Discover Chicago’s iconic waterways aboard a private yacht with Captain Taylor Breutzmann. Tailor your adventure from peaceful lake cruises to vibrant harbor stops for a unique urban boating experience.
Discover Chicago’s iconic waterways aboard a private yacht with Captain Taylor Breutzmann. Tailor your adventure from peaceful lake cruises to vibrant harbor stops for a unique urban boating experience.
Book with Knot My Boat Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Knot My Boat Charters · Chicago, Illinois
Experience Chicago from a unique perspective aboard a private yacht with Taylor Breutzmann, a seasoned captain and lifelong boating enthusiast from sunny Florida. Based out of the vibrant 31st Street Harbor on J Dock, Taylor offers exclusive boat charters that bring the city’s stunning waterways to life. Whether you seek a relaxing cruise, a scenic exploration of iconic spots like The Playpen or Monroe Harbor, or a tranquil retreat on Lake Michigan, this charter delivers a personalized escape on the water tailored to every preference.
31st Street Harbor is a prime launching point in Chicago's South Side harbor scene, boasting modern facilities including restaurants, bars, restrooms, and even a pool—perfect for an easy start or wind-down before or after your charter. Taylor’s boats come fully equipped with Bluetooth stereo, coolers, sinks, restrooms, and ample space for socializing or unwinding, ensuring your time afloat is as comfortable as it is memorable.
What sets Taylor Breutzmann apart is the deep knowledge and approachable style he brings to every trip. With decades of boating background and a warm, friendly personality, Taylor balances attentiveness with the option for peaceful solitude. Guests can explore popular destinations like The Playpen, a favored spot known for its calm waters and social atmosphere, or cruise toward Monroe Harbor’s bustling marina views. For those craving more adventure, Taylor can also navigate the Chicago River, though guests should note the transfer to and from the river can take up to 45 minutes—something to consider for shorter charters.
Guests are encouraged to bring their own food and drinks, and with local eateries steps from the dock, provisioning is effortless. The deposit and booking policies ensure smooth, dependable arrangements—vital in Chicago’s busy nautical season. Taylor’s passion for creating memorable experiences coupled with the convenience and beauty of the Chicago lakefront makes this charter a standout among local outdoor recreation options.
Whether it’s a laid-back afternoon watching city skylines shimmer off the water or a spirited gathering under the open sky, Taylor Breutzmann’s yacht charters unlock Chicago’s waterfront allure in an unmatched way. Perfect for visitors wanting a private, flexible water adventure less conventional than typical tours, this experience invites you to see the city’s architecture, nature, and lively harbors from a fresh vantage point.
Book your cruise with Taylor and embrace the freedom of Chicago’s lakes and rivers, where fun really is the only option.
easy.
3–4 hours.
Suitable for all fitness levels as the trip involves leisurely boat cruising with minimal physical exertion.
Charters depart from J Dock at 31st Street Harbor in Chicago, Illinois. Look for the JKL door and walk down to J Dock near Salerno’s restaurant.
Yes, guests are welcome to bring alcoholic and non-alcoholic beverages and food on board. Nearby stores and restaurants make provisioning easy.
Tipping is optional but appreciated. Typically, guests leave between 10-20% of the charter fee to recognize the captain and crew's service.
Visiting the river is possible, but transfers can take up to 45 minutes each way, so it's recommended only for longer charters or less busy days.
There is no specified age restriction; however, parents should ensure children are supervised and comfortable on the water.
Boats include Bluetooth stereo systems, coolers, fridge, sinks, and restroom facilities to ensure a comfortable cruise experience.
31st Street Harbor opened in 2017 and revitalized Chicago’s South Side lakefront, providing modern marina facilities and public access that uplift the local boating community.
Operators adhere to guidelines that protect water quality and minimize disturbance, promoting sustainable use of Lake Michigan’s ecosystem.
Fun is the only option
Book with Knot My Boat Charters