St. Maarten to St. Maarten

  • 14th January 2026
  • 17 Nights
  • Philipsburg
  • Wind Spirit
Windstar Cruises

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* based on twinshare stateroom

Your itinerary

  • Philipsburg, St. Martin
  • Little Bay, Montserrat, Bwi
  • Roseau, Domimica
  • Castries, St Lucia
  • Mayreau, Grenadines
  • St Georges, Grenada
  • Bequia
  • Anse Mitan, Martinique
  • Les Saintes, Guadeloupe
  • Gustavia
  • Philipsburg, St. Martin
  • Sopers Hole (Frenchmans Cay)
  • Great Harbour, Jost Van Dyke, B.V.I
  • Virgin Gorda, B.V.I
  • Gustavia
  • Road Bay, Anguilla
  • Falmouth, Antigua
  • Philipsburg, St. Martin
Day 1

14th Jan '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

15th Jan '26

Little Bay, Montserrat, Bwi
Little Bay is a town under construction, intended to be the future capital of the Caribbean island of Montserrat. It is adjacent to Brades. More
Less
Arrive

8:00

Depart

17:00

Day 3

16th Jan '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

18:00

Day 4

17th Jan '26

Castries, St Lucia
Castries is the capital of the island nation of St. Lucia, in the Caribbean Sea. It’s known for palm-lined Vigie Beach and as a port of call for cruise lines, with duty-free shopping near the harbor. The Cathedral Basilica of the Immaculate Conception, with its colorful murals, sits by leafy Derek Walcott Square park. Lively Castries Market is nearby. In the south, Morne Fortune hill offers views of the city More
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Arrive

8:00

Depart

20:00

Day 5

18th Jan '26

Mayreau, Grenadines
In the north of Mayreau is Salt Whistle Bay, a perfect half moon beach, separating the Atlantic from the Caribbean side with a sand spit only 50 yards wide, fringed by palm trees. The windward side of Mayreau is one huge deserted beach; you could spend days picnicking, sunbathing and snorkeling in the underwater world of Mayreau Garden. The southwestern, leeward beach is Saline Bay, nearly a mile of white sand with calm, clear water – ideal to bring your family! More
Less
Arrive

7:00

Depart

18:00

Day 6

19th Jan '26

St Georges, Grenada
St. George’s is the capital city of the Caribbean island of Grenada. In the town center, the 18th-century Fort George offers panoramic views of the island and St. George’s Bay. Nearby, Fort Matthew was formerly a battleground and, later, an asylum, and has underground tunnels. The Grenada National Museum hosts exhibits about the history of the region, including the plantation economy and the whaling industry. More
Less
Arrive

8:00

Depart

22:00

Day 7

20th Jan '26

Bequia
Bequia is the second-largest island in the Grenadines at 7 square miles. It is part of the country of Saint Vincent and the Grenadines and is approximately 15 kilometres from the nation’s capital, Kingstown, on the main island, Saint Vincent. Bequia means “island of the clouds” in the ancient Arawak. More
Less
Arrive

8:00

Depart

17:00

Day 8

21st Jan '26

Anse Mitan, Martinique
Less
Arrive

8:00

Depart

18:00

Day 9

22nd Jan '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

17:00

Day 10

23rd Jan '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 11

24th Jan '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

19:00

Day 12

25th Jan '26

Sopers Hole (Frenchmans Cay)
Soper’s Hole Marina is arguably one of the most picturesque anchorage in the British Virgin Islands. More
Less
Arrive

8:00

Depart

18:00

Day 13

26th Jan '26

Great Harbour, Jost Van Dyke, B.V.I
Inviting beaches and tiny shops selling local treasures welcome you to this quiet island haven. Don’t miss dining with your feet in the sand at Foxy’s on the beach-a perfect lunch stop! More
Less
Arrive

19:00

Depart

0:00

Day 14

27th Jan '26

Virgin Gorda, B.V.I
The most chic resorts of the British Virgin Isles are located on Virgin Gorda, an eight-square-mile island divided nearly in two, with settlements at each end. The south of the island is best known for the curious assembly of house- sized rocks called “the Baths,” which are jumbled together to form huge underground pools and caverns. The beach at the Baths is large, wide, and sandy – perfect for sunning and swimming. More
Less
Arrive

