Does time ever pass in the Florida Keys? Everyone and everything in Key West seems to go at its own pace, right down to the ice melting slooooowly in your margarita glass. Of course, it’s not all limes and leisure – Key West is known as the “Winter White House” because of its appeal to visiting U.S. presidents, and the island has been home to literary greats like Ernest Hemingway and Tennessee Williams. The diving here is phenomenal, as is the kid-friendly Florida Keys Eco-Discovery Center.

Vibrant and packed with Victorian mansions, Costa Rica's rowdy, bustling capital was built on the profits of the coffee trade and working "golden bean" plantations still surround the city. Try freshly roasted local beans at Mercado Central. For shinier gold, visit the Museo del Oro. Many renovated landmarks now house stylish hotels. Usually viewed as a hub, rather than a destination, nightlife is concentrated in Spanish village-inspired El Pueblo. Don't miss the elegant 1897 National Theater.

Travelers say Halifax is best seen on foot, so park the car and start walking. Immerse yourself in Halifax's rich history at the Maritime Museum of the Atlantic, and be sure to survey the city from the 18th-century Citadel National Historic Site. Then walk into any of Halifax's great bars and restaurants and catch some live music to round out your day.