Grand Caribbean Adventure Wind Surf 2026-01-04

Day 1

4th 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

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Arrive

0:00

Depart

19:00

Day 2

5th 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

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Arrive

8:00

Depart

18:00

Day 3

6th Jan '26

Road Bay, Anguilla

Less

Arrive

8:00

Depart

18:00

Day 4

7th Jan '26

Sopers Hole (Frenchmans Cay)

Soper’s Hole Marina is arguably one of the most picturesque anchorage in the British Virgin Islands. More

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Arrive

8:00

Depart

18:00

Day 4

7th 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 5

8th 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

0:00

Depart

22:00

Day 6

9th 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

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Arrive

8:00

Depart

17:00

Day 7

10th 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

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Arrive

8:00

Depart

22:00

Day 8

11th 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

Day 9

12th Jan '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

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Arrive

8:00

Depart

21:00

Day 10

13th 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

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Arrive

8:00

Depart

18:00

Day 11

14th 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

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Arrive

8:00

Depart

23:00

Day 12

15th 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

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Arrive

8:00

Depart

17:00

Day 13

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

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Arrive

8:00

Depart

17:00

Day 14

17th 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

7:00

Depart

16:00

Day 15

18th Jan '26

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

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Arrive

5:00

Depart

18:00

Day 16

19th Jan '26

Anse Mitan, Martinique

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Arrive

9:00

Depart

23:00

Day 17

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

8:00

Depart

16:00

Day 17

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

Less

Arrive

18:00

Depart

0:00

Day 18

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

0:00

Depart

18:00

Day 19

22nd 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

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Arrive

8:00

Depart

22:00

Day 20

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 21

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

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Arrive

7:00

Depart

14:00

Day 22

25th Jan '26

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

6:00

Depart

18:00

Day 23

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

8:00

Depart

17:00

Day 24

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

18:00

Day 25

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

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Arrive

8:00

Depart

16:00

Day 26

29th Jan '26

At Sea

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Arrive

0:00

Depart

0:00

Day 27

30th Jan '26

Kralendijk

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

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Arrive

13:00

Depart

22:00

Day 28

31st Jan '26

Willemstad

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

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Arrive

8:00

Depart

18:00

Day 29

1st Feb '26

Oranjestad

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

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Arrive

6:00

Depart

18:00

Day 30

2nd Feb '26

At Sea

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Arrive

0:00

Depart

0:00

Day 31

3rd Feb '26

Santa Marta, Colombia

The city’s banana industry, operated by the United Fruit Company, is one of the most important in South America. Santa Marta also has fine beaches and is a tourist center. Founded by the Spanish explorer Rodrigo de Bastidas in 1525, it was often sacked by corsairs in the 16th cent. During colonial times the city was important as an outlet for the Magdalena River valley. It remained royalist during the revolution and was liberated in 1821. Simón Bolívar died on an estate nearby. More

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Arrive

7:00

Depart

18:00

Day 32

4th Feb '26

Cartagena, Colombia

Cartagena is a port city on Colombia’s Caribbean coast. By the sea is the walled Old Town, founded in the 16th century, with squares, cobblestone streets and colorful colonial buildings. With a tropical climate, the city is also a popular beach destination. Reachable by boat are Isla de Barú, with white-sand beaches and palm trees, and the Islas del Rosario, known for their coral reefs. More

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Arrive

8:00

Depart

15:30

Day 33

5th Feb '26

At Sea

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Arrive

0:00

Depart

0:00

Day 34

6th Feb '26

Bocas del Toro, Panama

Bocas del Toro is a province of Panama comprising an island chain off the Caribbean coast, plus a section of nearby mainland with biodiverse rainforest. Isla Colón, the main island, is home to the capital, Bocas Town, a central hub with restaurants, shops and nightlife. Popular beaches include Boca del Drago. Also on Isla Colón is Starfish Beach, named for the numerous sea stars on its ocean floor More

