Puerto Rico Cruise from San Juan to Bridgetown — 12 Days

11 nights · Puerto Rico · Departs San Juan · Visiting St John Island USVI, Virgin Gorda Island BVI, Norman Island BVI, Gustavia St Barths, Basseterre St Kitts, Iles des Saintes, Bequia Island, Mayreau Island, Bridgetown · Aboard SeaDream Yacht Club on the SeaDream II

SeaDream Yacht Club logo
Cruise lineSeaDream Yacht Club
ShipSeaDream II
Duration11 nights
Port calls10
Departures1 sailings
From fare$18,059 per person
Year built1985
Guests112
Cabins56
Crew100
Length108 m
Beam14 m
Cruising speed18.0 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 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.

  3. Day 3

    Virgin Gorda Island BVI

    Virgin Gorda swaps city bustle for clear water, quiet coves and a dramatic coastline. At The Baths, granite boulders form a maze of sea pools and narrow passages beside the beach. Some routes involve ladders and slippery rocks, so wear shoes with grip. Spanish Town is the island’s main settlement; North Sound is known for sheltered anchorages and sailing. Go early to explore The Baths before the busiest hours, then cool off in the Caribbean.

  4. Day 3

    Norman Island BVI

    Norman Island rewards travellers who arrive by sea. Its sheltered Bight is one of the British Virgin Islands’ best-known anchorages, framed by steep green hills and clear water. At Treasure Point, three sea caves invite snorkellers to explore their shadowed entrances and bright shallows. Come ashore for a beachside pause, or stay aboard and watch boats settle into the bay. The island’s pirate lore adds intrigue, but its real treasure is the water.

  5. 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.

  6. Day 6

    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.

  7. Day 7

    Iles des Saintes, Guadeloupe

    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.

  8. Day 8

    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.

  9. Day 10

    Mayreau Island

    Mayreau is one of the Grenadines’ smallest inhabited islands, with a village reached by a steep road from the shore. Its appeal is quiet beaches, clear water and Salt Whistle Bay, a sheltered crescent popular with sailors. Walk uphill to the compact settlement and its Catholic church, then look across the neighboring Grenadines. For a day ashore, Mayreau rewards unhurried exploration rather than a packed itinerary.

  10. Day 12

    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.

SeaDream II Cruises

Published September 13, 2026
Last updated October 3, 2026
Author: J. Richard


Cruise Disclosure

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