Windstar Cruise

14 days - Star Collector: Caribbean Explorations [St. Maarten to St. Maarten]

14 days - Star Collector: Caribbean Explorations [St. Maarten to St. Maarten]
Starting from $3,499*

St. Maarten to St. Maarten

Ship: Wind Surf / Wind Spirit

Departure Date : Mar 02 2024 | Mar 09 2024 | Mar 16 2024 | Dec 21 2024 | Dec 28 2024 | Jan 04 2025 | Jan 11 2025 | Jan 25 2025 | Feb 01 2025 | Feb 08 2025 | Feb 15 2025 | Mar 01 2025 | Mar 08 2025 | Mar 15 2025 | Dec 07 2025 | Dec 14 2025 | Dec 21 2025 | Jan 31 2026 | Feb 07 2026 | Feb 28 2026 | Mar 14 2026 | Mar 21 2026

Optional tours are available from most ports for an additional charge.

Itinerary

Day Philipsburg, Sint Maarten
Depart 7:00 PM
"This Leeward island has been famously bisected into French and Dutch territories since 1648, and is referred to both as Saint Martin and Sint Maarten. In their respective capitals�Marigot and Philipsburg�there are ancient stone forts and candy-colored buildings lining winding streets. The Dutch side has a slightly larger population but is a bit smaller, at 34 square kilometers (13 square miles), versus the 53-square-kilometer (20-square-mile) Saint Martin. Named for its founder John Philips, Philipsburg, the capital of the Dutch side, has some excellent international art galleries, thumping discos and popular casinos. Farther afield are beautiful beaches and a seemingly endless array of nature conservancies. With them come extensive opportunities for adventure�hiking, biking and zip lining�and amazing wildlife sightings in the sea, on land and in the sky."
Day Falmouth Harbour, Antigua
Arrive 08:00 AM Depart 06:00 PM
It’s said that Antigua has 365 beaches – one for every day of the year. See how many you can discover as our stay in port stretches to midnight to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.
Falmouth Harbour, Antigua
Day Road Bay, Anguilla
Arrive 08:00 AM Depart 06:00 PM
Anguilla’s name is based on the word for eel in several Romance languages, and its 17-mile length and three-mile width are appropriate to the analogy. The northernmost of the Leeward Islands chain, it is a British overseas territory. With its resources largely limited to an abundance of breathtaking beaches and coral reefs, the island’s main industries are tourism and the lucrative cultivation of offshore banking and insurance tax havens. Road Bay and its village of Sandy Ground comprise the main harbor for ships on the island, although the entire coastline is scalloped with lovely coves and anchorages that make it a magnet for yachtsmen. The official currency is the Eastern Caribbean dollar, although U.S. dollars are widely accepted. They might be well-spent on a luncheon of impeccably fresh seafood from the surrounding seas. There are no less than seven shipwrecks strewn along the island’s barrier reefs, which have made it the wreck-diving capital of the region.
Road Bay, Anguilla
Day Soper's Hole, Tortola, B.V.I. / Jost Van Dyke, Great Harbour, B.V.I.
Arrive 08:00 AM Depart 06:00 PM
Arrive at the boardwalk of Pusser’s Landing and mingle with other yachtsmen in the utterly charming marina at Soper’s Hole. Find a deserted stretch of beach to kick back and ponder this tiny port’s rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime sunset Sail Away and cruise that glides along Sir Francis Drake Channel and on through “The Narrows.”

