Windstar Wind Surf

14 Nights - St. Maarten (Philipsburg) Round Trip

14-night Star Collector: Caribbean Explorations Cruise

Wind Surf
cruise info

14 Nights - St. Maarten (Philipsburg) Round Trip

  • Windstar Cruises: Wind Surf
  • |
  • January 2, 2027

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Sat Jan 2, 2027
    | Depart 7:00 PM
  2. Day 2
    Falmouth Harbour, Antigua
    | Sun Jan 3, 2027
    | 8:00 AM - 6:00 PM
  3. Day 3
    Road Bay
    | Mon Jan 4, 2027
    | 8:00 AM - 6:00 PM
  4. Day 4
    Sopers Hole, Tortola
    | Tue Jan 5, 2027
    | 8:00 AM - 6:00 PM
  5. Jost Van Dyke
    | Tue Jan 5, 2027
    | Arrive 7:00 PM
  6. Day 5
    Jost Van Dyke
    | Wed Jan 6, 2027
    | Depart 10:00 PM
  7. Day 6
    Virgin Gorda
    | Thu Jan 7, 2027
    | 8:00 AM - 5:00 PM
  8. Day 7
    Gustavia
    | Fri Jan 8, 2027
    | 8:00 AM - 10:00 PM
  9. Day 8
    St. Maarten (Philipsburg)
    | Sat Jan 9, 2027
    | 6:00 AM - 7:00 PM
  10. Day 9
    Charlestown
    | Sun Jan 10, 2027
    | 8:00 AM - 5:00 PM
  11. Day 10
    Iles des Saintes
    | Mon Jan 11, 2027
    | 7:00 AM - 1:00 PM
  12. Day 11
    Mayreau, Grenadines
    | Tue Jan 12, 2027
    | 8:00 AM - 5:00 PM
  13. Day 12
    Roseau, Dominica
    | Wed Jan 13, 2027
    | 8:00 AM - 4:00 PM
  14. Day 13
    Basseterre, St. Kitts
    | Thu Jan 14, 2027
    | 8:00 AM - 10:00 PM
  15. Day 14
    Gustavia
    | Fri Jan 15, 2027
    | 8:00 AM - 10:00 PM
  16. Day 15
    St. Maarten (Philipsburg)
    | Sat Jan 16, 2027
    | Arrive 6:00 AM

Specials

  • Free Wi-Fi, Gratuities & Beverages
  • 14 Nights
  • Jan 2, 2027 / Jan 16, 2027
  • St. Maarten (Philipsburg)
  • St. Maarten (Philipsburg)
  • Wind Surf
bonus offers
  • Reduced Deposit

Staterooms & Suites

Choose the perfect room for you
Oceanview
From: $5,616
Suite
From: $7,056
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.