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Browse Lake Michigan Boat Rentals

4.9(Average of 3,550 reviews in this area)
Get set to boat with the GetMyBoat Guide to Lake Michigan
1 - 24 of 270 listings
37' Luxury Sailboat with Captain
Sailing in Lake Michigan · 6 guests

37' Luxury Sailboat with Captain

5.0
Superowner
$300hour
Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
Powerboats in Lake Michigan · 4 guests

Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

5.0
Superowner
$225hour
33' Captained Charters in Chicago aboard SeaVibes!
Powerboats in Lake Michigan · 6 guests

33' Captained Charters in Chicago aboard SeaVibes!

5.0
Superowner
$275hour
FunTime 2 Chicago on Party Boats
Powerboats in Lake Michigan · 20 guests

FunTime 2 Chicago on Party Boats

5.0
Superowner
$823hour
Private Cruise onboard Hunter Legend Sailboat in Chicago
Sailing in Lake Michigan · 6 guests

Private Cruise onboard Hunter Legend Sailboat in Chicago

5.0
Superowner
$200hour
Sea Ray Express Cruiser - Play Pen Bound for Fun and Relaxation
Events in Lake Michigan · 12 guests

Sea Ray Express Cruiser - Play Pen Bound for Fun and Relaxation

5.0
Superowner
$350hour
Multi Level Luxury Yacht Rental in Chicago, up to 12 guests. All water toys are included!
Events in Lake Michigan · 12 guests

Multi Level Luxury Yacht Rental in Chicago, up to 12 guests. All water toys are included!

4.9
Superowner
$265hour
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
Powerboats in Lake Michigan · 14 guests

14 Passenger Captained Party & Event Boat in Chicago, Illinois!

5.0
Superowner
$600hour
HUGE affordable boat! Best rates for your group of up to 12!
Powerboats in Lake Michigan · 12 guests

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

4.9
Superowner
$225hour
50' Multi-level Luxury Yacht with Party up to 12
Events in Lake Michigan · 12 guests

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

5.0
Superowner
Best of 2021
$400hour
31' Captained Yacht, Fun in Chicago Aboard
Events in Lake Michigan · 6 guests

31' Captained Yacht, Fun in Chicago Aboard

5.0
Superowner
Best of 2021
$275hour
Trident 38' Pontoon Party Boat for Charter in Chicago
Powerboats in Lake Michigan · 20 guests

Trident 38' Pontoon Party Boat for Charter in Chicago

5.0
Superowner
$700hour
40ft Got a Life Formula 40 PC Motor Yacht Rental in Chicago, Illinois
Events in Lake Michigan · 12 guests

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

5.0
Superowner
$450hour
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing in Lake Michigan · 6 guests

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

5.0
Superowner
$220hour
Beautiful Luxury Cruiser 40' Sea Ray Sundancer for Charter in Chicago
Events in Lake Michigan · 12 guests

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

5.0
Superowner
$238hour
Luxury Pontoon Boat Rental for your Family Fun Day, Business Meetup or Private Party on the lake.
Powerboats in Lake Michigan · 10 guests

Luxury Pontoon Boat Rental for your Family Fun Day, Business Meetup or Private Party on the lake.

5.0
Superowner
$150hour
Charter a 42' Luxury Mediterranean Yacht for 12 guests w/ Captain in Chicago
Events in Lake Michigan · 12 guests

Charter a 42' Luxury Mediterranean Yacht for 12 guests w/ Captain in Chicago

5.0
Superowner
Best of 2021
$400hour
Chicago Skyline Voyage onboard Sea Ray 450 Sundancer in Chicago
Events in Lake Michigan · 12 guests

Chicago Skyline Voyage onboard Sea Ray 450 Sundancer in Chicago

4.9
Superowner
Best of 2021
$400hour
53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois
Events in Lake Michigan · 12 guests

53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois

5.0
Superowner
$350hour
Amazing Party Cruising Trips on 34 ft Cruiser in Chicago, Illinois
Events in Lake Michigan · 16 guests

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

4.9
Superowner
Best of 2021
$434hour
2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!
Powerboats in Lake Michigan · 10 guests

2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!

