Bridgetown to San Juan

Bridgetown to San Juan
Enquire about this cruise

Trip Overview

A 10-night ocean voyage aboard Silver Shadow, Bridgetown, Barbados to San Juan, United States of America. Destination: Caribbean & Central America.

Operated by Silversea Cruises aboard Silver Shadow.

Cruise Highlights

Bridgetown

Canouan

St George's

Castries (St. Lucia)

Trois Ilets

Roseau

Les Saintes

St. Kitts (Basseterre)

Gustavia, St. Barthelemy

Jost Van Dyke (British Virgin Islands)

San Juan

Daily Itinerary

Bridgetown, the captivating capital of Barbados, combines faded colonial history, captivating tradition, and vivid white beaches plucked directly from your richest imagination of Caribbean perfection. Recently listed as a UNESCO World Heritage site, thanks to its beautifully preserved colonial architecture, Bridgetown’s mask of modernity covers a core of complex history and fascinating culture. Sherbet coloured buildings line up to overlook the waterfront of the Constitution River at the ‘The Careenage’ - where gleaming ships bob on the blue water, and peaceful strolls along a wooden boardwalk await. Stop for a sobering moment at the commemorative plaque honouring the people traded at this spot, when Bridgetown was the British Empire’s most important harbour, and first stop on the Transatlantic Slave Trade crossing. Just five minutes’ stroll from here is Carlisle Bay - a postcard-perfect place where you'll find crystal-clear, turquoise seawater glowing in the Caribbean sun, and a mile of soft white powder sand. A treasure trove for divers, the shipwrecks scattered below the shallow water’s waves are now inhabited by turtles and swirling, rainbow-coloured tropical fish. Head to the backstreets, where street food vendors serve up spicy chicken soup, barbecued pigtails and thirst-quenching coconut water. There are bargains aplenty to be had on Broad Street, where duty-free malls and souvenir stalls cram together, vying for your attention. Roebuck Street is the spot where one of the Caribbean’s favourite drinks, rum, was discovered - having been created here from the by-products of the island’s booming sugarcane trade. Nowadays, it’s lined with bars splashing every variety of the deliciously spicy dark libation imaginable into glasses. For a touch more culture, visit one of the oldest synagogues in The Americas - Nidhe Israel Synagogue, which was built in 1654. The adjoining museum tells the story of Barbados’ Jewish immigrants, who were instrumental in the island’s development.

With beautiful seascapes, lush vegetation and intense natural ingredients, the Isle of Spice has the perfect recipe for a flavourful visit. A true sensory experience, St George's is famous as the world’s second-largest exporter of the spice, nutmeg. Just as much of a treat for the eyes as it is for the palate, its jungled mounds, idyllic white-sand beaches, and turquoise Caribbean seas are a glorious sight to behold. Thrilling waterfalls pour through the rainforest, while banana and cocoa groves spread wildly across the island. Grenada’s capital rolls down to an attractive waterfront decorated with pretty floral buildings, Georgian architecture and picturesque terracotta roofs. Breathe in deep at the spice market, where the freshest ingredients fill stalls. Heaps of fresh nutmeg, vanilla pods, cinnamon and cocoa beans all add to the colourful mosaic. Dip into the waters of Bamboo Waterfall, or venture to Grand Etang, to explore the rich and fertile interior of this scenic island, where mischievous mona monkeys explore treetops and a collapsed volcano holds the waters of a glorious caldera lake. If all of that exploring sounds like hard work - don’t worry, the island is skirted by some of the Caribbean’s dreamiest visions of seaside luxury - from famous natural beauties like Grand Anse Beach to secret stretches hidden amongst the palm trees. Soak in the vivid colours, best enjoyed with an iced cocktail and a taste of the locally distilled, spiced rum punch.

