Join us this Summer sailing in New England!
Welcome Aboard
Out on the Water Sailing, Inc. is an adventure sports sailing enterprise owned and operated by two lifelong sailors and American Sailing Association certified instructors: Capt. Toby and Capt. Chris. With over 45-years combined sailing experience, we are happy to share our sailing expertise with our students through sailing lessons, charters, vessel training and destination vacations. We seek to provide every client with a wonderfully fun and fulfilling sailing adventure suited to your desires. As a gay owned and operated adventure-sports sailing company, Out on the Water Sailing seeks to provide services to everyone interested in sailing regardless of race, gender or sexual orientation. Whether you are a beginning, intermediate or advanced sailor, Out on the Water Sailing can also assist you to build on your skills, get you out on the water and get you sailing at home and at distant exotic shores.Please select from the menu to the left offering more information about us and listing our programs. Feel free to contact us with any questions or inquiries and be sure to fill out the form below to get on our mailing list.