Can I bring my own food and drinks on board?

Yes, you can bring food and beverages; it’s recommended to arrive early to set up everything comfortably before departure.

Is the boat suitable for small children or elderly passengers?

Absolutely—this charter is gentle and accommodating for all ages, though passengers should be able to move safely on deck.

How flexible is the itinerary during the charter?

Very flexible. Captain Josh will do his best to accommodate your desired destinations along the Chicago shoreline or offshore.

Are life jackets available for all passengers?

Yes, life jackets are provided and safety is a top priority on every voyage.

Where does the charter depart from?

The departure point is 31st Street Harbor on J Dock, south of downtown Chicago.

Do I need boating experience to join the charter?

No experience is required; Captain Josh handles all piloting, allowing you to relax and enjoy the ride.

Offshore Charters with Knot My Boat in Chicago | City Tour | Guided Tour

Chicago’s towering skyline and vast freshwater shores of Lake Michigan set the stage for a boating experience that’s anything but ordinary. Knot My Boat Charters offers an intimate, personalized offshore voyage guided by Captain Josh Gibbs, whose two decades of boating expertise transform a standard charter into a seamless adventure on the water. Operating out of 31st Street Harbor, a bustling marina just south of downtown Chicago, this experience invites visitors to witness the city from the lake’s unique vantage—far from crowds and traffic, but fully immersed in urban grandeur and natural beauty.

Captain Josh’s charter stands out for its bespoke approach. Whether guests want to glide past Navy Pier’s iconic Ferris wheel, cruise the scenic shoreline parks, or venture toward the subtle curves of Promontory Point, the itinerary bends to your wishes. Not just a casual boat ride, each outing begins with a detailed vessel walkthrough ensuring passengers feel safe and informed aboard the well-maintained boat.

The flexibility to bring aboard food and drinks, complemented by an arranged setup time before departure, makes this more than a cruise—it’s a floating celebration or a relaxed escape. This isn’t just a tour; it’s a lasting memory on the water tailored to you. Chicago’s often overlooked offshore environment bursts with fresh breezes, stunning water views, and the chance to spot gulls and ducks that thrive along the city’s edge.

Knot My Boat Charters connects city dwellers and visitors to an authentic piece of Chicago’s outdoor recreation scene—offering an accessible way to enjoy the lake’s natural rhythm and remarkable urban backdrop. For anyone seeking a fresh angle on Chicago’s landscape, this charter is a standout option that blends comfort, customization, and expert piloting into a singular lake adventure.