Windstar’s Most Unique Shore Excursions in the Caribbean

Prepare for an exhilarating adventure as you sail the seas on a multi–million-dollar America’s Cup racing boat. No previous sailing experience is required, making this one of the Caribbean’s top-rated tourist activities. Your excursion begins at the 12 Metre Clubhouse at Dock Maarten, and after a safety briefing, you’ll take a 10-minute tender ride to your designated sailboat. Options may include Dennis Conner’s America’s Cup-winning Stars & Stripes, Canada II or True North IV. The expert crew will show you the ropes, whether it’s grinding a winch, trimming a sail, or managing a stopwatch. However, if you’d like to move at a more relaxed pace, you can kick back while enjoying complimentary refreshments. Then it’s off to the racecourse, where you’ll immerse yourself in the world of competitive sailing. After the mock race, celebrate with a rum punch party back at the 12 Metre Clubhouse, and transportation to your hotel or the airport is also included.  

This shore excursion is available on the following cruises: Beach Fun & Sun: A Remote Caribbean Getaway, Classic Caribbean, Windward Islands Surf & Sunsets  and Star Collector: Caribbean Explorations.