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Fireworks Sailboat Charters

Every Wednesday and Saturday night from Memorial Day to Labor Day, Chicago lights the sky with fireworks off of Navy Pier. Experience something truly special and see them from the water on a private Chicago sailboat charter. With the city lights and skyline as a backdrop, to the amazing colors of the fireworks blasting off right in front of you, it’s an experience that cannot be missed. Fireworks sailboat charters are a 3 hour minimum.  Any of our sailing options can be custom tailored to your needs. For a custom experience, text, call, or email your reservation request for a private Chicago sailboat charter and Go Sailing Chicago! 

Sunset and Sunrise Chicago Sailboat Charters

One of our most popular sailboat charters is the sunset cruise. You’ll gaze at the skyline and all the magical hues and tones behind it as the sun begins to set as you sail away. Before you know it the sky is filled with every shade of orange imaginable and all of the day’s stress is behind you. The only care you’ll have left is whether or not your glass is full! 

For you early birds, try out an experience you can’t get anywhere else, watching the sunrise over the horizon. We get to experience this every day and we are never tired of it. Times of sailboat charters vary throughout the season as does the sunrise. Request more information by email or text (773.710.7245) or book your private sailboat charter now.

Northerly Island Concert Sailboat Charters

Ahh, Northerly Island, our favorite concert spot on the lake. If you aren’t out there anchored out, enjoying cool beverages, relaxing, sailing along and enjoying the music, we will be! Check out the concert schedule and then request your reservation with us and get out there and Go Sailing Chicago! Please note: All concert charters must be done on Sun of a Sailor, FINS, or Obsession.

4th of July Chicago Sailboat Charters

Chicago, we have hit the jackpot! The 4th of July fireworks display in Chicago is fantabulous. Or at least that’s what we think here at Go Sailing Chicago. It’s the biggest fireworks event in the city and you can be there. Warm weather, your favorite beverage,  friends and guests all having a great time, and then BAM, the fireworks go off and for the next 20 minutes you won’t blink, you won’t drink, and the only words coming out of your mouth will be ooohhh’s and aaahhh’s.  Like what you hear? Try seeing it from the lake on one of our private Chicago sailing boats. 

Chicago Air and Water Show Sailboat Charters

Here we go! The annual Chicago Air and Water show is one of the most exciting events to hit the Windy City. Combine bi-wing planes, stealth technology, and the best city in the world and you’ll get the idea. Seeing this event from shore is one thing, having The Blue Angels fly right over your head while on a sailing charter is another!   There is nothing like it in the world. All Chicago Air and Water Show sailboat charters are considered a four-hour minimum.  Don’t wait another minute to book your private Chicago sailboat charter now.

Romantic Occasions and Proposals Sailboat Charters

Take advantage of the romance sailing has to offer with the beautiful Chicago skyline behind you. Make an anniversary or special date something truly memorable with a romantic sailboat charter. If you have found that special someone and are looking for a unique and romantic experience for proposing, Go Sailing Chicago can create the sailboat charter for you. We have years of experience doing these types of charters so you can count on us to help make your proposal something special.

Options, Options, Options!

At Go Sailing Chicago we will do our best to cater to any special event or moment you want. Book a private Chicago sailboat charter for birthdays, anniversaries, religious holidays and events, corporate outings, team building, sailing lessons, or even get married at sea.  Remember we sail all day and night so the schedule is always right.  

Didn’t Find What You Were Looking For?

Please contact us and we will find it for you!  At Go Sailing Chicago we are so committed to getting you out on the water that if we cannot provide you with the sailing experience you’re looking for, we will help you find it. Online booking is only available 7 days in advance of your requested date(s).  Please contact us to request your charter if it is within 7 days. 

Now let’s Go Sailing Chicago!

Book by April 1 and receive $50 off!  Use promotion code 4113 at checkout.