Rincon is best known for two things—surfing and sunsets. Beaches are small (meaning no huge resort beaches) and no matter how much of a Type-A personality you are, Rincon’s laid-back attitude and leisurely pace will soon win you over.

With live music to be heard all across town, 24/7, 365 days a year, Music City lives up to its name. From honky-tonk bands jamming at Tootsie’s Orchid Lounge to songwriters in the round at the Bluebird Cafe and country music legends rocking the Grand Ole Opry, you never know who you might see. The creative spirit from Nashville's music landscape flows into the area's myriad art galleries, up-and-coming fashion scene, historic landmarks and chef-driven restaurants.

If you’re a history buff and a die-hard foodie, Chicago’s your kind of town. Take an architectural-history walking tour, then dine at Alinea (the most celebrated molecular-gastronomy restaurant in the U.S.). And don’t miss the Museum of Science and Industry, the biggest science museum in the Western Hemisphere.

Originally an English trading post on the Kennebec River, Augusta has since grown to be the capital of Maine, and is focused on preserving and celebrating the state’s history. Visit the magnificent Maine State House or Old Fort Western, the oldest surviving wooden fort in the United States. The city is also the home of the Pine Tree State Arboretum, a 224-acre park and botanic garden, with six miles of hiking, biking and cross-country skiing trails, open for free, all year round.