What should I wear for the boat charter?

Layered clothing is best; include a windbreaker and soft-soled shoes. Sunglasses and a hat secured against wind are recommended.

Can I bring food and drinks onboard?

Yes, you may bring your own food and beverages, including alcohol, but the captain cannot serve alcohol due to insurance regulations.

Is tipping the captain customary?

Yes, tipping is appreciated, generally starting at 15% of the boat rental cost, and helps cover service extras.

How do I get to the boat at 31st Street Harbor?

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.

What if I get seasick?

Captain Dave provides free sea sickness patches and advises bringing non-drowsy motion sickness pills, taken about an hour before the trip.

Can I do a karaoke cruise?

Absolutely! Just inform Captain Dave in advance to bring the JBL sound system and microphones at no extra charge.

Boat Charters on Lake Michigan with Knot My Boat Charters

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.