easy
3–4 hours
Suitable for all fitness levels as the trip involves leisurely boat cruising with minimal physical exertion.
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.
Fun is the only option
Join Taylor, your friendly yacht expert from sunny Florida, for an unforgettable charter experience! Enjoy the freedom to explore stunning destinations like The Playpen or Monroe Harbor, while relaxing on a fully-equipped boat. Whether you seek adventure or tranquility, Taylor ensures a memorable day on the water tailored just for you.
Join Taylor, your friendly yacht expert from sunny Florida, for an unforgettable charter experience! Enjoy the freedom to explore stunning destinations like The Playpen or Monroe Harbor, while relaxing on a fully-equipped boat. Whether you seek adventure or tranquility, Taylor ensures a memorable day on the water tailored just for you.
Reserve your charter well in advance during summer weekends to secure preferred times, especially for popular destinations like The Playpen.
Carry food and beverages aboard as boats allow personal snacks and drinks; nearby docks also have restaurants and stores.
Parking near 31st Street Harbor is limited, so using ride-share services is recommended for convenient access to the docks.
Chicago’s lakefront can be breezy; bring layers to stay comfortable as temperatures vary throughout the day on the water.
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.
Protect your skin from strong sun exposure on open water.
summer specific
Stay comfortable amid lake breezes and variable spring weather.
spring specific
Reduce glare and protect eyes during sunny boating hours.
summer specific
Useful for spotting distant landmarks and wildlife along the shoreline.