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Arrive

12:01

Depart

17:30

Day 35

7th Feb '26

At Sea

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Arrive

0:00

Depart

0:00

Day 36

8th Feb '26

Colon

Colón is the capital of Colón Province, in Panama. It sits on the Caribbean coast, at the entrance to the Panama Canal. The Canal Expansion Observation Center is a park with viewing platforms over the canal’s Atlantic locks and Gatún Lake. The vast Colón Free Trade Zone offers tax-free shopping. Just west of the city, at the mouth of the Chagres River, Fort San Lorenzo is a well-preserved colonial military structure. More

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Arrive

7:00

Depart

0:00

Day 37

9th Feb '26

Colon

Colón is the capital of Colón Province, in Panama. It sits on the Caribbean coast, at the entrance to the Panama Canal. The Canal Expansion Observation Center is a park with viewing platforms over the canal’s Atlantic locks and Gatún Lake. The vast Colón Free Trade Zone offers tax-free shopping. Just west of the city, at the mouth of the Chagres River, Fort San Lorenzo is a well-preserved colonial military structure. More

Less

Arrive

0:00

Depart

16:00

Day 38

10th Feb '26

Bocas del Toro, Panama

Bocas del Toro is a province of Panama comprising an island chain off the Caribbean coast, plus a section of nearby mainland with biodiverse rainforest. Isla Colón, the main island, is home to the capital, Bocas Town, a central hub with restaurants, shops and nightlife. Popular beaches include Boca del Drago. Also on Isla Colón is Starfish Beach, named for the numerous sea stars on its ocean floor More

Less

Arrive

10:00

Depart

16:00

Day 39

11th Feb '26

Isla San Andres, Colombia

San Andrés is a Colombian island in the Caribbean Sea, off the coast of Nicaragua. It’s known for its coral reefs and reggae music. Lively Spratt Bight Beach features a palm-lined promenade. Offshore is Johnny Cay Park, a small island with coconut groves and white-sand beaches. Old Point Regional Mangrove Park is a wildlife sanctuary, with crabs, iguanas and birds More

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Arrive

13:00

Depart

19:00

Day 40

12th Feb '26

At Sea

Less

Arrive

0:00

Depart

0:00

Day 41

13th Feb '26

At Sea

Less

Arrive

0:00

Depart

0:00

Day 42

14th Feb '26

Roatan

Roatán is an island in the Caribbean, about 65 kilometres off the northern coast of Honduras. It is located between the islands of Útila and Guanaja, and is the largest of the Bay Islands of Honduras. The island was formerly known in English as Ruatan and Rattan. More

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Arrive

9:00

Depart

17:00

Day 43

15th Feb '26

Belize

Belize City is a port city in the Central American country of Belize. It’s divided into north and south sides by Haulover Creek, which opens into the Caribbean Sea. The manually operated 1920s Swing Bridge, a busy crossing point, links the two. On the north side, the Museum of Belize traces the country’s history, with exhibits including Mayan artifacts. The Image Factory gallery shows local contemporary art. More

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Arrive

9:00

Depart

19:00

Day 44

16th Feb '26

Costa Maya

Costa Maya is a stretch of Caribbean coast on Mexico’s eastern Yucatán Peninsula. Mahahual village is known as a popular cruise ship port, with beaches and coral reefs. Offshore, the reefs and mangroves of Banco Chinchorro Biosphere Reserve are inhabited by sharks, dolphins and turtles. To the north, Sian Ka’an Biosphere Reserve is home to jaguars, monkeys and hundreds of bird species. More

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Arrive

8:00

Depart

17:00

Day 45

17th Feb '26

Cozumel

Cozumel, a mostly undeveloped Mexican island in the Caribbean Sea, is a popular cruise ship port of call famed for its scuba diving. At Arrecifes de Cozumel National Park, there’s diving spots around a section of the Mesoamerican Reef and the Museo Subacuático de Arte’s submerged sculptures. Chankanaab is an eco park surrounding a lagoon with underwater caverns, home to dolphins, manatees and sea turtles More