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

For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.
Soper's Hole, Tortola, B.V.I. / Jost Van Dyke, Great Harbour, B.V.I.
Day Jost Van Dyke, Great Harbour, B.V.I.
Arrive 07:00 AM
For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.
Jost Van Dyke, Great Harbour, B.V.I.
Day Virgin Gorda, Prickly Pear Beach, B.V.I
Arrives 08:00 AM Departs 5:00 PM
A beautiful coral reef wavers just beneath you as your ship makes the break into exclusive North Sound. You can imagine the reaction of the locals watching from The Bitter End Yacht Club as your ship comes around the corner under full canvas. At the other end of the island lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns that you’re free to explore.
Virgin Gorda, Prickly Pear Beach, B.V.I
Day Gustavia, Saint Barthelemy
Arrives 08:00 AM Departs 10:00 PM
"St. Barts, a French territory in the Caribbean's Leeward Islands, is the ultimate jet-set beach destination. Its 14 pristine beaches are jewels set in sparkling waters, the cuisine is infused with a French flair and the scene is cosmopolitan chic. Other islands in the region might be casual and laid-back, but here the dress code is stylish caftans, oversize sunglasses and sky-high heels. And the preferred mode of transportation is the yacht. Gustavia, the capital and main port of St. Barts (also spelled St. Barths), embodies the island's international appeal. A former fishing village, it was named for King Gustav III of Sweden—the Swedes occupied the island in the early 19th century, leaving a legacy of names and sites. The town's winding streets are lined with high-end boutiques, excellent restaurants and plenty of bars where you can toast your visit with a glass of refreshing rosé. A handful of historic sites, including forts and a lighthouse, add to the attractions. "
Gustavia, Saint Barthelemy
Day Philipsburg, Sint Maarten
Arrives 06:00 AM Departs 7:00 PM
"This Leeward island has been famously bisected into French and Dutch territories since 1648, and is referred to both as Saint Martin and Sint Maarten. In their respective capitals�Marigot and Philipsburg�there are ancient stone forts and candy-colored buildings lining winding streets. The Dutch side has a slightly larger population but is a bit smaller, at 34 square kilometers (13 square miles), versus the 53-square-kilometer (20-square-mile) Saint Martin. Named for its founder John Philips, Philipsburg, the capital of the Dutch side, has some excellent international art galleries, thumping discos and popular casinos. Farther afield are beautiful beaches and a seemingly endless array of nature conservancies. With them come extensive opportunities for adventure�hiking, biking and zip lining�and amazing wildlife sightings in the sea, on land and in the sky."
Day Charlestown, Nevis, St Kitts and Nevis
Arrives 08:00 AM Departs 5:00 PM
Pretty, unassuming Nevis might be the definition of laid-back. Charlestown gets excited by the arrival of the daily ferry from St. Kitts. Stroll by the Museum of Nevis History, built on the foundations of the birthplace of U.S. founding father Alexander Hamilton. The 17th and 18th centuries, in fact, were a heyday here. A group of Sephardic Jews arrived from Brazil, from where they had been evicted. They brought with them the secret to crystalizing sugar, which transformed the economy of the Caribbean. Their humble cemetery’s headstones are inscribed in Hebrew and Portuguese, dating from between 1672 to 1768, during which time they made up 25 percent of the island’s populace. Another nice walk is the Nevis Botanical Gardens.
Charlestown, Nevis, St Kitts and Nevis
Day Roseau, Dominica
Arrives 08:00 AM Departs 5:00 PM
"Dominica, an Anglophone island between the French islands of Guadeloupe and Martinique, may well be the most unspoiled of the larger Caribbean islands. With few hotels and no mass tourism to speak of, Dominica is called ""the nature island” for good reason. One of the most dramatic natural wonders in the West Indies sits at the bottom third of the isle. The Boiling Lake is a flooded fumarole (volcanic fissure) whose water emits sulfurous vapors as it bubbles and boils at around 92 degrees Celsius (nearly 200 degrees Fahrenheit). Surrounding the lake is the lush rain forest of Morne Trois Pitons National Park, a UNESCO World Heritage Site. This vital habitat is teeming with birds, tiny tree frogs and vibrant bromeliads. Getting around mountainous Dominica means negotiating winding, twisty roads. The offshore waters are known for some fine diving and whale-watching. With little room to grow, the small capital of Roseau never exploded in size; it still retains many of its colorful colonial-era wooden houses. Street vendors sell everything from fresh fruits and barbecued meats to medicinal herbs and elixirs. "
Roseau, Dominica
Day Pigeon Island, St. Lucia
Arrives 08:00 AM Departs 5:00 PM
The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.
Pigeon Island, St. Lucia
Day Les Saintes, Guadeloupe
Arrive 08:00 AM Depart 06:00 PM
This is the Caribbean as you’ve always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.
Les Saintes, Guadeloupe
Day Basse-Terre, Guadaloupe
Arrives 08:00 AM Departs 10:00 PM
Located on the smaller of Guadeloupe’s two “butterfly wing” lobes, Basse-Terre is the capital of the French overseas department, although smaller than Point-a-Pitre on Grand Terre. It was the island’s first town, founded in 1643, and Fort Saint Charles, now called Fort Delgres, was built in 1650 to protect against English attacks. Visit the Cathedral of Our Lady of Guadeloupe, with its separate Bell Tower, and the Town Hall dating from 1889, which holds seven paintings added in the 1930s and now all registered historical landmarks. The island offers many picturesque fishing villages now welcoming tourists, including Deshaise near Grand Anse beach and Saint Claude in the forested hills. The towering volcano of La Soufriere is part of the National Park, as is the Reserve Cousteau at Pigeon Island, where divers and snorkelers flock to reefs that enchanted the late undersea explorer. The towering Chutes de Carbet waterfalls are another popular natural attraction.
Basse-Terre, Guadaloupe
Day Gustavia, Saint Barthelemy
Arrive 08:00 AM Depart 10:00 PM
"St. Barts, a French territory in the Caribbean's Leeward Islands, is the ultimate jet-set beach destination. Its 14 pristine beaches are jewels set in sparkling waters, the cuisine is infused with a French flair and the scene is cosmopolitan chic. Other islands in the region might be casual and laid-back, but here the dress code is stylish caftans, oversize sunglasses and sky-high heels. And the preferred mode of transportation is the yacht. Gustavia, the capital and main port of St. Barts (also spelled St. Barths), embodies the island's international appeal. A former fishing village, it was named for King Gustav III of Sweden—the Swedes occupied the island in the early 19th century, leaving a legacy of names and sites. The town's winding streets are lined with high-end boutiques, excellent restaurants and plenty of bars where you can toast your visit with a glass of refreshing rosé. A handful of historic sites, including forts and a lighthouse, add to the attractions. "
Gustavia, Saint Barthelemy
Day Philipsburg, Sint Maarten
Arrive 06:00 AM
"This Leeward island has been famously bisected into French and Dutch territories since 1648, and is referred to both as Saint Martin and Sint Maarten. In their respective capitals�Marigot and Philipsburg�there are ancient stone forts and candy-colored buildings lining winding streets. The Dutch side has a slightly larger population but is a bit smaller, at 34 square kilometers (13 square miles), versus the 53-square-kilometer (20-square-mile) Saint Martin. Named for its founder John Philips, Philipsburg, the capital of the Dutch side, has some excellent international art galleries, thumping discos and popular casinos. Farther afield are beautiful beaches and a seemingly endless array of nature conservancies. With them come extensive opportunities for adventure�hiking, biking and zip lining�and amazing wildlife sightings in the sea, on land and in the sky."
 
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