WED • FRI • SUN LIMITED DATES & TIMES
Chicago Lakefront Cruise
3-Hour Private Charter
Up to 7 Guests
Money Back Guarantee
This 3-hour sailing adventure departs daily from
Navy Pier Marina in Downtown Chicago.
Soak up the sights of our city’s iconic skyline! Our crew will take you & your guests on a favorable sail down the gorgeous coastline of Chicago's lakeshore, giving a unique perspective on the city's world-class architectural wonders.
500+ 5-star reviews
World-class sailing from a world-class skyline. We make it unforgettable.
Luxury meets comfort aboard your 37' sailing yacht, 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 adventurous 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.
This 3-hour Chicago sailboat cruise will take you & your guests on a favorable sail down the gorgeous coastline of Chicago's lakeshore, giving a unique perspective on the city's world-class architectural landscape. First time sailors will be amazed at the difference between sailing and other boating activities. It's one-of-a-kind!
Starting at $999 for up to 7 guests
WED • FRI • SUN
LIMITED DATES & TIMES
Golden Sail Money-Back Guarantee
Bad weather? Unexpected issues? We recognize things come up. Our money-back guarantee ensures you have the freedom to make adjustments with ease, providing peace of mind in the weeks and days leading up to your planned outing with us.
100% Refund up to Two Weeks From Departure
50% Refund up to 48 Hours From Departure
Full Refund for Weather Related Cancellations
Swap Dates With No Fees
Subject to Availability
Three easy steps to pre-book your private boat cruise this summer:
STEP 1 - Choose Your Adventure
Browse our all charters & cruises page. We offer something for everyone!
STEP 2 - Recruit Your Crew
Fire up those group chats and start recruiting. Summer weekends will sell out.
STEP 3 - Lock-In Your Big Day
Book with a 50% fully-refundable deposit. Remaining balance to be paid at end of experience.