5.0
Superowner
$350hour
HUGE affordable boat! Best rates for your group of up to 12!
Powerboats in Lake Michigan · 12 guests

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

5.0
Superowner
$220hour
62' $2M Italian Luxury Yacht with Party up to 12
Events in Lake Michigan · 12 guests

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

5.0
Superowner
Best of 2021
$1,000hour
Luxury Deck Speed Boat available for Events, Date Nights and Family Outings on the Lake
Powerboats in Lake Michigan · 6 guests

Luxury Deck Speed Boat available for Events, Date Nights and Family Outings on the Lake

5.0
Superowner
$150hour

Lake Michigan Reviews

  1. Mark
    Mark
    31' Captained Yacht, Fun in Chicago Aboard

    Mark: Len is an amazing host and captain. I’ve never had such a warm welcome or heartfelt experience, not on the wooden felucca on the Nile, nor the canal boat in England, nor the gondola in Venice, nor on a pedal bike boat on the Chicago River, nor any of my friend’s boats, or 75 foot yacht, on either side of Lake Michigan. Len was the only 1 of 7 GetMyBoat operator to respond with a personal reply. After a couple messages via the app, I had the courage to book my first ever GetMyBoat boat. Len requested a phone call to touch base. 2 days later, he was walking down the pier to greet us and bring onboard. Len went over the safety rules and confirmed our preferences for the 2 hours. Amy/Brian: Captain Len is the ultimate power boat captain. He makes safety priority one. He shared rich details about the history of Chicago, was very hospitable and made the boat ride unforgettable. We’ve never had a better boat ride experience in Chicago and beyond. Steven/Kristi: “Captain Len wowed us with his knowledge of chicago history and the best views to enjoy on the water. We were impressed by his attention to detail and safety was his number 1 priority.”

  2. CG
    Clare
    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    Captain Bob is the GOAT! We love him! He was so accommodating and so much fun. He took us out on the lake and gave us a sight seeing tour. My guests from out of town had so much fun being on lake. He took us to see the Chicago lighthouse, Navy Pier, Planetarium, and Play Pen. Would definitely recommend!!

  3. VH
    Valerie
    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    We had a brilliant time with Captain Bob - even though the boat is a speed demon (in a good way), he's got a background doing water rescues as a firefighter so we always felt like we were in safe hands. He's also got an encyclopaedic knowledge of Chicago history and some interesting stories about the city. He's also great at stopping at the scenic spots for the most memorable photos. Loved our trip - can't wait to go again some time.

  4. ER
    Esteban
    Amazing Party Cruising Trips on 34 ft Cruiser in Chicago, Illinois

    Al and Chris do a great job - we had originally booked them to go on the Playpen, but due to weather, ended up going down the river. It was still a great experience and they had everything set up and ready for us to go. Just make sure you bring cash for your captain's fee ahead of time. I would recommend Capt. Al's boat!

  5. Sara
    Sara
    37' Luxury Sailboat with Captain

    My fiancé and I planned a engagement photoshoot, however, due to weather conditions not cooperating, Greg was so flexible at rescheduling with us. He made us feel very comfortable and gave tips on how to take the most beautiful photoshoot out of the beautiful scenery of the city. Would totally recommend him! By the way, the boat was spotless, so clean and so so beautiful😍

  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.

Boating Guide - Lake Michigan

Boat Rentals & Charters on Lake Michigan

Lake Michigan offers incredible boating opportunities, with all types of boats available to rent or charter. This huge lake is best enjoyed on the water, whether it be on a houseboat, yacht charter, sailboat, or pontoon. A summer day paired with a boat and your best friends on Lake Michigan is the best combination. Host an event onboard a yacht or zip around on a jet ski.

GetMyBoat has 270 listings for boating experiences in Lake Michigan with 3,550 reviews.

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