Find The Best Boat Rentals Near Chicago, Illinois

Average of 852 reviews in this area.
1 - 18 of 64 listings
Massive open layout! Big boat!
hourA$350
Super Owner9 guests

Massive open layout! Big boat!

Charter a 31' Pearson Cruising Sloop, Chicago
hourA$210
ChicagoSloop
Super Owner6 guests

Charter a 31' Pearson Cruising Sloop, Chicago

FunTime 2 Chicago on Party Boats
hourA$979
ChicagoPontoon
Super Owner20 guests

FunTime 2 Chicago on Party Boats

PARTY BOATS FunTime1 in Chicago
hourA$979
Chicago
Super Owner20 guests

PARTY BOATS FunTime1 in Chicago

Sunday Funday
hourA$280
Super Owner8 guests

Sunday Funday

What to Know About Boats for Hire in Chicago

When you’re not walking around the busy city, attending an outdoor festival, or running along the path, checking out boat hires 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 hires, yacht charters, and fishing charters in Chicago. You can choose from powerboats, cruises, party pontoon boats, sailing charters, motor yachts, Jet Ski Hire, 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 hire 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 hire 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 kilometers 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 hire for a hens party or a birthday party, there are some very popular days to hire a boat and head out on the water. If you are looking to hire 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 hire 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 10s to high 36s °C, 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 6:00 and sunset around 20:00.

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. LB
    Lashawn
    38 ft Sea Ray Sundancer Motor Yacht Rental in Chicago -

    Awesome day with our family!!..The day was so beautiful all the water & the sunset was amazing... Most of all Captain dan was so professional & Nice giving us a great tour of the city and accommodating our needs as well.Thank you for a wonderful experience. We will definitely charter with you again😊😊

  2. ct
    cynthia
    Charters 44ft "Liquid Asset" Sea Ray Express Bridge Motor Yacht In Chicago, IL

    Easy to Uber to Shawn’s spot from downtown. We literally got on the boat and just relaxed and enjoyed the day. Perfect vessel for a family or a few couples. Plenty of room and clean. Worth the price for a private worry free experience!

  3. AT
    Alisha
    Charters 44ft "Liquid Asset" Sea Ray Express Bridge Motor Yacht In Chicago, IL

    Shawn and Kelly were AMAZING HOSTS!!! I rented out Shawns yacht for a birthday and they went above and beyond to make sure the boat was safe and sanitized. They were friendly, funny and extremely pleasant to be around! They were also very easy going gentlemen. I HIGHLY recommend them and Shawns beautiful yacht!!!

  4. CP
    Chiara
    Charters 44ft "Liquid Asset" Sea Ray Express Bridge Motor Yacht In Chicago, IL

    Shawn's boat made for an amazing day. The boat is spacious and my family had a great cruise to the playpen, where we anchored and swam with the many noodles onboard. The captain and first mate were super helpful too! Looking forward to renting again with my friends.

  5. AD
    Andrea
    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    Nijole and her husband were very kind and caring and made the experience worthwhile. Unfortunately we did have to cut our charter short due to motion sickness but they were very accommodating with helping me feel better and returning to shore. Would definitely recommend

  6. PO
    Pamela
    31' Captained Yacht, Fun in Chicago Aboard Bellanzi, WEEKDAY SPECIALS!

    Perfect day!!! Len took time to explain safety precautions as some of my party had never been on a boat. He made sure we have an amazing time. Brought us drinks, played all of our favorite music, took all of our pictures!! Can’t wait to do it again!!! It’s a must!!!!