Explore a land of vibrant colour, from the tranquil turquoise water that surrounds it, to the verdant green peaks of its famous soaring volcanic plugs - The Pitons; which give this mesmerising island its form. Waterfalls thunder in the jungled interior, should you successfully drag yourself from St Lucia's gleaming beaches and dive spots - where patchworks of colourful fish dance below the waves. Offering the picturesque island luxury of your wildest dreams, St. Lucia is a cinematic, thrilling Caribbean idyl. Marigot Bay served as the tropical backdrop for 1967’s Doctor Dolittle film, and the island's amiable animal life is never too far away - spot flashes of bright red, as parrots zip between palm trees, before catching sight of dolphins splashing playfully offshore. Vigie beach is a charmed spot to lie back and recline in the sun’s glow, watching as overlapping layers of mesmerising blue hues intertwine. St. Lucia’s iconic Pitons mountains deliver as the perfect backdrop to any envy generating photograph - rising up exponentially from the calm waters like sharp shark fins. Castries is this heavenly island’s capital, and while the Cathedral Basilica of the Immaculate Conception may seem a little humble from the outside, the soft sounds of soulful hymns emanating from within are sure to draw you in. The astonishing interior glows with bright frescoes, lit up by the sunlight that spills inside, and atmospheric rows of flickering candles. There's more rich Caribbean colour to behold at the ramshackle Castries Market, where you can take handfuls of fragrant spices, like nutmeg and cinnamon, and enjoy the singsong ritual of bartering, as you move between tables heaving under bounties of green bananas and rosy mangos.

Martinique is well known as France’s favoured Caribbean isle but it is the little commune of Trois Ilets where the two cultures really mesh together. La Pagerie is a fascinating museum housing rich colonial artefacts including some of Napoleon’s rather risqué love letters to his future wife. Trois Ilets was once an important French colony and as such played an active role in the slave trade. A trip to the Savane des Esclaves will have you learning of the plight of Neg Marrons – and others like him – slaves who fled the plantations to live alone in the hinterland. Visit the reconstruction of a typical rural shack where Neg and others managed to survive by living off the land and by their wits. Like many Caribbean villages life is centred around the church square. Colourful wooden houses with locally thrown pottery tile rooves flank the typical creole village while the church itself (where Empress Josephine was baptised) takes pride of place. In fact so important is pottery to the local culture that the entire village referred to as “Le village de la poterie” in the 18th century. Unsurprisingly though the islands natural beauty takes a front seat. Many world class beaches are found here including the lovely l’Anse a l’Ane and the peninsula of Pointe du Bout (literally End Point). Think Hobbie-Cats kayaking windsurfing and jet skiing for island exploration – the Genipa Mangrove at the end of the island begs discovery if you like to take to the waterways.

Raise a glass to the immaculate surroundings of Roseau where beautiful beaches - alive with fine bubbles fizzing upwards from the geothermal activity below - wait for you. Dive into extraordinary snorkelling and diving experiences amongst thriving marine life active corals and live volcanoes concealed below the waves. With attractive volcanic sands to relax on and glorious jungled mountains to explore Roseau is an intoxicating welcome to Dominica's Caribbean island appeal. Nowadays Old Market Square is crammed with locals trading huge vegetables colourful fruits and handmade jewellery - but the square has a darker past and was the centre of the island's slave-trade. Head up to the former British fort which offers a panoramic postcard-perfect view from the top of Roseau and the lush green mountains behind. The large botanical gardens offer more magnificent views and you can walk amongst thriving tropical plant life as parrots flutter and add splashes of colour to the greenery. The rainforest around the city conceals rich wildlife and waterfalls spilling into splash pools while plantations give a taste of the island's heritage. You can also discover the second-largest hot spring in the world - Boiling Lake - which brews with angry volcanic activity in the steamy Morne Trois Pitons National Park. The hiking and snorkelling can take its strain - so simmer away any stiffness in a mineral-rich hot pool or by indulging in a rum punch or two.

It’s easy to imagine how these heavenly Caribbean islands earned their name - which translates as Islands of the Saints. Labelled as such by Christopher Columbus when he reached them in 1493 the islands have lost none of their heavenly beauty and appeal since. Promising crystalline tropical beaches and undisturbed shallow seas Les Saintes is a blessed archipelago and a moreish vision of unspoiled Caribbean glory. Forest-coated island cones rise from the turquoise waters and you can lounge on deserted beaches or snorkel among teeming reefs that flourish with life below the warm waters. Jump into a kayak to get out on the sea gliding above the incredible fish life blossoming just below the waves. Somewhat off the beaten track the islands form a necklace of nine in total but only two are occupied. Head out across the bobbing waves to revel in their beauty from the deck of a catamaran or choose your spot on a banana-bend of soft sand like Pain De Sucre Beach. Relax in this impossibly gorgeous setting surrounded by lush vegetation and a spectacular cliff that closely resembles Rio de Janiero’s famous Sugarloaf Mountain - and lends this beach its name. The vast Fort Napoleon was constructed by the French to repel British attacks and is now home to a popular cactus park and gardens - which blooms with a colourful variety of flowers. Look out for the huge iguanas leisurely soaking up the sunshine.

