Celebrate, cruise, and swim aboard a 52-foot Sea Ray
3-4 Hours
Up to 13 people
Cruise Chicago’s waters aboard a 52-foot Sea Ray Sundancer for celebrations, Playpen swims, or time with friends. This bareboat charter lets you bring your own food and drinks; captain service is not included in the listed price and is arranged separately.
This booking is for the whole experience, which fits up to 13 guests.
25% is non-refundable for cancellations 30+ days before the charter, 50% is non-refundable 15-29 days before, and 100% is non-refundable 14 days or fewer before.
Product ID: EKX3FK
Captain service is not included in the listed price and is hired separately. Gratuity for a hired captain or crew is customary at 15–20% of the original charter price. Fuel is included.
Self-operation requires at least 2 years of experience with similar-sized vessels, no marine losses in the past 10 years, no license violations or suspensions in the past 5 years, and no criminal convictions.
Insurance coverage applies on Lake Michigan, the Chicago River, and the Playpen. Operating outside these areas can leave you responsible for losses or damage not covered by insurance.
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.
Amazing captain! handled everything very professionally and kept everything safe and organized book with Adrian T. !
Julia Pellegrini
August 31, 2026
Amazing captain! handled everything very professionally and kept everything safe and organized book with Adrian T. !
Julia Pellegrini
August 31, 2026
Private yachting for celebrations, family gatherings, and corporate outings
Charter a 48 ft Sea Ray Flybridge for up to 13 guests on Lake Michigan
Private Sea Ray yacht charter on Lake Michigan with 3–8 hour options
Private cruising for relaxed gatherings and celebrations
Cruise on a 46 ft Sea Ray Express with up to 13 guests
Cruise Chicago by private boat on a 50 ft Sea Ray Sundancer, up to 13 guests