Silversea has begun its 2025/2026 Caribbean and Central America season, marking the start of a programme that spans 32 destinations across 19 countries.
The season opened with the departure of Silver Shadow, the first of 33 scheduled voyages that will operate in the region through early March 2026.
Four ships will be deployed: Silver Ray, Silver Spirit, Silver Shadow, with one voyage aboard Silver Dawn on itineraries ranging from seven to 21 days that combine large regional hubs with smaller ports that are typically inaccessible to larger vessels.
“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 of Silversea.
“Exploring boutique ports, accessible only to smaller ships, our guests will experience the most authentic side of the Caribbean’s unique culture,” he added.
The deployments include multiple voyages on Silversea’s Nova Class ship Silver Ray as well as sailings on Silver Spirit and Silver Shadow, covering a broad geographical spread that takes in the eastern Caribbean, southern Windward Islands, and several routes linking Barbados, Florida, and Saint Maarten.
Among the early season itineraries is a 10-day roundtrip from Fort Lauderdale on Silver Ray, departing December 2nd, 2025. The sailing includes calls in San Juan, St. John in the U.S. Virgin Islands, Gustavia in St. Barts, St. Kitts, and Road Town in Tortola. Sea days are included at the start and end of the voyage.
A second 10-day itinerary on Silver Ray, departing Fort Lauderdale on January 27th, 2026, follows a similar pattern with calls in San Juan, St. John, St. Barts, St. Kitts and Nevis, and Spanish Town in the British Virgin Islands, including access to Virgin Gorda and locations such as Devil’s Bay National Park, Gorda Peak, and The Baths at Spring Bay.
Silver Spirit will operate two seven-day Barbados roundtrips beginning December 8th and 15th, 2025. These voyages include calls in St. Lucia, Martinique, St. Barts, Dominica, Grenada, and St. Vincent and the Grenadines.
Shore options range from plantation visits and waterfall excursions in St. Lucia to food-focused experiences in St. Barts, including wine and cheese tasting and coastal dining. Additional activities include semi-submersible tours, deep-sea fishing, snorkelling, and sailing.
Silver Shadow will operate a seven-day sailing from Barbados to Saint Maarten from February 12th to 19th, 2026, calling in Saint Vincent and the Grenadines, the U.S. Virgin Islands, Antigua and Barbuda, St. Barts, Dominica, and Trois Ilets in Martinique.
New shore offerings include a distillery visit, cooking class, and tasting sessions, as well as kayaking and snorkelling options in Martinique and Dominica.
A subsequent Silver Shadow voyage, operating roundtrip from Saint Maarten from February 19th to 26th, 2026, includes calls in Antigua and Barbuda, St. Thomas, Montserrat, St. Lucia, Saint Vincent and the Grenadines, and Guadeloupe. The itinerary highlights lesser-visited bays, reefs, and hiking areas in an area of the Caribbean where small-ship access shapes the range of available shore experiences.
Silversea’s wider 2025/2026 regional deployment will continue into the first quarter of 2026, with itineraries designed to cover both heavily visited routes and ports that remain outside mainstream Caribbean traffic patterns.
Featured 2025/26 Caribbean & Central America cruises:
Silver Ray — Fort Lauderdale–Fort Lauderdale
2–12 December 2025 (10 days)
San Juan • St. John (USVI) • Gustavia (St. Barts) • St. Kitts (Basseterre) • Road Town (Tortola)Silver Ray — Fort Lauderdale–Fort Lauderdale
27 January–6 February 2026 (10 days)
San Juan • St. John (USVI) • St. Barts • St. Kitts & Nevis • Spanish Town (Virgin Gorda, BVI)Silver Spirit — Bridgetown–Bridgetown
8–15 December 2025 (7 days)
St. Lucia • Martinique • St. Barts • Dominica • Grenada • St. Vincent & the GrenadinesSilver Spirit — Bridgetown–Bridgetown
15–22 December 2025 (7 days)
St. Lucia • Martinique • St. Barts • Dominica • Grenada • St. Vincent & the GrenadinesSilver Shadow — Bridgetown–Philipsburg
12–19 February 2026 (7 days)
Saint Vincent & the Grenadines • U.S. Virgin Islands • Antigua & Barbuda • St. Barts • Dominica • Trois Ilets (Martinique)Silver Shadow — Philipsburg–Philipsburg
19–26 February 2026 (7 days)
St. John’s (Antigua & Barbuda) • St. Thomas • Montserrat • St. Lucia • St. Vincent & the Grenadines • Guadeloupe (including Les Saintes)
Cunard Line’s flagship Queen Mary 2 is set to cruise from Cape Town as part…
Celestyal Cruises has cancelled all of its remaining April 2026 sailings as its vessels remain…
Four cruise lines have cancelled their planned winter programmes in the Arabian Gulf for the…
Celestyal Cruises has cancelled three additional sailings in the Mediterranean and Adriatic scheduled for early…
A British passenger has died during a cruise around Africa after a medical emergency at…
MSC Cruises has cancelled its planned 2026/27 winter season in the Arabian Gulf aboard MSC…