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14 Nights - St. Maarten (Philipsburg) Round Trip

14-night Star Collector: Caribbean Explorations

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Wind Surf
cruise info

14 Nights - St. Maarten (Philipsburg) Round Trip

  • Windstar Cruises: Wind Surf
  • |
  • March 14, 2026

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Sat Mar 14, 2026
    | Depart 7:00 PM
  2. Day 2
    Falmouth Harbour, Antigua
    | Sun Mar 15, 2026
    | 8:00 AM - 6:00 PM
  3. Day 3
    Road Bay
    | Mon Mar 16, 2026
    | 8:00 AM - 6:00 PM
  4. Day 4
    Sopers Hole, Tortola
    | Tue Mar 17, 2026
    | 8:00 AM - 6:00 PM
  5. Day 5
    Jost Van Dyke
    | Tue Mar 17, 2026
    | 7:00 PM - 11:59 PM
  6. Day 6
    Jost Van Dyke
    | Wed Mar 18, 2026
    | Depart 10:00 PM
  7. Day 7
    Virgin Gorda
    | Thu Mar 19, 2026
    | 8:00 AM - 5:00 PM
  8. Day 8
    Gustavia
    | Fri Mar 20, 2026
    | 8:00 AM - 10:00 PM
  9. Day 9
    St. Maarten (Philipsburg)
    | Sat Mar 21, 2026
    | 6:00 AM - 7:00 PM
  10. Day 10
    Charlestown
    | Sun Mar 22, 2026
    | 8:00 AM - 5:00 PM
  11. Day 11
    Roseau, Dominica
    | Mon Mar 23, 2026
    | 8:00 AM - 5:00 PM
  12. Day 12
    Pigeon Island, St. Lucia
    | Tue Mar 24, 2026
    | 8:00 AM - 5:00 PM
  13. Day 13
    Iles des Saintes
    | Wed Mar 25, 2026
    | 8:00 AM - 5:00 PM
  14. Day 14
    Gustavia
    | Thu Mar 26, 2026
    | 8:00 AM - 10:00 PM
  15. Day 15
    Basseterre, St. Kitts
    | Fri Mar 27, 2026
    | 8:00 AM - 9:00 PM
  16. Day 16
    St. Maarten (Philipsburg)
    | Sat Mar 28, 2026
    | Arrive 6:00 AM
Sailing Features
  • 14 Nights
  • Mar 14, 2026 / Mar 28, 2026
  • St. Maarten (Philipsburg)
  • St. Maarten (Philipsburg)
  • Wind Surf
  • 16 Land Tours

Suites

Choose the perfect room for you
Oceanview
From: $3,819
Suite
From: $5,519
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.

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
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.

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Wind Surf cruise ship

Windstar Cruises:   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.
  • Maiden Voyage:
    1990
  • Last Refurbished:
    2019
  • Registry:
    Bahamas
  • Gross Tonnage :
    14,745
  • Beam:
    66 ft (20.1 m)
  • Maximum Speed:
    12 knots
  • Ship Length:
    535 ft (163.1 m)
  • Passenger Capacity:
    342
  • Number of Crew:
    210
  • Crew Nationality:
    International
  • Number of Staterooms:
    150
  • Number of Suites:
    21
  • Dining / Restaurants:
    5
  • Pool:
    Yes
  • Number of Decks:
    6
  • Spa:
    Yes
  • Bars / Lounges:
    4
  • Fitness Center:
    Yes
  • Wheelchair Accessible:
    Yes

Ship Information

Explore Your Cruise Ship
  • Dining

  • Bars & Lounges

  • Onboard Activities

  • Outdoor Activities

  • Wellness

The colorfully painted beach houses of Slovenia as seen from a cave
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.
A beautiful wooden foyer with luxury seating and shelves filled with fine items
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.