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Experience Chicago from the water aboard our luxurious 26ft Sea Ray Sundancer charter. Whether you’re planning a relaxing day on the lake, celebrating a special occasion, or enjoying quality time with friends and family, our vessel offers the perfect blend of comfort, style, and performance. Cruise along Chicago’s stunning lakefront while taking in breathtaking skyline views and creating unforgettable memories on the water. Our professionally maintained, captained vessel is designed to provide a smooth, safe, and enjoyable experience for every guest. Charter Details: • Maximum Capacity: 6 Guests • Cooler and Ice Provided • Captained Vessel Booking Requirements: • 2-Hour Minimum for Standard Charters • 4-Hour Minimum for River Cruises to ensure the full experience Please Note: During charters, we do not participate in tie-ups with other vessels. While we may take part in festivities and special events at the Playpen, our vessel will remain anchored separately from tie-up chains to ensure a safe, comfortable, and enjoyable experience for all guests. Prices Weekday (Monday-Thursdays): $235.00/HR Weekends (Friday-Sundays): $290.00/HR Special events and Holidays: $350.00-$420.00/HR *Gratuity for Captain and crew not included in price (18-20% is standard). *All Charters will have a Fuel fee ranging from $30.00-$70.00. Please Note that due to increasing fuel prices, adjustments have been made to our hourly rates and additional fees to reflect current operating costs.

BD
We had a great time on our trip with Diego! He had a great route planned for us to see the river and stop by the playpen and see the city from the lake. He was a great communicator before the trip. He let us know all the details we needed ahead of time to have a smooth trip. We all had a wonderful time!! Highly recommend!!
JW
Diego was top notch!! A week later and still can’t believe the amazing time we had. Highly recommend. Super professional and generous. Boat is impeccable. Had a blast and will be doing it again soon!
VK
Diego was a great host. The boat was really clean and well maintained. He followed all the rules and was attentive to us, the surroundings, the other boats the whole time. He wasn't distracted and on his phone like several other captains we have been with. He anchored the boat where we asked and it made for our best air and water show experience (of many years). Highly recommend.

Diego is a tremendous, accommodating host. The boat was clean, well equipped and beautiful. We had a fantastic time on Lake Michigan and would book again in a heartbeat!
JC
Diego was quick to respond and happy to accommodate our requests. He was friendly, professional, and made our trip amazing. The boat was clean and exactly as pictured!

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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.
We are authorized to consider if weather conditions are safe or unsafe on the day of your charter. Small craft advisory warnings, strong winds, and thunder storms that result in waves 4+feet will be considered for charter cancelations. In these rare conditions, we will work with guests to reschedule charter for a future date. No late charters will be considered- All charters will begin promptly at scheduled time.