Bridgetown to Oranjestad

  • 18th January 2026
  • 14 Nights
  • Bridgetown
  • Wind Surf
Windstar Cruises

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* based on twinshare stateroom

Your itinerary

  • Bridgetown, Barbados
  • Anse Mitan, Martinique
  • Castries, St. Lucia
  • Pigeon Island, St.Lucia
  • Pigeon Island, St.Lucia
  • Bequia, Grenadines
  • Mayreau, Grenadines
  • St Georges, Grenada
  • Bridgetown, Barbados
  • Man-o-War Bay, Charlotteville, Tobago
  • Mayreau, Grenadines
  • Soufriere, St. Lucia
  • Kralendijk, Bonaire
  • Willemstad, Curacao
  • Oranjestad, Aruba
Day 1

18th Jan '26

Bridgetown, Barbados
An infectiously happy island, with beautiful beaches, balmy weather, and a delightful British flair. As a result of its successful sugar economy in the 17th- to 19th-centuries, you’ll find large manor estates full of fine Barbados mahogany and antiques, along with gaily painted wooden frame houses– the essence of the festive Caribbean. Rum rules in Barbados, and, over the centuries, cane plantations have divided the Bajan landscape into a pretty patchwork of fields, coconut and royal palms, breadfruit, oleander, and citrus trees. More
Less
Arrive

0:00

Depart

18:00

Day 2

19th Jan '26

Anse Mitan, Martinique
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Arrive

8:00

Depart

0:00

Day 3

20th 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

0:00

Depart

6:00

Day 3

20th Jan '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
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Arrive

8:00

Depart

15:00

Day 4

21st Jan '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

17:30

Depart

18:30

Day 5

22nd Jan '26

Bequia, Grenadines
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

18:00

Day 6

23rd 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

8:00

Depart

18:00

Day 7

24th 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 8

25th Jan '26

Bridgetown, Barbados
An infectiously happy island, with beautiful beaches, balmy weather, and a delightful British flair. As a result of its successful sugar economy in the 17th- to 19th-centuries, you’ll find large manor estates full of fine Barbados mahogany and antiques, along with gaily painted wooden frame houses– the essence of the festive Caribbean. Rum rules in Barbados, and, over the centuries, cane plantations have divided the Bajan landscape into a pretty patchwork of fields, coconut and royal palms, breadfruit, oleander, and citrus trees. More
Less
Arrive

8:00

Depart

17:00

Day 9

26th Jan '26

Man-o-War Bay, Charlotteville, Tobago
The large, horseshoe-shaped Man of War Bay is fringed by a palm-studded yellow-sand beach with good swimming. More
Less
Arrive

5:00

Depart

0:00

Day 10

27th 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

8:00

Depart

17:00

Day 11

28th Jan '26

Soufriere, St. Lucia
Soufrière is a town on the West Coast of Saint Lucia, in the eastern Caribbean Sea. The town and the surrounding district has a population of 7,935. It was colonized by the French and was the original capital of the island. More
Less
Arrive

8:00

Depart

18:00

Day 12

29th Jan '26

At Sea
Less
Arrive

0:00

Depart

0:00

Day 13

30th Jan '26

Kralendijk, Bonaire
Kralendijk is the capital of Bonaire, a Dutch island in the Caribbean Sea. Colorful architecture dots the shopping street of Kaya Grandi. The Bonaire Museum displays archaeological finds, shells and old photos. Off the coast is Bonaire National Marine Park, with a coral reef sheltering tropical fish. This stretches west to Klein Bonaire Island, where the sandy beaches provide a nesting ground for sea turtles More
Less
Arrive

0:00

Depart

0:00

Day 14

31st Jan '26

Willemstad, Curacao
The people of the Netherlands established a trading settlement at a fine natural harbour on the Caribbean island of Curaçao in 1634. The town developed continuously over the following centuries. The modern town consists of several distinct historic districts whose architecture reflects not only European urban-planning concepts but also styles from the Netherlands and from the Spanish and Portuguese colonial towns with which Willemstad engaged in trade. More
Less
Arrive

8:00

Depart

22:00

Day 15

1st Feb '26

Oranjestad, Aruba
When it comes to the Caribbean, many islands are blessed with sugar-white beaches, tall palm trees, and friendly bartenders serving up umbrella-topped drinks. But Aruba is like no other island. Over the years, its Dutch West Indies mix of ethnicities has nurtured a deep and interesting cultural mélange—as well as fine cuisine, refined shopping, and vibrant stage shows. Add to that an outdoor world of internationally significant locations for fun-seeking folks of all ages. There is simply no better place on the planet to learn and enjoy windsurfing. The world-renowned steady breezes that fill the sails also keep us cool in a deep Caribbean location that is blissfully below the hurricane path. Sun always shines on our pristine beaches, and that brings a truly global group of travelers to our shores. More
Less
Arrive

8:00

Depart

18:00

Your ship - The Wind Surf

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 more 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.

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 more 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.

Library
Outdoor Pool

Hot Tubs
Massage
Spa
Whirlpool

Bar
Compass Rose
Degrees
Poolside Bar
Terrace Bar
Veranda

Description

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 more 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.

Recreational

Library
Outdoor Pool

Relaxation

Hot Tubs
Massage
Spa
Whirlpool

Food and Drink

Bar
Compass Rose
Degrees
Poolside Bar
Terrace Bar
Veranda

Staterooms

outside

Deluxe Stateroom

suite

Officers’ Suite

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Additional information

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