Chicago River

Lake Michigan

Navy Pier

Chicago's Landmarks

Lincoln Park

Chartering in Chicago

Chicago is among the most popular U.S. cities for summer day charters. Cruise down the Windy City’s Chicago River or sail out into Lake Michigan, 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 on summer Wednesdays and Saturdays.

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

Your YachtLife charter specialist will be able to assist in planning your bespoke itinerary, but the below can be considered as inspiration for your yacht charter in Chicago. Enjoy!


Cruise Down the Chicago River

You can enjoy Chicago both on and off shore. A cruise down the Chicago River will provide you with unmatched views of the city, past many of its most famous landmarks and buildings and under historic bridges. Architectural wonders ranging from Marina City to the Lyric Opera of Chicago, Willis Tower, and many others can be seen from the water.

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


Cruise 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 that lies entirely within the U.S. It is the fifth-largest lake in the world by surface area.

As you cruise into Lake Michigan, take some time before dropping anchor 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 as you make your way past the Windy City. You will be able to easily spot 875 North Michigan Avenue, formerly known as the John Hancock Centre, as well as the Trump and Willis towers.

On Lake Michigan you will also be able to take part in water activities such as sea kayaking, diving, kitesurfing, lake surfing, and sports fishing.


Drop Anchor at Navy Pier & Watch 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 in the evening so you can enjoy Chicago’s amazing sunset and its bi-weekly fireworks show during the summer.


Step Ashore to Visit Chicago’s 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 Lincoln Park, Soldier Field, and Buckingham Fountain.


Cruise Down Lincoln Park’s shore

The tree-lined Lincoln Park is not to be missed. Many consider its beach, North Avenue Beach, the best beach in Chicago. You will also find the Chicago History Museum and the free-admission Lincoln Park Zoo in the park.

Yachting in and around Chicago will prove to be a unique experience and will make for lifelong memories for you and your guests.


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 procuring water toys or provisions, at YachtLife, we do our absolute best to ensure your yacht charter in Chicago will be one to remember.

We 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 planning your next vacation, YachtLife is here to help you find the perfect yacht for any occasion.

Go to our website or mobile apps (Android and iOS) and 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 is 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.