Find The Best Boat Rentals in Illinois.

Average of 2358 reviews in this area.
1 - 18 of 141 listings
Trident 38' Pontoon Party Boat for Charter in Chicago
hour$700
Lake MichiganPontoon
Super Owner20 guests

Trident 38' Pontoon Party Boat for Charter in Chicago

33' Captained Yacht Charter in Chicago aboard SeaVibes!
hour$250
Lake MichiganMotor Yacht
Super Owner6 guests

33' Captained Yacht Charter in Chicago aboard SeaVibes!

FunTime 2 Chicago on Party Boats
hour$823
Lake MichiganPontoon
Super Owner20 guests

FunTime 2 Chicago on Party Boats

37' Luxury Sailboat with Captain
hour$275
Lake MichiganCruising Monohull
Super Owner6 guests

37' Luxury Sailboat with Captain

40ft Got a Life Formula 40 PC Motor Yacht Rental in Chicago, Illinois
hour$400
Lake MichiganMotor Yacht
Super Owner12 guests

40ft Got a Life Formula 40 PC Motor Yacht Rental in Chicago, Illinois

50' Multi-level Luxury Yacht with Party up to 12
hour$500
Lake MichiganMotor Yacht
Super Owner12 guests

50' Multi-level Luxury Yacht with Party up to 12

HUGE affordable boat! Best rates for your group of up to 12!
hour$220
Lake MichiganInboard Propulsion
Super Owner12 guests

HUGE affordable boat! Best rates for your group of up to 12!

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
hour$180
Lake MichiganCruising Monohull
Super Owner6 guests

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

31' Captained Yacht, Fun in Chicago Aboard
hour$275
Lake MichiganMotor Yacht
Super Owner6 guests

31' Captained Yacht, Fun in Chicago Aboard

Beautiful Luxury Cruiser 40' Sea Ray Sundancer for Charter in Chicago
hour$238
Lake MichiganPower
Super Owner12 guests

Beautiful Luxury Cruiser 40' Sea Ray Sundancer for Charter in Chicago

44' Sea Ray Sundancer Luxury Motor Yacht Rental
hour$349
Lake MichiganMotor Yacht
Super Owner12 guests

44' Sea Ray Sundancer Luxury Motor Yacht Rental

44' Luxury Yacht Rental/Party Boat in Chicago, Illinois
hour$349
Lake MichiganPassenger Boat
Super Owner12 guests

44' Luxury Yacht Rental/Party Boat in Chicago, Illinois

Amazing Party Cruising Trips on 34 ft Cruiser in Chicago, Illinois
hour$434
Lake MichiganMotor Yacht
Super Owner16 guests

Amazing Party Cruising Trips on 34 ft Cruiser in Chicago, Illinois

Charter a 42' Luxury Mediterranean Yacht for 10 guests w/ Captain in Chicago
hour$400
Lake MichiganMotor Yacht
Super Owner10 guests

Charter a 42' Luxury Mediterranean Yacht for 10 guests w/ Captain in Chicago

44' Luxury Sundancer Yacht Rental! Includes Floating Island!
hour$349
Lake MichiganMotor Yacht
Super Owner12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

62' $2M Italian Luxury Yacht with Party up to 12
hour$1,000
Lake MichiganMotor Yacht
Super Owner12 guests

62' $2M Italian Luxury Yacht with Party up to 12

With its beautiful blue waters and wonderful weather, Illinois is iconically known as the "Prairie State" for its farmland, forests, rolling hills, and wetlands. Located in the Midwest, it borders Indiana to the east and the Mississippi River to the west, is arguably one of the prime locations in the United States for a boating trip. Illinois is also home to the Chicago harbors and skylines, the famous Port of Chicago, and one of the world’s busiest airports, O’Hare International Airport. The northeastern part of the state is bordered by Lake Michigan, making it the ideal spot for avid boaters. If you are planning a boating trip to Illinois, there are plenty of destinations that will interest you while traveling here.

The seasons are open for boating all year round in Illinois, but the best time of year to enjoy the water and find a boat rental in Illinois 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 and Lake Michigan has some great areas for relaxing and enjoying the city’s beautiful summer weather. Illinois is known for a continental type of climate, which includes hot summers and pleasant spring and fall seasons. The temperate weathers and relaxed waters makes the time of year ideal for your travel plans and adds its own charm to explore the waterways.

