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Windstar Wind Surf

14 Nights - St. Maarten (Philipsburg) To Lisbon

14-night Ocean Crossings + Ponta Delgada, Azores Cruise

Wind Surf
cruise info

14 Nights - St. Maarten (Philipsburg) To Lisbon

  • Windstar Cruises: Wind Surf
  • |
  • April 4, 2026

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Sat Apr 4, 2026
    | Depart 7:00 PM
  2. Day 2
    At Sea
    | Sun Apr 5, 2026
  3. Day 3
    At Sea
    | Mon Apr 6, 2026
  4. Day 4
    At Sea
    | Tue Apr 7, 2026
  5. Day 5
    At Sea
    | Wed Apr 8, 2026
  6. Day 6
    At Sea
    | Thu Apr 9, 2026
  7. Day 7
    At Sea
    | Fri Apr 10, 2026
  8. Day 8
    At Sea
    | Sat Apr 11, 2026
  9. Day 9
    At Sea
    | Sun Apr 12, 2026
  10. Day 10
    At Sea
    | Mon Apr 13, 2026
  11. Day 11
    Ponta Delgada (Azores)
    | Tue Apr 14, 2026
    | 8:00 AM - 6:00 PM
  12. Day 12
    At Sea
    | Wed Apr 15, 2026
  13. Day 13
    At Sea
    | Thu Apr 16, 2026
  14. Day 14
    At Sea
    | Fri Apr 17, 2026
  15. Day 15
    Lisbon
    | Sat Apr 18, 2026
    | Arrive 7:00 AM

Promotions

  • $300 Shipboard Credit
  • Pick Your Perk - Up to $1,000 Onboard Credit per Suite or One Free Pre or Post Hotel Night or Free Upgrade to All-Inclusive Experience for Premium Suite Guests!
  • 14 Nights
  • Apr 4, 2026 / Apr 18, 2026
  • St. Maarten (Philipsburg)
  • Lisbon
  • Wind Surf
bonus offers
  • Onboard Credit
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: $2,626
Suite
From: $3,226
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
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.

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
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.

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.