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St. Bart/Anguilla/St. Maarten

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Also adding in Oyster Bay Beach Resort to visit list
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Great Bay, Sint Maarten
I had miles to use and no time left, so I picked the first flight where I could get a seat and found myself in Sint Maarten. I found a fabulous little hotel and was lucky enough to be taken on a personal tour of the island by the owner on my first...
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Barnes Bay, West End 2640, Anguilla
While Four Seasons might have spruced up the property slightly when it took over management from Viceroy in 2016, the original clean lines and sharp angles of WATG's midcentury modern architecture coupled with Kelly Wearstler’s...
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Rue du Pic Paradis, St Martin 97150, St Martin
Located at Loterie Farms, an eco-tourism and adventure sanctuary offering hiking, cycling, and ziplining—Treelounge is the perfect place to sip a strong Caribbean cocktail paired with creative small bites. Menu options include cumin lentil balls,...
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Philipsburg, Sint Maarten
Built on the site of an ancient Jewish synagogue that was abandoned in 1781, this building was the governor's home before becoming the headquarters and retail shop for the famous Sint Maarten Guavaberry Emporium. Like the building, Guavaberry has...
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Grand Case, St Martin
Located on St. Maarten's French side (the other side is mainly Dutch), Grand-Case has earned a reputation as the Gourmet Capital of the Caribbean. Take in beautiful views of the neighboring Anguilla as you hop from restaurant to restaurant,...
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Dawn Beach, Sint Maarten
Situated on the Atlantic, Dawn Beach is renowned for its crystal waters and namesake sunrises. The waters are great for snorkeling, as the visibility allows you to clearly see more tropical fish than dreams provide. The Westin Dawn Beach Resort...
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Simpson Bay Beach, Sint Maarten
This secluded white sand beach is a haven for those looking for a peaceful afternoon. Unlike many of St. Maarten's popular beaches, it's not surrounded by resorts and is somehow not well-known despite its beauty. It's perfect for escaping crowds....
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Orient Bay, St Martin
At Orient Bay Beach, visitors can alternate between lounging on soft, white sand, photographing the surrounding mountains, cooling off with a swim in the warm turquoise waters, and taking in aerial beach views while parasailing. For those who want...
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Voorstraat, Philipsburg, Sint Maarten
For an ambient drinking experience on the water, Ocean Lounge is a must. The open-air space features beautiful views of Great Bay and the boardwalk, while live music from local musicians enhances the atmosphere. Start with a cocktail from their...
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10 Emerald Merit Rd, Sint Maarten
Known for both its entertainment and its delicious culinary offerings, Beau Beau's is a satisfying stop during a night out in St. Maarten. Located on Dawn Beach, locals and visitors alike come here to dance to Jimmy Buffet with the ocean breeze...
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144 Oyster Pond Road, St. Maarten, Sint Maarten
Ocean is a casual, contemporary restaurant offering water views, friendly service, and delicious dishes. If it's nice out, dine on the patio overlooking the ocean and pool to enhance the ambiance. Some menu highlights include juicy steaks and...
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At Carousel Gelateria Bar, they craft authentic Italian gelato made with natural ingredients imported from Italy (except, of course, for the fresh island fruits). Watch how it's made for a lesson in true Italian food culture, and enjoy the...
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Anse Marcel, St Martin
All of the 30+ beaches on the island of Sint Maarten/Saint-Martin are open to the public, but some are easier to get to than others. Anse Marcel, tucked in a beautiful bay at the northern tip is worth the effort to reach. After descending to sea...