As the first and only sailing tour in Central Florida, Sailing Orlando is committed to sharing the joy of sailing with our community and its visitors. From day sailing to sunset cruises or sailing lessons, our private sailing experience offers a unique opportunity to sail aboard a 25-foot sloop-rigged sailboat. Both entertaining and educational, our sailing experience teaches guests some of the fundamental principles of sailing while enjoying the Florida sun. Guests become part of the crew with Sailing Orlando!