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Bareboat Chartering on Lake Michigan: The Perfect Way to Spend a Day in Chicago

Updated: Mar 12

Sailing on Lake Michigan is the perfect way to spend a day in Chicago. The lake offers stunning views of the city skyline and provides a calm, peaceful atmosphere for a day of leisure. Whether you’re an experienced sailor looking for a challenging adventure or a first-time sailor looking to explore the lake, a bareboat charter is an ideal way to experience the beauty of Lake Michigan. In this blog post, we’ll look at what’s involved in renting a charter, the best ways to spend your day sailing on the lake, and more.


What is a bareboat charter?

A bareboat charter is a type of rental vessel in which you are responsible for the operation and navigation of the boat. You do not need special boating qualifications or prior experience to rent a bareboat charter if you hire a licensed US Coast Guard Licensed Captain. Still, it’s important to understand the basics of sailing, anchoring, and navigating before going out on the lake. With a bareboat charter, you can create your own itinerary, choosing when and where to sail. You also have the freedom to customize your onboard experience according to your preferences. Whether you’re looking for a relaxing day of sailing or an adventurous journey, a bareboat charter offers the perfect way to explore Lake Michigan.


Why sail on Lake Michigan?

Lake Michigan is a great place to sail because the lake offers a variety of sailing experiences. For instance, if you’re looking for a leisurely day of sailing, you can stay close to shore and explore all the nooks and crannies of the lakeside. If you want a challenge, head into open waters and enjoy thrilling wave action! With over 2,000 miles of shoreline and dozens of bays and harbors, Lake Michigan has no shortage of beautiful places to explore.

Finally, Lake Michigan is an ideal destination for sailing because it offers something for everyone, regardless of skill level. Novice sailors can stick to the shoreline, while experienced sailors can confidently explore the lake’s vastness. Whether you’re looking for a peaceful day of sailing or some adrenaline-pumping fun, Lake Michigan has something for you.


What to expect when renting a charter

When you rent a bareboat charter, there are a few important things to remember. First, you must ensure you have all the necessary safety equipment and know how to use it properly. Additionally, it’s important to familiarize yourself with the area where you will sail before you embark. You should also be prepared to bring your food, beverages, and other items you may need during your voyage.


Once everything is in order and ready to get underway, don’t forget to take plenty of pictures and enjoy your time out on the water. If you sail with Windy City Sailing, be sure to tag your photos with #WindyCitySailing to be featured on our social media accounts!

With the right preparation and planning, renting a bareboat charter can be a fantastic way to spend a day sailing around Lake Michigan in Chicago.


How to make the most of your day sailing in Chicago

Sailing on Lake Michigan is an incredibly special experience and the perfect way to enjoy a day in Chicago. Here are a few tips for getting the most out of your time on the lake:


  1. Plan – Make sure you plan your trip. Look into weather conditions and decide which areas of the lake you want to visit. Check out sailing routes, mooring options, and what’s in store regarding entertainment and dining.

  2. Pack the right gear – Wear sun protection, bring snacks and drinks, waterproof gear, and appropriate clothing.

  3. Familiarize yourself with the boat – Make sure you read up on the features of our boat before setting sail with Windy City Sailing.

  4. Enjoy the scenery – The best part about sailing on Lake Michigan is the scenery. Take in the sights, sounds, smells, and feel of being on the lake.

Sailing on Lake Michigan is a unique experience that can help you make the most of your day in Chicago. With these tips, you’ll be able to enjoy an unforgettable day on the water!


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