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We offer private midday, or evening sunset cruises and can accommodate up to 8 people per group. Feel free to sit back and relax, or get your hands wet and trim Five Stars sails. 


Five Star is a 40' racer/cruiser schooner built by Tartan Yachts in 1992. She was purchased in 2017 and completely renovated from top to bottom with all modern amenities. 


Every boat is different, so there are some basic do's and don't. We'll try to answer some of them here if we can. Like: what do I wear sailing? Can we bring food on board? Should we bring lifejackets with us?

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​Let Five Star be your private charter around the New York Harbor, in an experience like no other. Sit back and enjoy a relaxing sail around lower Manhattan, Governor's Island, and cruise by the Statue of Liberty and Elise Island. This is truly one of the most majestic harbors of the world that's waiting for you to explore. Trust us when we say there's no better way to spend time than spend it on a sailboat. Sure you could get places faster these days but not with the same style and grace. 

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