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Windstar Wind Surf

7 Nights - St. Maarten (Philipsburg) Round Trip

7-night Classic Caribbean Cruise

Wind Surf
cruise info

7 Nights - St. Maarten (Philipsburg) Round Trip

  • Windstar Cruises: Wind Surf
  • |
  • March 21, 2026

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Sat Mar 21, 2026
    | Depart 7:00 PM
  2. Day 2
    Charlestown
    | Sun Mar 22, 2026
    | 8:00 AM - 5:00 PM
  3. Day 3
    Roseau, Dominica
    | Mon Mar 23, 2026
    | 8:00 AM - 5:00 PM
  4. Day 4
    Pigeon Island, St. Lucia
    | Tue Mar 24, 2026
    | 8:00 AM - 5:00 PM
  5. Day 5
    Iles des Saintes
    | Wed Mar 25, 2026
    | 8:00 AM - 5:00 PM
  6. Day 6
    Gustavia
    | Thu Mar 26, 2026
    | 8:00 AM - 10:00 PM
  7. Day 7
    Basseterre, St. Kitts
    | Fri Mar 27, 2026
    | 8:00 AM - 9:00 PM
  8. Day 8
    St. Maarten (Philipsburg)
    | Sat Mar 28, 2026
    | Arrive 6:00 AM
Itinerary map
Roundtrip St. Maarten (Philipsburg)
  • 7 Nights
  • Mar 21, 2026 / Mar 28, 2026
  • St. Maarten (Philipsburg)
  • St. Maarten (Philipsburg)
  • Wind Surf
bonus offers
Exclusive Amenities Available:

Choose ONE of the options below.

  • ONE Private Car & Guide: Local Highlights Tour (Value - $500 per Couple) in the port below.
  • ONE Private Car & Guide: Customize Your Day Tour (Value - $500 per Couple) in the port below.
  • $400 per Couple Shipboard Credit
  • Port Option: Basseterre - Please click here for the tour descriptions.

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.