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Step aboard the Sophisticated Lady - Chicago's Largest 49 Passenger Yacht. This tastefully restored classic Chris-Craft showcases rich cherry wood and teak finishes, a spacious open floor plan across three levels, and multiple outdoor areas including a flybridge with panoramic views and bow seating. Perfect for corporate events, weddings, milestone birthdays, brand activations, and private VIP gatherings, the yacht also features a powerful Bluetooth surround sound system by Soundboks, two private restrooms, and a full-service bar. THE EXPERIENCE As Chicago's largest charter fleet, with 23 yachts and more than 40,000 guests welcomed each summer, we have the experience and resources to make your event seamless from booking to boarding. Once reserved, our dedicated concierge team can assist with itinerary planning, catering, off-site docking requests, and special-occasion details. Your charter includes a USCG-licensed captain, professional crew, full-service bar, and dedicated event support—so you can relax and enjoy the experience while we take care of the details. WHAT'S INCLUDED - USCG-Licensed Captain & Crew - Full Service Bar & Bartenders - Bluetooth Sound System - 2 Restrooms - Fuel, Insurance, and Safety Equipment - Juice & Soda Package CHARTER RATES April 15 – June 6 and October 1 – October 31 - Saturday–Tuesday: $1,250/hour - Wednesday–Friday: $2,000/hour June 7 – September 30 - Saturday–Tuesday: $1,750/hour - Wednesday–Friday: $2,000/hour BEVERAGE PACKAGES A beverage package is required for all charters and is priced per guest, per hour. • Beer and Wine | $15/person/hour - Pinot Grigio, Rosé, Miller Lite, Leinenkugel's Summer Shandy, and Modelo. • Call | $18/person/hour - Skyy Vodka, 1800 Tequila, Bacardi Rum, Kraken Spiced Rum, Wild Turkey Bourbon, Proper No. Twelve Irish Whiskey, Twisted Tea, White Claw, and SunnyD Vodka Cocktails. • Premium | $22/person/hour - Prosecco, Grey Goose Vodka, Gran Centenario Plata Tequila, Maker's Mark Bourbon, Aperol Spritzes, Margaritas, Mimosas, Bloody Marys, plus everything included in the Call Package. CATERING Make your event your own with optional catering available after booking. Choose from food stations, shareable platters, curated sandwiches and wraps, hors d'oeuvres, desserts, and more. Our concierge team is happy to help you select a menu that fits your event and guest count. SERVICE CHARGE A 21% service charge applies to vessel rental, food, beverages, and other applicable charges. The service charge supports our onboard crew and administrative teams. VESSEL GUIDELINES To help us keep Sophisticated Lady beautiful, safe, and comfortable for every guest, outside beverages, smoking, open flames, confetti, and glitter are not permitted.

SG
Amazing experience! We hosted clients for an appreciation event on the lake and it was amazing. Captain Rich and crew were so wonderful to work with and ensured we had a great time.
AP
Timeliness of the boat was good, but the overall quality of the boat, catering, and quality for a corporate event was below average. I unfortunately
DS
AL

I’m Sommy, a Chicago-based hospitality entrepreneur whose connection to the water started long before I ever owned a boat. I grew up around aquatics and spent years as a competitive swimmer, which taught me preparation, awareness, and a proactive approach to safety. In 2019, I brought that mindset to boating and began building what is now Chicago’s largest boat charter fleet. Today, Knot My Boat Charters operates 23 vessels and welcomes more than 40,000 guests each season. At our core, we’re hospitality people. As Founder & CEO of HiFi Social, I lead a hospitality group specializing in travel, events, and experience-driven businesses. Across our brands, we serve more than 550,000 guests each year. We bring that experience to every charter: prepare for everything, prioritize safety, anticipate what guests need, sweat the details, and let people focus on having an amazing time together. Whatever brings you aboard, bring your people and we’ll help make it special.
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
75% refund of offer amount up to 30 days prior.
Cancellation Policy: If cancellation is received thirty (30) or more days prior to the scheduled Event date, twenty-five percent (25%) of the Total Fee shall be non-refundable and any remaining amounts paid will be refunded. If cancellation is received between fifteen (15) and twenty-nine (29) days prior to the Event date, fifty percent (50%) of the Total Fee shall be non-refundable. If cancellation is received fourteen (14) days or fewer prior to the Event date, one hundred percent (100%) of the Total Fee shall be non-refundable. Weather Policy: Company shall determine whether weather conditions are safe. If conditions are deemed unsafe for cruising, the Event may proceed dockside as the primary alternative. If Company determines that conditions are also unsafe for dockside operations, Company reserves the right to substitute a comparable vessel, if available. If Company is unable to safely conduct the Event dockside or provide a substitute vessel, Company will issue a rescheduling credit for a future booking in the amount of payments received, less any costs for food, beverage, or other services that have been ordered, prepared, or are otherwise non-refundable.