THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Set sail on Lake Michigan with Captain Dave Krell and Knot My Boat Charters for a personalized boating adventure featuring city views, fireworks, and even karaoke. Discover how this Chicago-based charter stands apart in lakefront recreation.
Set sail on Lake Michigan with Captain Dave Krell and Knot My Boat Charters for a personalized boating adventure featuring city views, fireworks, and even karaoke. Discover how this Chicago-based charter stands apart in lakefront recreation.
Book with Knot My Boat Charters
Verified experiences and guided adventures in the surrounding area.
Operated by Knot My Boat Charters · Chicago, Illinois
Lake Michigan’s broad expanse offers a uniquely inviting playground for water lovers and city dwellers alike. Anchored in Chicago, Illinois, Knot My Boat Charters presents a distinct way to experience the lake through the seasoned hands of Captain Dave Krell. With over 40 years behind the wheel and a Coast Guard 50 Ton license, Captain Dave combines a mastery of boating with a focus on personalized, stress-free excursions that leave guests energized and relaxed.
Departing from 31st Street Harbor, clients can expect a 3-4 hour cruise tailored to your group’s rhythm — whether that means soaking in scenic city skylines, catching sparkling fireworks over the water, or even belting out karaoke tunes powered by a JBL sound system. Captain Dave’s deep local knowledge means smooth rides through Chicago’s harbor and locks, plus insider access to ideal viewing spots not often seen from land.
Lake Michigan’s shoreline here features striking urban waterfronts framed by limestone bluffs and sandy beaches, with the city skyline rising dramatically in the background. On clear days, the contrast of the water’s deep blue against Chicago’s bold architecture creates compelling photo opportunities. The lake itself—one of the largest freshwater bodies in the world—is known for its shifting winds and waves, making experienced piloting vital for a safe, comfortable trip.
This charter stands out in the Chicago outdoor recreation scene for its blend of fun and professionalism. Captain Dave’s attention to detail—offering seasickness remedies, phone charging, and even an Insta360 camera—enhances every moment. Whether you’re celebrating a special event or just carving out time to disconnect, Knot My Boat Charters delivers an authentic lake experience that feels both exclusive and inviting.
easy.
3-4 hours.
Minimal physical exertion required; suitable for most fitness levels
Layered clothing is best; include a windbreaker and soft-soled shoes. Sunglasses and a hat secured against wind are recommended.
Yes, you may bring your own food and beverages, including alcohol, but the captain cannot serve alcohol due to insurance regulations.
Yes, tipping is appreciated, generally starting at 15% of the boat rental cost, and helps cover service extras.
Parking is limited, so it’s encouraged to use rideshares. Walk about 10-20 minutes from the parking or drop-off area to J dock on the south end.
Captain Dave provides free sea sickness patches and advises bringing non-drowsy motion sickness pills, taken about an hour before the trip.
Absolutely! Just inform Captain Dave in advance to bring the JBL sound system and microphones at no extra charge.
Chicago’s 31st Street Harbor, established in 2016, is a modern marina built into reclaimed lakefront space, representing the city’s long-standing connection to Lake Michigan.
Efforts in the Chicago harbor emphasize minimizing fuel emissions and maintaining water quality to protect Lake Michigan’s fragile freshwater ecosystem.
Knot My Boat Charters operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
Book with Knot My Boat Charters