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    Knot My Boat Charters

    Knot My Boat Charters

    4.9 • 708 reviews
    Chicago, IL

    Knot My Boat Charters turns Chicago’s lakefront into your private playground. Backed by 20 years of boating and hospitality expertise, their crew curates carefree outings on a diverse fleet of sport cruisers and luxe yachts up to ...

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    Book Knot My Boat Charters

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    Charter a 50' Sea Ray Sundancer in Chicago

    Cruise Chicago by private boat on a 50 ft Sea Ray Sundancer, up to 13 guests

    From$1,123
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    Private 3-4 Hour Chicago Bareboat Yacht Charter

    Cruise on a 46 ft Sea Ray Express with up to 13 guests

    From$963
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    Cruise Chicago on a 37' Sea Ray Sundancer Charter

    Private 37' Sea Ray Sundancer cruise for up to 13 guests

    From$882
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    Private Scenic Boat Cruise in Chicago

    Charter a 48 ft Sea Ray Flybridge for up to 13 guests on Lake Michigan

    From$1,043
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    Private 37-Foot Yacht Charter in Chicago

    Cruise Chicago waters with up to 13 guests for a flexible three-to-four-hour outing

    $1,550

    Review summary

    4.9
    Excellent
    708 reviews•Google Maps
    670
    19
    5
    4
    10

    Knot My Boat Charters has clearly figured out the formula for creating memorable lake experiences. The standout feature here is the impressive roster of captains who consistently deliver exceptional service. John Brown gets multiple shout-outs for being friendly, informative, and creating a relaxed vibe that lets groups truly enjoy themselves. Captain Brian earns high marks not just for his professionalism and safety focus, but for going above and beyond (one reviewer mentioned how he secured a forgotten bag and coordinated its return after hours). Captain Rudy and Captain Josh also receive praise for being accommodating and laid-back, giving groups the freedom to customize their trips. The booking process gets thumbs up for being seamless and straightforward, with the nice perk of choosing your captain upfront. Reviewers consistently mention bringing their own snacks, playlists, and comfort items like blankets and hoodies, which suggests this is a BYOB-style charter where you control the atmosphere. Groups have used the service for everything from bachelor parties to Northwestern game day excursions, with stops at popular spots like "the playpen." The company also helps coordinate catering if needed. With such consistently glowing feedback about the captains' personalities, boat quality, and overall experience, this looks like a solid choice for anyone wanting a fun, stress-free day on the water without unnecessary frills or complications.

    What people are saying

    Review 1 of 4
    5/5

    Captain Groover is phenomenal highly recommend such a wonderful person to have as a captain!!

    Photo of Nicola Thompson-Hill

    Nicola Thompson-Hill

    May 24, 2026

    Review 1 of 1
    5/5

    Captain Groover is phenomenal highly recommend such a wonderful person to have as a captain!!

    Photo of Nicola Thompson-Hill

    Nicola Thompson-Hill

    May 24, 2026