Rent a boat in Chicago at the best price

Where
Dates
Add your dates
Sail
With or without a captain
Price per day
0 - $1,250+
Boat length
0 - 196+ ft
Engine power
0 - 400+ hp
Year of manufacture
2002 - 2023
Search radius
50 Max MI
29 boats available

Multi Level Luxury Yacht Rental in Chicago, Illinois for up to 12 Guests (2004)

Chicago
2
With captain
 7 · Super owner

From $1,884 per day

Fantastic charter aboard this Carver 42ft in Chicago, IL! (2015)

Chicago
6
With captain
 1

From $3,125 per day

Luxury 44 Ft Yacht in Chicago, IL!! (2008)

Chicago
2
With captain

From $3,978 per day

Special offer

25' All Inclusive Cruiser (1994)

Chicago
2
With captain

From $38 per day

RIB Willard Marine 24

Chicago
6
With or without a captain

From $804 per day

Oustanding Fishing Charter on Trojan 36ft in Chicago, IL! (2000)

Chicago
6
With captain

From $728 per day

Private Luxury Yacht in Chicago - 45 Passengers (1978)

Chicago
1
With captain

From $9,422 per day

50ft 12 Passenger Azimut Italian Yacht in Chicago (1998)

Chicago
2
With captain

From $5,055 per day

Motorboat Azimu 62 1166hp (2017)

Chicago
1
With captain

From $1,387 per day

450 Sundancer in Chicago, IL!! (1998)

Chicago
2
Without captain

From $4,662 per day

Motorboat Pontoon 18

Chicago
6
With or without a captain

From $290 per day

Motorboat Pontoon 22

Chicago
10
With or without a captain

From $491 per day

Motorboat 47

Chicago
2
With or without a captain

From $1,407 per day

Amazing Charter on Sea Ray 50ft in Chicago, IL! (2015)

Chicago
6
With or without a captain

From $3,125 per day

Party Boat in Chicago (2015)

Chicago
20
With captain
 1

From $2,303 per day

Gorgeous Carver 38ft now available for charter in Chicago, IL! (2015)

Chicago
6
With or without a captain

From $3,125 per day

26 Passenger Party Boat in Chicago!! (2000)

Chicago
26
With captain

From $5,748 per day

Motorboat Pontoon Custom (2015)

Chicago
20
With captain

From $2,303 per day

Boat Rental in Chicago with Click&Boat 

Blessed by the ubiquitous embrace of water, Chicago lends itself to a unique boating experience. With a boat rental in Chicago, admire the city in a whole new perspective by admiring its impressive skyline from the deck of your boat, while cruising along the Chicago River.

And of course if you rent a boat in Chicago you can explore the magnificent Lake Michigan, one of the largest bodies of water in the United States with a variety of boating destinations to discover dotted along the coastline.

What is the price to rent a boat in Chicago?

In Chicago, boat charter prices range depending on a variety of factors. Such as the age and size of the vessel, the duration and the season of the rental, as well as if additional requests are made such as captain, crew, and water sport equipment. So when choosing the right boat for your trip, be sure to consider these to stay within your budget.

  • Pontoon boat rentals in Chicago start at $261/day and may accommodate 9 guests.
  • Rent the largest chartering catamaran in Chicago for $3880/day suitable for 13 people.
  • Motorboat rentals cost between about $545/day and $5,983/day 

Where to sail in Chicago

With a boat rental in Chicago, you can discover the city’s history and great views from the water as well as explore the shorelines of Lake Michigan. Find a boat in one of the 10 beautiful marinas that make up the Chicago Harbor such as Belmun, Burnham, and 31st Street marinas.

