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Windstar Wind Surf

14 Nights - St. Maarten (Philipsburg) To Bridgetown (Barbados)

14-night Star Collector: Antilles Adventures Cruise

Wind Surf
cruise info

14 Nights - St. Maarten (Philipsburg) To Bridgetown (Barbados)

  • Windstar Cruises: Wind Surf
  • |
  • January 11, 2026

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Sun Jan 11, 2026
    | Depart 7:00 PM
  2. Day 2
    Basseterre, St. Kitts
    | Mon Jan 12, 2026
    | 7:00 AM - 10:00 PM
  3. Day 3
    Little Bay
    | Tue Jan 13, 2026
    | 8:00 AM - 6:00 PM
  4. Day 4
    Gustavia
    | Wed Jan 14, 2026
    | 8:00 AM - 11:00 PM
  5. Day 5
    Deshaies, Guadeloupe
    | Thu Jan 15, 2026
    | 12:30 PM - 10:00 PM
  6. Day 6
    Roseau, Dominica
    | Fri Jan 16, 2026
    | 8:00 AM - 5:00 PM
  7. Day 7
    Pigeon Island, St. Lucia
    | Sat Jan 17, 2026
    | 7:00 AM - 4:00 PM
  8. Day 8
    Bridgetown (Barbados)
    | Sun Jan 18, 2026
    | 5:00 AM - 6:00 PM
  9. Day 9
    Anse Mitan
    | Mon Jan 19, 2026
    | 9:00 AM - 11:00 PM
  10. Day 10
    Castries
    | Tue Jan 20, 2026
    | 8:00 AM - 4:00 PM
  11. Day 11
    Pigeon Island, St. Lucia
    | Tue Jan 20, 2026
    | 6:00 PM - 11:59 PM
  12. Day 12
    Pigeon Island, St. Lucia
    | Wed Jan 21, 2026
    | Depart 6:00 PM
  13. Day 13
    Bequia, Grenadines
    | Thu Jan 22, 2026
    | 8:00 AM - 10:00 PM
  14. Day 14
    Mayreau, Grenadines
    | Fri Jan 23, 2026
    | 8:00 AM - 6:00 PM
  15. Day 15
    St. George's, Grenada
    | Sat Jan 24, 2026
    | 7:00 AM - 2:00 PM
  16. Day 16
    Bridgetown (Barbados)
    | Sun Jan 25, 2026
    | Arrive 6:00 AM

Specials

  • Complimentary Upgrade to All-Inclusive Package!
  • 14 Nights
  • Jan 11, 2026 / Jan 25, 2026
  • St. Maarten (Philipsburg)
  • Bridgetown (Barbados)
  • Wind Surf
bonus offers
  • Onboard Credit

Staterooms & Suites

Choose the perfect room for you
Oceanview
From: $6,259
Suite
From: $7,959
Guarantee Stateroom - Y
Oceanview
Guarantee Stateroom - Y

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.

Ocean View Stateroom - A
Oceanview
Ocean View Stateroom - A

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.

Ocean View Stateroom - B
Oceanview
Ocean View Stateroom - B

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.

Deluxe Ocean View Stateroom - AX
Oceanview
Deluxe Ocean View Stateroom - AX

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.

Deluxe Ocean View Stateroom - BX
Oceanview
Deluxe Ocean View Stateroom - BX

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.