7:00

Depart

17:00

Day 15

28th Jan '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 16

29th Jan '26

Road Bay, Anguilla
Less
Arrive

8:00

Depart

18:00

Day 17

30th Jan '26

Falmouth, Antigua
Surrounded by many abandoned sugar mills, the small village of Falmouth is protected in a large horseshoe-shaped bay. Falmouth was the first settlement on Antigua set up by the British. Today Falmouth is a quiet village surrounded by old sugar plantations and mills with the main historic building of interest being St Paul’s Church. The main center of activity in Falmouth Harbour is on the eastern side of the large horse-shoe bay where the shops, restaurants and marina are located. More
Less
Arrive

8:00

Depart

17:00

Day 18

31st Jan '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 Spirit

The Wind Spirit is a sleek, 4-masted sailing ship accommodating 148 guests. With four decks and a gross tonnage of 5,736, Wind Spirit feels like your own private small ship.

Wind Spirit features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda.

All staterooms have ocean views, queen beds, flat-screen TV with DVD player, and Bose SoundDock speakers for Apple iPods. The Owner’s Suite includes a sitting area.

Wind Spirit offers two primary dining venues. Amphora restaurant offers gourmet, course-by-course cuisine in the evenings and Veranda restaurant offers casual buffet and full-service dining for breakfast and lunch. All dining is open seating. And, for dining under the stars, make a reservation for Candles which features steaks and skewers.

Wind Spirit amenities include: WindSpa, Watersports Platform, Lounge, Library, Pool, and Hot Tub.

The Wind Spirit is a sleek, 4-masted sailing ship accommodating 148 guests. With four decks and a gross tonnage of 5,736, Wind Spirit feels like your own private small ship.

Wind Spirit features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda.

All staterooms have ocean views, queen beds, flat-screen TV with DVD player, and Bose SoundDock speakers for Apple iPods. The Owner’s Suite includes a sitting area.

Wind Spirit offers two primary dining venues. Amphora restaurant offers gourmet, course-by-course cuisine in the evenings and Veranda restaurant offers casual buffet and full-service dining for breakfast and lunch. All dining is open seating. And, for dining under the stars, make a reservation for Candles which features steaks and skewers.

Wind Spirit amenities include: WindSpa, Watersports Platform, Lounge, Library, Pool, and Hot Tub.

Library
Outdoor Pool

Bar
Poolside Bar
Veranda

Hot Tubs
Massage
Spa
Whirlpool

Description

The Wind Spirit is a sleek, 4-masted sailing ship accommodating 148 guests. With four decks and a gross tonnage of 5,736, Wind Spirit feels like your own private small ship.

Wind Spirit features wide open, teak decks—quite unusual for small ships. Guests will find hidden nooks for private moments giving them a feeling of being on their own private veranda.

All staterooms have ocean views, queen beds, flat-screen TV with DVD player, and Bose SoundDock speakers for Apple iPods. The Owner’s Suite includes a sitting area.

Wind Spirit offers two primary dining venues. Amphora restaurant offers gourmet, course-by-course cuisine in the evenings and Veranda restaurant offers casual buffet and full-service dining for breakfast and lunch. All dining is open seating. And, for dining under the stars, make a reservation for Candles which features steaks and skewers.

Wind Spirit amenities include: WindSpa, Watersports Platform, Lounge, Library, Pool, and Hot Tub.

Recreational

Library
Outdoor Pool

Food and Drink

Bar
Poolside Bar
Veranda

Relaxation

Hot Tubs
Massage
Spa
Whirlpool

Staterooms

outside

Every inch of your stateroom is designed for comfort. Luxurious Egyptian cotton linens wrap you in ... pleasant sleepiness as you stretch out in your queen bed (can be separated into twins if you prefer). Your spacious bath features granite counter tops, ample storage, and a roomy shower with massage shower head. L’Occitane® bath products invite you to indulge, while comfy waffle-weave robe and slippers entice you to relax. You’ll find fresh fruit and flowers always waiting for you after a day of sun or sightseeing. And, of course, everything else you need and expect — flat-screen television and DVD, private safe. And always at your fingertips, anything you wish from room service.

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suite

With an expansive 220 square feet, the Owner’s Suite gives you everything offered in a stateroom, p ... lus lots more, including a beautiful sitting area and separate in-room dining space.

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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