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Bridgetown to San Juan

Embark on an unforgettable voyage with Silversea's Bridgetown to San Juan cruise. This luxurious 7-day journey aboard the Silver Spirit explores the captivating Caribbean. Discover the vibrant culture and stunning landscapes of Barbados, St. Lucia, Grenada, St. Maarten, St. Kitts, Antigua, and finally, the enchanting charm of San Juan, Puerto Rico.

From the pristine beaches of Barbados to the historic streets of San Juan, each port offers unique experiences. Explore lush rainforests, relax on idyllic shores, and immerse yourself in the rich history and warm hospitality of the Caribbean islands. Silversea ensures an unparalleled level of luxury and personalized service throughout your journey.

Indulge in gourmet dining, spacious accommodations, and exceptional onboard amenities. This is more than a cruise; it's a curated exploration of Caribbean paradise, crafted for discerning travelers seeking an unforgettable escape. Book your Bridgetown to San Juan adventure today!

  • Cruise Line: Silversea
  • Ship: Silver Nova + 2 more
  • Duration: 8 Nights
  • Departure: Jan - Dec
FROM
£3,300 pp
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Bridgetown to San Juan Prices

Price per person
Dec 21, 2026
£3,300 pp
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Jan 20, 2027
£4,060 pp
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Feb 16, 2027
£4,060 pp
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Dec 18, 2027
£3,850 pp
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More Dates

Bridgetown to San Juan Itinerary

Day 1

Bridgetown

Bridgetown originally called 'Indian Bridge' is the capital and commercial centre of Barbados with about 80 000 inhabitants. It is a busy port with a natural harbour inlet known as the Careenage and is well utilised by pleasure craft and fishing boats.Bridgetown has a long and colourful history as a British settlement from the 17th century. A bustling city with many attractions for travellers its mix of modern and historic buildings are interspersed with markets monuments and a number of lush gardens.The main street Broad Street is where one finds banks department stores and duty-free shops. At the top of Broad Street is the Parliament Building (the Barbados Parliament is the third oldest in the Commonwealth dating from 1639) facing National Heroes Square. Bridgetown is home to a number of historical buildings that will interest visitors including the Garrison Historic Area which is a must-visit for military history buffs.Another attraction in Bridgetown is a massive Baobab tree (said to have been brought to the island from Guinea Africa around 1738). It takes 15 adults with outstretched arms to encircle the trunk.Tourists in Bridgetown will find much to see and do: cricket games at Kensington Oval which hosted the 2007 Cricket World Cup; the Barbados Derby at the racetrack in the Garrison area; and many other events and activities. A range of duty-free shops near the harbour sell staples like Mount Gay Rum while more colourful shopping options include the Cheapside Market and the Swan Street pedestrian mall. Local restaurants in the Careenage serve up fresh lobster and fish with Caribbean flair.

Day 2

Castries

The main reason for the existence of the town of Castries capital of St Lucia is as a port of call for hundreds of cruise ships that dock in the deep harbour every year disgorging thousands of day-trippers who shop till they drop in the market and duty-free shopping malls. Visitors who linger find the town has a certain charm surrounded by hills although little to offer in the way of sightseeing or architectural heritage. Most of the buildings are fairly new with Castries having been destroyed several times by fire during its history most recently in 1948. There is a very vibrant and colourful market on the go every day except Sunday some good waterfront restaurants and a few remains of the defences of the island's various occupiers to claim the attention. Castries also serves as a good base for island exploration whether it is by road or water.

Day 3

Saint George's

Nutmeg, cinnamon, cloves, cocoa those heady aromas fill the air in Grenada (pronounced gruh-nay-da). Only 21 miles (33½ km) long and 12 miles (19½ km) wide, the Isle of Spice is a tropical gem of lush rain forests, white-sand beaches, secluded coves, exotic flowers, and enough locally grown spices to fill anyone's kitchen cabinet. St. George's is one of the most picturesque capital cities in the Caribbean, St. George's Harbour is one of the most picturesque harbors, and Grenada's Grand Anse Beach is one of the region's finest beaches. The island has friendly, hospitable people and enough good shopping, restaurants, historic sites, and natural wonders to make it a popular port of call. About one-third of Grenada's visitors arrive by cruise ship, and that number continues to grow each year. Grenada's capital is a bustling West Indian city, much of which remains unchanged from colonial days. Narrow streets lined with shops wind up, down, and across steep hills. Brick warehouses cling to the waterfront, and pastel-painted homes rise from the waterfront and disappear into steep green hills. The horseshoe-shaped St. George's Harbour, a submerged volcanic crater, is arguably the prettiest harbor in the Caribbean. Schooners, ferries, and tour boats tie up along the seawall or at the small dinghy dock. The Carenage (pronounced car-a-nahzh), which surrounds the harbor, is the capital's center. Warehouses, shops, and restaurants line the waterfront. The Christ of the Deep statue that sits on the pedestrian plaza at the center of The Carenage was presented to Grenada by Costa Cruise Line in remembrance of its ship, Bianca C, which burned and sank in the harbor in 1961 and is now a favorite dive site. An engineering feat for its time, the 340-foot-long Sendall Tunnel was built in 1895 and named for Walter Sendall, an early governor. The narrow tunnel, used by both pedestrians and vehicles, separates the harbor side of St. George's from the Esplanade on the bay side of town, where you can find the markets (produce, meat, and fish), the Cruise Ship Terminal, the Esplanade Mall, and the public bus station.

