San Juan & The Virgin islands

Why Book?

Members Pay Less: Bonus savings with exclusive members-only price

Low Deposit: Secure your booking with deposit of just 15%

Cruise highlights 

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 in favor of less-visited destinations like Montserrat. Bypass the major cruise terminals in favor of exclusive marinas and anchorages on this Caribbean cruise. And as guests on larger cruise ships take an excursion from Tortola to reach tiny Jost Van Dyke, your elegant ship is already there.

Why Windstar?

The World's Best Small Ship Cruise Line

All cruise ships let you see the world. Only Windstar’s private yacht style cruises bring's you close enough so you can truly experience it. Each of our Windstar Cruises yachts serves between 148 and 342 guests. This intimacy provides you with the luxuries of time, space and freedom to immerse yourself in both the journey and the destination — in ways you may never have imagined possible.

Your Ship: Star Pride

Star Pride is large enough to pamper and entertain you, yet small enough to tuck into delightful tiny harbors and hidden coves that others can’t reach.

This all-suite yacht completed renovation as part of the $250 Million Star Plus Initiative  to provide more of what our guests love. New public areas, including two new dining venues, a new spa, infinity pool, and fitness area. The yacht also boasts all new bathrooms in every suite and a new category of Star suites, featuring a new layout. With ocean views and at least 277 square feet of comfort, Star Pride is the perfect yacht to watch glaciers and fjords drift by from the serenity of your suite.

Carrying only 312 guests, Star Pride still tucks into small ports like Sanary-sur-Mer and Seville or narrow waterways like the Corinth and Keil Canal.