San Juan & the Virgin Islands
Oct 26, 2025 — Nov 2, 2025
Starting from $5,324 Displayed pricing is based off of double occupancy per person. Pricing subject to change based on occupancy and cabin selection.
See more routes around CaribbeanSAN JUAN → SAN JUAN
7 Nights in Star Pride
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen — like you. Skip more common and commercial ports like St. Thomas in favor of less-visited destinations like Montserrat. Bypass the major cruise terminals in favor of marinas and anchorages exclusive to small yachts on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant yacht is already there.






Popular Highlights
In San Juan, admire the incredible views from El Morro’s 16th century ramparts, a UNESCO World Heritage Site.
Go for a hike in Puerto Rico’s El Yunque National Rainforest.
Shop Gustavia's duty-free boutiques or grab a glass of the island’s signature ti' punch at a beachside bar.
Mingle with the glitterati in St. Barts.
Take a stroll in the St. John’s National Park, which covers over half of the islands.
Let the Bubbly Pool on Jost Van Dyke wash your cares away.






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