Close

Top 5 Things to do by Yacht in Chicago

Chicago is amongst the U.S.’s most popular cities for summer day charters. Cruise down the Windy City’s Chicago River or sail out into Lake Michigan and tie up at the Playpen and take the jet skis and paddle boards out for a day on the water. Don’t forget to watch the amazing weekly Navy Pier fireworks that happen on Wednesdays and Saturdays all throughout summer.

Chicago sits on Lake Michigan, in Illinois, and is among the largest cities in the U.S. It is famous for its bold architecture, massive skyscrapers and museums such as the Art Institute of Chicago; Chicago is something special.

Please note that your YachtLife charter specialist will be able to assist in planning your bespoke itinerary in Chicago, so the below should be considered as inspiration for your Chicago yacht charter. Enjoy.

 
 


 

1. Take in a stunning cruise down the Chicago River

YachtLife's top Yachting Activities in Chicago - Chicago River

In Chicago you are able to enjoy the city both on and off shore. A cruise down the Chicago River will provide you with unmatched views of the city past many of the city’s most famous and beautiful landmarks and buildings.

A cruise down the Chicago River will take you under the historic bridges and to over 40 landmarks and architectural wonders ranging from Marina City to the Lyric Opera of Chicago, Willis Tower and many others.

Sailing along the Chicago River is actually a great way to see a lot of the city in one go. This is certainly a day cruise not to be missed – and most certainly enjoyed with a cocktail in hand aboard your private yacht.

 
 


 

2. Cruise into Lake Michigan

YachtLife's top Yachting Activities in Chicago - Lake Michigan

Furthermore, as you cruise down the Chicago River, you will enter one of the five Great Lakes in the United States, Lake Michigan. Lake Michigan is the only one of the Great Lakes to be located entirely within the U.S., and the fifth largest lake in the world by surface area.

As you cruise into Lake Michigan, before dropping anchor, take some time to cruise some of the coastline. This cruise will take you past some of Chicago’s most imposing sites – the city’s towering skyscrapers will appear before as you make your way past the impressive panoramas of the Windy City. You will be able to easily spot the John Hancock Centre and the Trump and Willis Towers.

Furthermore, on Lake Michigan you will be able to practice watersports such as sea kayaking, diving, kitesurfing, lake surfing, and sports fishing.

 
 


 

3. Drop anchor at Navy Pier & watch the fireworks show

YachtLife's top Yachting Activities in Chicago - Navy Pier Fireworks

Out on Lake Michigan and along the Chicago River you can sit back and appreciate Chicago’s skyline as it was meant to be seen: from the water. Soak up the city’s stunning sites by day and drop anchor close to Navy Pier as the sun sets so that you can enjoy Chicago’s amazing sunset, and its bi weekly mesmerizing fireworks show during the summer months.

 
 


 

4. Step ashore to experience some of Chicago’s landmarks

YachtLife's top Yachting Activities in Chicago - Chicago Landmarks

As you sail along Lake Michigan’s long lake shoreline, make sure to drop anchor and tender ashore to experience some of Chicago’s landmarks such as the Navy Pier, Lincoln Park, Soldier Field, Buckingham Fountain, and of course, to lounge on the sandy shores of the lake.

 
 


 

5. Cruise down Lincoln Park’s shore

YachtLife's top Yachting Activities in Chicago - Lincoln Park

The shoreline tree-lined Lincoln Park is certainly not to be missed; many consider its beach, North Avenue Beach, to be the best beach in Chicago. Furthermore, within the park you will find the Chicago History Museum and the free-admission Lincoln Park Zoo.

 
 

Yachting in and around Chicago will prove to be an experience not to be missed and will make for lifelong memories for you and your guests. Enjoy this stunning part of the world as it was meant to be seen – by the water.

 
 


 

How to Charter a Yacht in Chicago?

Chartering a private yacht in Chicago should be simple and stress-free.

Whether we are working with you to create the perfect itinerary, or you would like water toys or provisions, at YachtLife, we do our absolute best to ensure your yacht charter in Chicago will be one to remember.

We spend so much time and focus on the smallest details so you can focus on what matters most – enjoying your Chicago charter vacation.

If you are looking to charter tomorrow or you are planning your next vacation, YachtLife is here to help you find the perfect yacht for any occasion.

Go onto our website or mobile apps (Android and iOS) and browse browse our hand-selected inventory of yachts to charter in Chicago. View photos, specs and pricing, and reserve without having to call a broker.

If you have any questions, or need help planning, our team of professional yacht brokers are more than happy to assist in finding the perfect yacht for your charter vacation.

You can contact our team here to charter a yacht in Chicago or anywhere in the world you desire.

Close