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Group Outings Done Right: Planning a Perfect Day on Lake Michigan
Lake Michigan offers more than just stunning views—it’s the perfect backdrop for creating lifelong memories with friends, family, or...
Ian Malanes
Apr 223 min read


Sailing with the Pros: Meet the Experienced Captains of Windy City Sailing
1. Years of Expertise on the Water Our captains bring decades of combined experience to every sailing excursion. Whether they’re...
Ian Malanes
Apr 222 min read


What Makes Windy City Sailing the Ideal Choice for Your Private Yacht Charter?
When creating unforgettable memories on the water, there’s no better choice than Windy City Sailing. Our flagship yacht, the Nebula, is...
Ian Malanes
Apr 222 min read


A Step-by-Step Guide to Your First Sailboat Charter with Windy City Sailing
There’s nothing quite like gliding across the sparkling waters of Lake Michigan aboard a sailboat, especially when you’re sharing the...
Ian Malanes
Apr 223 min read


Maximizing Your Sailing Experience: What to Bring on Your Yacht Charter
Embarking on a voyage on Lake Michigan alongside Windy City Sailing is an opportunity to take in the Chicago skyline and the serene...
Ian Malanes
Mar 204 min read


Discover the Best Private Yacht Charter Experience with Windy City Sailing on Lake Michigan
When planning a memorable day on the water, choosing the right charter company can make all the difference. Whether you're celebrating a...
Ian Malanes
Mar 203 min read


7 Must-Know Tips for First-Time Sailors with Windy City Sailing
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...
Ian Malanes
Aug 14, 20242 min read


A Yacht Tour Can Elevate Your Wedding Anniversary Celebration
Celebrating your wedding anniversary is an occasion that deserves an unforgettable experience. Picture commemorating this milestone on...
Ian Malanes
Aug 7, 20242 min read


Why Choose Windy City Sailing for Your Private Yacht Charter Experience?
Looking for a top-notch luxury yacht charter in Chicago? Look no further than Windy City Sailing! Whether you're seeking an escape...
Ian Malanes
Jul 23, 20242 min read


The Ultimate Chicago Air Show Viewing Party on a Yacht
Experience the magic of observing the Chicago Air Show from the setting of a yacht! Say goodbye to the crowded beaches. Come aboard for...
Ian Malanes
Jul 15, 20242 min read


2024 Summer Guide to Chicago
Welcome to the summer guide for 2024 in Chicago also known as the Windy City! There are plenty of events amazing attractions and endless...
Ian Malanes
Jul 5, 20242 min read


Why Sailing is Great for Your Mind and Relaxation Needs
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,...
Ian Malanes
Jul 5, 20242 min read


Planning to Celebrate 4th of July on the Water; Windy City Sailings Special Charter Experience
The 4th of July is a time to come together show patriotism and create lasting memories, with loved ones. This year elevate your...
Ian Malanes
Jun 29, 20242 min read


Plan Your Perfect Special Event with Windy City Sailing: Birthdays, Anniversaries, and More
Picture yourself marking a moment surrounded by the views of Chicago's skyline and the calm waters of Lake Michigan. Whether it's a...
Ian Malanes
Jun 14, 20242 min read


Lake Michigan's Hidden Gems: Explore with Windy City Sailing
Lake Michigan, known as the gem of the Midwest is more than a body of water with picturesque views. Along its shoreline lie hidden...
Ian Malanes
Jun 7, 20242 min read


Welcome To Sailing Season: Experience Lake Michigan like Never Before with Windy City Sailing
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...
Ian Malanes
Jun 6, 20242 min read


How to Create Memorable Moments with a Navy Pier Firework Charter
When it comes to creating memories there are things that can compare to a Navy Pier Firework Cruise with Windy City Sailing. Imagine...
Ian Malanes
May 31, 20242 min read


Corporate Retreats and Teambuilding on Lake Michigan
Organizational getaways and team-building exercises are crucial, for promoting collaboration lifting spirits, and improving efficiency....
Ian Malanes
May 27, 20242 min read


Summer Evenings in Chicago: Enjoying the Navy Pier Fireworks Show aboard a Yacht
When it comes to summertime in Chicago there's nothing like the excitement and beauty of watching the Navy Pier fireworks display from...
Ian Malanes
May 24, 20242 min read


How Long Is a Yacht Season? When to Charter in Chicago
When thinking about renting a yacht in Chicago timing plays a role. Chicago's yachting season provides views of the city skyline and...
Ian Malanes
May 14, 20242 min read
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