St. Kitts verdant volcanic slopes rise from crystal clear Caribbean waters, promising a land of escape, relaxation and rejuvenation. A place for ‘limin’ - the local word for kicking back, Caribbean style, you’ll be welcomed to an island paradise blessed with swarming reefs, hidden white-sand beaches, and irresistible shallow seas. Bigger sibling to nearby Nevis, St. Kitts is a place of unrestrained natural beauty. Soak up the dreamy Caribbean bliss, or explore sprawling island rainforests, teeming with hummingbirds and the distant sounds of waterfalls, as you walk the island’s vine-tangled paths. A ride on Basseterre’s scenic sugar train is a rumbling, immersive journey through the heart of this Caribbean island of culture and vivid unspoiled scenery. Carriages that once transported crops of sugar cane to the city sweep around long curving bends, revealing a spectacular introduction to St. Kitts. The landscapes here are beautiful, and things are no less spectacular offshore, where glorious crystalline waters invite you to dive with turtles, and explore doomed wrecks like the River Taw ship – which has now exploded with marine life. In Basseterre itself, stop off to see the pea-green Berkeley Memorial clock, which stands in the Circus, surrounded by busy St. Kitts life. Independence Square is also waiting among the city’s charming Georgian buildings. Renamed from Pall Mall on the 19th of September 1983 - to celebrate the island’s independence - the pretty square gravitates around a colourful burbling fountain, and has a dark history, as a former slave market. Wary canons watch out over the waves far below at Brimstone Hill Fortress, a site of significant history, which dates back to 1690. Known as the ‘Gibraltar of the West Indies’ due to its importance at the heart of the British empire, St. Kitts was one of the first island in the West Indies to be colonised. Nowadays, its World Heritage Site fortress offers panoramic views along the coastline it was built to defend.

Cherry red roofs, yacht-sprinkled bays and a sophisticated French flavour all add to the gorgeous Caribbean allure of Gustavia. The island's capital rolls around a horseshoe-shaped harbour, where gleaming yachts hover and fancy boutiques, bars and restaurants fizz with life and clinking cutlery. Head up to red and white Gustavia Lighthouse to look down over the revered waters, which attract many a celebrity guest and diving enthusiast to these shores. Christopher Columbus was the first European to discover this volcanic island in 1493, giving it the name St Barthelemy in honour of his younger brother. The island has a unique history as a Swedish colony, following a deal with the French King Louis XVI to exchange the island with Sweden for better trading rights. It was returned to French control in 1878 and is now a French Overseas Collectivity. Learn more of the Swedish legacy at Fort Karl - which sits on a 29-metre-high hill above Shell Beach. The fort now lies in ruins, but you'll meet wandering iguanas, and the views down of sweeping sea and emerald coastline are some of the island's finest. Down below, a delightful spread of tiny pebbles and shell fragments are scattered like confetti and lapped by crystal-clear water. A little exploration uncovers countless other glorious beaches and natural wonders. Colombier Beach is a little out of the way but cradles silky-smooth sands and typically turquoise waters. If you have chance, find somewhere to settle and sip fruity rum cocktails as the sunset flares across the waves.

Glowing turquoise waters lazily bowing palm trees and pristine white sand beaches – it's all waiting for you in Jost Van Dyke's picturesque Caribbean splendour. Slip off your shoes you won't be needing them too much in these parts as you wander soft heavenly sands and paddle out into impossibly clear waters. If this is your first experience of the Caribbean's splendour you may be a little sceptical about the reality of those famed shockingly bright colours that you see in photographs. Splash into water that glows with a bright teal hue and is blotched with occasional swells of deeper royal blue. Snorkellers will adore the explosions of colourful fish beneath the waves. White Bay is a slice of island perfection with a neat hill of trees framing a sandy sweep of shaded beach bars. The wander up to Majohnny Hill is the most exertion needed to explore this four-square-mile island and it's worth it to see the heavenly beaches emerging from tranquil waters below. Even the natural sea formations here encourage you to unwind with waves gurgling and frothing over the rocks to create Bubbly Pool a natural jacuzzi. Jost Van Dyke has a reputation as the off-the-radar island getaway of choice for celebrities like Keith Richards. A lot of that comes down to the calypso charm of its rustic beach bars - especially the legendary Foxy's Bar which is run by island legend Foxy Callwood. Rum-drenched cocktails and icy buckets of beach beers await - sure to get you into the island’s party spirit in no time.

