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Classic Caribbean

GO ALL IN
Dining
£1,679pp
sparks

Go All In

Drinks, gratuities, and WiFi included plus up to 40% off selected sailings.

Voyage Code: WIND1020910
moon 7 nights
anchor Wind Surf
calendar 9 Jan '27

Cruise overview

From the chic harborfront of Gustavia to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.

Philipsburg
Terre-de-Haut
Mayreau Island
Roseau
Basseterre, Saint Kitts
Gustavia
Philipsburg

Itinerary

Day 1

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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Day 2

at-sea At sea

Day 3

Terre-de-Haut

Day 4

Mayreau Island

Day 5

Roseau

Day 6

Basseterre, Saint Kitts

Day 7

Gustavia

Day 8

Philipsburg

Gracious Stateroomsfrom£2,119pp
Spacious Suitesfrom£3,089pp
Opulent Bridge Suitesfrom£3,719pp
Owner's SuiteCall for price
Broadmoor SuiteCall for price
Sea Island SuiteCall for price

Gracious Staterooms

from£2,119pp
Enquire now

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)

Ship features

Wind Surf marries classic sailing romance with modern yacht comforts and upscale amenities.

Overview
Accommodation
Dining
Amenities
Spa
Entertainment
Families
  • 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
Wind Surf 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.

Wind Surf 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.

Wind Surf 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.

Wind Surf Wellness

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.

Wind Surf 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.

Wind Surf 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.