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Arrive

8:00

Depart

18:00

Day 46

18th Feb '26

At Sea

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Arrive

0:00

Depart

0:00

Day 47

19th Feb '26

Grand Cayman

Grand Cayman is the largest of the Cayman Islands, a British Overseas Territory in the Caribbean. George Town, its capital, is home to the Cayman Islands National Museum, dedicated to Caymanian heritage. The city is also a major cruise-ship port and site of the ruins of colonial-era Fort George. Beaches and vibrant coral reefs are the island’s hallmarks. More

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Arrive

8:00

Depart

18:00

Day 48

20th Feb '26

Cayman Brac, Cayman Islands

Cayman Brac is the easternmost island of the Cayman Islands, a British Overseas Territory in the Caribbean Sea. The Bluff, a limestone cliff that runs the length of the island, contains many caves, including Bat Cave. To the east, a lighthouse offers sea views. The Brac Parrot Reserve is home to endangered parrots. Offshore dive sites include the MV Captain Keith Tibbetts, originally a Russian warship. More

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Arrive

7:00

Depart

13:00

Day 49

21st Feb '26

Port Antonio, Jamaica

Port Antonio is a city on Jamaica’s northeast coast and the capital of Portland Parish. It’s known as a gateway to nearby tropical jungles, mountains and waterfalls. In the John Crow Mountains, Reach Falls flows into a river pool. Near Hope Bay, Somerset Falls flows on the grounds of a former plantation. In the east, the Blue Lagoon is known for its blue waters, fed by the Caribbean Sea and underground springs. More

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Arrive

12:01

Depart

18:00

Day 50

22nd Feb '26

At Sea

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Arrive

0:00

Depart

0:00

Day 51

23rd Feb '26

Santo Domingo, Dominican Republic

Santo Domingo is the capital of the Dominican Republic and one of the Caribbean’s oldest cities. Its walled, cobblestoned historic core, the Zona Colonial, has buildings that date to the 1500s, including the cathedral, which was the first built in the New World. On the cafe-lined Plaza de España is the Alcázar de Colón palace. It’s now one of the city’s many museums, displaying notable medieval and Renaissance art. More

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Arrive

13:00

Depart

22:00

Day 52

24th Feb '26

La Romana

Less

Arrive

7:00

Depart

17:00

Day 53

25th Feb '26

At Sea

Less

Arrive

0:00

Depart

0:00

Day 54

26th Feb '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

8:00

Depart

23:59

Day 55

27th Feb '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

8:00

Depart

17:00

Day 56

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

6:00

Depart

0:00

Grand Caribbean Adventure

Your itinerary

Day 1

Philipsburg, St. Martin

Arrive

Depart

Day 2

Falmouth, Antigua

Arrive

Depart

Day 3

Road Bay, Anguilla

Arrive

Depart

Day 4

Sopers Hole (Frenchmans Cay)

Arrive

Depart

Day 4

Great Harbour, Jost Van Dyke, B.V.I

Arrive

Depart

Day 5

Great Harbour, Jost Van Dyke, B.V.I

Arrive

Depart

Day 6

Virgin Gorda, B.V.I

Arrive

Depart

Day 7

Gustavia

Arrive

Depart

Day 8

Philipsburg, St. Martin

Arrive

Depart

Day 9

Basseterre, St. Kitts

Arrive

Depart

Day 10

Little Bay, Montserrat, Bwi

Arrive

Depart

Day 11

Gustavia

Arrive

Depart

Day 12

Les Saintes, Guadeloupe

Arrive

Depart

Day 13

Roseau, Domimica

Arrive

Depart

Day 14

Pigeon Island, St.Lucia

Arrive

Depart

Day 15

Barbados

Arrive

Depart

Day 16

Anse Mitan, Martinique

Arrive

Depart

Day 17

Castries, St Lucia

Arrive

Depart

Day 17

Pigeon Island, St.Lucia

Arrive

Depart

Day 18

Pigeon Island, St.Lucia