Sailing Tours

Sailing tours are a fantastic way to spend the day, especially on Lake Michigan. The Joy of Sailing offers two-hour sails so you can cruise the gorgeous waters. We'll even stop to take a swim when it's warm outside. You have a choice of booking our Women’s Wine and Cheese Sailing Tours or our Co-ed Pleasure Sails.

Captain Lynda Stephens conducts our sailing tours. She holds a Master Captains License with Sailing and Towing endorsements and has First Aid and CPR certifications. Captain Stephen's also offers sailing classes as part of the sailing club. Whether you want to book sailing tours, or join the sailing club and become a certified sailor, The Joy of Sailing is here to get you on the water. Have you ever dreamed of sailing your own boat? If you're searching for a place to learn how to sail, our sailing club is a great place to develop the skills you need to get certified to sail independently.

Whether you want to book sailing tours for fun or learn a new life skill and meet new friends, The Joy of Sailing is the place to do it. Maybe you're planning a get together for your best friends, and sailing tours sound like an adventure. Our sailing tours offer a unique way to spend some time with friends and family.

The Joy of Sailing offers sailing tours in Chicago, on beautiful Lake Michigan. You'll find us at Dock B on West Montrose Harbor Drive. You can book online or give us a call to get sailing right away.