Set against the iconic Chicago waterfront, the Windy City Boat & Yacht Show brings the boating lifestyle to life with immersive experiences for every level of enthusiast. From educational seminars and on-the-water training to elevated social spaces and community-driven moments, this inaugural event goes beyond the docks to celebrate everything that makes boating in the Great Lakes unforgettable. Whether you're stepping aboard for the first time or a seasoned captain, explore the highlights that make this show a must-attend this summer.
Cruisers Classroom
Join us in the Cruisers Classroom, presented by the Annapolis School of Seamanship (ASOS), to enhance your boating knowledge and skills with discussions and panels during the show. Covering topics like navigation, docking, maintenance, safety, cruising lifestyle, etc. These sessions run all three days and are perfect for all skill levels and are complimentary for attendees. Seating is limited to 30 per class, no registration required.
Fishing Fun for Kids
Stop by our casting tank for a fun, hands-on fishing experience presented by the charter captains of Thin Blue Line Fishing, LLC. Kids and families will have the opportunity to learn the basics of casting, pick up fishing tips and techniques from professional anglers, and discover the fun of fishing together. Located just inside the main entrance and included with show admission.
On-Water Sail Training
Sail America has partnered with SailTime to offer Start Sailing Now, an on-water sailing experience designed to introduce participants to the fundamentals of sailing. Led by a certified captain, these 2.5-hour small-group sessions cover essential boating skills from start to finish and take place right on the show grounds. Offered all three days of the show, this popular experience has officially sold out.
Yacht Club Lounge
Inspired by Chicago’s prestigious yacht club tradition, the Yacht Club Lounge offers an elevated waterfront experience during the show. This inviting space brings together yacht club members and boating enthusiasts in a refined setting designed for connection and conversation. Celebrate Chicago’s rich boating heritage while enjoying the excitement of the show. A special thanks to our anchors - Chicago Yacht Club, Columbia Yacht Club, Burnham Park Yacht Club, and Chicago Harbors for joining us in this lounge.
Anchored in Hope: Community Partners
Join us on Sunday, June 14th for a meaningful day on the waterfront dedicated to family, community, and giving back. Anchored in Hope brings together our local charity partners and boating community to celebrate connection, impact, and shared purpose—set against the backdrop of the water in true boating spirit. Enjoy a day of celebration and togetherness as we highlight the organizations making a difference right here in our community.
COMMUNITY PARTNERS
