Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Chicago…
    3. /Water Activities
    4. /Yacht Charters
    5. /Chicago 56' Yacht Charter
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Product image 7
    Product image 8
    Product image 9
    Product image 10
    Product image 11
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Chicago 56' Yacht Charter

    Private yachting for celebrations, family gatherings, and corporate outings

    4.9 stars• 981 reviews

    Duration

    3-4 Hours

    Ideal For

    Up to 13 people

    Highlights

    Step aboard the 56-foot Sea Ray Sundancer for celebrations, corporate outings, and family gatherings. Enjoy a modern private yachting experience designed for your group.

    • Gather with family, friends, or colleagues in a private yacht setting
    • Bring your own food, drinks, and water
    • Pack sunscreen, sunglasses, a hat, and valid ID
    • Bring a swimsuit and towel if you plan to swim

    Important details

    • A captain must be hired separately for this bareboat charter; captain hire is not included in the listed price
    • If you provide your own captain, their credentials require approval
    • Keep children 13 and under in life jackets
    • Use the charter privately; reselling, sub-chartering, and charging admission are not allowed
    • Leave drugs, weapons, and open flames, including gas and propane, ashore
    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 for cancellations 30+ days before the charter, 50% for 15–29 days, and 100% for 14 days or fewer. If weather is deemed uncharterable, you will receive a non-expiring credit excluding catering.

    Product ID: UWGZZ2

    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

    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

    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
    981 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

    Nearby activities

    Private Scenic Boat Cruise in Chicago
    Yacht Charters

    Private Scenic Boat Cruise in Chicago

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

    Charter a 48 ft Sea Ray Flybridge for up to 13 guests on Lake Michigan
    4.9 • 981 reviews
    $1,043& up
    Cruise Chicago on a Private Yacht Charter
    Yacht Charters

    Cruise Chicago on a Private Yacht Charter

    Private Sea Ray yacht charter on Lake Michigan with 3–8 hour options

    Private Sea Ray yacht charter on Lake Michigan with 3–8 hour options
    4.3 • 28 reviews
    $1,643& up
    Chicago 37' Sea Ray Sundancer Charter
    Yacht Charters

    Chicago 37' Sea Ray Sundancer Charter

    Private cruising for relaxed gatherings and celebrations

    Private cruising for relaxed gatherings and celebrations
    4.9 • 981 reviews
    $1,231/ boat
    Private 3-4 Hour Chicago Bareboat Yacht Charter
    Yacht Charters

    Private 3-4 Hour Chicago Bareboat Yacht Charter

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

    Cruise on a 46 ft Sea Ray Express with up to 13 guests
    4.9 • 981 reviews
    $963& up
    Charter a 50' Sea Ray Sundancer in Chicago
    Yacht Charters

    Charter a 50' Sea Ray Sundancer in Chicago

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

    Cruise Chicago by private boat on a 50 ft Sea Ray Sundancer, up to 13 guests
    4.9 • 981 reviews
    $1,445& up
    57' Power Catamaran Charter in Chicago
    Yacht Charters

    57' Power Catamaran Charter in Chicago

    Host a private celebration aboard a Hamptons-inspired catamaran

    Host a private celebration aboard a Hamptons-inspired catamaran
    4.9 • 981 reviews
    $5,826& up