10 Days Southern Caribbean Featuring St. Lucia & Canouan - Silver Shadow

Itinerary & Excursions

1. 11 Ports
2. 11 Countries

Unhurried, unspoiled, and unimaginably beautiful - this is the true Caribbean experience. Explore dazzling bays and white-sand crescents as we journey between Puerto Rico’s historic shores and Barbados’s jerk flavours. From lively local cultures to pirate lore and colonial influence, the Caribbean’s stories shine as we explore everything from Virgin Islands’s immense beauty, to St. Lucia’s volcanic peaks and sun-soaked beaches.

Day 1 - San Juan, United States

Old San Juan is the oldest city under US jurisdiction, its pastel facades and blue cobblestone streets enclosed by 16th-century Spanish fortifications. El Morro and San Cristóbal — together a UNESCO World Heritage Site — kept Drake's fleet and Caribbean pirates at bay for centuries, and today anchor a historic district of exceptional beauty and atmospheric depth.

Day 2- Jost Van Dyke (British Virgin Islands), British Virgin Islands

Jost Van Dyke (British Virgin Islands) offers a more polished vision of Caribbean escape, where bright sea colors, easy island rhythm, and a strong sense of place make arrival feel instantly effortless. Distinctive elements such as beach bar, pristine white sand, and celebrity hotspots give the destination depth as well as beauty. For cruise travelers, it is memorable in the most enviable way: an afternoon of warm sea, relaxed elegance, and the sort of scenery that makes returning to the ship feel almost unreasonable.

Day 3 -  Gustavia, St. Barthelemy, Saint Barthelemy

The capital of St. Barthélemy, Gustavia unfolds around a horseshoe-shaped harbor where Caribbean charm meets European sophistication. Historic forts and red-roofed buildings reflect the island's Swedish heritage, while luxury boutiques, waterfront cafés, and gleaming yachts lend the town its cosmopolitan allure. Framed by turquoise waters and hillside vistas, Gustavia remains the elegant heart of St. Barts.

Day 4-  St. Kitts (Basseterre), Saint Kitts and Nevis

Set along the southwestern coast of St. Kitts, Basseterre blends Caribbean charm with a rich colonial heritage. Historic churches, elegant public squares, and colorful streets reveal the city's French and British past, while lush rainforests and volcanic peaks rise beyond the harbor. Anchored by the nearby UNESCO-listed Brimstone Hill Fortress, Basseterre offers a compelling introduction to the island's culture, history, and natural beauty.

Day 5-  Little Bay, Montserrat, Montserrat

Little Bay is the emerging capital of Montserrat, an island that has endured more volcanic upheaval than any other in the Caribbean and emerged with its character fully intact. The Soufrière Hills volcano, dormant since 2010, buried the former capital in ash, but the lush northern end of the island, known as the Emerald Isle, carries a warmth and authenticity rare in the region. The beach at Little Bay ranks among the finest in the Caribbean, and the Montserratians who surround it bring an optimism that makes this one of the most genuine stops of any cruise itinerary.

Day 6-  Les Saintes, Guadeloupe a

Les Saintes is an archipelago of nine small islands in the Caribbean, named by Columbus in 1493, of which only two are inhabited. Forest-covered volcanic cones rise from waters of exceptional clarity, and the beaches, including the celebrated Plage de Pain de Sucre beside its sugarloaf-shaped cliff, belong to that rare category of genuinely unspoiled Caribbean beauty. Fort Napoléon, built to repel British attack, now houses a cactus garden and museum. The islands remain quietly off the main tourist circuit, which, in the Caribbean, is increasingly the highest recommendation one can offer.

Day 7 -  Roseau, Dominica

Roseau is the capital of Dominica, an island more mountain and rainforest than beach, and prouder of that fact than almost any other in the Caribbean. The waterfront market, the 18th-century Fort Young, and the colorful Creole architecture of the old town give the compact city a vivid, lived-in energy. But Dominica's extraordinary natural identity unfolds inland: the Valley of Desolation, Boiling Lake, the Middleham Falls, and some of the most biodiverse forest in the region reward those who travel beyond the harbor.

Day 8-  Canouan, Saint Vincent and the Grenadines

Welcome to Canouan — an exclusive island nestled within St. Vincent and the Grenadines. A Carnaval parade marks your arrival as soft sands and turquoise tides set the scene for a day of bliss. This Silversea Destination Experience culminates in a beachside soirée with BBQ bites, cocktails, and live music.

Day 9- Castries (St. Lucia), Saint Lucia

St. Lucia is one of the Caribbean’s most dramatic islands, where lush rainforest, volcanic peaks, and luminous beaches create a landscape of almost cinematic beauty. Castries opens the way to the soaring Pitons, waterfall-filled interiors, coral-rich waters, and bays such as Marigot, while the island’s tropical flora and flashes of parrots add brilliant color at every turn. For those arriving on a cruise, this is a destination that feels both exhilarating and deeply restorative, balancing adventure with an effortless sense of calm by the sea.

Day 10-  St George's, Grenada

Curving around a horseshoe harbor, St. George’s is one of the Caribbean’s prettiest capitals, distinguished by colorful hillsides, spice-scented markets, and a lush volcanic setting. Grenada’s nickname, the Isle of Spice, is well earned, and the island’s nutmeg, cocoa, waterfalls, and rainforest excursions give the port a rich sensory character beyond its postcard harbor. It is a place where beauty comes with flavor, fragrance, and a refreshing lack of pretense; one of those cruise stops that neatly combine scenic beauty, cultural depth, and the pleasure of lingering ashore.

Day 11-  Bridgetown, Barbados