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Greg Cashler′s Wishlist
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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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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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Pristine, untouched and unforgettable: There's no other way to describe this natural park just off the northeast coast of St. Croix. Walking trails crisscross the expanse through frangipani and tamarind trees and cacti to beautiful...

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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,...