Silversea has started its 2025-26 Caribbean and Central America season. The cruise line will have four of its ships on 33 voyages in the region, with cruises ranging from seven to 21 days, the company said in a press release.

“For our 2025–26 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 flavors like never before,” said Bert Hernandez, president, Silversea.

Silversea is offering journeys to destinations across 19 countries through multiple sailings on the Silver Ray, Silver Spirit and Silver Shadow, while the Silver Dawn offers one long voyage.

Some of these voyages will also call at smaller ports, such as Les Saintes in Guadeloupe and Little Bay in Montserrat, which larger ships cannot access.

“By exploring boutique ports, accessible only to smaller ships, our guests will experience the most authentic side of the Caribbean’s unique culture,” Hernandez said.

There are a few highlights for December 2025 to February 2026, starting with the Silver Ray. The roundtrip Fort Lauderdale December 2 to 12, 2025 cruise aboard the Silver Ray offers a 10-day Eastern Caribbean voyage. Port calls include

San Juan, St. John, the U.S. Virgin Islands, Gustavia, St. Barts; St. Kitts (Basseterre); and Road Town, Tortola. Onboard guests are also expected to enjoy immersive cooking experiences such as the S.A.L.T. (Sea and Land Taste) culinary program.

The Silver Spirit is beginning its Caribbean season with two seven-day round-trip Barbados sailings roundtrip from Bridgetown between December 8 and 15, in 2025.

Guests aboard the Silver Spirit will visit seven ports in seven days, including St. Lucia, Martinique, and St. Barts, as well as Dominica, Grenada, and St. Vincent and the Grenadines.

Another 10-day round-trip from Fort Lauderdale sailing is on offer with the Silver Ray from January 27 to February 5, 2026. Guests will get to explore San Juan, St. John in the U.S. Virgin Islands, St. Barts, St. Kitts and Nevis, and Spanish Town in the British Virgin Islands.