Santo Domingo, the capital of the Dominican Republic and a UNESCO world heritage site, is the oldest continuously inhabited European settlement in the Americas and one of the most populous cities in the Caribbean. The city is a mix of old world charm and modern Latin flair. Its medieval palaces and fortresses mix with nightlife and shopping to rival any modern city in the world. You'll find pristine beaches and hidden gems like a salsa/merengue club set inside a huge underground cave.

Well-priced, all-inclusive beach resorts are the norm around Puerto Plata. Take a cable car to the peak of Mount Isabel de Torres, enjoy a concert at an amphitheater facing the Atlantic Ocean, visit the 16th-century San Felipe Fortress. Explore the nearby falls of Damajagua, snorkel off the beautiful island of Cayo Arena or play a round of golf in spectacular surroundings. Then discover the neighboring towns of Cabarete, a kite-boarding hub, and Sosúa, a picturesque beach spot.

The ideal destination for families, honeymooners, divers and golfers alike, La Romana is home to the famous Casa de Campo resort, internationally renowned golf courses, a world-class marina and Altos de Chavón, a beautiful replica of a 16th-century artisan village. Nearby, the Bayahibe area offers picturesque beaches, chic accommodations, desirable attractions and splendid opportunities for ecotourism. Visitors can enjoy stunning Saona Island, Cotubanamá National Park and more.

Puerto Rico offers the perfect balance of rum-soaked nightlife and tranquil retreat. The Spanish colonial buildings of San Juan set a perfect backdrop for a day of shopping and sightseeing. Hike the massive El Yunque rainforest to see waterfalls, stone towers, and colorful Puerto Rican wildlife. As far as beaches go, it doesn’t get better than the private sands of Isla de Vieques – particularly Mosquito Bay, where by moonlight the water glows blue-green thanks to magical microorganisms.

Stretching 126 miles south toward Cuba, the stunning Keys are a perfect escape. Highlights along the way include Key Largo, Islamorada, Marathon, Big Pine Key and the irrepressible Key West. Get up close with an amazing array of fish while snorkeling, diving or fishing in the warm turquoise waters. Creeks, coral and costumed spectacles are other lures along the way. Highway 1 is a spectacular ribbon tying together the islands and atolls of this paradise between the Gulf of Mexico and the Atlantic.

Home to some of the best beaches in America, Clearwater is a great family beach destination. Sure, it’s in Florida, but it’s not Giant Rodent Florida (a.k.a. Orlando) or Crazy Spring Break Florida (a.k.a. Fort Lauderdale). Rather, it’s Calm, Old-Fashioned Florida… which is something worth seeing. Oh, and the weather’s outstanding.

Petoskey, sitting on the shores of Lake Michigan, has been a popular vacation spot for decades. Earnest Hemingway spent the first 18 summers of his life sailing and fishing on nearby Walloon Lake, and the area features prominently in several of his stories. The Little Traverse History Museum shows how the Petoskey area was a formative influence on young Hemingway. The area is also a well known winter destination, with three popular ski resorts featuring everything from dog sled rides to tubing.