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55 feet of floating penthouse — where the sound hits, the space flows, and your entire crew levels up the second you step onboard. This 55’ Sea Ray 520 Flybridge isn’t here to compete with other boats in Chicago. It’s here to make them irrelevant. Built for flow, not friction — this yacht gives your group something most charters don’t: space that actually works. Flybridge up top for the views. Cockpit for the conversation. Bow for the sun. Salon when you want to reset. No bottlenecks. No awkward crowding. Just a layout that lets the day breathe. The sound system? Crisp. Balanced. Everywhere. Not loud for the sake of loud — tuned for the kind of energy your group wants to keep all day. Sliding glass doors open the entire main level so inside and outside become one continuous space — which is exactly how a boat like this should feel. And then there’s everything else we’ve already handled before you even step onboard: - Multiple decks with real, usable seating - Premium audio throughout the entire yacht - Seamless indoor/outdoor layout - Water toys + float gear included - Navy Pier departure — zero hassle, zero hike - Experienced crew that runs the day right This isn’t a rental. It’s a properly run day on a properly built yacht. Departs from Navy Pier Marina, Chicago You bring the vibe. We’ll meet you there.


Why Book Me I love what I do with a passion that shows I have a knack for reading a group and adjusting for the vibe. I offer free sea sick patches that often save the day. I take a keepsake photo & print one out for everyone on charter for free - always a hit. I bring my own Insta360 for some great photo videos for your group for free! Just learning to fly my drone - happy to capture some unique videos. I bring plenty of portable phone batteries - so you are never untethered! I am arguably the most 5 star reviewed captain in Chicago - read the reviews. When I'm not driving, I'll juggle, clean up around you and refresh your drinks. I bring my own awesome floating saddles for fun in the water. I know the best fireworks locations in the harbor. I navigate the Chicago locks to get you in and out of the river.
You’ll get helpful information for your departure after your booking is confirmed.
Street Address For Arrival
Departure Location
Free cancellation up to 5 days before your trip.
Information: Please note No Captain or Mate is included in this rate. A USCG Licensed Captain is required. A list of authorized captains will be provided. Captain Rates range from $130 to $150 per hour for the Captain and $50.00 per hour for the Stewart or Mate Gratuity for Captains is suggested, but not included in their rates. The standard industry rate is 25% of the captain's total rate. Fuel and cleaning fees are included in the hourly rate. Charter Guidelines: Charter Capacity is 13 passengers + Captain/Crew. No more than 12 guests plus the charterer (renter). All passengers must be 21 to drink alcoholic beverages Liability Charter Agreement is required before departure. No lifeguard on duty, swimming is at your own risk. A signed waiver is required for swimming No red wine, colored juices, or staining food Renter is liable for any damage to the vessel Weather Policy: If it is unsafe to operate on the day of your charter due to weather, then we will give you a full refund or reschedule at no charge on a date/time the boat is available. On the day of your charter, we have the authority to deem whether weather conditions are considered safe or unsafe. Uncharterable weather conditions are typically the result of (but are not limited to) heavy storms, waves forecasted over 4+ feet, small craft advisory warnings, gale storms, and strong winds. Light rain and passing storms are typically considered safe. In the case that conditions are considered unsafe, our team will work with the guests to temporarily postpone or reschedule your charter to a future date. Cancellation Policy: Free cancellations until 5 days before the booking start date. 50% refund for cancellations between 2-5 days before the booking start date. Cancellations within 2 days of the booking start date are non-refundable. What's included: This charter includes the full use of the boat, all fuel, Bluetooth stereo, ice, cooler and refrigerator, full bathroom on board and free bottle water.