Come Sailing, Inc.

Come Sailing, Inc.

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Private sailing charters on Lake Michigan in downtown Chicago. Sunset Sails, Fireworks, and Fun!

06/16/2023

Team Emirates GBR entering the race course on a beautiful Friday! We've got only one time slot still available this weekend for a charter and it's during tomorrow's race. Come Sailing and cheer on your favorite SailGP team. Details via link in bio.

06/03/2023

🎡Calling all Swifties in the Windy City!🎡 πŸ’¨πŸ™οΈ Are you ready for something magical, just like a song? 🌟🎢
us invites you for an unforgettable experience on Lake Michigan. Immerse yourself in the beauty of Chicago's skyline from our private charter, where the city lights shimmer like a pageant of 'starlight' πŸŒŸπŸŒƒ

Dance to your favorite T-Swift tunes, sip on 'champagne problems' πŸ₯‚, and make memories that will last 'forever and always'. Because at Come Sailing, every voyage is a 'love story'. πŸ’–β›΅οΈ

Spaces are limited and filling up 'faster than the wind, passionately wind'. So don't wait! Secure your spot today and sail into a 'state of grace' with us. 🌊

It's a 'new romantics' kind of adventure, 'begin again' with Come Sailing. πŸŒ…

06/01/2023

A perfect night to propose! She said YES! Our best wishes to the happy couple!

Photos from Come Sailing, Inc.'s post 05/21/2023

BLUES BROTHERS TRIVIA
Photo 1 - Every year I, and a LOT of other boaters, get to sail under the bridge that the Blues Brothers famously jumped over in the classic 1980s film, The Blues Brothers. This is the 95th Street Bridge and it spans the Calumet River on the south side of Chicago. On the left edge of the bridge is the old rusted brown salt hopper clearly visible in the movie during the jump. And further to the left at the very edge of the photo is the back of Calumet Fisheries which can also be seen in the during the bridge jump. Photo taken on board DRUID.
Photo 2 - The 95th Street Bridge opening for BERNARD. Looks like the bridge is in perfect position for the Bluesmobile to perform it's jump! Photo taken on board BERNARD.

Photo 3 - Capt. Mike with the Amtrak Bridge over his right shoulder. This series of bridges were the background for the official Blues Brothers movie poster. The photo was actually taken in the industrial lot to left of this photo. Today, that industrial lot is Crowley's Yacht Yard and the winter home of our sailboats. Photo taken on board DRUID.

Sweet Home Chicago!! β›΅

05/21/2023

It's that time of year again! The harbor is filling up and our boats are ready to sail! It's time to book your charter and Come Sailing! The fun starts Friday, May 26. Link in bio.

06/14/2022

Customers on the bow taking in the sights during a fantastic sail S/V Druid!

Come Sailing with Us. Link in bio.

12/19/2021

Seven Days to Christmas! Here's a GREAT last minute GIFT IDEA to finish your shopping! Sailing Gift Certificates! They can be used to book Private Sailing Charters or register for Sailing Classes! Download your gift certificate instantly! No shipping required! Starting at $50, they are a perfect as a stocking stuffer! Or wrap it up and put it under the tree! Available now at www.comesailing.us/purchase

12/16/2021

There are just 9 days left until Christmas! Is your gift shopping done? Here's an idea: SAILING CLASSES! New for 2022 we are offering sailing classes. The fun begins May 24 when we kickoff our season with Basic Sailing 101. Gift Certificates are available, and registration is open! Learn more at www.comesailing.us/learntosail

Happy Holidays 2021 12/15/2021

Ten days until Christmas! Finish your holiday shopping today. Gift Certificates available. https://www.comesailing.us/purchase.html

Happy Holidays 2021

07/25/2021

Our new drone, Helix, snapped this photo of our Shannon 28 during a quick test flight.

07/25/2021

Very chill sunset on the Lake.

06/28/2021

Another beautiful Chicago sunset in our wake. Very relaxing.

06/26/2021

A nice little break in the rain for a sunset sail.

03/09/2021

Come Sailing on our orange boat! 😳. Umm... It's actually a white boat, but yeah, the sunset does that sometimes. πŸ˜Šβ›΅. Come Sailing with us either way. Link in bio.

03/08/2021

A little interpretive fun. πŸ˜‰ But a beautiful Chicago skyline and a serene sunset sail nonetheless! ⛡❀️. Come Sailing with us. Link in bio.

03/06/2021

Build Chicago w/Paper is a project we just launched on Kickstarter. These fun, educational models are designed to raise awareness about historic Chicago buildings in danger of being lost forever. These eco-friendly models made with paper only! NO Glue! NO Tape! NO Staples! Our first model is Four Mile Crib. Learn more about the project and Four Mile Crib in the NEWS section of our website. Link in bio.

