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Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$85-$305
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$120-$1,470
Fishing Charters
Let a captain do the driving while you do the fishing
$80-$150
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$80-$150
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$100
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$90-$225
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$85-$200
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$180-$350
Kayaks
Who says you need a motor to have fun on the water?
$125-$150
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Nicole
20ft Bayliner VR5 Boat in Rockville, IN
First time renting a boat through this platform - would definitely do it again. HIGHLY recommend Peter. Communication was excellent from the get go... easy to schedule, easy to pick up/meet, boat and equipment was in great condition...we had everything we needed for a great day on the lake. Would DEFINITELY rent from him again. As we stopped past the marina to fill up, the worker said, "nice boat." When we told him it was a rental he was shocked and said it was way nicer than anything they rented out. Highly recommend!
ZD
Zinnia
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Amazing experience with top-notch communication from start to finish. Super responsive and incredibly knowledgeable—especially helpful for first-timers in Chicago. They guided us around the lake and to the perfect fireworks viewing spot, even capturing great photos for us. The captain was skilled and professional, and the music made the ride even better. Highly recommend!
DE
Deborah
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
Patrik was definitely a solid sailor. We had a very smooth initial start and as we came back into the harbor, we had a quick change into very strong winds and that’s when things got FUN! Our captain kicked it into high winds experience mode and we got to see how much knowledge he had for the situation! Was really exciting!
cf
carolynn
Sail & Swim from a Luxury Sailing Yacht
This is an iconic trip in Chicago. I have always been on the river walk or on a kayak looking at people boats and thought "Those lucky kids." So this time I rented a sailboat to go out on the lake- even luckier! The operators are very organized and helpful. Everything was as expected from the site. Communication throughout was excellent. Thanks for lovely and memorable sail. I'm coming back to jump in the lake when the water temperature is a bit warmer :)
AS
ARIYA
Private Cruise onboard Hunter Legend Sailboat in Chicago
We had an amazing time sailing around Lake Michigan with Captain Mitch! The marina was super easy to locate/get to, the boat was the perfect size for our group of four, and we really enjoyed our time on the water. I would highly recommend booking a trip with 3rd Coast!
KM
Kasey
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
I booked this experience because Nijole had amazing reviews — and now I truly know why. She is talented, no-nonsense host who knows exactly how to make you feel comfortable when you're aboard. We could not have been more grateful or had a better time. Thank you, Nijole! A superstar.
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!