10 nights · Barbados · Departs Bridgetown (Barbados) · Visiting Bequia Island, Castries, Les Anses d'Arlet, Roseau, Iles des Saintes, Montserrat Island UK, Basseterre St Kitts, Gustavia St Barths, St John Island USVI, San Juan · Aboard Silversea Cruises on the Silver Shadow
Image courtesy of Silversea Cruises ©
| Cruise line | Silversea Cruises |
|---|---|
| Ship | Silver Shadow |
| Duration | 10 nights |
| Port calls | 11 |
| Departures | 2 sailings |
| From fare | $7,560 per person |
| Year built | 2000 |
| Guests | 466 |
| Cabins | 194 |
| Crew | 302 |
| Length | 186 m |
| Beam | 24 m |
| Cruising speed | 21.0 kn |
Bridgetown rewards travelers who leave the ship and walk into Barbados’ compact capital. Its UNESCO-listed Historic Bridgetown and Garrison trace the island’s colonial history; Broad Street offers a lively glimpse of daily life. Pause beside the Careenage, where boats thread the old harbour, then browse shops for local rum and Bajan crafts. Carlisle Bay’s pale sand and clear water lie just beyond the city.
Port Elizabeth sits on Bequia’s Admiralty Bay, where fishing boats and yachts share a sheltered anchorage. Step ashore into a compact waterfront of cafés and shops, then follow the Belmont Walkway towards Princess Margaret Beach. Bequia’s boatbuilding tradition remains visible in its working yards and local craft. Come for unhurried island life, swimming in clear water and views across the Grenadines.
Castries brings Saint Lucia’s capital close to the water, with cruise ships entering a sheltered harbor beneath green hills. Start at the lively Castries Market, where vendors sell spices, produce, and local crafts. Nearby, the Cathedral of the Immaculate Conception and Derek Walcott Square offer a quieter glimpse of the city’s past. For island views, visit Morne Fortune; for a beach day, arrange transport beyond town.
Les Anses-d’Arlet is a fishing village on Martinique’s Caribbean coast, where the church of Saint-Henri faces the sea. Come ashore for clear water, a wooden pier and a village still rooted in island life. Grande Anse offers a broad beach, while nearby Anse Dufour is known for snorkeling and sea turtles. Creole cafés and a scenic coastal road make this a fine place to slow down and explore Martinique’s south.
Roseau is Dominica’s compact, characterful capital, where Creole life meets a handsome Caribbean waterfront. Walk its streets to find the Old Market, local shops, and the island’s botanical gardens. For a wider view, climb to Morne Bruce, where the city, coast, and green interior unfold below. Beyond town, rainforest trails lead to waterfalls and hot springs, while volcanic reefs invite exploration. Bring comfortable shoes; Dominica rewards travelers who prefer wild landscapes to polished resort strips.
The Îles des Saintes reward visitors who prefer a quieter Caribbean. Most calls centre on Terre-de-Haut, where pastel houses, fishing boats and cafés line a compact waterfront. Above town, Fort Napoléon surveys one of the world’s most beautiful bays and houses a small museum and botanical garden. Rent a scooter or walk to Pain de Sucre, a sheltered beach with clear water and good snorkeling. Try the island’s famed tourment d’amour, a coconut-filled pastry, before returning to the harbor.
Montserrat is a British Overseas Territory in the eastern Caribbean, known for its volcanic landscape and quiet, uncrowded shores. The Soufrière Hills volcano reshaped the island after its 1995 eruption; Plymouth, the former capital, remains within the exclusion zone. Visit the Montserrat Volcano Observatory for context, then explore northern settlements, black-sand beaches and trails through lush hills. This is an island for curious travellers, not hurried sightseeing.
Begin in Basseterre, St Kitts’s compact capital, where Georgian buildings and busy market streets reveal the island’s layered past. At Independence Square, once a slave market, pause among mature trees before browsing nearby shops and cafés. Then leave town for Mount Liamuiga’s volcanic slopes, former sugar estates and beaches of dark volcanic sand. Brimstone Hill Fortress, a UNESCO World Heritage site, rewards the drive with stone ramparts and wide Caribbean views.
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.
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.
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.
Published September 8, 2026
Last updated October 3, 2026
Author: J. Richard
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