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. 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.

On Martinique's southwest coast, Les Anses-d'Arlet is a postcard-perfect village where colorful houses, a graceful waterfront church and a gentle crescent of sand set an easy Caribbean pace. The clear waters invite swimming and snorkeling, while nearby bays, viewpoints and seaside cafés offer a relaxed taste of island life with French flair.

Falmouth Harbour, on Antigua's scenic south coast, is a celebrated yachting haven where sheltered waters, palm-fringed shores and a relaxed Caribbean rhythm set the tone. Nearby English Harbour and Nelson's Dockyard offer a glimpse of the island's maritime heritage, while the surrounding beaches, viewpoints and clear blue sea invite swimming, sailing and leisurely exploration.

Norman Island is a classic Caribbean paradise: small, privately owned, uninhabited except for wild goats, and reachable only by boat or helicopter. Its north shore holds the sheltered Bight, one of the British Virgin Islands' best anchorages, with sea caves for snorkeling and the offshore "Indians" rock formations nearby. Pirates Bight is the island's only building. Trails offer views of the Bight, Money Bay, Sir Francis Drake Channel, Tortola, and Peter Island.

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.