Tour description San Juan, Puerto Rico Although Puerto Rico is a commonwealth of the United States, few cities in the Caribbean are as steeped in Spanish tradition as San Juan. Within a seven-square-block area in Old San Juan are restored 16th-century buildings, museums, art galleries, bookstores, and 200-year-old houses with balustraded balconies overlooking narrow, cobblestone streets. In contrast, San Juan's sophisticated Condado and Isla Verde areas have glittering hotels, fancy boutiques, casinos, and discos. Out in the countryside is 28,000-acre El Yunque National Forest, a rain forest with more than 240 species of trees growing at least 100 feet high. You can stretch your sea legs on dramatic mountain ranges, numerous trails, in vast caves, at coffee plantations, old sugar mills, and hundreds of beaches. No wonder San Juan is one of the busiest ports of call in the Caribbean. Like any other big city, San Juan has its share of petty crime, so guard your wallet or purse, especially in crowded markets and squares. Sights Old San Juan, the original city founded in 1521, contains carefully preserved examples of 16th- and 17th-century Spanish-colonial architecture. More than 400 buildings have been beautifully restored. Graceful wrought-iron balconies with lush hanging plants extend over narrow streets paved with adoquines (blue-gray stones originally used as ballast on Spanish ships). The Old City is partially enclosed by walls that date from 1633 and once completely surrounded it. Designated a U.S. National Historic Zone in 1950, Old San Juan is chockablock with shops, open-air cafés, homes, tree-shaded squares, monuments, and people. You can get an overview on a morning's stroll (bear in mind that this "stroll" includes some steep climbs). However, if you plan to immerse yourself in history or to shop, you'll need a couple of days. Alcaldía. San Juan's city hall was built between 1602 and 1789. In 1841, extensive alterations were made so that it would resemble the city hall in Madrid, with arcades, towers, balconies, and an inner courtyard. Renovations have refreshed the facade of the building and some interior rooms, but the architecture remains true to its colonial style. Only the patios are open to public viewings. A municipal tourist information center and an art gallery with rotating exhibits are in the lobby. 153 Calle San Francisco, Plaza de Armas, Old San Juan. Castillo San Cristóbal. This huge stone fortress, built between 1634 and 1790, guarded the city from land attacks from the east. The largest Spanish fortification in the New World, San Cristóbal was known in the 17th and 18th centuries as the Gibraltar of the West Indies. Five freestanding structures divided by dry moats are connected by tunnels. You're free to explore the gun turrets (with cannon in situ), officers' quarters, re-created 18th-century barracks, and gloomy passageways. Along with El Morro, San Cristóbal is a National Historic Site administered by the U.S. Park Service; it's a World Heritage Site as well. Rangers conduct tours in Spanish and English. Calle Norzagaray at Av. Muñoz Rivera, Old San Juan. Admission charged. Castillo San Felipe del Morro (El Morro). At the northwestern tip of the Old City is El Morro ("the promontory"), a fortress built by the Spaniards between 1539 and 1786. Rising 140 feet above the sea, the massive six-level fortress was built to protect the harbor entrance. It is a labyrinth of cannon batteries, ramps, barracks, turrets, towers, and tunnels. Built to protect the port, El Morro has a commanding view of the harbor. You're free to wander throughout. The cannon emplacement walls and the dank secret passageways are a wonder of engineering. The fort's small but enlightening museum displays ancient Spanish guns and other armaments, military uniforms, and blueprints for Spanish forts in the Americas, although Castillo San Cristóbal has more extensive and impressive exhibits. There's also a gift shop. The fort is a National Historic Site administered by the U.S. Park Service; it's a World Heritage Site as well. Various tours and a video are available in English. Calle del Morro, Old San Juan. Admission charged. Catedral de San Juan Bautista. The Catholic shrine of Puerto Rico had humble beginnings in the early 1520s as a thatch-roofed, wooden structure. After a hurricane destroyed the church, it was rebuilt in 1540, when it was given a graceful circular staircase and vaulted Gothic ceilings. Most of the work on the present cathedral, however, was done in the 19th century. The remains of Ponce de León are behind a marble tomb in the wall near the transept, on the north side. The trompe l'oeil work on the inside of the dome is breathtaking. Unfortunately, many of the other frescoes suffer from water damage. 