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Real Pirates of the Inland Seas Sail

Adventure Chicago
$34
Join in on a journey through time on Lake Michigan. On this 75-minute sailing journey, you will hear stories of piracy and much more.

Come join this 75-minute sail on Lake Michigan. On this journey, you will hear true piracy stories from epic battles to trickery and treasure. Get a hands-on experience while listening to the incredible ales of real pirate adventures that happened right here on these magnificent inland seas, many years ago.

The tall ship crew consists of multi-talented individuals, many of whom have experience in the study of history, maritime lore, arts, music, and theater. Each are ready to bring their experience to enhance your enjoyment aboard Windy!

You can simply relax on deck in quiet or gather around for storytelling and hands-on fun.

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Chicago Puzzling Adventure

Adventure Chicago
$40

Turn Chicago into a game while partaking on a 2-hour Walking Adventure. Your smartphone will act as your guide, while you solve clues and complete challenges around the city. Entry price is per team.

Choose your own start time and embark on your adventure. With your smartphone as your guide, go on a brain-teasing and educational walking tour of your chosen neighborhood. Visit a series of locations and answer the questions or solve puzzles to receive your next instruction.

There is no need to race as quickly as possible from start to finish. Part of the fun is enjoying the sights, sounds, and tastes of the tour. Before heading to your next location, you'll have time to eat, drink, enjoy the sights, and use the bathroom while the game clock is not running. You're only timed on your travel and puzzles.

At the end of your adventure, see your rank based on a combination of your answers to the questions and game clock time.

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VIP Skydiving Experience in Chicago

Adventure Michigan City
$389
Chicago's fastest, closest, and safest skydiving experience!  One hour from downtown Chicago in beautiful Northwestern Indiana, just 2 miles from Lake Michigan with fantastic Chicago skyline views on most days.  The VIP Fast-Pass Tandem Skydive is a includes pictures, video, t-shirt, edited video, and certificate, from up to 14,000'.  Accessible from downtown Chicago via the South Shore line (train), no car needed!  Spectators are welcome, so bring your family and friends to watch.

You do not have a specific appointment time with this skydive, just show up anytime between 10am and 3pm on weekends and you will be on the next available flight.  Also included are special jump t-shirt, custom skydive certificate, and edited video.  Upon arrival, you will check in with our front desk, verify your waiver and complete any payments if necessary.  You will then attend a short class on the do's and dont's of skydiving, taught by an experienced skydiving instructor (all of our instructors have thousands of safe skydives).  You will gear-up for the skydive and be paired with a professional instructor, who will guide you through loading in the aircraft, the climb to altitude, preparing for the jump, freefall, parachute flight, and landing.  Your instructor will be with you throughout the process and will help you in every way, all the while taking video and pictures of the experience.  You will be afforded the opportunity to help steer the parachute, if desired, during the flight.  After landing in front of your friends and family, you will be guided off the field and geared-down.  Your pictures/video are emailed to you within 24 hours.

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Tandem Skydiving Experience in Chicago

Adventure Michigan City
$188
Chicago's fastest, closest, and safest skydiving experience!  One hour from downtown Chicago in beautiful Northwestern Indiana, just 2 miles from Lake Michigan with fantastic Chicago skyline views on most days.  This is the Bronze Tandem Skydive which is a basic skydive, from up to 14,000'.  No pictures or video are included (they can be purchased upon arrival).  Accessible from downtown Chicago via the South Shore train line, no car needed!  Spectators are welcome, so bring your family and friends to watch.

Participants should arrive at their scheduled time, there is no need to be early but please don't be late.  Upon arrival, you will check in with our front desk, verify your waiver and complete any payments if necessary.  You will then attend a short class on the do's and dont's of skydiving, taught by an experienced skydiving instructor (all of our instructors have thousands of safe skydives).  You will gear-up for the skydive and be paired with a professional instructor, who will guide you through loading in the aircraft, the climb to altitude, preparing for the jump, freefall, parachute flight, and landing.  Your instructor will be with you throughout the process and will help you in every way, all the while taking video and pictures of the experience.  You will be afforded the opportunity to help steer the parachute, if desired, during the flight.  After landing in front of your friends and family, you will be guided off the field and geared-down.  Your pictures/video are emailed to you within 24 hours, or if you didn't purchase them ahead of time, you can buy them online.