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    1. Local experiences
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    5. /3-Hour Chicago Boat Charter With Captain
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    3-Hour Chicago Boat Charter With Captain

    Experienced U.S. Coast Guard–licensed captain for your Sea Ray outing

    4.9 stars• 1K reviews

    Duration

    3-4 Hours

    Ideal For

    Up to 12 people

    Highlights

    Explore the water aboard your rented 46- or 50-foot Sea Ray with Captain Pat Erwin. Benefit from more than 30 years of captaining experience around the world.

    • Ride with a U.S. Coast Guard 100-ton Master captain
    • Explore aboard a 46- or 50-foot Sea Ray
    • Enjoy captain-led time on your rented vessel
    • Experience guidance from a captain with over 30 years of experience

    Important details

    • Expect a captain service charge of $100 per hour, paid directly and not included in the listed price
    • Receive a non-expiring credit toward a future charter if conditions are deemed uncharterable, excluding catering
    • Expect light rain, brief passing storms, and cooler temperatures to be considered charterable
    Split the cost with your group

    This booking is for the whole experience, which fits up to 12 guests.

    From$26per person
    Split with

    Cancellation Policy

    Cancellations 30+ days before departure are 25% non-refundable; 15–29 days before are 50% non-refundable; 14 days or fewer before are 100% non-refundable.

    Product ID: WTTJ6A

    FAQs

    Bring a valid photo ID and the credit card used for booking.

    Bring no more than 12 passengers, excluding the charterer, captain, and crew. The vessel's rated passenger or weight limit may be lower.

    Wait until departure to play amplified music; it is not allowed in the marina.

    Experience provided by Knot My Boat Charters

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    This captain fits up to 12 guests

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.9
    Excellent
    1K 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

    Amazing captain! handled everything very professionally and kept everything safe and organized book with Adrian T. !

    Photo of Julia Pellegrini

    Julia Pellegrini

    August 31, 2026

    Review 1 of 1
    5/5

    Amazing captain! handled everything very professionally and kept everything safe and organized book with Adrian T. !

    Photo of Julia Pellegrini

    Julia Pellegrini

    August 31, 2026

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