7 Days - Lush & Lovely Islands of the Lesser Antilles [Philipsburg, St. Maarten to Bridge]
![7 Days - Lush & Lovely Islands of the Lesser Antilles [Philipsburg, St. Maarten to Bridge]](/images/packages/extraimages/1211_17-map-lush_lovely_1_11_2026 "7 Days - Lush & Lovely Islands of the Lesser Antilles [Philipsburg, St. Maarten to Bridge]")
Starting from
$2,499*
Philipsburg, St. Maarten to Bridgetown
Ship: Wind Surf / Wind Spirit
Departure Date : Jan 07 2026 | Jan 11 2026 | Feb 28 2026
Itinerary
Day Philipsburg, Sint MaartenDepart 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."
"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 Basseterre, St. KittsArrive 07:00 AM Depart 10:00 PM
St. Kitts and Nevis are a pair of islands that form a single Eastern Caribbean nation. Ripe with historical sites, the larger St. Kitts passed hands among the Spanish, French and English, with the latter establishing the strongest foothold. The architecture and layout of its capital city, Basseterre, are all typically British. And the island's sprawling, colonial-era plantations are a reminder of the tumultuous history of the tobacco, rum, sugar and slave trades that were here for generations. Beyond its rich past, St. Kitts offers golden-sand beaches for relaxing, a lush jungle interior that welcomes heart-pumping adventure, laid-back bars with fantastic sunset views and restaurants serving up über-local fare.
St. Kitts and Nevis are a pair of islands that form a single Eastern Caribbean nation. Ripe with historical sites, the larger St. Kitts passed hands among the Spanish, French and English, with the latter establishing the strongest foothold. The architecture and layout of its capital city, Basseterre, are all typically British. And the island's sprawling, colonial-era plantations are a reminder of the tumultuous history of the tobacco, rum, sugar and slave trades that were here for generations. Beyond its rich past, St. Kitts offers golden-sand beaches for relaxing, a lush jungle interior that welcomes heart-pumping adventure, laid-back bars with fantastic sunset views and restaurants serving up über-local fare.
Day Little Bay, Montserrat, BWIArrive 08:00 AM Depart 06:00 PM
Today we visit Pompeii of the Caribbeanan island that is half lush and green, half gray and covered in ash by a volcano in 1995. And if a half-buried city isnt intriguing enough, there are black-sand beaches and a perplexing Irish heritage to explore.
Today we visit Pompeii of the Caribbeanan island that is half lush and green, half gray and covered in ash by a volcano in 1995. And if a half-buried city isnt intriguing enough, there are black-sand beaches and a perplexing Irish heritage to explore.
Day Gustavia, Saint BarthelemyArrive 08:00 AM Depart 11:00 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 Deshaies, GuadeloupeArrive 12:30 PM Depart 10:00 PM
On the west coast of the island of Basse-Terre, two kilometres north of the village of Deshaies, lies the huge and famous Grand Anse beach. Nestled in a green setting, this magnificent golden, sandy beach is the longest in Guadeloupe! It has more than a kilometre of fine sand, to the delight of sunbathers, and a multitude of coconut palms and sea grape bushes whose shade is most appreciated when it's time for a nap, a picnic lunch or a taste of handmade coconut sorbet, while admiring the waves of the Caribbean Sea lapping against the shore... It is a nice place to swim.
On the west coast of the island of Basse-Terre, two kilometres north of the village of Deshaies, lies the huge and famous Grand Anse beach. Nestled in a green setting, this magnificent golden, sandy beach is the longest in Guadeloupe! It has more than a kilometre of fine sand, to the delight of sunbathers, and a multitude of coconut palms and sea grape bushes whose shade is most appreciated when it's time for a nap, a picnic lunch or a taste of handmade coconut sorbet, while admiring the waves of the Caribbean Sea lapping against the shore... It is a nice place to swim.
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 07:00 AM Depart 04:00 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 Bridgetown, BarbadosArrive 05:00 AM
"Barbadians, or Bajans in local parlance, consider their island nation the most British of the Caribbean: Queen Elizabeth II is still head of state, and English products are stocked in many of its stores and restaurants. Barbados is known as the birthplace of international pop star Rihanna, but it has also produced some of the biggest Caribbean calypso and soca music stars. The summer Crop Over festival is a huge carnival event. With live music and crafts for sale, the popular Friday fish fry at Oistins Bay is a fun place to mingle with the locals. Centered around a waterway called the Careenage and its handsome Chamberlain Bridge, the historic center of Bridgetown, the country's capital, was granted UNESCO World Heritage status in 2011 for its wealth of British colonial architecture dating from the 17th, 18th and 19th centuries. Among the famous figures who visited Bridgetown when it was at its peak was none other than George Washington, who spent two months in 1751 in a house that still stands today, on his only trip abroad."
"Barbadians, or Bajans in local parlance, consider their island nation the most British of the Caribbean: Queen Elizabeth II is still head of state, and English products are stocked in many of its stores and restaurants. Barbados is known as the birthplace of international pop star Rihanna, but it has also produced some of the biggest Caribbean calypso and soca music stars. The summer Crop Over festival is a huge carnival event. With live music and crafts for sale, the popular Friday fish fry at Oistins Bay is a fun place to mingle with the locals. Centered around a waterway called the Careenage and its handsome Chamberlain Bridge, the historic center of Bridgetown, the country's capital, was granted UNESCO World Heritage status in 2011 for its wealth of British colonial architecture dating from the 17th, 18th and 19th centuries. Among the famous figures who visited Bridgetown when it was at its peak was none other than George Washington, who spent two months in 1751 in a house that still stands today, on his only trip abroad."
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