When visiting Illinois, most tourists go boating in the Chicago area. 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. Many people love to visit the city and go out on the water to see Chicago’s beautiful skyline. From the water, you can see an number of iconic skyscrapers like the sleek Willis Tower and the neo-Gothic Tribune Tower.

Although famous for being the Windy City of Chicago, boat lovers know that this nickname rarely does justice to Chicago. You have endless options for finding boat rentals, yacht charters, and fishing charters in Chicago. You can choose to rent from powerboats, cruises, pontoon boats, motor yachts, fishing charters, kayaks, stand up paddleboards, and more.

Lake Michigan is one of the biggest lakes in the U.S. and perhaps the most exciting in terms of boating activities. It is shared by four U.S. states: Michigan, Illinois, Wisconsin, and Indiana. Its waterfront in each state is very different, giving the lake’s visitors the opportunity to explore the beautiful and unique scenery. Fishing is a natural part of the lake’s popular activities. There is a huge variety of fishing boats for rent, on a daily basis. Recreational boating in Lake Michigan is also a thrilling venture due to the plentiful islands, harbors, and lighthouses. The boating season in Lake Michigan usually opens up in the middle of May and extends through October.

With so much to offer both on land and on the water, your boating vacation in Illinois is sure to be one of the most action-packed and memorable trips that you have ever taken. The Windy City, Lake Michigan, and internationally-renowned attractions make it a natural choice for boaters with a wide variety of interests. Whether you enjoy cultural experiences, historic education opportunities, exciting nightlife, or gorgeous beaches, the cities of the Midwest can give boaters the chance to enjoy some of the best activities of the United States.

GetMyBoat customer reviews for boat rentals in Illinois.

  1. SL
    Suyoon
    31' Captained Yacht, Fun in Chicago Aboard

    If you haven’t booked with Len, you need to do it. I told him I was booking a boat for my birthday with my friends and he went out of his way to buy happy birthday banners and whatnot to make it a great experience. The weather was a bit rainy and choppy the day we went, and Len’s experience made me and my crew feel extremely comfortable because he knows how to drive a boat. Len is there to make sure you feel comfortable and he is great with conversations as well. Book this boat!

  2. SK
    Suhail
    Charter a 42' Luxury Mediterranean Yacht for 10 guests w/ Captain in Chicago

    John and his team were super nice and communicated well throughout the rental process. Our initial trip was rescheduled due to weather but it was a smooth process. The Yacht itself is very nice, the crew and captain were friendly and worked with us on the boat route. Overall, we had a good time and would recommend it!

  3. HC
    Harpreya
    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    Our experience with Robert was great! He has many years of experience and a lot of connections which ended up helping our friend out. Unfortunately our friend got very seasick and Robert was able to work his magic to get her an emergency landing so she could get off the boat. He has a lot of knowledge about his city and overall it was a great experience

  4. SG
    Sandra
    Trident 38' Pontoon Party Boat for Charter in Chicago

    We had such a great time! I celebrated my birthday with a group of 20, it couldn't have been better. Captain and his wife were so fun, we went around the PlayPen. There were swimming mats and noodles provided for us along with a large cooler with ice. They both enjoyed the fun with us by dancing to music and encouraging photos! Such sweet people. Highly recommend!

  5. SW
    Sarah
    Beautiful Luxury Cruiser 40' Sea Ray Sundancer for Charter in Chicago

    Our experience renting Chris’s boat was great! The boat was beautiful and in great condition, and the price was reasonable for a holiday. We highly recommend booking Captain Dan Chavez as your captain as well! He was super fun and made sure we were safe and secure the whole time.

  6. GM
    Gerald
    37' Luxury Sailboat with Captain

    We had an awesome experience on Dragonfly. Greg arrived on time to pick us up and we immediately headed out onto the lake. Greg listened to what we needed as a new sailing couple and really delivered. Greg is extremely knowledgeable and a good teacher. We had a lot of fun, highly recommend Greg and Cait. We will be back aboard the next time we're in Chicago.