  • Navigate the Chicago River and admire some of the famous riverfront buildings- Marina City, Tribune Tower, Lyric Opera, McCormick Bridgehouse, Merchandise Mart, Grant Park, and Magnificent Mile
  • Set sail on St. Patrick’s Day and navigate on a green Chicago River!
  • Sail to Indiana Dunes National Lake Shore, and admire the sand dunes from the water.
  • Saugatuck is a unique town with an award-winning beach and scenic waterways.
  • Cruise to Mackinac Island located in the north of the lake and visit the charming little town full of eateries, galleries, and plenty of history.
  • Want to set sail in calm waters? Grand Traverse Bay is a must!
  • New Buffalo is a beach town with plenty of entertainment and beaches to relax on.
  • Rent a boat for a few hours and enjoy fireworks as well as Chicago’s skyline from the lake.
  • Set sail for Lake Michigan’s western shore towards Door County, Wisconsin, a popular boating destination in the summer with lots of activities and events.
  • For those feeling adventurous and wanting to set sail on a longer trip, consider sailing America’s Great Loop. The Southern part of Lake Michigan opens into the Mississippi River, allowing boaters to start their long-term journey.

What is there to see and do in Chicago, Illinois?

After you have explored Chicago, Illinois, and Lake Michigan by water, there are still many things to see and do by land!

  • Take some time to walk around the Art Institute of Chicago as well as the Museum of Science and Industry.
  • Get an up-close view of the iconic Cloud Gate or the ‘Bean’ and Millennium Park.
  • Head for the Clouds and admire a 360° view of the river & city from the Willis Tower Skydeck.
  • Relax at some of the nicest beaches in a town like Oak Street, Osterman, and North Avenue Beaches.
  • Spend an afternoon riding a bike or walking along the Chicago Riverwalk, home to many restaurants, bars, and shops.
  • Have a day of fun at the Navy Pier, one of Chicago’s top attractions with food, entertainment, and rides.

When should I charter a boat in Chicago?

With more than 26 miles of lakefront and 29 stunning beaches, the best time to go boating on Lake Michigan and around Chicago is during the warm summer months. From May to September, visitors can soak up the sun, as well as relax on the beaches and practice water sports. For the warmest waters around +70°F, rent a boat in the months of July and August.

Can I rent a boat with a captain?

Avoid typically crowded boat tours and instead, rent our own private boat with a captain who knows the city of Chicago and its surroundings like the back of their palms. By using Click&Boat, you can find a variety of boat charters with a captain and/or crew.

Sit back and enjoy your time onboard, no need to worry about navigating, docking, and anchoring. Chartering with a captain is the perfect option for those who do not have boating experience and qualifications as well as for those who would rather relax during their trip.

The request of a captain (and crew!) may come at an additional price depending on the size of the vessel, the number of crew members, and if there are any specific requests.

Where to rent a boat in Chicago?

With Click&Boat, the leading boat rental service, you can find a large range of boats, from motorboats to large catamarans to set sail in and around Chicago.

A yacht charter in Chicago, whether it is with a private or professional owner has never been so quick and simple. All you need is a few minutes to search and book the boat of your dreams!

Rely on our platform’s integrated messaging tool for our owners and renters to connect, up-to-date availabilities and prices, and a team of expert advisors who stand ready on deck to help you plan your next sailing holiday.

Opting for Click&Boat for your next Chicago boat rental will allow you to save money too- rental costs can be up to 40% lower than those offered by traditional agencies. So what do you say, are you ready to set sail with us?

The best time to visit Chicago

Chicago has a continental climate. This means that it is hot in the summer cold in the winter.

With this in mind, the best time for a boat rental in Chicago, Illinois, is definitely from June to September. At this time the weather is warm (with a monthly average ranging from 70-77°F). There is also low to moderate rainfall, which is at its highest in June with an average of 121mm/month. The warm water temperatures of between 70-77°F mean that this period is the perfect time to rent a boat in Chicago. This is especially true as, following this period, temperatures take a dive. Once it reaches November, the average monthly temperature is only 46°F and the water temperature has fallen to 54°F.

If you are looking to avoid tourists, we would recommend visiting in September, after Labor Day. This way, you will be able to avoid school breaks but can also enjoy Chicago’s warm weather! 

What is the price of Boat charters in Chicago?

Boat charters can cost from $695.00 to $25,745.00 per day in Chicago.The factors that affect the price are diverse, such as the date of sailing, duration of sailing, capacity of the boat among others.

Our nearest destinations to Chicago

In Chicago, privately owned boats are available for rental. See other boats in the area.

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