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Offshore Adventures

3.9

About this business

Whether you want to go sailing along the Chicago skyline with friends, or a week long adventure across the lake, Offshore Adventures Chicago has an option for you. We sail from Chicago's beautiful downtown lakefront at all hours, 7 days a week so we can accommodate almost any request. Our United States Coast Guard Master Captains love sailing, and are dedicated to creating a wonderful experience for you on the water. We offer sunset cruises, fireworks cruises, concert cruises, and special event packages for the Chicago Air &... read more

Location details

400 E Monroe St, Chicago, IL, 60603, United States

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WeekdayScheduleStatus
Mon9:00 a.m. to 11:00 p.m.
Tue9:00 a.m. to 11:00 p.m.
Wed9:00 a.m. to 11:00 p.m.
Thu9:00 a.m. to 11:00 p.m.
Fri9:00 a.m. to 11:00 p.m.
Sat9:00 a.m. to 11:00 p.m.
Sun9:00 a.m. to 11:00 p.m.
3.942 reviews
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Gill Gillono's profile image
Gill Gillono 
recommend  Recommended
4 years ago

Loved our Sailboat Sunset Cruise. The boat was clean & comfortable. The chill boat music & scenery were perfect. Captain Rick is so easy going that it felt like we were sailing with friends. The night was magical & it was small enough to still feel romantic for us two. We are already looking into booking again this year. I have been on many Chicago boat excursions & this was my favorite. I will highly recommend it to everyone that I know. Thank you, Captain Rick. 

Debbie Meyer's profile image
Debbie Meyer 
recommend  Recommended
6 years ago

My husband, Dennis, and I are from Cincinnati, Ohio. Our friends, Sue and Jim, from Chicago invited us to go on a sunset sailing cruise on Lake Michigan on July 14, 2018. We had the best time ever. Captain Rick played great music and was very friendly. The views of the Chicago skyline at sunset were fantastic! We highly recommend Offshore Adventures. We are looking forward to doing this again in the near future! 

Chuck Howard's profile image
Chuck Howard 
6 years ago

Absolute best sailing adventure; so much fun- feels like you're off shore 

Chrissy Grader's profile image
Chrissy Grader 
6 years ago

Amazing experience and so much fun!!! 

Beth Ann Lane's profile image
Beth Ann Lane 
6 years ago

Such an amazing time. This is a must do! Can't wait to book my next sail! 

Amanda Wilson's profile image
Amanda Wilson 
6 years ago

Bucket list experience and best date night ever. I've always wanted to go on a private sailing cruise on Lake Michigan and our sailing cruise last night did not disappoint. Captain Anne and the other couple cruising with us were so much fun, and the sunset and nighttime views of the lake and Chicago skyline were breathtaking. Highly, highly recommend Offshore Adventures if you live close to Chicago or are planning a trip there during sailing season. 

Jason T. Collett's profile image
Jason T. Collett 
6 years ago

Incredible owner and sailor. Known Rick Stage for a long time, and there is no one better. 

Dani King's profile image
Dani King 
8 years ago

My boyfriend and I went on the semi-private two hour tour last night with Captain Amy. She was absolutely awesome and the adventure itself was so much fun!! We will definitely be recommending to friends and going again :) Thank you for the great time!! 

Nicole Bock's profile image
Nicole Bock 
8 years ago

Couldn't have asked for a better experience than Captain Anne gave us. She was so much fun and personable and really made the time on the water extremely memorable. There isn't a doubt in my mind that I will be back for another trip out on the boat. 

Frequently asked questions about Offshore Adventures

How is Offshore Adventures rated?

Offshore Adventures has a 3.9 star rating with 42 reviews. 

When is Offshore Adventures open?

Offshore Adventures is open now. It will close at 11:00 p.m.  

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