Silversea’s intimate ships will immerse guests in iconic and off-the-beaten-path destinations,
including smaller ports, such as Little Bay in Montserrat and Les Saintes in Guadeloupe.

Silversea, the leading experiential luxury and expedition travel brand, has kicked off its 2025/2026 Caribbean and Central America season, with Silver Shadow departing on the first of 33 curated voyages in the region through March 5, 2025. Four of Silversea’s intimate ships – each of which offers the brand’s signature service excellence – will host guests in uncompromised comfort on sailings that range from seven to 21 days. Enjoying immersive experiences, including authentic culinary experiences through the S.A.L.T. (Sea and Land Taste) culinary program, guests will discover 32 iconic and off-the-beaten-path destinations in 19 countries, including smaller ports that larger ships cannot access, such as Little Bay in Montserrat and Les Saintes in Guadeloupe.

“For our 2025/2026 Caribbean season, we have crafted an immersive collection of voyages that will take in both iconic and rarely visited islands, enabling our guests to delve deeper, and experience the Caribbean’s authentic soul and vibrant flavours like never before,” said Bert Hernandez, president, Silversea. “Exploring boutique ports, accessible only to smaller ships, our guests will experience the most authentic side of the Caribbean’s unique culture.”

With four ships journeying throughout the Caribbean and Central America in the 2025/2026 season, guests can choose from multiple sailings on Silversea’s newest Nova Class ship, Silver Ray, or Silver Spirit and Silver Shadow – as well as one voyage on board Silver Dawn. Aboard all Silversea ships, guests will experience the ultimate in refined elegance, intimacy, and personalized service. Ashore, guests can explore the region’s majestic landscapes and serene beaches, coupled with the unique charm and heritage of the diverse islands that dot the Caribbean Sea.

A sampling of Silversea’s upcoming Caribbean and Central America voyages includes:

• SILVER RAY – FORT LAUDERDALE-FORT LAUDERDALE – DECEMBER 2-12, 2025
Silver Ray will embark on its first Caribbean voyage of the season in early December – the ideal time for a tranquil escape. This 10-day Eastern Caribbean voyage seamlessly blends cultures, scenic beauty, and pristine beaches during calls in San Juan; St. John, the U.S. Virgin Islands; Gustavia, St. Barts; St. Kitts (Basseterre); and Road Town, Tortola. Days at sea allow time for relaxation and on board discovery with S.A.L.T. cooking classes showcasing the multi-cultural flavors of the region.

•    SILVER RAY – FORT LAUDERDALE-FORT LAUDERDALE – JANUARY 27-FEBRUARY 6, 2026
Silver Ray’s 10-day roundtrip Fort Lauderdale voyage, departing in late January, offers the perfect balance of two serene sea days at the start and end of the voyage, with immersive destination exploration on offer in San Juan, St. John in the US Virgin Island, St. Barts, St. Kitts and Nevis, and Spanish Town in the British Virgin Islands, home to the stunning Virgin Gorda and Savannah Bay’s white-sanded beach. Whether exploring Devil’s Bay National Park with its geothermal pools and boulders, Gorda Peak’s grottos and pools, or The Baths at Spring Bay, guests will find enrichment, relaxation, and joy in the region’s stunning natural beauty.

•    SILVER SPIRT – BRIDGETOWN-BRIDGETOWN – DECEMBER 8-15 & DECEMBER 15-22, 2025
Silver Spirit begins its Caribbean season with two seven-day roundtrip Barbados sailings in December. Visiting seven ports in seven days, guests will enjoy easy access to the jewels of the Caribbean – from St. Lucia, Martinique, and St. Barts to Dominica, Grenada, and St. Vincent and the Grenadines. Each island comes alive with vibrant flora, verdant peaks, peaceful waterfalls, and jungled interiors that juxtapose with colorful Caribbean markets and towns with picturesque European facades. In St. Lucia, guests can visit a banana plantation, admire soaring waterfalls by safari jeep, and take to two wheels on a biking adventure. Culinary experiences in St. Barts include wine and cheese tasting at the exclusive Barons de Rothschild’s Lounge (the only one of its kind outside France), and a cooking class and beach day at the stunning Rosewood Guanahani. Guests can choose to explore the underwater world surrounding St. Barts on a semi-submersible boat, or go deep-sea fishing, snorkeling, or sailing, then end the day on a sunset catamaran cruise around Gustavia Harbour.

• SILVER SHADOW - BRIDGETOWN-PHILLIPBURG – FEBRUARY 12-19, 2026
There is no better way to celebrate Valentine’s week than on board Silver Shadow’s seven-day voyage from Barbados to Saint Maarten, with eight ports to discover, including Saint Vincent and the Grenadines, U.S. Virgin Islands, Antigua and Barbuda, St. Barts, Dominica and the charming commune of Trois Ilets in Martinique with its historic French culture. New shore experiences include “A Taste of Martinique” which visits Trois Rivières distillery, known for its traditional AOC rhum, followed by a cooking class and tasting of French-West Indian aperitifs with one of the finest chefs in Martinique. Nature lovers can discover the mangrove forest by kayak or boat; or join a snorkeling adventure at Anse-Dufour, a charming beach and fishing village, and the bat cave. A private S.A.L.T. cooking class featuring a French-Creole menu at La Suite Villa, a luxurious boutique hotel nestled in the hills of Trois-Ilets, guided by French Chef Julien Fournet, whose refined cuisine is rooted in local flavors, elevated with global influences, is another highlight. In Rouseau, Dominica, guests will discover magnificent beaches fizzing with fine bubbles from the geothermal activity below.

• SILVER SHADOW – PHILIPSBURG TO PHILIPSBURG – FEBRUARY 19-26, 2026
On a seven-day roundtrip sailing from Saint Maartin in the Netherlands Antilles, guests can journey to St. John’s, Antigua and Barbuda, St. Thomas, Monserrat, St. Lucia, Saint Vincent and the Grenadines, and Guadeloupe. This magnificent archipelago reveals a necklace of islands in unspoiled Caribbean glory, waiting to be explored by kayak or catamaran, snorkeling amidst teeming reefs, hiking scenic peaks, or strolling along a serene stretch of soft-sanded beach. In Guadeloupe, those feeling active can hike Mount Morel or take a boat ride to snorkel among tropical fish in Les Saintes Bay.

To find out more information on Silversea’s Caribbean sailings, click here.