Join Windstar Cruises President, Chris Prelog, for an unforgettable 7-night roundtrip voyage from San Juan aboard the brand-new Star Seeker during her inaugural season. This exclusive Caribbean journey takes you to hidden gems and smaller islands, where you can unwind on pristine beaches and make the most of Star Seeker’s Marina—allowing you to swim from the ship and relax in the water. Adding to the excitement, each day’s destination will be revealed just 36 hours before arrival, making every stop a thrilling surprise. A journey with Windstar isn’t just about where you’re going—it’s about who you’re sailing with. When you cruise with us, you’re part of the Windstar family, welcomed with warm hospitality and thoughtful service at every turn. This is your chance to experience Windstar’s brand-new Star Seeker in the Caribbean before she sets sail for Alaska and Asia—don’t miss this one-of-a-kind adventure!

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

 Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

 Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

 Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.
 

 Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

 Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

Today is a surprise! Prepare to be captivated as anticipation builds with the unveiling of our mystery port, revealed only 36 hours before our ship arrives at its destination. Rest assured that you’ll still explore new places, meet amazing people and make unforgettable memories — because that’s what you do on a Windstar cruise.

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.