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Windstar Cruises : 15 nights from Lisbon with Wind Surf
Nov 5, 2027

Portugal, Virgin Islands, Sint Maarten
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from $3,429
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with Wind Surf from $3,428.75
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Cruise itinerary
Departure Port: Lisbon ➞ Landing: Philipsburg

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    Monday, November 8, 2027 8:00 AM - 3:00 PM
    Funchal chevron_right
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    Friday, November 19, 2027 8:00 AM - 6:00 PM
    Jost Van Dyke chevron_right
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    Saturday, November 20, 2027 6:00 AM 11:59 PM
    Philipsburg chevron_right
Lisbon

Lisbon

Perched on steep slopes overlooking the Tagus River, Lisbon offers all the pleasures you'd expect from Portugal's main attraction.

The capital of Portugal, Lisbon (in Portuguese Lisboa) has experienced a great rebirth in recent years, with a lively and flourishing contemporary culture. Perched on the coast of the Atlantic Ocean, Lisbon is one of the rare European cities that face the ocean and use water as an element that defines the city. Lisbon enchants travelers with its white limestone buildings, intimate alleys and an ancient charm that makes it a popular destination all year round.

Funchal

Funchal

The famous Portuguese poet, Júlio Dinis described Funchal as: ‘The sea on one side, the mountains on the other and between these two majestic splendours, the city smiles like a sleeping child, safe and warm, between its parents’. Funchal, the capital of the Portuguese island of Madeira is the soul of Portugal. Settlers over 500 years ago were attracted to this sheltered place, which is structured like a natural ‘amphitheatre’. Gentle slopes, abundant greenery and flowers, rise above the pretty harbour for almost 1,200 metres. The port is located 15-minute walk from the city center, in Funchal's magnificent bay with its sparkling blue waters. Due to its strategic mid-Atlantic location, Madeira has been a stopover point for ocean-going ships for many years.

Funchal, the capital of the Portuguese island of Madeira is the soul of Portugal. Colonists over 500 years ago were drawn to this sheltered place, which is structured like a natural 'amphitheater'. Gentle slopes, abundant greenery and flowers, rise above the pretty port for almost 1200 meters. The magnificent bay of Funchal, with its sparkling blue waters, is home to the port, a 15-minute walk from the city center. Thanks to its strategic mid-Atlantic location, Madeira has been a stopping point for ocean-going ships for many years.

Jost Van Dyke

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.

Philipsburg

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.