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    5. /Chicago 56' Yacht Charter
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    Chicago 56' Yacht Charter

    Private Sea Ray charter for up to 13 guests

    4.9 stars• 900 reviews
    From$1,284incl. taxes and fees

    Duration

    3-4 Hours

    Ideal For

    Up to 13 people

    Highlights

    Gather your group aboard a 56-foot Sea Ray Sundancer for a private charter from Chicago. Choose three or four hours for celebrations, corporate groups, or family outings.

    • Charter the yacht exclusively for up to 13 guests
    • Choose a three- or four-hour rental
    • Bring your own food, drinks, and water
    • Meet at 31st Street Harbor on J Dock
    • Enjoy a modern yacht setting for private gatherings

    Know before you go

    • Hire a captain separately; the amount is not stated, so clarify the cost with Greetwell before booking
    • Present a valid ID
    • Keep the group to 13 guests maximum, including 1 charterer and 12 passengers
    • Ensure children 13 and under wear life jackets
    • Use the charter privately; reselling, sub-chartering, and charging guests for tickets are not allowed
    • Avoid tie-ups with other boats
    • Do not bring drugs, weapons, or open flames, including gas or propane
    • Expect the operator to determine whether weather conditions are charterable
    Split the cost with your group

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

    From$98per person
    Split with

    Cancellation Policy

    25% is non-refundable when you cancel 30+ days before your charter, 50% is non-refundable 15-29 days before, and 100% is non-refundable 14 days or fewer before.

    FAQs

    You hire and pay your captain separately. Gratuity for hired captain or crew is customary at 15–20% of the original charter price; clarify the captain’s fee with Greetwell before booking.

    The operator determines whether conditions are charterable. If conditions are deemed uncharterable, you receive a non-expiring credit for the amount paid, excluding catering.

    Yes, subject to written approval. Your operator must have at least two years’ experience with similar-sized vessels, no marine losses in the past 10 years, no license violations in the past five years, and no criminal convictions.

    Experience provided by Knot My Boat Charters
    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

    Reference #UWGZZ2

    Fits up to 13 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
    900 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

    From start to finish we had a wonderful experience! Taylor answered my call and guided me with the booking. Kind and professional! We boarded our boat and Capt. Marty and Jasmine took great care of us. If you want a great day on the water book here. You won’t be disappointed!

    Photo of Anita Hakin

    Anita Hakin

    July 7, 2026

    Review 1 of 1
    5/5

    From start to finish we had a wonderful experience! Taylor answered my call and guided me with the booking. Kind and professional! We boarded our boat and Capt. Marty and Jasmine took great care of us. If you want a great day on the water book here. You won’t be disappointed!

    Photo of Anita Hakin

    Anita Hakin

    July 7, 2026

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