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Windstar Wind Surf

7 Nights - St. Maarten (Philipsburg) Round Trip

7-night Classic Caribbean

Wind Surf
cruise info

7 Nights - St. Maarten (Philipsburg) Round Trip

  • Windstar Cruises: Wind Surf
  • |
  • December 7, 2025

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Sun Dec 7, 2025
    | Depart 7:00 PM
  2. Day 2
    Charlestown
    | Mon Dec 8, 2025
    | 8:00 AM - 5:00 PM
  3. Day 3
    Roseau, Dominica
    | Tue Dec 9, 2025
    | 8:00 AM - 5:00 PM
  4. Day 4
    Pigeon Island, St. Lucia
    | Wed Dec 10, 2025
    | 8:00 AM - 5:00 PM
  5. Day 5
    Iles des Saintes
    | Thu Dec 11, 2025
    | 8:00 AM - 5:00 PM
  6. Day 6
    Gustavia
    | Fri Dec 12, 2025
    | 8:00 AM - 10:00 PM
  7. Day 7
    Basseterre, St. Kitts
    | Sat Dec 13, 2025
    | 8:00 AM - 9:00 PM
  8. Day 8
    St. Maarten (Philipsburg)
    | Sun Dec 14, 2025
    | Arrive 6:00 AM
Itinerary map
Roundtrip St. Maarten
  • 7 Nights
  • Dec 7, 2025 / Dec 14, 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.

Staterooms & Suites

Choose the perfect room for you
Oceanview
From: $2,351
Suite
From: $5,251
Oceanview
Guarantee Stateroom

With this selection, you are guaranteed to receive a stateroom within a selected category, anywhere on the ship. However, the actual room assignment and location on the ship may be determined at any time after your reservation has been completed and paid in full up to the day of sailing.

Oceanview

Oceanview
Ocean View Stateroom

Size: 188 square feet (18 square meters). Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.

Oceanview

Oceanview
Deluxe Ocean View Stateroom

Size: 188 square feet (18 square meters). Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.

Oceanview
Deluxe Ocean View Stateroom

Size: 188 square feet (18 square meters). Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. Your queen bed (which can be separated as twins if you prefer) is swathed in luxurious Egyptian cotton linens. Before or after you enjoy an invigorating massage shower with soothing L’Occitane® bath products, wrap up in your waffle-weave robe, have a snack from the fresh fruit bowl, or simply stretch out and smell the flowers. Note: Staterooms with 3rd Berths: 117–139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.

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.