HomeSearchClassic Caribbean – St. Maarten to St. Maarten – Wind Surf – Windstar Cruises – 2026-02-28
Wind Surf
Wind
Captain-bridge
Compass-rose
Deck
Lounge
Lounge-bar
Pool-bar
Spa
Yacht-club-cafe
angelos-entrance
destination-briefings
live-music-duo
stella-bistro
veranda
yoga

Classic Caribbean – St. Maarten to St. Maarten

  • 28th February 2026
  • 7 Nights
  • Philipsburg
  • Wind Surf
Windstar Cruises

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Balcony price from

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Outside price from

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Suite price from

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* based on twinshare stateroom

Call 13 70 79 Enquire

Your itinerary

  • Philipsburg, St. Martin
  • Charlestown, Nevis
  • Roseau, Domimica
  • Pigeon Island, St.Lucia
  • Les Saintes, Guadeloupe
  • Gustavia
  • Basseterre, St. Kitts
  • Philipsburg, St. Martin
Day 1

28th Feb '26

Philipsburg, St. Martin
Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops and casinos. The St. Maarten Zoo is home to parrots, monkeys and a playground. Sint Maarten Museum displays artifacts from the indigenous Arawak people. The ruins of 17th-century Fort Amsterdam stand on a nearby peninsula. More
Less
Arrive

0:00

Depart

19:00

Day 2

1st Mar '26

Charlestown, Nevis
Charlestown is a historic waterfront neighborhood with Irish-American roots. The Freedom Trail climbs streets lined with brick townhouses and clapboard triple-decker homes to the Bunker Hill Monument, site of a key Revolutionary War battle. The 1797 U.S.S. Constitution warship and its museum are in the Charlestown Navy Yard. Main Street’s traditional pubs and stylish restaurants draw young professionals and families More
Less
Arrive

8:00

Depart

17:00

Day 3

2nd Mar '26

Roseau, Domimica
Roseau is the capital of the Caribbean island nation of Dominica. It’s on the southwest coast and known for its 18th-century Creole architecture. Its cobblestone Old Market, formerly a slave auction site, sells crafts and fruit. It’s next to the Dominica Museum, with exhibits on the country’s natural and cultural history. The Dominica Botanic Gardens showcase tropical flora and native Sisserou parrots. More
Less
Arrive

8:00

Depart

17:00

Day 4

3rd Mar '26

Pigeon Island, St.Lucia
The twin towers of the Pitons, two volcanic peaks rising to more than 2,400 feet, mark St. Lucia, an island of lush green valleys, acres of banana plantations, and bubbling sulfur springs. 24 miles of vibrant reef make St. Lucia a haven for divers and snorkelers. Pigeon Island National Park, a 40-acre island connected to the mainland by a causeway, was once a pirates’ hideaway. Today, impressive ruins of old English forts, archaeological relics of Arawak Indians, and splendid beaches make this a fascinating place to explore. More
Less
Arrive

8:00

Depart

17:00

Day 5

4th Mar '26

Les Saintes, Guadeloupe
The Îles des Saintes, or Les Saintes, are dependency islands of Guadeloupe, a French overseas territory in the Caribbean. The main island, Terre-de-Haut, is known for Pain de Sucre Beach’s coral-rich waters and palm-lined Les Saintes Bay. Overlooking the bay is 19th-century Fort Napoléon, with a museum and cactus garden. Trails cross the volcanic landscape of Terre-de-Bas Island, home to tranquil Grand Anse Beach. More
Less
Arrive

8:00

Depart

18:00

Day 6

5th Mar '26

Gustavia
Gustavia is the main town and capital of the island of Saint Barthélemy. Originally called Le Carénage, it was renamed in honor of King Gustav III of Sweden. More
Less
Arrive

8:00

Depart

22:00

Day 7

6th Mar '26

Basseterre, St. Kitts
Basseterre, set against the irresistible backdrop of St. Kitts’ emerald green hills and punctuated by elegant Georgian architecture, is one of the best of the Caribbean’s small capitals. More
Less
Arrive

