11Days10Nights
USD 5,100

Bridgetown - San Juan


Silver Shadow

Cruise Code: SS270216010

Aboard Silver Shadow, sail Bridgetown to San Juan via Gustavia, Bequia, St. Lucia and more-snorkel turquoise bays, spice markets, and rum bars.

Itinerary
1

Barbados

Bridgetown

Bridgetown, Barbados' UNESCO-listed capital, blends colonial history, rich culture, and white-sand beauty. At The Careenage, pastel buildings overlook the Constitution River, with a plaque marking the city's role in the Transatlantic Slave Trade. Nearby Carlisle Bay offers turquoise water, soft sand, and shipwreck dives with turtles and tropical fish. Explore street food, Broad Street shopping, rum bars on Roebuck Street, and Nidhe Israel Synagogue and museum.
Feb 16, 2027
Departure23:00
2

Saint Vincent And The Grenadines

Bequia

Bequia Island is a rustic, unspoiled Grenadine gem: virgin beaches, quiet bays, rum shacks, and a laid-back feel with only about 6,000 locals. Admiralty Bay is a stunning natural harbor, and tiny Port Elizabeth has a market, turtle sanctuary, and model-ship stalls. Hike Mount Peggy for views, then relax on Princess Margaret Beach or other golden-sand coves. It's a place to slow down, swim, read, and enjoy fresh catch, barbecue, and rum cocktails at beach bars.
Feb 17, 2027
Arrival08:00
Departure18:00
3

Grenada

St George's

Grenada, the "Isle of Spice," blends lush scenery and rich flavor: nutmeg, vanilla, cinnamon and cocoa fill the air at St George's market, while jungled hills, rainforest waterfalls, banana and cocoa groves, and the Grand Etang caldera showcase its fertile interior. The capital features a charming waterfront of Georgian buildings and terracotta roofs, and the coast offers white-sand beaches, turquoise seas, Grand Anse, and hidden palm-fringed coves. Enjoy it all with a local spiced rum punch.
Feb 18, 2027
Arrival08:00
Departure18:00
4

Saint Lucia

Castries

St Lucia is a vivid Caribbean island of turquoise seas, green volcanic Pitons, jungle waterfalls, and bright coral reefs. Its beaches and dive spots are rich with colorful fish, while marigot Bay, once a backdrop for Doctor Dolittle, adds cinematic charm. Spot parrots in the palms and dolphins offshore, relax on Vigie Beach, and photograph the dramatic Pitons. In Castries, visit the Cathedral Basilica and the lively market for spices, bananas, and mangos.
Feb 19, 2027
Arrival08:00
Departure18:00
5

Martinique

Trois Ilets

Martinique's Trois Ilets is where French and Caribbean cultures meet. Visit La Pagerie museum for colonial artifacts, including some of Napoleon's love letters, and learn at Savane des Esclaves about Neg Marrons-escaped slaves who survived in the hinterland. The village centers on a church square, with colorful wooden houses and pottery roofs; Josephine was baptized here. It's also prized for beaches like l'Anse à l'Âne, Pointe du Bout, and watersports, plus the Genipa Mangrove.
Feb 20, 2027
Arrival08:00
Departure18:00
6

Dominica

Roseau

Roseau, Dominica's capital on the west coast, blends Caribbean beauty with a strong colonial past. Enjoy volcanic beaches, great snorkeling and diving among coral, marine life and underwater volcanic activity. Explore banana and cocoa plantations, the lively Old Market Square, and the former British fort for sweeping views. Visit the botanical gardens, rainforest waterfalls, and Boiling Lake in Morne Trois Pitons National Park, then relax in hot springs or with a rum punch.
Feb 21, 2027
Arrival08:00
Departure19:00
7

Guadeloupe

Les Saintes

Les Saintes, "Islands of the Saints," is a stunning Caribbean archipelago named by Columbus in 1493. Of nine islands, only two are inhabited. Expect crystal beaches, shallow turquoise seas, lush volcanic cones, rich reefs, kayaking, snorkeling, and catamaran trips. Visit Pain de Sucre Beach and Fort Napoleon, now a cactus park and gardens, and watch for iguanas.
Feb 22, 2027
Arrival08:00
Departure18:00
8

Saint Kitts And Nevis

St. Kitts

St. Kitts is a lush volcanic island of crystal-clear Caribbean waters, reefs, white-sand beaches, rainforests, and a laid-back "limin" vibe. Explore vine-tangled trails, snorkel or dive with turtles and wrecks, or ride Basseterre's scenic sugar train through unspoiled landscapes. In Basseterre, see the Berkeley Memorial and Independence Square, and visit Brimstone Hill Fortress, the "Gibraltar of the West Indies," a UNESCO World Heritage Site with sweeping coastal views.
Feb 23, 2027
Arrival08:00
Departure19:00
9

Saint Barthelemy

Gustavia, St. Barthelemy

Gustavia, St Barthelemy's capital, is a chic Caribbean harbor town of red roofs, yachts, boutiques, bars, and French flair. From the lighthouse, you can gaze over waters loved by celebrities and divers. The island was first named by Columbus in 1493, later a Swedish colony, and returned to France in 1878; its heritage remains at Fort Karl above Shell Beach. Nearby are shell-strewn shores, turquoise waters, and quiet gems like Colombier Beach-ideal for a sunset rum cocktail.
Feb 24, 2027
Arrival08:00
Departure23:00
10

British Virgin Islands

Jost Van Dyke

Jost Van Dyke is a tiny Caribbean island of turquoise water, white sand, and palm-lined beaches. Drop your shoes, swim in crystal-clear teal seas, snorkel among colorful fish, and relax at White Bay's beach bars. A short climb to Majohnny Hill reveals the island's beauty, while Bubbly Pool offers a natural jacuzzi. Known as a low-key celebrity hideaway, it's famous for rustic beach bars like Foxy's, where rum cocktails and cold beers fuel the party spirit.
Feb 25, 2027
Arrival08:30
Departure18:00
11

United States

San Juan

Colourful colonial streets, Spanish forts and a lively Caribbean atmosphere make San Juan a captivating cruise stop. Wander the pastel-hued lanes of Old San Juan, savour local flavours and rum, or head beyond the city for golden beaches and lush rainforest scenery. With its blend of history, music and sunshine, this vibrant port offers an unforgettable island welcome.
Feb 26, 2027
Arrival07:00

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