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Windstar Wind Surf

7 Nights - St. Maarten (Philipsburg) Round Trip

7-night Beach Fun & Sun Cruise: A Remote Caribbean Getaway

Wind Surf
cruise info

7 Nights - St. Maarten (Philipsburg) Round Trip

  • Windstar Cruises: Wind Surf
  • |
  • December 14, 2025

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Sun Dec 14, 2025
    | Depart 7:00 PM
  2. Day 2
    Falmouth Harbour, Antigua
    | Mon Dec 15, 2025
    | 8:00 AM - 6:00 PM
  3. Day 3
    Road Bay
    | Tue Dec 16, 2025
    | 8:00 AM - 6:00 PM
  4. Day 4
    Sopers Hole, Tortola
    | Wed Dec 17, 2025
    | 8:00 AM - 6:00 PM
  5. Day 5
    Jost Van Dyke
    | Wed Dec 17, 2025
    | Arrive 7:00 PM
  6. Day 6
    Jost Van Dyke
    | Thu Dec 18, 2025
    | Depart 10:00 PM
  7. Day 7
    Virgin Gorda
    | Fri Dec 19, 2025
    | 8:00 AM - 5:00 PM
  8. Day 8
    Gustavia
    | Sat Dec 20, 2025
    | 8:00 AM - 10:00 PM
  9. Day 9
    St. Maarten (Philipsburg)
    | Sun Dec 21, 2025
    | Arrive 6:00 AM

Specials

  • Complimentary Upgrade to All-Inclusive Package!
Itinerary map
Roundtrip St. Maarten
  • 7 Nights
  • Dec 14, 2025 / Dec 21, 2025
  • St. Maarten (Philipsburg)
  • St. Maarten (Philipsburg)
  • Wind Surf
bonus offers
Exclusive Amenities Available:
  • $300 Per Couple Shipboard Credit

Note: Amenities may not be combinable with fares shown. Additional restrictions apply.

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.