Puerto Rico Cruise from San Juan — 22 Days

21 nights · Puerto Rico · Departs San Juan · Visiting Jost Van Dyke Island BVI, Gustavia St Barths, Basseterre St Kitts, Fort-de-France, St Georges Grenada, Canouan Island, Castries, St Johns Antigua, St John Island USVI, Roseau, Willemstad Curacao, Kralendijk Bonaire · Aboard Silversea Cruises on the Silver Dawn

Silversea Cruises logo
Cruise lineSilversea Cruises
ShipSilver Dawn
Duration21 nights
Port calls13
Departures1 sailings
From fare$8,100 per person
Year built2021
Guests691
Cabins288
Crew408
Length213 m
Beam26 m
Cruising speed20.0 kn
  1. 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.

  2. 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.

  3. Day 3

    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.

  4. Day 4

    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.

  5. 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.

  6. 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.

  7. Day 7

    Canouan Island

    Canouan is a small Grenadine island where sheltered bays, white-sand beaches and clear water set the pace. Beyond the marina, explore quiet coastal roads, snorkel fringing reefs or take a boat toward the Tobago Cays. Climb Mount Royal for wide views across the Grenadines. Canouan suits travelers who value unhurried days, good swimming and a quieter alternative to larger Caribbean ports.

  8. 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.

  9. 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.

  10. 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.

  11. 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.

  12. Day 12

    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.

  13. Day 13

    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.

  14. Day 14

    Roseau, Dominica

    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.

  15. Day 15

    Canouan Island

    Canouan is a small Grenadine island where sheltered bays, white-sand beaches and clear water set the pace. Beyond the marina, explore quiet coastal roads, snorkel fringing reefs or take a boat toward the Tobago Cays. Climb Mount Royal for wide views across the Grenadines. Canouan suits travelers who value unhurried days, good swimming and a quieter alternative to larger Caribbean ports.

  16. Day 16

    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.

  17. Day 18

    Willemstad Curacao, Netherlands

    Willemstad is one of the Caribbean’s most distinctive ports, built around the deep inlet of St. Anna Bay. Punda and Otrobanda showcase Dutch colonial architecture and form part of the city’s UNESCO-listed historic area. Walk across the Queen Emma Bridge, a floating pontoon span linking the two districts. Beyond the harbor, Curaçao offers sheltered coves, clear water and beaches for an unhurried afternoon.

  18. Day 19

    Kralendijk Bonaire, Netherlands

    Kralendijk is Bonaire’s compact, sunlit capital, where pastel Dutch-Caribbean buildings line a waterfront made for an easy first stroll. Beyond town, Bonaire’s protected reefs begin close to shore, drawing divers and snorkellers to clear water and abundant marine life. Rent a car or join an excursion to explore Washington Slagbaai National Park, salt pans and flamingo habitat. Back in Kralendijk, browse local shops, then settle beside the sea for fresh fish and a view of Klein Bonaire.

  19. Day 21

    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.

  20. Day 22

    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

Published September 28, 2026
Last updated October 3, 2026
Author: J. Richard


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