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Puerto Rico offers skyscrapers and surf, museums and nightclubs, rainforest and desert, all packed into a chunk of Caribbean territory smaller than Connecticut. A UNESCO World Heritage Site and the oldest city in the U.S. and its territories, San Juan offers five centuries of Spanish-influenced history, a colorful arts scene, and vibrant dining and nightlife. Yet many cruise passengers give the city – the Caribbean’s busiest embarkation point – and the island itself only a cursory look before climbing aboard their floating hotel, destined to more escapist fantasies. Stick around and you’ll discover one of the region’s liveliest destinations.
Beach bums, culture vultures, history buffs, and party animals all find plenty of lures in Puerto Rico. The island is also the best-connected Caribbean destination to the largest number of U.S. cities.
$450+: Puerto Rico 3-nt trip w/flight from NY Expedia
$435+: 4-nt trip to San Juan w/flight & hotel stay Hotel Miramar
$500+: 4-nts at secluded Puerto Rico resort w/air Expedia
$586+: Posh 4-nt Puerto Rico vacations with airfare Travelocity
Up to 59% off: 7-nt Caribbean cruise w/USVI & more Vacationsttogo.com
Sail to Aruba, Tortola, St. Lucia & more hot-spots Celebrity
$99+: Low summer fares to Ponce (one-way) JetBlue
$118+: San Juan via Orlando – 55% off (round-trip) Travelocity
$69+: Cheap airfare to San Juan (each way) JetBlue
$229/nt+: Ritz-Carlton San Juan w/spa & watersports Expedia
Free night: Chic & trendy hotels in Maui & more Waldorf Astoria/Conrad Collection
Up to $400 resort credit: Luxury US hotel stays Waldorf Astoria/Conrad Collection