Although it's also the location of the Latin America's largest seaport, Santos isn't just a boring port town. The city of 420,000, just 75 kilometers from São Paulo, features a seven-kilometer stretch of beach divided into just as many social cliques as you'd find on Ipanema. A verdant promenade separates the beach from the seafront condos and hotels, along which families and friends walk, amble, bike, skate, rollerblade, throw frisbees, you name it. Less sandy points of interest include the Museu do Café Brasileiro (Brazilian Coffee Museum), the Aquário Municipal (City Aquarium), the Orquidário Municipal (City Orchid Garden) and the Neo-Gothic Santos Cathedral.

Perched on an island a mere 95 kilometers from the city of São Paulo, this bustling beach town seems a world away from the gargantuan urbanity of the state capital. Among its charms, Guarujá counts 23 separate, stunning beaches, all ripe for swimming, sunning and surfing. Families head to the beach at Enseada; singles, it's all about you at Pernambuco.

Set in a historic coffee region, Campinas combines the youthful energy of its universities with longstanding cultural traditions. Students keep cafés packed, nightlife is wild, and restaurants serve creative cuisine, while historic plantations and parks are just a short drive away.

A high perch on Mantiqueira Ridge means cool breezes and big views for Monte Verde, whose European-style houses lend the village its alpine charm. Hiking trails peel off in every direction, drawing both locals and visitors to lush stands of pines, rocky peaks, and waterfalls.

Cuba's top beach destination sits on a 13-mile-long peninsula with powder soft sands lapped by waters of the Kawama Channel. Resort hotels teem along the shore that U.S. celebrities and gangsters, including Capone, discovered in the 1920s. Clubs and bars provide mojitos and merriment, after long days baking on the beach, golfing, diving or deep sea fishing. Rent a scooter or hop aboard an open-air tourist train or bus to see more of this stunning spot. Caves, keys and virgin forest add to the area's allure.

Dahlonega sits at the southern terminus of the Appalachian Trail on Springer Mountain. It was the site of the first major U.S. gold rush—in 1828, 20 years before the California gold rush. Dahlonega's commercial district is listed on the National Register of Historic Places. It’s home to wineries,a thriving performing and visual arts scene and plenty of outdoor activities all year round.

Anne of Green Gables! There, we got that out of the way. Besides chasing the famous fictional heroine, you'll find Charlottetown's own history, culture and nightlife keep you more than busy. Enjoy outdoor activities from golfing to boardwalk strolls and biking by day, and theatre and performance arts by night.

New Brunswick's transportation hub is vibrant Moncton, one of the country's fastest growing cities and a community steeped in history. Its storied past is brought to life in its many cultural institutions and museums, from the Acadian Museum to Le Centre Culturel Aberdeen. The city's largest green space, Centennial Park, includes many attractions and activities, from hiking and skiing trails to an artificial beach to an aerial treetop obstacle course and zip line.