San Juan, Puerto Rico's capital, blends old and new. Founded in 1521, it was a key Spanish colonial port; El Morro still guards the harbor. Old San Juan, behind thick stone walls, keeps blue cobblestone streets, plazas, and colorful heritage buildings, and serves as the island's cultural hub. Nearby Santurce is the trendiest district, with shops, restaurants, and nightlife. Minutes away, Condado and Isla Verde offer iconic palm-lined Atlantic beaches.

Jost Van Dyke, the smallest of the four main British Virgin Islands, has fewer than 300 residents on just 3 square miles. They warmly welcome sailors and yachtsmen who anchor in Great Harbour and White Bay year-round. Life centers on the sea-swimming, snorkeling, fishing, and diving-and on tropical drinks and fresh seafood at its famous beach bars and restaurants. Rugged trails cross the island; the toughest, for seasoned hikers and 4x4s, climbs Majohnny Hill for panoramic views from 1,000 feet.

Saint Barthélemy, or Saint Barth, offers refined Caribbean luxury with a relaxed, barefoot-elegant French style. Its harbor capital, Gustavia, is lined with yachts, boutiques, galleries, and fine French-Caribbean restaurants. The island's white-sand beaches range from secluded Colombier to chic Baie de St. Jean, and its laid-back days give way to lively nightlife after dark.

San Juan, Puerto Rico's capital, blends old and new. Founded in 1521, it was a key Spanish colonial port; El Morro still guards the harbor. Old San Juan, behind thick stone walls, keeps blue cobblestone streets, plazas, and colorful heritage buildings, and serves as the island's cultural hub. Nearby Santurce is the trendiest district, with shops, restaurants, and nightlife. Minutes away, Condado and Isla Verde offer iconic palm-lined Atlantic beaches.