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Cruise ship

5 Nights - St. Maarten (Philipsburg) Round Trip

5-night Barefoot Break in the British Virgin Islands Cruise

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Wind Surf
cruise info

5 Nights - St. Maarten (Philipsburg) Round Trip

  • Windstar Cruises: Wind Surf
  • |
  • December 2, 2025

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Tue Dec 2, 2025
    | Depart 7:00 PM
  2. Day 2
    Sopers Hole, Tortola
    | Wed Dec 3, 2025
    | 8:00 AM - 6:00 PM
  3. Day 3
    Jost Van Dyke
    | Wed Dec 3, 2025
    | 7:00 PM - 11:59 PM
  4. Day 4
    Jost Van Dyke
    | Thu Dec 4, 2025
    | Depart 10:00 PM
  5. Day 5
    Virgin Gorda
    | Fri Dec 5, 2025
    | 8:00 AM - 5:00 PM
  6. Day 6
    Gustavia
    | Sat Dec 6, 2025
    | 8:00 AM - 10:00 PM
  7. Day 7
    St. Maarten (Philipsburg)
    | Sun Dec 7, 2025
    | Arrive 6:00 AM
Itinerary map
Roundtrip St. Maarten
Sailing Features
  • 5 Nights
  • Dec 2, 2025 / Dec 7, 2025
  • St. Maarten (Philipsburg)
  • St. Maarten (Philipsburg)
  • Wind Surf
  • 7 Land Tours
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.