Photo: Paul Bellaart
Destinations: Bermuda · Negril · Vieques · Willemstad · Westpunt · Castries · All of Anguilla
Themes: Affordable Vacations · Arts + Culture · Beach · Food + Drink · Hotels + Resorts
Inspired by: 25 Affordable Beach Resorts 2007
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Ti Kaye Village blends into the forested hillside overlooking Anse Cochon Bay, about 40 minutes from St. Lucia's airport in Castries. Along with panor
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The 2002 property has the feel of a brightly colored Dutch village: rooms are set in restored row houses along hilly cobblestoned streets overlooking
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This ultrahip hangout takes its name from its cluster of thatched-roof bungalows built atop rock cliffs that jut just above an aquamarine cove. Most o
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Perched on a cliff overlooking the ocean, this 10-room inn in Vieques has Mediterranean architecture and island-inspired, plantation-style décor, incl
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Order a Red Stripe by the pool from affable barmen Adrian and John, followed by curry goat or jerk pork. Try the Cartini cocktail, with rum, mint, cuc
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1 - 12 of 12 Results
Bermuda, Paget, Southampton
Bermuda’s clear waters and high-service hotels were, until recently, largely the haunts of wealthy honeymooners and golfers. The 21-square-mile British dependency, a mere two hours by plane from New Y
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Puerto Rico, Rincon, Vieques, Ponce
A hundred miles from San Juan and the resorts of the island’s northeast, excitement takes a different form. Life moves more slowly and the rhythms of Puerto Rico’s traditions lie closer to the surface...
Anguilla, All of Anguilla
Renowned for its beautiful beaches, Anguilla remains relatively undeveloped compared with its neighbors—but it’s still home to wonderfully unfussy restaurants and some of the Caribbean's most luxuriou
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Bermuda, Southampton, Hamilton
A mecca for golf- and pink-sand enthusiasts, Bermuda's location off the Eastern Seaboard (around the same latitude as Savannah, Georgia) makes it a much quicker trip than many Caribbean islands.
Negril, Baie de St. Jean, Gustavia, Baie des Flamands, Anse de Grand Salines
Though it's just a 10-minute flight from touristy St. Martin, the ultra-exclusive celebrity hangout of St. Bart's manages to keep the masses away.
Vieques
The U.S. Navy has gone, and tourist crowds haven't yet discovered this rustic, relaxed island off Puerto Rico…to savor the tranquil fishing- village vibe, better visit now.
Castries, Gros Islet + The North, Soufriere
Though St. Lucia has been awash in new resort developments and visitor-incentive projects, tourist burnout, a common affliction on many islands, seems nonexistent here.
San Juan, Vieques, Alligator Pond, Treasure Beach
Whether you're staying in an expensive luxury resort or a smaller scale, more affordable hotel, these hotels offer more than enough in terms of amenities, experiences and comfort, with a much lower bi
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St. James, St. George's, Montego Bay, Oracabessa, Providenciales
When you want the perfect view, the best golf course, the gaggle of nannies to take care of the kids, and luxurious touches everywhere you look, including plasma tv's, plunge pools and indoor/outdoor
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Providenciales, St. John, All of Anguilla
Couples suites, indoor and outdoor treatment rooms, yoga retreats and hydrating facials are offered in the Caribbean's top spa resorts. Gorgeous views, blissful peace and attentive staff are bound to
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Jamaica, Negril, Montego Bay + The North Shore
Everyone’s favorite affordable (and no-fuss) Jamaican resort, the Rockhouse, has upped the ante by adding eight villas, which make it possible to sleep in style—and stay on a budget. But be sure to cu...
Bermuda, Paget, Southampton, Stockholm
Among the wealthiest isles on earth, this land of coral walls, pastel cottages, and pleasant locals in shorts hasn't changed much since Queen Elizabeth II first visited, in 1953. "It's a place that ca
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