The largest island along Brazil's coast and, literally, a “beautiful island,” Ilhabela offers visitors almost 40 kilometres of pristine beaches and a tropical island's worth of hiking trails, waterfalls and even a nascent party scene. At 207 kilometres from the city of São Paulo, Ilhabela can get crowded, so try to get your beach time in during the work week.

Antigua has hundreds of beaches, from the bustling Pigeon Point to the kitesurfing paradise of Jabberwock Beach. It's fun to mix it up—a day spent in a secluded cove, another spent people-watching at a tourist magnet. When you’re tired of sun and sand you can shoot ‘em up at Reservoir Range, where archery and air pistols are a fun way to work out any lingering pre-holiday stress. A tour of the Antigua Distillery is a spirited way to experience a true taste of the island.

Immortalized by Hemingway in “Islands in the Stream,” Cayo Guillermo is perched on Cuba’s north coast between the Bay of Dogs and the Atlantic. It is home to four all-inclusive resorts. Five miles of fine white sand and gorgeous, clear green waters, including the spectacular Playa Pilar, offer picture perfect sunning spots. Fantastic snorkeling and scuba diving opportunities beckon from more than six miles of coral reefs. Flamingos and many other birds live in its lagoons, forest and jungle.

Hugging the shoreline between West Palm Beach to the north and Fort Lauderdale to the south, Boca Raton enjoys all the charm and affluence that Florida has to offer. Its welcoming small town charm and picturesque Mediterranean Revival architecture enchant visitors and residents alike, while 1500 acres of parks and miles of hiking paths promise plenty of pleasant greenery. Swimmers, snorkelers and sun seekers enjoy its four miles of tropical Florida beaches.

During the Civil War, Knoxville's Mabry-Hazen House served as headquarters for both the Confederate and Union armies. Today you can visit the house and other historic homes in this eastern Tennessee city. Among Knoxville's other attractions are museums, a zoo and the park that housed the 1982 World's Fair. University of Tennessee sports draw lots of fans, as does the Women's Basketball Hall of Fame. To see Knoxville from the water, take a leisurely riverboat ride down the Tennessee River.