03/06/2021

Simply sailing. Happy Friday!

03/04/2021

Relaxing as we take in a beautiful Chicago skyline just before sunset.
Come Sailing with us. Link in bio.

03/01/2021

A happy crew hanging out on the bow. We could all use more lazy days like this please. πŸ˜€.
Join us for a sail this summer. Our March Madness Sale starts today. 10% Discounts on private charters. Use promo code: MADSAILING21. Offer good through the end of March 2021. Link in bio

BUILD CHICAGO W/PAPER: Four Mile Crib & Lighthouse! 03/01/2021

The project is officially LIVE! We just kickstarted BUILD CHICAGO W/PAPER. Check it out and let us know what you think! We could really use some help spreading the word. Please share this project with friends, family, and anyone else who will listen. Thank you! - Capt. Mike

BUILD CHICAGO W/PAPER: Four Mile Crib & Lighthouse! Scale models of historic Chicago buildings made with recycled paper! Fun, Educational, & Eco-Friendly!

02/27/2021

I love all sailing in all kinds of weather at all hours of the day. It can be exhilarating, tough, rewarding, scary, awe inspiring, and sometimes...tiring. But it's hard to imagine ever getting tired of a relaxing sail at sunset.

02/26/2021

S/V DRUID at harbor and ready to go! ...well...last year anyway. πŸ˜€It's still a little early in the year for boaters in Chicago. The harbors just aren't ready yet. But we're ready. We are sooooo anxious to get back on the water for some much needed sailing therapy!! Now's the time to plan your sail and book it. After a tough winter dealing with a global pandemic, it's time to head outside and enjoy life again! Ready to relax, take a deep breath, and recharge your mental batteries? Then book a sailing charter with us, Come Sailing. We are Chicago's premier sailing experience and private sailing charter. Visit our website for availability and information. Link in bio.

02/25/2021

Our first charter of 2020 was awesome! Per request of our special guest we sailed straight out into the lake as far as time would allow. This was a an extended charter, so we were able to sail pretty far out before having to turn back. These are my favorite types of charters.... Just keep sailing on! Want to join us for a relaxing sail this summer? Check out our website. Link in bio.

02/24/2021

Excited about our upcoming sailing season, we are sharing our favorite photos from charters during our 2020 season. The winter and pandemic have been tough. Now it's time to get outside and enjoy life! Come Sailing with us this season and recharge your mental batteries!

Coming soon: BUILD CHICAGO W/PAPER: Four Mile Crib & Lighthouse! 02/24/2021

It's been a long winter and we are anxious to launch our 2021 charter season!! But first we're launching a new Kickstarter campaign!! Follow our project on Kickstarter and get alerts when it go live! Help us spread the word and share our project on your favorite social media platform.

https://www.kickstarter.com/projects/comesailing/build-models-with-paper-historic-four-mile-crib-in-chicago

Coming soon: BUILD CHICAGO W/PAPER: Four Mile Crib & Lighthouse! Scale models of historic Chicago buildings with recycled paper! Fun, Educational, & Eco-Friendly!

06/16/2020

WE'RE BACK!!

Ready to go sailing? So are we!!
Sailing starts Monday, June 22!
Come Sailing with us for some well earned stress relief! We check all of the boxes...

βœ“ Less than 10 people
βœ“ Outdoors in the fresh air
βœ“ Relaxing - Leave your stress on shore
βœ“ Private charters
βœ“ Best views of our beautiful Chicago skyline

Details and bookings available through the link in our bio.

06/09/2020

Putting Druid through her paces before our charter season begins. Such a fun boat to sail!

06/08/2020

The view from Druid's bowsprit while preparing to hoist the jib.

06/07/2020

Kicking back and enjoying the ride! We hope to start our charter season soon.

06/06/2020

Progress!! Not quite there yet, but at least Druid and Bernard are in the water!! The City of Chicago calls this step "staging". We were allowed to bring the boats to a temporary harbor until the Chicago harbors open for real. But, once the boats arrive at their temporary harbor, they are not allowed to leave again until the harbors are really open. That's ok though, because we had a lot of fun sailing them there! πŸ˜‰

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Videos (show all)

Build Chicago w/Paper is a project we just launched on Kickstarter.  These fun, educational models are designed to raise...

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Address


Chicago, IL
60603

Opening Hours

Monday 9:20am - 9pm
Tuesday 9am - 9pm
9:30pm - 11pm
Wednesday 9:30am - 9pm
Thursday 9:30am - 11pm
Friday 9:30am - 11pm
Saturday 9:30am - 11pm
Sunday 9:30am - 11pm

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