CYC MACKINAC: Starting Line Wind forecast

What could be better than a sunny summer day on the cool waters of Lake Michigan? If you’ve always wanted to take in the city’s skyline while whizzing past the shores, get ready for the highlight of your summer. Jet Ski Chicago, LLC offers jet ski rentals, as well as party and event services at beaches in the downtown Chicago area.

Chicago family-owned and operated since 1935, Wendella is Chicago's Original Architecture Tour®. Located at the start of Chicago's Magnificent Mile, our mission is to provide you with a comfortable, affordable, fun day on the waterways.

We pride ourselves in giving you the best customer service, instruction and on-water experience. We love kayaking and want to share the fun and knowledge with you. Let us teach you the skills and techniques so you can get out and explore life from the water. Live your Adventure right here in Chicago and spend a day on the water with us at our Lake Michigan and Chicago River locations. We offer guided tours, classes for all levels, Standup Paddleboard (SUP) and Kayak rentals, and a memorable experience that’s lots of fun!

Chicago's Original Stand Up Paddle Board Outfitter Offering SUP Rentals, Lessons, Fitness, Storage, and Sales

Pinnacle's fractional yachting and instruction programs have been a roaring success. In Chicago, the city of our origin, we have been entirely sold-out each year since our formation in 1998.

We help make boating easy for you and are the #1 trusted stop for full maintenance, detailing and repair needs on Lake Michigan.

Urban Kayaks offers Chicago’s premier kayaking experiences on the Chicago River. We offer various trips based on any skill-level and group type. Make your reservation today.

Chicago Yachting charters a 40 foot Hunter sailboat out of Monroe Harbor, Chicago. We specialize in seasonal leases but also offer single day charters.

Anita Dee Yacht Charters specializes in hosting private and fully customized events aboard our yacht cruising venues.

We offer Private sails and power boat cruises for groups of up to 36 guests on one of our boats, and up to 11 guests on others. No matter what you are looking for, we can arrange it. Catering, special requests, arrangements for surprises, and unparalleled customer service. Check out our reviews on YELP and you will see why we can see we are the best sailing operation in the city. We also offer semi-private sailing for guests that want to share a sailboat with others. Our standard semi-private sails are Mon, Tue, Thu evenings, and Sat-Sun at 9am. All our boats are moored at slips, so when you arrive for your sail, you will park near our gate, and your captain will walk up the dock to the locked gate and bring you to your boat.