top of page

Welcome Aboard!

Book your spot today and set sail on a local adventure.

Sailing Serenity.png

Experience Chicago’s Magnificence from a Different Perspective!

Formerly called Sailing Lake Michigan, The Sailing Serenity is a private sailing for up to 6 people you are guaranteed a personal experience.

Perfect for birthdays, anniversaries, engagements, photo shoots or just friends’ get together.

Sailing Lake Michigan lets you experience the beauty of the city of Chicago offshore.

Step aboard our private 36’ sailboat “Harmony” and the city life begins to melt away. 

Enjoy a private cruise during the day to soak up the sun, or in the evening to see the gorgeous full spectrum view of our signature Chicago skyline.

COMING SUMMER 2022 36' sailboat "Serenity" 

Join Us for a Cruise

Come sailing with us day or evening, watch sunset, fireworks, have fun with friends, or simply get quiet. 

Rated 5 Stars by Our Guests

Such a lovely boat ride! Nijole was so friendly and kind. My husband and I had the best time. Highly recommend a sunset ride on Nijole's boat!



Meet Piper The Boat Dog

Piper cruises with us and loves to greet our guests. She has her own following and Instagram channel. Follow her at #pipertheboatdog.

bottom of page