St. Thomas is glimmering bays, shining seas, powdery sand beaches and unsurpassed shopping. Delight in exquisite imported goods, from Danish silver to French porcelain and Swiss watches. This mountainous island is one of the loveliest stretches of land in the Caribbean, and its former pirate haunts, Danish relics and picturesque old buildings are constant reminders of St. Thomas' exotic history.

Road Town, on the tropical island of Tortola, is the capital of the British Virgin Islands. Beyond the town center's lively streets lined with colorful colonial-era buildings, you'll find pristine white-sand beaches and secluded palm-fringed coves. Snorkelers can embark on underwater adventures, and hikers can take on the trails of Mount Sage, which boasts the highest peak in all the Virgin Islands. Don't leave without sampling some Tortolan specialties, from jerk chicken and conch fritters to the famous Painkiller cocktail made with local Callwood rum, distilled on the island.

Marigot, the capital of the French side of the dual-nation island of St. Martin, is an ideal base for visiting nearby beaches and bays, but don't leave without exploring the colorful town itself. On Rue de la République, admire pastel-hued Creole buildings intricately decorated with gingerbread trim, then wander to the waterfront and browse the open-air markets for handcrafted souvenirs. A steep, 15-minute hike will bring you to the hilltop remains of 18th-century Fort Louis, where you'll be rewarded for your efforts with panoramic views of the surrounding bays. Refuel at one of Marigot's many lolos - traditional eateries serving grilled meats and seafood.

Puerto Rico's capital makes a strong impression – even before you arrive on shore. Sailing into the harbor, keep an eye out for El Morro, a 16th-century citadel and UNESCO World Heritage Site, Castillo San Cristobal, a fearsome fortress built to scare away invaders, and La Fortaleza, the impressive official residence of the Governor of Puerto Rico. Once ashore, step back in time along cobbled streets and through squares flanked by pastel-colored Spanish colonial buildings. Or take your pick of beaches – will it be the golden-sanded Isla Verde, the snorkeler-approved El Escambrón, or the laid-back Ocean Park? Just don't leave San Juan without sampling a piña colada (or two) – the tropical cocktail was invented here in the 1950s.