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The Best Boat Rentals Near Chicago, Illinois

Average of 595 reviews in this area.
37 - 54 of 74 listings

What to Know About Renting a Boat in Chicago

When you’re not walking around the busy city, attending an outdoor festival, or running along the path, checking out boat rentals in Chicago is a great way to experience Chicago. Once you are on a boat, you will see beautiful views of the skyline and downtown, and you can really disconnect from the hustle and bustle. Although famous for being the Windy City, boat lovers know that this epithet rarely does justice to Chicago. You have endless options for finding boat rentals, yacht charters, and fishing charters in Chicago. You can choose from powerboats, cruises, party pontoon boats, sailing charters, motor yachts, Jet Ski Rentals, and more. The city’s typically continental type of climate which includes hot summers and pleasant spring and fall seasons which adds its own charm to explore the waterways. The temperate weathers and relaxed waters makes the time of year ideal for your travel plans.

Although the seasons are open for boating all year round in Illinois, the best time of year to enjoy the water and find a boat rental in Chicago is during the summer season. Illinois itself as a great state for boating and fishing enthusiasts. Most people don’t think of the Midwest when they think of beaches, but Chicago has some great areas for relaxing and enjoying the city’s beautiful summer weather.

If you are looking to visit one of the most popular boating destinations in Chicago, then rent a boat to visit the Playpen. The Playpen, is a breakwall protected area that is right in front of Lake Shore Drive. Charter a yacht and go out for a fun filled day on the water, then walk over for some of the best nightlife in town.

The city promises thousands of miles of shoreline and many beautiful lakes. Add to that the splendid view of Chicago’s skyline from the water and you have an experience that you wouldn’t want to miss. Events in the Chicago area take place all year round so finding activities to keep you busy will not be difficult. During the summer, all harbors open for most of the season. Try booking a trip during the Chicago Air and Water show and watch the event festivities from the water. Simply cruise towards Navy Pier for a view that you will remember for life. Take a day or a night cruise in one of the powerboats and don’t forget to watch the fireworks near Navy Pier on Wednesday and Saturday nights. In fact, if watching the show is on your bucket list, it is best to take a fireworks cruise and enjoy it from the water. Columbia Beach is a hidden gem with great views without the crowds. The 31st Street Beach in the South Side has a nearby park and there’s easy access for small boats.

There are many great boating destinations in and around Chicago including Winthrop Harbor, Hammond, Waukegan, Milwaukee, Kenosha, and Winnetka. If trekking is your thing, you may even explore the Fox and Crystal Lakes for a nice boating experience.

Boating Events in Chicago

Whether you are looking for a boat rental for a bachelorette party or a birthday party, there are some very popular days to rent a boat and head out on the water. If you are looking to rent a boat for the Chicago Air and Water Show, we suggest you book far in advance of August because these dates book up months in advance.

Need a captained yacht charter for the Chicago Boat Scene Party? We have you covered. GetMyBoat has all sorts of captained charters so that you can celebrate the 16 year tradition that is hosted in the Playpen. It is advised to book a rental early as this is the second most popular day to hit the waters.

Marinas Around Chicago

Chicago is comprised of over 24 marinas that are able to hold thousands of boats in their combined slips. While marinas are spread out across the town, a few of the most popular marinas in Chicago are Burnham Harbor, DuSable Harbor, Diversey Harbor Lagoon, Belmont Harbor, River City Marina, Monroe Harbor, and 31st Street Harbor. These harbors give access to some of Chicago’s best boating hot spots and are close by hotels and plenty of city life.

About Chicago

As the third largest city in the U.S., Chicago is a vibrant urban destination with a lot to do and see. Its picturesque location on Lake Michigan, its stunning architecture, and its position as a cultural leader make Chicago a popular tourist destination.

The best times to visit and rent a boat in Chicago is in the summer months between June and August. Between these months you can expect the temperature to be around the high 50s to high 80s, depending on if there are any unforeseen heatwaves. Even though the temperatures will tend to be on the higher side, it is advised to bring layers while boating because it can get breezy and is also known to rain in August. The summer months in Chicago are also great for boating because of the long days with sunrise around 6am and sunset around 8pm.

Once you’re docked, check out some of Chicago’s outdoor spaces on foot, including nearby parks, sculptures, and events. Cloud Gate, also known as The Bean, is one such sculpture, located in the middle of Millennium Park. The Bean makes for great vacation photos and there are thousands of photos tagged here on Instagram. Lincoln Park and Grant Park are also excellent spots to visit. If you are interested in Chicago’s unique events, check out their food, music, and dance festivals throughout the year. Lollapalooza, Chicago Dancing Festival, Chicago Jazz Festival, and the Food Truck Social are just few of the many events held in the area.

GetMyBoat customer reviews for boat rentals in Chicago.

  1. KS
    Kendra
    Amazing Chapparal Signature 270 Yacht rental in Chicago

    It was easy to collaborate a trip out on Lake Michigan with Kim. She provided a captain who was friendly, safe, and knowledgeable about the Lake. It was also nice to have a bathroom aboard. Her boat fit us 5 adults plus a captain comfortably. Thank you Kim for coordinating this trip and for always getting back to me quickly. Kendra

  2. SH
    Sarah
    40ft "Formula 40 PC" Motor Yacht Rental in Chicago, Illinois

    Captain Jack and the boat were awesome and even better in person than the photos! Tons of cooler and fridge space for our drinks. Lots of space to hang out in the sun and shade. The kitchen and bathroom area was very spacious. Perfect day, highly recommend!

  3. LE
    Lizmarie
    40ft "Formula 40 PC" Motor Yacht Rental in Chicago, Illinois

    This was our first time in Chicago and it was a great way to see Chicago from the Lake Michigan perspective. Captain Jack was friendly and very knowledgeable, pointing out landmarks on the way. Very flexible as to where we wanted to go and see. The boat was beautiful and very clean. We had a great time and got some wonderful pictures. Highly recommend this trip!

  4. DF
    David
    40ft "Formula 40 PC" Motor Yacht Rental in Chicago, Illinois

    My wife and I has an excellent experience in our night skyline and river Sailing. Captain Jack is absolutelly profesional and the boat and it’s equipment is in impresive conditions. In general, our expectations were exceded. I definetelly highly recomend the boat, captain and overall experience.

  5. NC
    Nikka
    40ft "Formula 40 PC" Motor Yacht Rental in Chicago, Illinois

    Grace was amazing! I had a lot of questions regarding the details of the boat and pricing and Grace answered every question and responded quickly! The boat itself was BETTER than I expected! Extremely spacious, new, and comfortable. The island raft was fun and they also provided water bottles, towels, and trash bags. Captain Jack was also great and took us around the lake and ended at the playpen. Overall - AWESOME people to work with, AMAZING boat location (belmont harbor - Gate A - SO convenient), and GREAT boat! Highly recommend

  6. JH
    Jennifer
    40ft "Formula 40 PC" Motor Yacht Rental in Chicago, Illinois

    We had a wonderful experience with Grace, Pat, and Jack! Grace was very helpful and responsive when it came to booking the reservation and answered all of the questions we had in a very timely manner! Jack and Pat were wonderful and really took care of us while we were on the yacht. They were so friendly and attentive, always making sure we were comfortable and having a good time! I would definitely recommend them to all my friends or anyone who is visiting Chicago and looking to have a great time on the lake! Additionally, the boat was beautiful and well kept! Thank you guys!