    | Fri Dec 5, 2025
    | 8:00 AM - 5:00 PM
  6. Day 6
    Gustavia
    | Sat Dec 6, 2025
    | 8:00 AM - 10:00 PM
  7. Day 7
    St. Maarten (Philipsburg)
    | Sun Dec 7, 2025
    | 6:00 AM - 7:00 PM
  8. Day 8
    Charlestown
    | Mon Dec 8, 2025
    | 8:00 AM - 5:00 PM
  9. Day 9
    Roseau, Dominica
    | Tue Dec 9, 2025
    | 8:00 AM - 5:00 PM
  10. Day 10
    Pigeon Island, St. Lucia
    | Wed Dec 10, 2025
    | 8:00 AM - 5:00 PM
  11. Day 11
    Iles des Saintes
    | Thu Dec 11, 2025
    | 8:00 AM - 5:00 PM
  12. Day 12
    Gustavia
    | Fri Dec 12, 2025
    | 8:00 AM - 10:00 PM
  13. Day 13
    Basseterre, St. Kitts
    | Sat Dec 13, 2025
    | 8:00 AM - 9:00 PM
  14. Day 14
    St. Maarten (Philipsburg)
    | Sun Dec 14, 2025
    | Arrive 6:00 AM

Specials

  • Complimentary Upgrade to All-Inclusive Package!
  • 12 Nights
  • Dec 2, 2025 / Dec 14, 2025
  • St. Maarten (Philipsburg)
  • St. Maarten (Philipsburg)
  • Wind Surf
Windstar Wind Surf
On any day, the 342-guest flagship, Wind Surf, the world’s largest sailing ship, draws admiring glances as she glides majestically into port with her tall sails billowing and her beauty is far more than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area.

Ship Information

Explore Your Cruise Ship

  • Dining

  • Bars & Lounges

  • Onboard Activities

  • Outdoor Activities

  • Wellness

Couple walking arm-in-arm on dirt path next to flowering hedge
Don't Miss Out on Any Trip Enhancing Shore Excursions!
Immerse yourself in local culture with authentic cooking classes, traditional dance lessons, and unforgettable visits to historical landmarks during your cruise shore excursions.
Hotel reception area with shiny wood floors, wood paneling on walls and fancy chandeliers
Extend Your Trip with Immersive Pre-Cruise or Post-Cruise Stays
Enjoy the local culture and savor delicious cuisine with pre-cruise or post-cruise stays, ensuring a seamless transition between your land and sea adventures.