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Caribbean

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Cataboo, Jamaica
Bypass the roadside watering holes and take a boat ride to Floyd's Pelican Bar, instead. This thatched hut stands on stilts out in the water, making it a dreamy spot for an afternoon of swimming and shooting the breeze, solo or...
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La Gloria, Isla Mujeres, Q.R., Mexico
If you're not a fan of huge resorts and big hotels, Isla Mujeres is the perfect getaway from Cancun. Just catch the ferry to the island located 13km to the northeast of Cancun. The ferry ride in itself is enjoyable, as you float over shallow reefs...
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Playa Diamante, 33000, Dominican Republic
At Diamond Beach in Cabrera, Dominican Republic, you can walk out into the water nearly 200 feet before it even gets above your knees. A natural hot spring runs beneath the cove and warms the sand under your feet. This is a great beach for kids as...
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Puerto Morelos, Quintana Roo, Mexico
Just when it seemed like the Riviera Maya Riviera had become nothing but a sea of all-inclusive beach resorts, you stumble upon the quaint little Mexican village of Puerto Morelos. There are almost no huge developments, no shopping outlets, and no...
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KM-269.5, Chetumal, Juárez, 77750 Puerto Aventuras, Q.R., Mexico
How do you photograph the sweet strains of piano and guitar that float around you or the sense of calm that envelopes you when you gaze across the still water of the pool and out to the sea? How do you put into words the...
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Mile8 Pine Ridge Rd., 00000, Belize
Anywhere whose address is "Mile 8" of a pot-holed dirt road is my type of place (even when your busted rental car shocks are creaking and only one headlight is working because the battery has bounced out of place). Arriving at Mountain Equestrian...
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Playa Maderas Maderas, Nicaragua
We had an unforgettable experience staying at Buena Vista Surf Club, while visiting San Juan del Sur. The eco-lodge is set into a hill overlooking the jungle and Playa Maderas with a giant sundeck where guests could enjoy the view. It was a great...
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Lower Bight Road, Grace Bay, Providenciales TKCA 1ZZ, Turks and Caicos Islands
With 21 suites, all of them larger than 1,000 square feet, set among grassy dunes on a less-developed swath of Grace Bay, Beach House is both intimate and roomy. Condo-like in their dimensions and layout, every suite has a kitchenette and a large...
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I spent a year living in the Caribbean where as a local "resident" the standard Sunday Fun Day activity is a boat trip from the US Virgin Islands to Jost Van Dyke in the British Virgin Islands. The traditional stop along the way is at Sandy Spit...
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British Virgin Islands
This beach was one of my favorites in Tortola. I would likely say the same about every beach I've been to in Tortola so don't mind me. I will say, however, the mosquitoes are rampant as the sunset nears. Bring repellent! I also had a wicked Pain...
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Lee Road, Valley, Spanish Town, British Virgin Islands
This property is currently closed until late 2019 for hurricane-related repairs. 

Experience ‘voluntourism’ at Rosewood Little Dix Bay by joining the Association of Reef Keepers (ARK) and helping find and tag wild sea turtles....
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Playa Sun Bay, Vieques 00765, Puerto Rico
We were lying in the sand in Vieques. We'd been told to watch out for horses, but nothing could prepare me for this. What a majestic experience to see wild horses free on the sands of Sun Bay Beach.
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Puerto Ferro, Puerto Rico
One of my favorite places in the whole world—Vieques! I'm actually a little apprehensive to share, because I'd love to keep it the semi-secret it is. If you time it well, you can have this beach all to yourself.
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Flamenco, Culebra, Puerto Rico
Suppose I told you there was a small, remarkably idyllic and fairly unpopulated island in the Caribbean just a short distance from the mainland United States, an island so immaculate, plans were in the works to make it a National Wildlife Refuge,...
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Crocus Hill 2640, Anguilla
One of Anguilla's most secluded beaches, Little Bay is tucked beneath a series of bluffs on the island’s northwest. Usually reached by boat or kayak from Crocus Bay, this tiny, undeveloped stretch of sand hugs a cove with calm turquoise...
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Salmond, Barbados
Heading up north in Barbados is a great way to get away from the bustle of Bridgetown and the hustle of the west coast. And if you’re going north, why not go all the way to North Point? First off, Mondays are the best day for this excursion as...
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Known as the “Jewel in the Crown” of the Southern Grenadines, Tobago Cays Marine Park comprises five picture-perfect, uninhabited islands surrounded by a clear lagoon. Here, you’ll find sea turtle nesting sites and feeding areas,...
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St John, USVI
Many islands have laws with steep fines against wearing beach wear when not on the sandy shoreline and while you may have heard of folks going au-naturel on St. Martin, that’s certainly not the norm throughout the region. On St. John, however,...
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Woodlands, Montserrat
Montserrat, like many islands in the Lesser Antilles, is volcanic by origin and the island’s features are those typical of a volcanic island: steep hills, rich soil, and something many Americans have never experienced, black sand beaches. So,...
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Castara, Trinidad and Tobago
Pressed into the leeward side of Tobago between the sea and the steep rise up to the island’s mountainous Main Ridge spine, the tiny village of Castara offers intrepid travelers the essential aspects of the uncommon Caribbean. On the day we...
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PR-191, Río Grande, 00745, Puerto Rico
Due to Hurricane Maria, El Yunque National Forest is currently closed. Please check the Forest Service website below for updates.

Few visitors to Puerto Rico leave without having visited El Yunque, the only tropical rain forest in the U.S. national...
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San Juan-Caguas-Guaynabo, PR, Puerto Rico
This is my favorite hike by far. Cueva Ventana ("Window Cave") is a beautiful, scenic hole in the side of a mountain that opens up to a lush, green valley down below. You'll trample through mud, hunker down under low-hanging stalactites, dodge...
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Jamaica
This is one of the greatest places on the planet. The waters are unbelievable shades of blue and green, and the sunsets are equally chromatic. The resort is positioned between two of the most highly rated resorts in Jamaica, but is a cheaper...
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Calabash Bay P A, Treasure Beach, St Elizabeth 00000, Jamaica
Green might be a buzzword for some, but it’s the rootstock of Jake’s, the 49-room Bohemian hideaway on Jamaica’s Treasure Beach. Sprung from the fertile imagination of owner-artist Sally Henzell and established as a restaurant in 1991, Jake’s has...