Windy City Sailing

10/08/2024

This past weekend, we took Nebula, our 40-foot sailboat, down the Chicago River to dry dock her for the winter. The weather was perfect, and we had an amazing day soaking in the beauty of Chicago’s architecture, with Mike Hobson giving us a curated experience along the way. We wrapped up the day with stops at Canton Regio and Pilsen Yards in the heart of Pilsen.

Looking forward to reversing the trip in Spring 2025!

⛵️🌆

08/15/2024

Ready to embark on your first sailing adventure? Book your experience with Windy City Sailing today and discover the thrill of sailing on Lake Michigan! Don’t wait—set sail with us and make unforgettable memories on the water.
Read the latest blog. ⛵

Starting out on your sailing voyage can bring a mix of excitement and a touch of nervousness. At Windy City Sailing we aim to ensure you create lasting memories while navigating the waters of Lake Michigan. Whether you're a novice sailor or seeking to brush up on your skills these 7 essential tips w...

08/09/2024

Goose, but it's time to buzz the tower.
The Blue Angels are in town. This weekend is the Chicago Air & Water Show.

08/09/2024

Windy City Sailing is booked for the Air and Water Show, but taking reservations for next year. Booking early is essential. Enjoy the show. Still taking reservations for this year. 773-868-0096

Goose, but it's time to buzz the tower.
The Blue Angels are in town. This weekend is the Chicago Air & Water Show.

08/08/2024

Ready to make your wedding anniversary truly unforgettable? Celebrate in style with a luxurious yacht tour on Lake Michigan! Click on the link to read the new blog andto start planning your dream anniversary celebration now! ⛵

Celebrating your wedding anniversary is an occasion that deserves an unforgettable experience. Picture commemorating this milestone on the waters of Lake Michigan with the Chicago skyline as your backdrop. Embarking on a yacht tour with Windy City Sailing promises an adventurous setting ensuring tha...

07/23/2024

Don't miss out on the ultimate luxury yacht charter experience!
Click here to read our blog and learn more about what Windy City Sailing has to offer.⛵

Looking for a top-notch luxury yacht charter in Chicago? Look no further than Windy City Sailing! Whether you're seeking an escape hosting an event or celebrating with family our exceptional service and top-of-the-line amenities guarantee an unforgettable experience on Lake Michigan.Our yacht at Win...

07/16/2024

Jump aboard and join us for a magical day on the water. Your prime viewing spot for the Chicago Air Show awaits!

Click on the link to read the latest blog!

https://www.windycitysailing.com/the-ultimate-chicago-air-show-viewing-party-on-a-yacht

07/13/2024

Looking for some festivals/concerts/events to attend with friends or family coming to town? Below are a few popular events:

🎻 The Grant Park Music Festival in Chicago offers a series of free concerts during the summer months. These concerts take place at the Jay Pritzker Pavilion in Millennium Park and feature a variety of performances, including classical music, orchestral works, and sometimes jazz or other genres. Grab your picnic blanket or chairs and enjoy the warmer weather while it's here! https://www.grantparkmusicfestival.com/

🎸Lollapalooza: August 1 - 4 This popular music festival in Grant Park tends to bring many friends and family to town. Please make sure they are added to your guest list! More details can be found using this link -> Lollapalooza | Grant Park, Chicago | August 1-4, 2024.
https://www.lollapalooza.com/

✈️Chicago Air and Water Show August 10 - 11: A spectacular event showcasing aerial and water stunts along Lake Michigan. More details can be found using this link -> More details can be found using this link -> https://www.chicago.gov/city/en/depts/dca/supp_info/chicago_air_and_watershow.html

🎷Chicago Jazz Festival: August 29 - Sept. 1: A celebration of jazz music held in Millennium Park, featuring renowned performers and emerging artists. More details can be found using this link ->https://www.chicago.gov/city/en/depts/dca/supp_info/chicago_jazz_festival.html

