7-night Caribbean Cruise From San Juan, Puerto Rico

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A stunning image of Little Bay in Anguilla, a secluded, beautiful beach with turquoise water surrounded by towering rocky cliffs and lush green vegetation.
Silversea Cruises Silver Shadow cruise ship exterior
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Sailing Dec 20, 2026 - Feb 26, 2027

from $4,500 per person* taxes and fees included

Your 7-night Caribbean Cruise at a Glance

Sailings aboard Silver Shadow depart from San Juan, Puerto Rico with 5 stops in ports-of-call including Castries, Fort de France, and Little Bay. The Cruise Web can help you find the best deals and stateroom prices on any of the 3 upcoming sailings in 2026 and 2027.

Departure Port

San Juan, Puerto Rico

A lively Caribbean departure hub where historic streets, oceanfront fortresses, and vibrant island culture create the perfect start to your cruise vacation. Before you depart San Juan, Puerto Rico, we can help you plan travel and accommodations for your Caribbean cruise.

Destination

Caribbean

Stops on your Caribbean voyage will include Little Bay on day 3 and Castries on day 4. We can help you with excursions and making the most of any itinerary.

Cruise Ship

Silver Shadow

Silver Shadow, built in 2000 and refurbished in 2019, carries 388 passengers with a crew of 302.

Silversea's luxurious small-ship cruises and expedition voyages sail the world for unique and in-depth experiences in remote locales. We can help you maximize deals on Caribbean cruises aboard Silver Shadow or 11 of Silversea’s other ships.