
🎉 Our End-Of-Season Sale is Live! ⛵
Enjoy up to $300 off on remaining dates & times - Book Your Charter Now

AUG. 15-17 LIMITED DATES & TIMES
Air & Water Show Boat Rental
5-Hour Private Charter
Up to 7 Guests
USCG-Captain Included
Enjoy unrestricted access to our 37' luxury sailboat while you spend the day lounging under the umbrella, soaking up the rays on the sun deck, or floating with your crew as the famous Chicago Air & Water Show happens before your eyes!​​
Your boat rental includes:
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Complimentary beverages and snacks
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Fully stocked kitchenware, fridge and bathroom
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Stereo surround sound speakers above and below deck
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Swim platform with ladder, life-jackets, floaties & towels
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Safety equipment and USCG-Certified Captain trained in First Aid and CPR included in booking price


Front row seats for Chicago's iconic Air & Water Show. Limited dates & times.

Luxury meets comfort aboard our 37' sailing yacht, S/V Dragonfly.




Guests:
Up to 7
Length:
37'
Bluetooth
Speakers
Private
Bathroom
Refrigerator
Access
Kitchenware
Available
S/V Dragonfly offers world-class sailing with comfortable amenities, encouraging you & your guests to focus on the unforgettable day ahead.

The bimini umbrella in the cockpit gives ample shade and some light rain protection in our main seating area. Willing guests are welcome to relieve our captain and try their hand at the helm!
Lounging space for sunbathing and lake-gazing is available on the foredeck. This will be a popular locale for photo opportunities on beautiful days! Those camera rolls are no match for these views.


Down below, the teak interior cabin has two private changing rooms, a bathroom with shower, kitchen and comfortable salon seating area. The perfect place to store your bags, keep your drinks cool and prepare the days provisions.

On A Boat Sailing pairs world-class sailing with Chicago's annual summer spectacle, offering guests an up close and personal viewing of the famous Air & Water Show, all the while aboard our 37' luxury sailing yacht, S/V Dragonfly. Guests can split their time sailing, swimming, floating, or simply viewing the show - the captain is more than happy to oblige!