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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$200-$1,000
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$175-$710
Sailboats
Set sail with these traditional wind-powered boats
$120-$370
Fishing Charters
Let a captain do the driving while you do the fishing
$65-$200
Kayaks
Who says you need a motor to have fun on the water?
$50-$120
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$750
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$150-$180
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65
Roxana
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
This is the second time I take the boat trip with this company and i have anything bad to say. Our captains went above and beyond Do a big present for your life and take this Amazing adventure i guarantee you nothing but happiness and a great time in that boat, i truly recommend it + Charles and Matt are the best!!!
Laura
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
Captain Bree and Nick were amazing, could not recommend them more! It was a windy day on the water and they really worked hard to make sure we got the most of our time, suggesting alternate places to anchor and course correcting as needed. Everything on the boat was as described and fully stocked. Thank you for a great birthday experience!!
cp
cecile
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
Loved our experience with Troy! We had a party of 13 and the boat was a perfect size for our group. Captain Charlie and first mate Anton were professional and we had a perfect afternoon out on the lake. Highly recommended!! We want to do this every summer!
AA
Amanda
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
Captains Charlie and Laura were excellent hosts and made our afternoon work outing on the lake a blast! They setup the coolers and food table then took us up and down the lakefront for beautiful views of the city. Excellent communication and directions from Troy. Highly recommend this company and would definitely use them again. Cheers!
Kelsey
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
I highly recommend tail gate of the lake. I booked them for my bachelorette party. We all had such a good time. The boat was clean and the captain and co captain were so helpful & nice! They made sure we had a good time & we definitely did. The booking process was easy and I had communication with the owner for any questions I had.
CM
Celia
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
We had a blast on this pontoon! It was an overcast day and not particularly warm, but that couldn't get in the way of being on the water with friends. I particularly enjoyed how much open space this vessel has for large groups. Our group was 13 adults and we were not cramped at all. The speaker was great, the flip cup table was fun, and all management we interacted with were personable and professional. Would rent again!
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!
December 30, 2019
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December 19, 2019
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December 19, 2019
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December 17, 2019
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