🚴Bike the Drive: Sept. 1: While this isn't a festival, it's sure to be a fun activity for all! More details can be found using this link -> https://bikethedrive.org/

🍽️Taste of Chicago Sept. 6 – 8, 2024: This is a renowned food festival featuring a wide array of dishes from Chicago's diverse culinary scene. https://www.chicago.gov/city/en/depts/dca/supp_info/taste_of_chicago.html

For a full list of Citywide Weekend Events happening this weekend, please visit ->City of Chicago: The Windy City Smokeout Tops the List of Multiple Citywide Weekend Events https://www.chicago.gov/city/en/depts/oem/provdrs/emerg_mang/news/2024/july/WindyCitySmokeout.html

07/07/2024

Indulge in the city's vibrant dining scene, rooftop bars, and craft beer culture. Chicago's summer is calling – plan your adventure now and soak up the best of the Windy City!

Ready to explore? Read more about these incredible summer experiences here.

Welcome to the summer guide for 2024 in Chicago also known as the Windy City! There are plenty of events amazing attractions and endless activities for everyone to enjoy. Whether you're a local or just visiting this guide is here to help you make the most of your summer in Chicago.Top Places to Visi...

07/06/2024

Ready to embark on a journey of relaxation and discovery? Whether you're a seasoned sailor or a novice, Windy City Sailing welcomes you to experience the joys of sailing firsthand.

👉 Dive into the blog to learn more about how sailing can enhance your well-being.

In today's paced world it's crucial to find ways to unwind and take care of your well-being. Sailing offers a blend of peace, excitement, and a deep connection with nature making it an ideal activity for enhancing health and achieving relaxation. Discover the reasons why embarking on a sailing adven...

06/14/2024

Make your special occasions unforgettable aboard our luxurious sailboat! Whether it's a birthday, anniversary, or any memorable gathering, Windy City Sailing offers the perfect setting.

Read Our Blog to learn more about making your next celebration extraordinary with Windy City Sailing!

Picture yourself marking a moment surrounded by the views of Chicago's skyline and the calm waters of Lake Michigan. Whether it's a birthday, anniversary, or any other important milestone Windy City Sailing provides a setting to ensure your event is truly memorable.Celebrating Birthdays with Eleganc...

06/09/2024

Ready to set sail? Reserve your unforgettable voyage with Windy City Sailing today! Whether you're a beginner or an experienced sailor, we have the perfect journey waiting for you. Read the blog here.

Welcome to the sailing season on Lake Michigan! With the arrival of weather and calm waters now is the time to immerse yourself in the breathtaking beauty of this magnificent lake. Windy City Sailing offers sailing adventures that will create memories during your time on the water.The Charm of Lake....

06/07/2024

Are you ready to uncover the secret treasures of Lake Michigan?
Don't miss out on this extraordinary adventure!

Click the link below to read our blog and start planning your perfect sailing tour today.

Lake Michigan, known as the gem of the Midwest is more than a body of water with picturesque views. Along its shoreline lie hidden treasures like secluded beaches, quaint coastal towns, and awe-inspiring natural wonders waiting to be explored. Embark on a journey with Windy City Sailing to uncover t...

05/25/2024

Jump into summer with weekly fireworks at Navy Pier! What is the best way to see them? The answer is from the deck of our sailboat! Contact Windy City Sailing, at 773-868-0096, or www.windycity.com :)

When it comes to summertime in Chicago there's nothing like the excitement and beauty of watching the Navy Pier fireworks display from the deck of a private yacht. Picture an evening with the city skyline shimmering in the background and bursts of fireworks illuminating the night sky—all while you...

04/14/2024

This will be your view when you sail with Windy City Sailing. Book now, 773-868-0096

beautiful lake Michigan in Chicago!!

02/27/2024

Warm Chicago weather brings thoughts of sailing! Join us for a memorable sail aboard Nebula this season. Our calendar is available on our website, www.windycitysailing.com, or call Edwina, 773-304-8934.

12/26/2023

This Quotes Hoodie,T-shirt, Available here 👇
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