| Cruise line | Silversea Cruises |
|---|---|
| Ship | Silver Dawn |
| Duration | 10 nights |
| Port calls | 10 |
| Departures | 2 sailings |
| From fare | $5,400 per person |
| Year built | 2021 |
| Guests | 691 |
| Cabins | 288 |
| Crew | 408 |
| Length | 213 m |
| Beam | 26 m |
| Cruising speed | 20.0 kn |
Puerto Rico Cruise from San Juan — 11 Days
10 nights · Puerto Rico · Departs San Juan · Visiting Jost Van Dyke Island BVI, Basseterre St Kitts, Gustavia St Barths, Fort-de-France, St Georges Grenada, Bequia Island, Castries, St Johns Antigua, St John Island USVI · Aboard Silversea Cruises on the Silver Dawn

Image courtesy of Silversea Cruises ©
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Day 1
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.
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Day 2
Jost Van Dyke Island BVI
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.
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Day 3
Basseterre St Kitts
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.
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Day 4
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.
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Day 5
Fort-de-France, Martinique
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.
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Day 6
St Georges Grenada, Grenada
St George’s is one of the Caribbean’s most handsome harbour towns, its pastel waterfront curving around a horseshoe-shaped bay. Walk the Carenage, where fishing boats and yachts share the water beneath Fort George. Grand Anse Beach lies a short drive south, with clear water and a long sweep of sand. In town, market stalls sell nutmeg, cocoa and cinnamon, helping earn Grenada its title, the Spice Isle.
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Day 7
Bequia Island
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.
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Day 8
Castries
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.
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Day 9
St Johns Antigua
Antigua rewards a day ashore with more than its celebrated beaches. St John’s, the compact capital, makes an easy starting point. Drive east to Nelson’s Dockyard, a remarkably preserved Georgian naval base and UNESCO World Heritage site. English Harbour’s sheltered waters and restored stone buildings reveal the island’s maritime past. Or trade history for a swim at one of the island’s many coves, from resort beaches to quieter shores.
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Day 10
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.
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Day 11
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.
Silver Dawn Cruises
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Published September 28, 2026
Last updated October 3, 2026
Author: J. Richard
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