8:00

Depart

22:00

Day 8

7th Mar '26

Philipsburg, St. Martin
Philipsburg is the capital of Sint Maarten, the Dutch side of the Caribbean island Saint Martin. Beachfront bars line the boardwalk along Great Bay. Voorstraat, or Front Street, has duty-free shops and casinos. The St. Maarten Zoo is home to parrots, monkeys and a playground. Sint Maarten Museum displays artifacts from the indigenous Arawak people. The ruins of 17th-century Fort Amsterdam stand on a nearby peninsula. More
Less
Arrive

6:00

Depart

0:00

Your ship - The Wind Surf

Wind Surf
Wind
Captain-bridge
Compass-rose
Deck
Lounge
Lounge-bar
Pool-bar
Spa
Yacht-club-cafe
angelos-entrance
destination-briefings
live-music-duo
stella-bistro
veranda
yoga
Description Food and Drink Entertainment Relaxation Fitness Other
On any day, our 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...re than skin deep. During their cruise, you will find the perfect setting for ‘making an entrance’ in the beautiful reception area – and, appropriately, that’s only the beginning. When you return to your stateroom, the luxury gets personal. Windstar’s signature bowls of flowers and fresh fruit will still be waiting for you, along with rich tufted headboards, soft seascape colors, beautiful new upholstery, and fine count Egyptian cotton linens welcome you to an oasis of relaxing indulgence. Wind Surf recently underwent a significant renovation in November 2019 of public spaces and suites, including an expanded lounge with new lights and sound for upcoming stage performances. Relax into the destinations you’re visiting at the new World Spa by Windstar, which will offer regional spa treatments, including massage styles like Swedish, Japanese Shiatsu and Hawaiian Lomi Lomi. A new Officer’s Suite, which might be the only one of its kind, provides you the chance to stay in the heart of the officer quarters tucked right behind the Bridge. Everything about Wind Surf speaks of welcome. Come aboard and see it for yourself. More Less
  • Champagne welcome reception
    champagne welcome reception
    More
  • Cooking demonstration
    cooking demonstration
    More
  • Filtered water
    filtered water
    More
  • Locally inspired food
    locally inspired food
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  • Meals in our venues
    meals in our venues
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  • Onboard barbecue
    onboard barbecue
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  • Room service
    room service
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  • Sodas and bottled water
    sodas and bottled water
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  • Specialty restaurants
    specialty restaurants
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  • Specialty tea and coffee
    specialty tea and coffee
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  • Crew talent show
    crew talent show
    More
  • Entertainment
    entertainment
    More
  • Live music
    live music
    More
  • Movies on demand
    movies on demand
    More
  • Performances on board
    performances on board
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  • Watersports
    watersports
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  • Spa
    spa
    More
  • Gym
    gym
    More
  • Yoga classes
    yoga classes
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  • Digital newsstand
    digital newsstand
    More
  • Essentials
    essentials
    More
  • Guest speakers
    guest speakers
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  • In room robes and slippers
    in room robes and slippers
    More
  • Market tours with the chef
    market tours with the chef
    More
  • Meals in our venues
    meals in our venues
    More
  • Navigation lessons
    navigation lessons
    More
  • Nightly port talks
    nightly port talks
    More
  • Sail away event
    sail away event
    More
  • Shoe polishing services
    shoe polishing services
    More
  • Snorkel
    snorkel
    More
  • Star boutique
    star boutique
    More

Staterooms

outside

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. You ... r 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.

More

suite

Stylish comfort and ocean views welcome you in 188 square feet of beautifully designed comfort. You ... r 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.

More

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  • 21 Mar 2026
    Classic Caribbean - St. Maarten to St. Maarten
    Wind Surf- 7Nights
    7
    Inside price from
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*Based on Twinshare cabin

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Call 13 70 79 or enquire to book this cruise

Passenger first name limit

Due to cruise line restrictions for online bookings, we ask that passengers with first names exceeding 10 characters to please ring us on 1300 269 432 so we can help you complete your booking.

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Passenger last name limit

Due to cruise line restrictions for online bookings, we ask that passengers with last names exceeding 15 characters to please ring us on 1300 269 432 so we can help you complete your booking.

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Passenger name limit

Due to cruise line restrictions for online bookings, we ask that passengers with first names exceeding 10 characters and/or last names exceeding 15 characters to please ring us on 
1300 269 432 so we can help you complete your booking.

Close