Puerto Rico Cruise from San Juan to St Thomas Island USVI — 8 Days

San Juan

San Juan puts a remarkable piece of Caribbean history within easy reach of your ship. Founded in 1521, Old San Juan is a compact district of blue cobbles, pastel façades and Spanish colonial landmarks. Walk its steep lanes to El Morro, the 16th-century fortress that guards the harbor. From its ramparts, the Atlantic comes into view. Beyond the old walls, cafés, galleries and contemporary restaurants show a city still shaped by its maritime past.

St John Island USVI

Cruz Bay is St. John’s harbor town, where ferries, cafés and island roads meet. From here, much of the island opens quickly: Virgin Islands National Park protects roughly two-thirds of St. John. Follow North Shore Road to white-sand beaches and clear water, or visit the sugar plantation ruins at Annaberg. Back in town, browse the shops at Mongoose Junction, then choose a waterfront table for dinner.

At Sea (At Sea)

Deshaies, Guadeloupe

Deshaies brings you to Guadeloupe’s quieter Caribbean coast, where a fishing village curves around a small harbor. Colorful homes, waterfront cafés and fishing boats give the center an easygoing feel, best explored on foot. Just beyond town, Deshaies Botanical Garden displays tropical plants, waterfalls and birds across a hillside estate. Nearby Grande Anse offers golden sand and a broad sweep of sea; swimming conditions can vary. Spend the day among gardens, beach and village life, at an easy pace.

Falmouth Antigua

Falmouth sits on Antigua’s sheltered south coast, where two deep natural harbours draw yachts from around the world. A short journey brings you to Nelson’s Dockyard, the restored Georgian naval base and UNESCO World Heritage site. Walk its stone lanes, browse the marina, then climb to Shirley Heights for a sweeping view over English Harbour. Beyond the historic waterfront, Antigua’s coves and pale-sand beaches invite an easy afternoon by the sea.

Gustavia St Barths, France

Gustavia makes a polished first impression, but its appeal is more than designer boutiques and superyachts. Swedish rule left its mark in the town’s name and the ruins of Fort Gustav above the harbor. From the waterfront, cafés, galleries and shops sit within easy walking distance, while Shell Beach lies just beyond the center. Come ashore for French-Caribbean style, with history close at hand.

Anguilla Island

Island Harbour is a working fishing village on Anguilla’s quiet eastern shore, where brightly painted boats rest beside the beach. From the waterfront, a short boat ride reaches Scilly Cay, a tiny offshore island known for its beachside dining. Come for fresh seafood, unhurried views and a glimpse of local life beyond the island’s busier resorts. The appeal is simple: salt air, clear water and a village pace.

St Thomas Island USVI

Charlotte Amalie brings St Thomas’s history into view, from Danish colonial streets to the harbor’s busy waterfront. Explore the compact old town, where Fort Christian and pastel facades line narrow streets. Ride up to Mountain Top for broad views of Magens Bay and neighboring islands. St Thomas also offers easy access to beaches, duty-free shopping, and boat trips across the US Virgin Islands. Allow time for steep streets and port-area traffic.