Puerto Rico Cruise from San Juan — 10 Days

9 nights · Puerto Rico · Departs San Juan · Visiting St Thomas Island USVI, Basseterre St Kitts, Castries, Bridgetown, Roseau, St Johns Antigua, Philipsburg St Maarten, St Croix Island USVI · Aboard Viking Cruises on the Viking Sky

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Viking Sky
coastal cityscape historic fort tropical bay coastline hills Basseterre Cruise Port Castries Cruise Port
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Image courtesy of Viking Cruises ©

Cruise lineViking Cruises
ShipViking Sky
Duration9 nights
Port calls9
Departures9 sailings
From fare$3,799 per person
Year built2017
Guests928
Cabins464
Crew465
Length228 m
Beam29 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

    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.

  3. 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.

  4. Day 4

    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.

  5. Day 5

    Bridgetown, Barbados

    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.

  6. Day 6

    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.

  7. Day 7

    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.

  8. Day 8

    Philipsburg St Maarten, Netherlands

    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.

  9. Day 9

    St Croix Island USVI

    St Croix rewards travelers who look beyond the beach. The largest of the U.S. Virgin Islands, it pairs Danish-era streets and plantation history with a distinctly Caribbean pace. In Christiansted, pastel buildings line a handsome waterfront; Frederiksted offers quieter charm and easy access to sandy beaches. Offshore, Buck Island Reef National Monument protects coral reefs and an underwater snorkeling trail. Choose your day: history, snorkeling, or an unhurried swim.

  10. Day 10

    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.

Viking Sky Cruises

Published September 15, 2026
Last updated October 3, 2026
Author: J. Richard

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