151 Calle Cristo, Old San Juan. Admission charged. Galería Nacional. Built by Dominican friars in 1523, this convent-the oldest in Puerto Rico-once served as a shelter during Carib Indian attacks and, more recently, as headquarters for the Antilles command of the U.S. Army. The beautifully restored building contains the Galería Nacional, which showcases the collection of the Institute of Puerto Rican Culture. Arranged chronologically, the museum traces the development of Puerto Rican art over the centuries, from José Campeche and Francisco Oller to Rafael Tufiño and Myrna Báez. You'll also find a good collection of santos, traditional wood carvings of saints. 98 Calle Norzagaray, Old San Juan. Admission charged. La Fortaleza. Sitting atop the fortified city walls overlooking the harbor, the Fortaleza was built between 1533 and 1540 as a fortress, but it wasn't a very good one. It was attacked numerous times and was occupied twice, by the British in 1598 and the Dutch in 1625. When El Morro and the city's other fortifications were finished, the Fortaleza became the governor's palace. Numerous changes have been made to the original primitive structure over the past four centuries, resulting in the current eclectic yet eye-pleasing collection of marble and mahogany, medieval towers, and stained-glass galleries. It is still the official residence of the island's governor, and is the Western Hemisphere's oldest executive mansion in continual use. Guided tours of the gardens and the building's exterior are conducted several times a day in English and Spanish. Call ahead, as the schedule changes daily. Proper attire is required: no sleeveless shirts or very short shorts. The tours begin near the main gate in a yellow building called the Real Audiencia, housing the Oficina Estatal de Preservación Histórica. Western end of Calle Fortaleza, Old San Juan. Museo de las Américas. On the second floor of the imposing former military barracks, Cuartel de Ballajá, this museum houses four permanent exhibits: Popular Arts, African Heritage, the Indian in America, and Conquest and Colonization. You'll also find a number of temporary exhibitions of works by regional artists. A wide range of handicrafts is available in the gift shop. Calle Norzagaray and Calle del Morro, Old San Juan. Admission charged. Elsewhere in San Juan Casa Bacardí Visitor Center. Exiled from Cuba, the Bacardí family built a small rum distillery here in the 1950s. Today it's the world's largest, with the capacity to produce 100,000 gallons of spirits a day and 21 million cases a year. You can hop on a little tram to take an approximately 45-minute tour of the visitor center, though you don't visit the distillery itself. Yes, you'll be offered a sample. Bay View Industrial Park, Rte. 165, Km 2.6, at Rte. 888, Cataño. Museo de Arte de Puerto Rico. One of the biggest museums in the Caribbean, this beautiful neoclassical building was once the San Juan Municipal Hospital. The collection of Puerto Rican art starts with works from the colonial era, most of them commissioned for churches. Here you'll find works by José Campeche, the island's first great painter. His Immaculate Conception, finished in 1794, is a masterpiece. Also well represented is Francisco Oller y Cestero, who was the first to move beyond religious subjects to paint local scenes. Another gallery room is filled with works by artists inspired by Oller. The original building, built in the 1920s, proved to be too small to house the museum's collection: the newer east wing is dominated by a five-story-tall stained-glass window, the work of local artist Eric Tabales. There's also a beautiful garden filled with a variety of native flora and a 400-seat theater that's worth seeing for its remarkable hand-crocheted lace curtain. 299 Av. José de Diego, Santurce. Admission charged. Shopping San Juan is not a duty-free port, so you won't find bargains on electronics and perfumes. However, shopping for native crafts can be fun. Popular souvenirs and gifts include santos (small, hand-carved figures of saints or religious scenes), hand-rolled cigars, local coffee, handmade lace, and carnival masks. In Old San Juan, especially on Calles Fortaleza and Cristo, you can find everything from T-shirt emporiums to selective crafts stores, bookshops, art galleries, jewelry boutiques, and even shops that specialize in made-to-order Panama hats. Calle Cristo is lined with factory-outlet stores, including Coach and Ralph Lauren. Beaches San Juan doesn't have the island's best beaches, but anyone can rent a chair for the day at one of the public entry points.

Pricing & Options

From $6,050

per guest · 10 nights

Departure dates

  • 16 Feb 2027 – 26 Feb 2027On request

Prices are a guide and vary with season, cabin category and party size. Your advisor will confirm the exact cost before anything is booked.

The Ship: Silver Shadow

Cabins

Grand 1 Bedroom

suite

Grand 2 Bedroom

suite

Medallion

suite

Owner 1 Bedroom

suite

Owner 2 Bedroom

suite

Royal 1 Bedroom

suite

Royal 2 Bedroom

suite

Silver

suite

Terrace

suite

Veranda 1

suite

Veranda 2

suite

Veranda 3

suite

Veranda 4

suite

Vista

suite

Enquire about this cruise

Bridgetown to San Juan