Day 5

Philipsburg

The capital of Dutch St. Maarten stretches about a mile (1½ km) along an isthmus between Great Bay and the Salt Pond and has five parallel streets. Most of the village's dozens of shops and restaurants are on Front Street, narrow and cobblestone, closest to Great Bay. It's generally congested when cruise ships are in port, because of its many duty-free shops and several casinos. Little lanes called steegjes connect Front Street with Back Street, which has fewer shops and considerably less congestion. Along the beach is a ½-mile-long (1-km-long) boardwalk with restaurants and several Wi-Fi hot spots.Wathey Square (pronounced watty) is in the heart of the village. Directly across from the square are the town hall and the courthouse, in a striking white building with cupola. The structure was built in 1793 and has served as the commander's home, a fire station, a jail, and a post office. The streets surrounding the square are lined with hotels, duty-free shops, restaurants, and cafés. The Captain Hodge Pier, just off the square, is a good spot to view Great Bay and the beach that stretches alongside.

Day 6

Basseterre, Saint Kitts

Basseterre is the capital city of Saint Kitts and Nevis, in the West Indies. It is also the main port and commercial center for the island nation. The city has a long and rich history, dating back to the early days of European colonization.

The city was named by the French after Christopher Columbus, who stopped here on his second voyage to the New World in 1493. The city was then known as Basseterre de Guadeloupe, or Basseterre of Guadeloupe. It was one of the first European settlements in the Caribbean and quickly became an important trading port.

In the 17th century, the British took control of the island and renamed it Basseterre. The city remained an important port and commercial center under British rule.

Today, Basseterre is a busy and vibrant city with a population of around 13,000. It is a popular tourist destination, with its beautiful beaches, historic buildings, and lively nightlife.

Day 7

Saint John Island

The smallest of the islands, two thirds of
St John consists of a national park, a peaceful and largely
unspoilt paradise for nature lovers offering pristine forests,
hidden coves and coral reefs, as well as secluded white beaches and
miles of hiking trails.

Danish immigrants were the first settlers
and became extensive producers of sugarcane. Today, the abandoned
18th-century plantations scattered about the island provide a
reminder of its agricultural industry. A walk around the ruins of
the Annaberg Sugar Plantation offers a historical glimpse of St
John, boasting magnificent views of the British Virgin Islands.

The Virgin Island National Park offers
numerous guided or independent hiking trails into the interior with
stunning views from the ridges. There's a variety of flora and
fauna, including wild cats, hummingbirds and iguanas.

Of the dozens of beaches, the most popular
is Trunk Bay. It's one of the world's most photographed spots,
offering swimming and excellent marine life in the protected reefs.
There is also an underwater snorkelling trail with signs
identifying the types of coral and its inhabitants.

The centre of activity on St John is Cruz
Bay, a small town offering speciality shopping, lively bars and
delicious cuisine, as well as jeep rental services and dive
centres. There is limited accommodation on the island so make sure
to book well in advance.

Day 8

San Juan (Puerto Rico)

The capital city of Puerto Rico, San Juan
is one of the busiest ports in the Caribbean and home to a third of
all Puerto Ricans. Nearly every visitor to the island arrives at
San Juan, many on cruise liners. It's one of the largest home-based
cruise ports in the world, hosting many vessels with more being
added each year.

San Juan is divided into three distinct
districts: Old San Juan, the historic walled city; the beach and
resort area; and the outlying suburbs. Tourists mainly visit Old
San Juan, the site of most restaurants, shops, entertainment venues
and some exquisite beaches.

The old city is linked to the new by the
largely residential barrio of Puerta de Tierra and a series of
modern highways leading to the Condado beachfront, which is
reminiscent of Florida's Miami Beach with its high-rise hotels and
apartment blocks.

It is not only tourism that keeps the
financial mills grinding in San Juan. The city is an important
centre for petroleum and sugar refining, brewing and distilling,
and the manufacturing of cement, pharmaceuticals, metal products
and tobacco products.

In the midst of all the hustle and bustle,
there are numerous attractions in San Juan to amuse, entertain and
interest many tourists, and the city is a perfect base for
exploring the rest of what this small Caribbean island has to
offer.

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