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Star Collector: Caribbean Explorations, 19 December 2026
FREE ALL-INCLUSIVE OFFER
Free All-Inclusive Offer
Drinks, gratuities, and WiFi included plus exclusive savings on selected sailings - only with The Cruise Line. Secure your suite or stateroom with a £150pp deposit (applies to voyages departing more than 90 days after the date of booking).
14 nights
Wind Surf
19 Dec '26Cruise overview
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Itinerary
Philipsburg
The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village’s dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It’s generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander’s home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.
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Gustavia
Falmouth
Road Bay
Sopers Hole, Tortola
Great Harbour, Jost Van Dyke
At sea
Philipsburg
Gustavia
At sea
Roseau
Mayreau Island
Terre-de-Haut
Basseterre, Saint Kitts
Philipsburg
Gracious Staterooms
Size (approx): ~188 sq ft
Stylish comfort and ocean views welcome you with beautifully designed comfort.
Amenities
- Queen or Twin Configuration
- Lounge Area
- Shower
- Toiletries Provided
- Room Service Available
- Suite Benefits
- TV
- Wi-Fi (Additional Cost)
- Safe
- Hair Dryer
- Desk
- Vanity Area
- Telephone
- Mini Bar (Additional Cost)
Broadmoor Suite/Sea Island Suite
Size (approx): ~495 sq ft
Flagship suite offering distinct bedroom and living room, luxury bathroom, and premium features.
- Queen or Twin Configuration
- Lounge Area
- Shower
- Toiletries Provided
- Room Service Available
- TV
- Safe
- Hair Dryer
- Telephone
- Desk
- Mini Bar (Additional Cost)
Owner's Suite
Size (approx): ~242 sq ft
The Owner’s Suite blends timeless elegance with subtle curves, leather accents, and tailored patterns.
- Lounge Area
- Room Service Available
- Queen or Twin Configuration
- Vanity Area
- Shower
- Toiletries Provided
- Mini Bar (Additional Cost)
- TV
- Wi-Fi (Additional Cost)
- Safe
- Hair Dryer
- Telephone
- Desk
Spacious Suites
Size (approx): ~376 sq ft
Spacious suite with separate sitting area, luxurious finishes and excellent views.
- Queen or Twin Configuration
- Shower
- Toiletries Provided
- Room Service Available
- TV
- Wi-Fi (Additional Cost)
- Safe
- Hair Dryer
- Desk
- Lounge Area
- Vanity Area
- Telephone
- Mini Bar (Additional Cost)
Gracious Staterooms
Size (approx): ~188 sq ft
Stylish comfort and ocean views welcome you with beautifully designed comfort.
- Queen or Twin Configuration
- Lounge Area
- Shower
- Toiletries Provided
- Room Service Available
- Suite Benefits
- TV
- Wi-Fi (Additional Cost)
- Safe
- Hair Dryer
- Desk
- Vanity Area
- Telephone
- Mini Bar (Additional Cost)
Star Deck
- Stella Bistro
- Veranda/Candles
- Fitness Centre
- Terrace Bar
Bridge Deck
- Bridge
- World Spa by Windstar
- Compass Rose Bar
- Owner’s Suite
- Broadmoor Suite
- Sea Island Suite
Main Deck
- Amphora Restaurant
- Amphora Wine Room
- Lounge
- Reception
- Yacht Club Café
- Cruise Consultant Desk
- Destination Desk
- Star Boutique
- Pool / Pool Bar / Whirlpools
Deck Three
- Suites
- TX Staterooms
Deck Two
- Watersports Platform
- A Staterooms
- AX Staterooms
Deck One
- BX Staterooms
- B Staterooms
- Medical Facility
Ship features
Wind Surf marries classic sailing romance with modern yacht comforts and upscale amenities.
- Five large sails up to 67.5 m high
- Full-service spa, fitness centre and wellness offerings
- Multiple dining outlets including AmphorA, Stella Bistro and Candles
- Open-bridge policy allowing guest visits
- Watersports platform with snorkeling, paddleboards etc.
- Indoor & outdoor lounges, bars, library, photo gallery
- Pools, two whirlpools and reclining decks
- Boutique shopping and signature shop
Accommodation
Accommodation
The ship offers a variety of staterooms and suites, all refined in style. Bridge Suites and Officer’s Suites deliver extra space and views. Amenities include plush linens, private bathrooms, in-room entertainment, climate control, and luxury toiletries.
Dining
Dining
Wind Surf’s culinary programme spans a range of refined options. AmphorA Restaurant offers elegant plated dining. Stella Bistro provides a more casual, lighter menu. Candles serves romantic dinners under the stars, and the Veranda or Yacht Club Espresso & Sandwich Bar accommodate informal bites. The Terrace Bar and Pool Bar support dining al fresco, while room service ensures flexibility. All venues reflect seasonal and local ingredients across menus.
Amenities
Amenities
Guests are pampered with a full spa, fitness centre, open decks, signature lounges (Compass Rose, The Lounge), open-bridge access and boutique shopping. The ship also features a photo gallery, watersports platform, two whirlpools, swimming pool and multiple bars.
Spa
Spa
WindSpa provides massage and beauty treatments, a sauna and wellness therapies in a tranquil setting. Guests can unwind after active days of sailing and excursions with refreshing treatments and relaxation zones.
Entertainment
Entertainment
Evening ambience is elegant and relaxed: live music in lounges, guest lectures, stargazing sessions, sail-raising ceremonies and casual gatherings. The Compass Rose and Lounge host refined social evenings.
Families
Families
Wind Surf is primarily geared toward adult travellers and couples, but families may be accommodated in certain suites. The ship’s atmosphere remains upscale and calm rather than child-centric.