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

21-night Star Collector: A Lesser Antilles Odyssey Cruise

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Wind Surf
cruise info

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

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

itinerary

  1. Day 1
    St. Maarten (Philipsburg)
    | Sun Jan 4, 2026
    | Depart 7:00 PM
  2. Day 2
    Falmouth Harbour, Antigua
    | Mon Jan 5, 2026
    | 8:00 AM - 6:00 PM
  3. Day 3
    Road Bay
    | Tue Jan 6, 2026
    | 8:00 AM - 6:00 PM
  4. Day 4
    Sopers Hole, Tortola
    | Wed Jan 7, 2026
    | 8:00 AM - 6:00 PM
  5. Day 5
    Jost Van Dyke
    | Wed Jan 7, 2026
    | 7:00 PM - 11:59 PM
  6. Day 6
    Jost Van Dyke
    | Thu Jan 8, 2026
    | Depart 10:00 PM
  7. Day 7
    Virgin Gorda
    | Fri Jan 9, 2026
    | 8:00 AM - 5:00 PM
  8. Day 8
    Gustavia
    | Sat Jan 10, 2026
    | 8:00 AM - 10:00 PM
  9. Day 9
    St. Maarten (Philipsburg)
    | Sun Jan 11, 2026
    | 6:00 AM - 7:00 PM
  10. Day 10
    Basseterre, St. Kitts
    | Mon Jan 12, 2026
    | 7:00 AM - 10:00 PM
  11. Day 11
    Little Bay
    | Tue Jan 13, 2026
    | 8:00 AM - 6:00 PM
  12. Day 12
    Gustavia
    | Wed Jan 14, 2026
    | 8:00 AM - 11:00 PM
  13. Day 13
    Deshaies, Guadeloupe
    | Thu Jan 15, 2026
    | 12:30 PM - 10:00 PM
  14. Day 14
    Roseau, Dominica
    | Fri Jan 16, 2026
    | 8:00 AM - 5:00 PM
  15. Day 15
    Pigeon Island, St. Lucia
    | Sat Jan 17, 2026
    | 7:00 AM - 4:00 PM
  16. Day 16
    Bridgetown (Barbados)
    | Sun Jan 18, 2026
    | 5:00 AM - 6:00 PM
  17. Day 17
    Anse Mitan
    | Mon Jan 19, 2026
    | 9:00 AM - 11:00 PM
  18. Day 18
    Castries
    | Tue Jan 20, 2026
    | 8:00 AM - 4:00 PM
  19. Day 19
    Pigeon Island, St. Lucia
    | Tue Jan 20, 2026
    | 6:00 PM - 11:59 PM
  20. Day 20
    Pigeon Island, St. Lucia
    | Wed Jan 21, 2026
    | Depart 6:00 PM
  21. Day 21
    Bequia, Grenadines
    | Thu Jan 22, 2026
    | 8:00 AM - 10:00 PM
  22. Day 22
    Mayreau, Grenadines
    | Fri Jan 23, 2026
    | 8:00 AM - 6:00 PM
  23. Day 23
    St. George's, Grenada
    | Sat Jan 24, 2026
    | 7:00 AM - 2:00 PM
  24. Day 24
    Bridgetown (Barbados)
    | Sun Jan 25, 2026
    | Arrive 6:00 AM
Sailing Features
  • 21 Nights
  • Jan 4, 2026 / Jan 25, 2026
  • St. Maarten (Philipsburg)
  • Bridgetown (Barbados)
  • Wind Surf
  • 24 Land Tours

Suites

Choose the perfect room for you
Suite
From: $11,570
Suite
Deluxe Ocean View Stateroom - TX

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.

Suite
Officer's Suite - OS

Size: 242 square feet (22.5 square meters) and 1 bathroom.
For the ultimate in nautical experiences, reserve the new Officer’s Suite located close to the Bridge where the own ship’s officers have their quarters. With its unique “insider” location and 242 square feet of comfort, the nautically appointed Officer’s Suite offers an experience you won’t find on any other cruise line.

Suite
Suite - STE

Size: 242-376 square feet (22.5-35 square meters). Some Suites have 2 bathrooms. 
You’ll find the perfect space for time together — and plenty of room for time to yourself. You’ll even enjoy two full separate bathrooms. All the amenities of the staterooms await you, plus a beautiful sitting area, and two flat-screen television sets with DVD players.

Suite
Bridge Suite - BRS

Size: 495 square feet (46 square meters).
The ultimate in space and style surrounds you in 495 square feet of pure indulgence. Separate bedroom and living room with an in-suite dining area is an invitation to relaxation. And possibly best of all, your expansive bathroom features both a whirlpool spa tub and a massage shower.

Windstar Cruises Expert Advisors

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Debbie Welch

(520) 232-5501
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Georgia Hathaway

(520) 232-5598
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Whitney Adams

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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
  • Ship Class:
    Wind Class
  • 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.