10 nights · Florida · Departs Miami (USA) · Visiting St John Island USVI, Philipsburg St Maarten, Basseterre St Kitts, Iles des Saintes, Fort-de-France, Montserrat Island UK, Jost Van Dyke Island BVI, 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 | 9 |
| Departures | 1 sailings |
| From fare | $4,400 per person |
| Year built | 2000 |
| Guests | 466 |
| Cabins | 194 |
| Crew | 302 |
| Length | 186 m |
| Beam | 24 m |
| Cruising speed | 21.0 kn |
Miami rewards travelers who look beyond its cruise terminals. South Beach pairs pastel Art Deco hotels with Ocean Drive; Little Havana serves Cuban coffee and music along Calle Ocho. The Pérez Art Museum Miami and nearby Design District reveal the city’s creative ambition. For a change of pace, Biscayne Bay and the Everglades place vivid natural landscapes within reach.
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.
Philipsburg rewards a shore day spent beyond the cruise terminal. It sits on a narrow strip between Great Bay and the Great Salt Pond. The Dutch-side capital is compact and easy to explore on foot. Front Street pairs duty-free shops with the 1793 courthouse, while the Boardwalk follows Great Bay Beach. Cross the open border into French Saint-Martin for French bakeries, lively markets and another stretch of coast.
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.
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.
Fort-de-France puts Martinique’s French-Caribbean character within easy reach of the quay. The island’s capital wraps around a sheltered bay, with cafés, shops and the covered Grand Marché near the waterfront. The iron-framed Schoelcher Library was shipped from Paris in the 19th century. Nearby, Saint-Louis Cathedral reflects a city repeatedly rebuilt after fires and earthquakes. Beyond town, roads climb toward Balata Gardens and lead to rum distilleries and beaches beneath volcanic peaks.
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.
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 August 5, 2026
Last updated October 3, 2026
Author: J. Richard
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