7 days - Classic Caribbean [Philipsburg, St. Maarten to Philipsburg, St. Maarten]
Starting from
$2,299*
Philipsburg, St. Maarten to Philipsburg, St. Maarten
Ship: Wind Surf
Departure Date : Dec 21 2024 | Jan 04 2025 | Jan 18 2025 | Jan 25 2025 | Feb 08 2025 | Feb 22 2025 | Mar 01 2025 | Mar 15 2025 | Dec 21 2025 | Feb 07 2026 | Feb 28 2026 | Mar 21 2026
Itinerary
Day Philipsburg, Sint MaartenDepart 07:00 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."
"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 NevisArrive 08:00 AM Depart 05:00 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 cemeterys headstones are inscribed in Hebrew and Portuguese, dating from between 1672 to 1768, during which time they made up 25 percent of the islands populace. Another nice walk is the Nevis Botanical Gardens.
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 cemeterys headstones are inscribed in Hebrew and Portuguese, dating from between 1672 to 1768, during which time they made up 25 percent of the islands populace. Another nice walk is the Nevis Botanical Gardens.
Day Roseau, DominicaArrive 08:00 AM Depart 05:00 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. "
"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. "
Day Pigeon Island, St. LuciaArrive 08:00 AM Depart 05:00 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.
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.
Day Les Saintes, GuadeloupeArrive 08:00 AM Depart 06:00 PM
This is the Caribbean as youve 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.
This is the Caribbean as youve 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.
Day Gustavia, Saint BarthelemyArrive 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 Swedenthe 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. "
"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 Swedenthe 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. "
Day Basseterre, St Kitts and NevisArrive 08:00 AM Depart 10:00 PM
"The Beautiful Sisters," St. Kitts and Nevis are separated by a two-mile-wide strait but joined together as an independent island nation. Known and loved for their sleepy pace, these islands are awakening to become an "in" place among well traveled North Americans and Europeans. A small, green volcanic speck in the blue Caribbean, St. Kitts offers quiet beaches, remnants of the old British plantocracy, and dreamy days under silk-cotton trees, soothed by the scents of flamboyants and frangipani. The native Arawak and Carib Indians called St. Kitts the fertile isle, and until as recently as 2005, the island was still dependent upon sugar for a large segment of its economy.
"The Beautiful Sisters," St. Kitts and Nevis are separated by a two-mile-wide strait but joined together as an independent island nation. Known and loved for their sleepy pace, these islands are awakening to become an "in" place among well traveled North Americans and Europeans. A small, green volcanic speck in the blue Caribbean, St. Kitts offers quiet beaches, remnants of the old British plantocracy, and dreamy days under silk-cotton trees, soothed by the scents of flamboyants and frangipani. The native Arawak and Carib Indians called St. Kitts the fertile isle, and until as recently as 2005, the island was still dependent upon sugar for a large segment of its economy.
Day Philipsburg, Sint MaartenArrive 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."
"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."