5-night Barefoot Break in the British Virgin Islands

December 2, 2025

Windstar Cruises: Wind Surf

Roundtrip St. Maarten

Vacation Offer ID 1512940

Reference this number when contacting our travel specialist.

From $2,050

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Overview

Ship Info

Activities & Services

Staterooms

Deckplans

The Signature Collection – Exclusive Amenities
The Signature Collection Sailings offer Exceptional Value and Exclusive Amenities.

Cruise Inclusions

5-night Cruise
Meals
Entertainment

Available Add-Ons

Optional shore excursions.
Optional roundtrip airfare.

5-night Barefoot Break in the British Virgin Islands

Destination Guide
Suggested Shore Excursions

Destination	Arrival	Departure
St. Maarten (Philipsburg) St. Maarten (Philipsburg) 12/02/2025 Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.	12/02/2025	12/02/2025
Sopers Hole, Tortola Sopers Hole, Tortola 12/03/2025 Arrive at the boardwalk of Pusser’s Landing and mingle with other yachtsmen in the utterly charming marina at Soper’s Hole. Find a deserted stretch of beach to kick back and ponder this tiny port’s rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime romantic sunset Sail Away.	12/03/2025	12/03/2025
Jost Van Dyke Jost Van Dyke 12/03/2025 For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.	12/03/2025	12/03/2025
Jost Van Dyke Jost Van Dyke 12/04/2025 For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.	12/04/2025	12/04/2025
Virgin Gorda Virgin Gorda 12/05/2025 The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Althought uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns	12/05/2025	12/05/2025
Gustavia Gustavia 12/06/2025 Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by.	12/06/2025	12/06/2025
St. Maarten (Philipsburg) St. Maarten (Philipsburg) 12/07/2025 Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.	12/07/2025	12/07/2025

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 Statistics

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

Dining

Veranda

It's breakfast alfresco, full service or buffet-style, anytime till 9:30 a.m. No need to hurry. Again, the choices are many in Veranda. Choose the sumptuous, seemingly endless buffet. Or, order from the lunch menu between noon and 2:30 p.m. / Here’s the perfect place for a romantic tete-a-tete under the stars in Candles, Windstar’s signature outdoor restaurant transformed by night into a dreamlike paradise. Delectable cuisine, memorable surroundings, inspired wine pairings.

Bars & Lounges

Onboard Activities

Outdoor Activities

Wellness

Oceanview

Ocean View Stateroom (B) $2,050

Category: B
Deck One

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 (BX) $2,150

Category: BX
Deck One

Deluxe Ocean View Stateroom (TX) $2,850

Category: TX
Deck Three

Guarantee Stateroom (Y) Call for pricing

Category: 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.

Suite

Bridge Suite (BS) Call for pricing

Category: BS
Bridge

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.

Bridge Suite (BRS) Call for pricing

Category: BRS

Rates are cruise only, per person, based on double occupancy and include government fees/taxes of $51. Optional transfers and airfare (unless otherwise stated) additional for all guests.

Prices are per person, based on double occupancy and include government fees and taxes. Optional airfare and transfers additional.

All fares are quoted in US Dollars.

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