Bridgetown to San Juan

11 days
Jan 2027 - Feb 2027
Silver Shadow

2027

From

$5,508

per person

Itinerary

Day 1 | Bridgetown

Located beside the island’s only natural harbour, the capital of Barbados combines modern and colonial architecture with glorious palm tree-lined beaches and a number of historical attractions. Experience the relaxed culture of the city renowned for its British-style parliament buildings and vibrant beach life, and seek out the Anglican church and the 19th-century Barbados Garrison. The distance between the ship and your tour vehicle may vary. This distance is not included in the excursion grades.


Day 2 | Port Elizabeth, Bequia

Bequia is a Carib word meaning "island of the cloud." Hilly and green with several golden-sand beaches, Bequia is 9 miles (14½ km) south of St. Vincent's southwestern shore; with a population of 5,000, it's the largest of the Grenadines. Although boatbuilding, whaling, and fishing have been the predominant industries here for generations, sailing has now become almost synonymous with Bequia. Admiralty Bay is a favored anchorage for both privately owned and chartered yachts. Lodgings range from comfortable resorts and villas to cozy West Indian—style inns. Bequia's airport and the frequent ferry service from St. Vincent make this a favorite destination for day-trippers, as well. The ferry docks in Port Elizabeth, a tiny town with waterfront bars, restaurants, and shops where you can buy handmade souvenirs—including the exquisitely detailed model sailboats that are a famous Bequia export. The Easter Regatta is held during the four-day Easter weekend, when revelers gather to watch boat races and celebrate the island's seafaring traditions with food, music, dancing, and competitive games.To see the views, villages, beaches, and boatbuilding sites around Bequia, hire a taxi at the jetty in Port Elizabeth. Several usually line up under the almond trees to meet each ferry from St. Vincent.


Day 3 | Castries

The typical image of a lush tropical paradise comes to life on the friendly island of St Lucia. Despite its small size – just 27 miles long and 14 miles wide – St Lucia is rich in natural splendour with dense emerald rainforest, banana plantations and orchards of coconut, mango and papaya trees. The twin peaks of Les Pitons, now a UNESCO World Heritage Site rise dramatically 2,000 feet into the sky and dominate the island. Look out for unusual birds with brilliant plumage such as the St Lucia parrot, see a surprising diversity of exotic flora and enjoy the warm hospitality of the islanders in the small villages and open-air markets. Please be aware that St Lucia is a small, mountainous island, with steep, winding and bumpy roads. Customers with back and neck problems should take this into consideration when booking an excursion.


Day 4 | Trois-Ilets


Day 5 | Roseau

Although it's one of the smallest capitals in the Caribbean, Roseau has the highest concentration of inhabitants of any town in the eastern Caribbean. Caribbean vernacular architecture and a bustling marketplace transport visitors back in time. Although you can walk the entire town in about an hour, you'll get a much better feel for the place on a leisurely stroll. For some years now, the Society for Historical Architectural Preservation and Enhancement (SHAPE) has organized programs and projects to preserve the city's architectural heritage. Several interesting buildings have already been restored. Lilac House, on Kennedy Avenue, has three types of gingerbread fretwork, latticed verandah railings, and heavy hurricane shutters. The J.W. Edwards Building, at the corner of Old and King George V sreets, has a stone base and a wooden second-floor gallery. The Old Market Plaza is the center of Roseau's historic district, which was laid out by the French on a radial plan rather than a grid, so streets such as Hanover, King George V, and Old radiate from this area. South of the marketplace is the Fort Young Hotel, built as a British fort in the 18th century; the nearby statehouse, public library, and Anglican cathedral are also worth a visit. New developments at the bay front on Dame M.E. Charles Boulevard have brightened up the waterfront.


Day 6 | Îles des Saintes

This small group of islands lies opposite the western part of Guadeloupe. They were discovered in November 1493 by Columbus, who named them Los Santos. French settlers established themselves in 1648 and changed the name to Iles des Saintes, commonly known as Les Saintes. Since then the islands have been closely connected with Guadeloupe. Until a recent influx of tourism, Les Saintes were among the Caribbean’s most unspoiled destinations. Only two of the eight islands are inhabited: Terre-de-Bas and Terre-de-Haut. The latter is known for its impressive Fort Napoleon built in the early 19th century to replace an earlier 17th-century fort. From its vantage point there are fine views of the many tiny islets scattered in the bay and across to Guadeloupe. Terre-de-Haut is the main island of Les Saintes, with steeply scarped hills, scenic valleys, hidden coves and beautiful beaches. Its main settlement consists of a charming village of red-roofed houses situated along a curving bay. A number of small boutiques and gift shops invite browsing. Quaint cafés and restaurants offer food and drink. To the east of the village lies Grande Anse, a fine sand beach. Most of the attractions on this small island can be seen on foot. With just a few vehicles on the island, there are no organized tours possible. Time ashore here is at your leisure.


