Windstar Cruises Caribbean: 7 nights from Philipsburg with Wind Surf
Feb 28, 2026

Charlestown

Roseau

Mayreau

Deshaies

Located on the north-west coast, a small fishing village surrounded by high wooded hills, Deshaies is full of charm. Charming small fishing village surrounded by green hills, Deshaies is probably one of the most peaceful places in Guadeloupe. It is in the less populated region of the island that will make you discover the charm of a traditional village with huts and wooden houses in Caribbean style, restaurants, shops and above all, the largest beaches in the entire archipelago. Today, Deshaies is aimed at a solidarity tourism, ecotourism actively involved in the development of the city. Small town with high tourist potential to the north west of Basse-Terre, this territory where sea, mountains, rivers, beaches and valleys form an extraordinary landscape. A road along the Caribbean Sea offers a splendid view of the coast, especially at sunset. Far from the hustle and bustle of the crowds, you can enjoy the landscape of this exceptional site. Wooden houses, colonial style houses, cottages or even eco-lodges are the charm of the city. In fact, the population does not lack friendly addresses. Take the time to savor Caribbean flavors in one of the ten restaurants in the city, you won't be disappointed! 2 km from Deshaies, is the most beautiful beach in Basse-Terre, the famous Grande Anse beach, known for its red sand and many coconut trees. The city, which extends over just under 5,000 inhabitants, has preserved, despite its tourist attractions, a real authenticity. In addition to its beautiful beaches, Deshaies also has beautiful gardens and parks. If you love flowers, tropical plants, animals, all in a serene and relaxing atmosphere, visit the botanical garden of the country, one of the main attractions in Guadeloupe.

Basseterre

During your stop in Basseterre, the lively capital of Saint Kitts and Nevis, get ready to immerse yourself in an authentic Caribbean experience. Start with a walk in the heart of the city, exploring the bustling Independence Square, surrounded by historic colonial-style buildings and colorful local markets. Visit the Immaculate Conception Cathedral and the historic Brimstone Hill Fortress, a UNESCO World Heritage site.

Walk through the imposing walls of the fortress and enjoy breathtaking panoramic views of the ocean and the surrounding islands. For closer contact with nature, head to the Romney Manor Botanical Gardens, where you can admire a vast array of tropical flora.

If you are looking for relaxation, relax on the pristine beaches of South Friars Bay or Cockleshell Beach. The turquoise waters and white sand create a perfect environment for swimming, snorkeling or simply enjoying the sun. Basseterre awaits you with its natural and cultural wonders.

Basseterre: A Caribbean Gem for Your Cruise Departure

Embark on an idyllic Caribbean adventure from Basseterre, the charming capital of St. Kitts. This vibrant port city, with its colonial architecture and lively atmosphere, offers a captivating starting point for your tropical escape. Explore historical sites like Brimstone Hill Fortress, wander through colorful markets, and soak in the island's lush beauty before setting sail. Basseterre promises a warm welcome and a taste of authentic Caribbean life before you even step aboard your luxurious cruise ship.

Tropical Horizons Await from Basseterre

Cruises departing from Basseterre lead to some of the most breathtaking destinations in the Lesser Antilles and beyond. Imagine waking up to new islands each day, from the pristine beaches of Antigua to the volcanic landscapes of St. Lucia. Whether you seek thrilling water sports, serene relaxation, or vibrant local culture, your journey from Basseterre will be filled with unforgettable moments. The convenience and beauty of this port make it an ideal choice for those dreaming of a truly immersive Caribbean cruise experience, leaving you refreshed and inspired by every stop.

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.