Mainstream tourists haven’t discovered San Vito lo Capo yet—so if you’re looking for a low-key, authentic Italian beach break, now’s the time to book your trip to this seaside Sicilian town. The weather is best in the summer months, but foodies might want to wait till September, when San Vito lo Capo hosts its annual Couscous Festival.

Culture and scenery collide in Gran Canaria’s cosmopolitan capital, where baroque Spanish plazas and lively pedestrian malls are flanked by miles of urban beaches on two sides. Cruise ships, yachts, sunbathers, and surfers all congregate in the sheltered bays against a backdrop of colorful resorts.

Nassau teems with Bahamian and British flavor. The capital city of the Bahamas boasts miles of spectacular beaches and stretches of vivid coral reefs perfect for snorkeling. Shop, dine, and sightsee, particularly along busy Bay Street, or if you're a James Bond fan, visit the British Colonial Hotel, which was used as a filming location for two of the Sean Connery-era movies. Visit during the famed Junkanoo Festival to experience a high-energy parade of spectacularly costumed dancers.