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    5. Private Scenic Boat Cruise in Chicago
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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

    4.9 stars• 710 reviews
    From$1,043incl. taxes and fees

    Duration

    3-4 Hours

    Ideal For

    Up to 13 people

    Highlights

    Charter a 48 ft Sea Ray Flybridge for a private outing with panoramic views from the water. Bring your own food and drinks and cruise for 3–4 hours from 31st Street Harbor.

    • Board at 31st Street Harbor on J Dock
    • Choose a 3- or 4-hour private charter for up to 13 guests
    • Bring your own food and drinks for your group
    • Hire a captain separately after booking
    • Follow safety rules for children 13 and under to wear life jackets

    Things to know

    This is a bareboat charter and the captain is hired separately. Private use only with a max capacity of 13 guests; no drugs, weapons, or open flames.

    Split the cost with your group

    This booking is for the whole experience, which fits up to 13 guests.

    From$80per person
    Split with

    Cancellation Policy

    30+ days: 25% non-refundable. 15–29 days: 50% non-refundable. 14 days or fewer: 100% non-refundable.

    FAQs

    Yes. This is a bareboat charter, so you hire and pay your captain (and any crew) separately. You can choose from a vetted list after booking or provide your own captain pending written approval.

    Bring a valid ID, food, drinks, water, sunscreen, sunglasses, and a hat. If you plan to swim, bring a swimsuit and towel.

    Max capacity is 13 guests total (1 charterer + 12 passengers). Private use only—no reselling, sub-chartering, or charging guests tickets. Tie-ups with other vessels are discouraged.

    Experience provided by Knot My Boat Charters
    Experience provided by Knot My Boat Charters

    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 (650) 414-7338

    Report an issue

    Reference #Y4FUP4

    Fits up to 13 guests

    Need more than one? Contact us.

    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
    710 reviews•Google Maps

    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 5
    5/5

    I went out with Knot My Boat Charters this past August with some friends and had such a great experience. From the moment we booked, everything was simple and easy. The staff onboard were so friendly, professional, and really easy to talk to. They were helpful the entire time and made sure we were comfortable and having a good time. It was also a beautiful day out on the water, which made the experience even better. Overall, it was such a fun and memorable day. I’d definitely recommend Knot My Boat Charters to groups of friends, family get-togethers, or even corporate events. I would absolutely book with them again!

    Photo of Jackie Guesneau

    Jackie Guesneau

    March 2, 2026

    Review 1 of 1
    5/5

    I went out with Knot My Boat Charters this past August with some friends and had such a great experience. From the moment we booked, everything was simple and easy. The staff onboard were so friendly, professional, and really easy to talk to. They were helpful the entire time and made sure we were comfortable and having a good time. It was also a beautiful day out on the water, which made the experience even better. Overall, it was such a fun and memorable day. I’d definitely recommend Knot My Boat Charters to groups of friends, family get-togethers, or even corporate events. I would absolutely book with them again!

    Photo of Jackie Guesneau

    Jackie Guesneau

    March 2, 2026

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