To find out more about the itinerary for this cruise, select the itinerary items below.
| Day | Date | Port of Call | Arrival | Departure |
|---|---|---|---|---|
| 1 | Saturday, December 26, 2026 | St Martin (Philipsburg), Sint Maarten (Dutch part) | Embark | 19:00 |
The island is shared in two parts as: the northern part Saint-Martin (a French overseas collectivity) and southern part Sint Maarten (of the Kingdom of the Netherlands): hence its name St-Martin / St Maarten. It lies in the NE Caribbean, located 300 km E of Puerto Rico. This tiny island is an extremely popular holiday and duty-free shopping destination famous for its variety of 37 palm-treed beaches that include salt-water ponds. Read more about St Martin (Philipsburg), Sint Maarten (Dutch part) |
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| 2 | Sunday, December 27, 2026 | Gustavia, St Barthelemy | ||
| 3 | Monday, December 28, 2026 | Charlestown | ||
| 4 | Tuesday, December 29, 2026 | Roseau, Dominica | ||
| 5 | Wednesday, December 30, 2026 | Mayreau | ||
| 6 | Thursday, December 31, 2026 | Les Saintes, Guadeloupe | ||
| 7 | Friday, January 1, 2027 | Basseterre, St Kitts | ||
| 8 | Saturday, January 2, 2027 | St Martin (Philipsburg), Sint Maarten (Dutch part) | 06:00 | 19:00 |
|
The island is shared in two parts as: the northern part Saint-Martin (a French overseas collectivity) and southern part Sint Maarten (of the Kingdom of the Netherlands): hence its name St-Martin / St Maarten. It lies in the NE Caribbean, located 300 km E of Puerto Rico. This tiny island is an extremely popular holiday and duty-free shopping destination famous for its variety of 37 palm-treed beaches that include salt-water ponds. Read more about St Martin (Philipsburg), Sint Maarten (Dutch part) |
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| 9 | Sunday, January 3, 2027 | Falmouth Harbour, Antigua | ||
| 10 | Monday, January 4, 2027 | Road Bay, Anguilla | ||
| 11 | Tuesday, January 5, 2027 | Sopers Hole, Tortola, Bvi | ||
| 11 | Tuesday, January 5, 2027 | Great Harbour, Jost Van Dyke | ||
| 12 | Wednesday, January 6, 2027 | Great Harbour, Jost Van Dyke | ||
| 13 | Thursday, January 7, 2027 | Virgin Gorda/Prickly Pear, Bvi | ||
| 14 | Friday, January 8, 2027 | Gustavia, St Barthelemy | ||
| 15 | Saturday, January 9, 2027 | St Martin (Philipsburg), Sint Maarten (Dutch part) | 06:00 | Disembark |
|
The island is shared in two parts as: the northern part Saint-Martin (a French overseas collectivity) and southern part Sint Maarten (of the Kingdom of the Netherlands): hence its name St-Martin / St Maarten. It lies in the NE Caribbean, located 300 km E of Puerto Rico. This tiny island is an extremely popular holiday and duty-free shopping destination famous for its variety of 37 palm-treed beaches that include salt-water ponds. Read more about St Martin (Philipsburg), Sint Maarten (Dutch part) |
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Wind Surf is the flagship sailing ship of the of the Windstar fleet. With a capacity of 342 guests she is the worlds largest sailing ship. The vessel features six decks and a variety of amenities including a spa, fitness centre, multiple dining venues, and a casino. The cabins are spacious and well-appointed, with all the modern comforts of home. What sets Wind Surf apart from other ships is its impressive five-masted rigging, providing an unforgettable sailing experience.
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.
STE, OS
Size: 242-376 square feet (22.5-35 square meters). Some Suites have 2 bathrooms.Yoursquo;ll find the perfect space for time together mdash; and plenty of room for time to yourself. Yoursquo;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.
TX, BX, AX, B, A
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 Lrsquo;Occitanereg; 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: 117ndash;139; all suites (excluding 501). Staterooms with One Queen Size Bed Only (no twin option): 101, 102, 157, 301-304.
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.
Restricted View
Adjoining Suites
Elevator
Modified Accessible Suites
One queen size bed only
Shower only
Shower only (Star Legend)
Windstar Cruises - Luxury Inclusions
Windstar Luxury Inclusions:
• Open dining with no reservations required and room service
• Non-alcoholic beverages, including coffee, tea and soda
• Plush bathrobes and slippers and fresh flowers and fruit in your stateroom or suite
• Onboard entertainment, including local performances in most regions
• Fully equipped water-sports platform and use of all water-sports equipment (weather and port dependant)
• Access to the open bridge, champagne welcome reception and beautiful sail-away from every port
• Access to WorldSpa by Windstar facilities and fitness classes
Ask your Clean Cruising consultant about upgrading to the All Inclusive fare including:
• Wi-Fi, Unlimited Beverage Package including hotel and beverage service fee
Terms & Conditions apply.
Windstar's More Reasons to Say Yes Offer
Book a select sailing and receive:
• Free upgrade to Windstar's All-Inclusive Package*
• Reduced $300 per person deposits*
Windstar's All-Inclusive fare includes:
• Wi-Fi Package & Unlimited Beverage Package*
• Gratuities
Ask your Clean Cruising consultant about our airfare options to join your cruise!
Offer ends 17 November 2026. Terms & Conditions apply.
Hold a cabin or view live cabin availability aboard Wind Surf for this sailing
Speak to our team about your travel plans or book over the phone today!
1800 121 187
Cruiseline: Windstar Ship: Wind Surf Departure: Saturday, December 26, 2026 Nights: 14 nights Departs: St Martin (Philipsburg) Returns: St Martin (Philipsburg)
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