The Dragon Fleet made up for lost time in 2020 with a great summer of sailing. Fairwind Sail Charters now looks forward to 2021 for its 43rd year of providing the best sailing experience in Chicago. With a record renewal rate of returning skippers there are limited shares available for 2021, so if you are an experienced sailor looking to get out on the water in 2021, please take a look at the beautiful Dragon Fleet and find your boat before they fill up. There is not a better sailing value anywhere, and Fairwind’s unique makeup policy shows it puts the safety of its skippers first. Take time to compare programs and we are confident you will see the Fairwind Difference!