Donald E. Stephens Convention Center

Thinking about buying a boat? Check out the area's largest boating sales event before you ditch the city for the open waters of Lake Michigan. Attendees can see the latest yachts, motor boats, pontoons and more, plus enjoy other activities like the a football-themed “Boatgating” activation, with appearances by legendary Chicago players and a live panel blending football fandom with the boating lifestyle.

In the mood for a vacation? Start planning your next big trip at the Chicago Travel & Adventure Show, which gathers travel experts and ambassadors from destinations across the globe. This year, Emmy Award winnter Samantha Brown and CBS News Travel Editor Peter Greenberg are among the keynote speakers. Guests can attend seminars on how to book cheap flights—an ever-salient issue, given airfare prices these days—get packing tips and snag sweet deals on trips at the convention.