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Curious about the Caribbean

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I don't know much about this area of the world, all my visits have been via cruise boats, I know there is more to these islands than what I can see in an afternoon, so I am curious...
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Cabarete 57000, Dominican Republic
Velero is a relatively small resort sporting just 60 rooms ranging in size from 50 to 200 square meters. All rooms feature direct views of the ocean, plus all the amenities you’d expect: central air, internet access, cable TV, etc. To be sure, my...
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2640, Anguilla
Sometimes the best way to cool down in the Caribbean is to heat things up! And nothing spells relief like a dip in the Ani Villas hot tub – perched on the edge of a cliff overlooking secluded Little Bay Beach, Anguilla.
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Fort-de-France Bay, Martinique
Few things give you the kick needed to continue exploring the tropical city of Fort-de-France like a fresh cup of sugarcane juice! Luckily, it's easy to stumble across presses squeezing out this potent fluid throughout the city's back roads....
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The Boardwalk Main Road, Highway 7, Bridgetown, Barbados
On my most recent visit, I arrived at Tapas just after the lunch rush. The hustle and bustle had just died down — leaving me and my traveling companions free to enjoy the sounds of the waves coming ashore just beyond the dining room and more...
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The first thing you notice when you sidle up to the approximately eight foot bar (that’s pretty much all there is to Mojito Bar, besides some chairs on the beach) are the melons. The pineapples. The oranges, papaya, watermelons and more—all...
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Enterprise Coast Road, Oistins, Barbados, Barbados
One of the best spots in the Caribbean for surfing is Barbados. And if you're not one of the best surfers in the world (like me), one of the best breaks on the island to catch some waves has got to be Freights Bay. The added bonus is that most...
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A tiny, man-made island in Clifton Harbour built with discarded conch shells, Happy Island is really just a small bar where you can tie up for a while and have a drink, a meal, and a conversation with Janti Ramage, the island’s joyful...
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Henrys, Bridgetown, Barbados
There's simply no better place to get Caribbean spiny lobster on Barbados than Lobster Alive. Fact. Why? Because practically every lobster sold in every restaurant on the island comes through this one unassuming location. The problem is that due...
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31026 SMB, Seven Mile Beach, (Royal Watler Cruise Ship Terminal), George Town KY1-1205, Cayman Islands
Swimming with stingrays may, admittedly, smack of an overly manufactured tourist experience. But the sandbars of Stingray City on Grand Cayman make for such a transcendent outing, you’ll be glad you went for it. As soon as you enter the...
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Pointe Thalémont, Le François, Martinique 97240
Plein Soleil has only 16 guestrooms and suites spread among five colourful villas. Each villa is designed in the style of traditional Martinican creole cases, or petite houses adorned with wooden fretwork. Just beautiful... But they have tough...
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Flavors of San Juan Food and Culture Tours is a great way to learn about the history and culture of the island while also sampling delicious Puerto Rican food. My favorite things about the tour: history, culture, and best of all food!
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Barbados
The hardest part of marathon training for me isn’t the 20-mile runs. It’s the week or so before race day known as “the taper,” when suddenly you have to run less and rest more. Rest? Me? A type-A woman in New York City? No chance. So with a race...
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Durocher, Haiti
A bungalow-style resort in the island of Ile A Vache, off the coast of Haiti, Abaka Bay is slice of calm away from the mainland. It is both secluded and a bit exclusive, but the real beauty of this resort is, of course, the hope of increased...
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Long Bay Village 2640, Anguilla
In an all-white open-air dining room that spills out onto the sand overlooking Meads Bay on Anguilla’s west end, Jacala serves just 35 guests a night. Chef Alain Laurent’s French-inspired menu includes dishes such as fennel-spiked...
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Val Des Pitons Forbidden Beach La Baie de Silence, St Lucia
For a taste of Miami by way of St. Lucia, look no further than Sugar Beach. Set on a white-sand crescent between the Piton mountains—within a 100-acre former sugar plantation studded with shady palm trees—the resort’s...
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My favorite experience in Turks and Caicos was going out in the ocean with a guide to catch conch. Once the spot was chosen, we jumped overboard and dove into the blue water. My friends and I were not able to dive down deep enough, but the guide...
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27122 Goal Street, Dunmore Town, The Bahamas
From a members-only beach club in the 1960s, the Dunmore, on Harbour Island, has evolved into a 16-room boutique hotel whose spirit and decor evoke that era. Interior designer Amanda Lindroth oversaw a major renovation when the hotel’s...
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West End, The Bahamas
Gorgeous exclusive-use villa on Grand Bahama's West End. It was great crashing here for a few days while exploring the island's overlooked national parks and pristine beaches. The local delicacies - conch fritters!! - prepared by the chefs were...
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Negril, Jamaica
No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a...
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St Ann's Bay, Jamaica

