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.

St. George's, Grenada's charming capital, is one of the Caribbean's most picturesque ports, with a horseshoe harbor framed by steep hills, pastel waterfront buildings and a lively market atmosphere. Known as the "Spice Island," Grenada tempts visitors with fragrant nutmeg, cocoa and other island flavors, while nearby beaches, historic forts and lush tropical scenery offer a classic island escape.

Canouan is a secluded Grenadine retreat with soft white-sand beaches, coves, turquoise seas, and offshore reefs for snorkeling and diving. Its name comes from an Arawak word for turtles; turtles nest on windward sands amid coral reefs, sea fans, and tropical fish. On the southern leeward coast, Charlestown is the main settlement, with a natural anchorage for sailboats and yachts. Mount Royal offers scenic hiking trails and tropical wildlife.

St. Lucia's iconic Pitons rise over Soufrière, the original French capital. Less than two hours from Castries, the town offers tropical colonial charm and easy access to the Sulphur Springs "drive-in" volcano, Tet Paul Nature Trail gardens, and guided rainforest hikes. North of Soufrière, the west coast's bays and coves offer calm swimming, snorkeling, and quiet beaches, with luxury estates and resorts like Jade Mountain.

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.

St. John, the smallest of the three main U.S. Virgin Islands, is a pioneer in Caribbean eco-tourism. Over half its 20 square miles are undeveloped, protected as Virgin Islands National Park, created in 1956 from land donated by Laurance Rockefeller. Its beaches, coast, and seas are also protected. Days center on hiking, swimming, snorkeling, and sailing. Cruz Bay is the commercial hub and ferry landing from St. Thomas. A winding road leads to quiet Coral Bay and its sheltered harbor.

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.