Windstar Cruises Caribbean: 7 nights from Philipsburg with Wind Surf
Mar 7, 2026

Tortola Island

Tortola Island, a mountainous island of volcanic origin, is the largest and most populous of the British Virgin Islands. Once a place of refuge for buccaneers, today it is an ideal destination for all those who love unspoiled nature and water sports. Crystal clear waters, unspoiled nature and long beaches make the island's landscape unique. The crystal clear waters allow for numerous water sports such as snorkeling.

Get ready to wear your snorkel and mask to enjoy the beauty of the seabed and the animals that inhabit it. If you think that what I am saying is not enough, imagine diving into the waters of the island and seeing with your own eyes ancient shipwrecks, coral gardens and underwater mountains. Needless to say, this is an unforgettable experience that happens a few times in life.

One of the best ways to reach Tortola Island is aborad a cruise ship. Choose a cruise that depart from Tortola Island or that has the island as a stop is the ideal choice for those who want to discover the beauties of the island both during navigation and once you reach the island.

Virgin Gorda

Tortola Island

Tortola Island, a mountainous island of volcanic origin, is the largest and most populous of the British Virgin Islands. Once a place of refuge for buccaneers, today it is an ideal destination for all those who love unspoiled nature and water sports. Crystal clear waters, unspoiled nature and long beaches make the island's landscape unique. The crystal clear waters allow for numerous water sports such as snorkeling.

Get ready to wear your snorkel and mask to enjoy the beauty of the seabed and the animals that inhabit it. If you think that what I am saying is not enough, imagine diving into the waters of the island and seeing with your own eyes ancient shipwrecks, coral gardens and underwater mountains. Needless to say, this is an unforgettable experience that happens a few times in life.

One of the best ways to reach Tortola Island is aborad a cruise ship. Choose a cruise that depart from Tortola Island or that has the island as a stop is the ideal choice for those who want to discover the beauties of the island both during navigation and once you reach the island.

Tortola Island

Tortola Island, a mountainous island of volcanic origin, is the largest and most populous of the British Virgin Islands. Once a place of refuge for buccaneers, today it is an ideal destination for all those who love unspoiled nature and water sports. Crystal clear waters, unspoiled nature and long beaches make the island's landscape unique. The crystal clear waters allow for numerous water sports such as snorkeling.

Get ready to wear your snorkel and mask to enjoy the beauty of the seabed and the animals that inhabit it. If you think that what I am saying is not enough, imagine diving into the waters of the island and seeing with your own eyes ancient shipwrecks, coral gardens and underwater mountains. Needless to say, this is an unforgettable experience that happens a few times in life.

One of the best ways to reach Tortola Island is aborad a cruise ship. Choose a cruise that depart from Tortola Island or that has the island as a stop is the ideal choice for those who want to discover the beauties of the island both during navigation and once you reach the island.

Jost Van Dyke

During your cruise ship stop in Jost Van Dyke, you will discover a tropical paradise rich in adventure and relaxation. Start your day with a visit to White Bay, famous for its white sand and crystal clear waters. Relax under the palm trees, swim in the turquoise waters or snorkel to explore the vibrant marine life.

Don't miss the opportunity to visit Foxy's Tamarind Bar, a local institution where you can enjoy delicious Caribbean cocktails and typical dishes while listening to live music. For an unforgettable experience, take a boat trip to visit the spectacular caves of Norman Island.

If you are an adventure lover, take a short hike to the top of Jost Van Dyke to enjoy breathtaking views of the island and the surrounding sea.

Jost Van Dyke offers you a perfect mix of natural beauty, local culture and exciting activities, guaranteeing an unforgettable stop during your cruise.

Gustavia

Gustavia is the capital of Saint Barthélemy, a Caribbean island that combines French charm with tropical warmth. During a cruise ship stop, there are many exciting activities to do and places to explore.

Start your visit with a walk through the center of Gustavia, where you can admire the colorful colonial-style houses, shop in luxury boutiques and enjoy local cuisine in fine restaurants and cafes. The port of Gustavia is also an ideal place for a relaxing walk, with breathtaking views of the boats and yachts moored there.

The island's history is well represented by Fort Gustav, which offers a panoramic view of the city and the harbor. The fort is a great place to take photos and learn about the colonial history of Saint Barthélemy.

For sea lovers, there are several nearby beaches that are worth visiting. Shell Beach, a short walk from the center, is perfect for swimming and relaxing. If you prefer a more adventurous experience, you can go snorkeling or scuba diving in the crystal clear waters around the island, exploring the rich marine life and coral reefs.

A visit to the many art galleries and museums in Gustavia cannot be missed, where you can discover local art and culture. Finally, end your day with a romantic dinner in one of the restaurants overlooking the sea, savoring French and Caribbean cuisine while the sun sets on the horizon.

In summary, Gustavia offers a perfect combination of history, culture, shopping, nature and relaxation, making your cruise stop an unforgettable experience.

Philipsburg

Philipsburg is the capital of Sint Maarten in the Caribbean Sea. It is one of the best cruise ship ports in the Caribbean famous for shopping.

Philipsburg is the capital of the Dutch part of the island of St. Maarten, a Caribbean island divided into Dutch and French (Saint Martin). Business seekers flock to the duty-free shops and tax-free sales of the long Philipsburg shopping district. Visitors can also enjoy art galleries in the city, historical fortresses, casinos, and zoos, as well as Great Bay Beach and the boardwalk.