In recent years, Scotchies has become a small franchise made up of the best jerk chicken joints on the north coast. Scotchies Too, right off the main highway outside Ocho Rios, is a pleasant spot where you can sit in a garden and dig into...

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Hip Strip, Montego Bay, Jamaica
If you've ever been to Jamaica (or know any Jamaicans) chances are you've heard of patties - if not tasted them. Jamaicans LOVE patties. Beef patty, chicken patty, lobster patty, veggie patty. Any patty will do. Its about the cheapest meal on the...
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Saint Barthélémy
The Caribbean is a destination for all types of travelers—scuba divers, sailors, sunbathers—but when you want a dash of European party to season your vacation, head to St. Barth's, often called the St. Tropez of the Caribbean. Around St. Barth's...
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Debreuil, St Lucia
For anyone visiting St. Lucia who may have an aversion to run-of-the-mill hotels and an inclination toward the adventurous, consider a stay at Balenbouche Estate. Located on the southern end of the island near Laborie, the guest houses and...
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Little Harbour, Anguilla BWI, 2640, Anguilla
Anguilla has more than 30 powdery white sand beaches, sophisticated dining, fun bars. A recent welcome addition on this island is "Las EsQuinas". A luxury B&B that is not only stylish with its architectural details, walkways and bridges to the...
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118 Grace Bay Rd., Grace Bay Beach, Providenciales TKCA 1ZZ, Turks and Caicos Islands
I was just in Turks and Caicos recently, and shot some work at Beaches Resort, part of Sandals. I must say I'm not big on all inclusive places but beaches was amazing for families and kids. beautiful, safe, organized with a ton of cool activities...
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Lemon Arbour, Barbados
Lemon Arbour began as just another one of the many rum shops that can be found all over Barbados, but as its reputation for spectacular local dishes grew, so did the actual shop. Now, Lemon Arbor has become the place to go on Saturdays for an...
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Pigeon Point Rd, Trinidad and Tobago
Buss-Up-Shut is a local dish of Trinidad & Tobago that you can find at any roti shop. This particular buss-up-shut was purchased at the Tobago Curry House located nearby on an unnamed street. Directions: Coming out of Pigeon Point Road you make a...
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Grace Bay Rd, Grace Bay TKCA 1ZZ, Turks and Caicos Islands
Housed on a 1,100-foot stretch of beachfront, Grace Bay Club is as stylishly current as it was in 1993, when it became the first luxury hotel to open on the then nearly empty sands of Grace Bay. From its original 21 rooms, the upscale property has...
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Gasparito 3 Noord, Noord, Aruba
Authentic Aruban cuisine and art are both on the menu at this unique eatery. Keshi Yena, Kerry Kerry, and Goat Stoba are just a few of the goodies served amid a warm, family-style setting and whimsical art created by Gasparito’s own in-house...
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This is it. The moment you arrive on-island, do not pass go, do not collect $200 — just get yourself to the La Reine Chicken Shack to immediately immerse yourself in the uniquely local St. Croix vibe. No, this is not haute cuisine, this isn't even...
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Rue de l'Escale, St Martin
Formally known as La Fregate, L'Oasis is run by the same owner—Martine—who decided to give the establishment a complete makeover. French cuisine is served in a warm setting, and it's all delicious. Think grilled duck breast in caramel pepper...