Day 7 | Little Bay


Day 8 | Basseterre, Saint Kitts

Mountainous St. Kitts, the first English settlement in the Leeward Islands, crams some stunning scenery into its 65 square miles (168 square km). Vast, brilliant green fields of sugarcane (the former cash crop, now slowly being replanted) run to the shore. The fertile, lush island has some fascinating natural and historical attractions: a rain forest replete with waterfalls, thick vines, and secret trails; a central mountain range dominated by the 3,792-foot Mt. Liamuiga, whose crater has long been dormant; and Brimstone Hill, known in the 18th century as the Gibraltar of the West Indies. St. Kitts and Nevis, along with Anguilla, achieved self-government as an associated state of Great Britain in 1967. In 1983 St. Kitts and Nevis became an independent nation. English with a strong West Indian lilt is spoken here. People are friendly but shy; always ask before you take photographs. Also, be sure to wear wraps or shorts over beach attire when you're in public places.


Day 9 | Gustavia

You can easily explore all of Gustavia during a two-hour stroll. Some shops close from noon to 3 or 4, so plan lunch accordingly, but stores stay open past 7 in the evening. Parking in Gustavia is a challenge, especially during vacation times. A good spot to park is rue de la République, alongside the catamarans, yachts, and sailboats.


Day 10 | Great Harbour, Jost Van Dyke

Jost Van Dyke, four miles long, is truly known as the 'barefoot island'. The smallest of the British Virgin Islands, it is known as a popular destination for yachts and is celebrated for its casual lifestyle, protected anchorages, fine beaches and beachfront restaurants and bars. The island has fewer than 200 inhabitants and they are widely known as a welcoming people. The island's name conjures up its rich, colorful past. Jost Van Dyke is said to have been named for an early Dutch settler, a former pirate. At Great Harbour, Little Harbour, and White Bay there are safe, protected bays and pristine beaches shaded with coconut palms and seagrape trees. Discover inviting shops selling local treasures, restaurants, and bars. 'The Painkiller', one of the Caribbean’s most popular drinks, originated at the Soggy Dollar Bar. Foxy’s and Gertrude's in White Bay are renowned for drinks made with the island's famous rum, frosty beers, and tales of pirates and sunken treasure. Explore Jost Van Dyke's history in the vegetation-covered ruins of centuries-old sugar mills, or on the old trails that crisscross the island. Revel in the natural beauty of the pristine, untouched beaches. Hike up to the highest spot on the island, Majohnny Point, and take in a stunning 360 degree view of the Caribbean. Relax in the natural 'bubble pool', a popular tourist attraction. Jost Van Dyke conjures up images of what the British Virgin Islands may have looked like many years ago.


Day 11 | San Juan (Puerto Rico)

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.


Ships

silver shadow

Silver Shadow

Award-winning Silver Shadow is a firm favorite in the Silversea fleet. With one of the highest space-to-guest ratios at sea, she offers authentic experiences, simple pleasures, and shared moments.

Silversea’s Shadow Class luxury cruise ships Silver Shadow and Silver Whisper offer you freedom and space to design your day. Silver Shadow retains Silversea’s essence—spacious suites and superior service—paired with a lively cosmopolitan atmosphere and enhanced amenities. Energise body and mind in the upgraded spa and fitness centre. Savour fine wines and French gastronomy in La Dame and enjoy authentic Italian cuisine in La Terrazza, endless ocean views from The Grill, and internationally inspired dishes in The Restaurant. From delectable dining to relaxation in ultra luxury, cruising has never felt so good.



What's included

All-Inclusive Expedition Cruising

  • Butler service in every suite

  • Complimentary beverages everywhere

  • Gourmet dining

  • Gratuities and personalized service on board

  • Shore excursions and onboard lectures


Meet your expedition cruise experts

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DISCLAIMER: Rates are per person, subject to availability and can change at any time

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