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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$180-$870
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$5-$595
Kayaks
Who says you need a motor to have fun on the water?
$5-$410
Fishing Charters
Let a captain do the driving while you do the fishing
$5-$195
Sailboats
Set sail with these traditional wind-powered boats
$125-$370
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$395
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$5-$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$750
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Erika
2022 South Bay 24 foot Tritoon - rent by the day or week
Joe was so awesome to work with, made it super easy and was nice and flexible with my accommodations. The boat was beautiful and very well maintained, myself and family had lots of fun! We had zero issues through the whole process and Joe answered all questions necessary to make our trip a wonderful experience! Definitely recommend renting out his boat.
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!!!
MH
Marjorie
24 Passenger Captained Party & Event Boat in Chicago!
Dear Captain Chuck and first mate bananas, I truly had the time of my life fighting dragons with you. You men kept the party going with the dranks flowing! Party games galore, lily pad madness, and noodles nonsense <3. Troy, these hero’s deserve raises please send them to Philly so we can do the same in the very clean—not riddled with exoli—schuykill river xoxoxoxo your favorite girls: Jen (bride), MK(trouble), Deanna (belly flop), Cara (real name Mary), Turn up Tori (always turning up), Mandy (and baby pearl), Kaileen (and baby Charlie names after Megan’s dead dog), Megan (life vest queen) Aileen (holding on for dear life ), Marcy (tequila guzzler), and erin (more than a mom)
Emily
UP to 20 passengers Party Boat - Chicago Playpen or River trips
The boat was so spacious and the experience was so fun! The waves were pretty strong that day but the captain did a great job of controlling the boat. They were so patient with my party as we were late but still gave us a time to remember!
SL
Shannon
24 Passenger Captained Party & Event Boat in Chicago!
Wonderful, spacious boat with great captains and a flexible itinerary. Boat has everything you could need and enough space for your whole group to be comfortable. Would recommend!!
Macy
UP to 20 passengers Party Boat - Chicago Playpen or River trips
Would definitely reccomend for large groups, great experience with pong tables for games, pads to float on and lots of room for 20 people. Captain greg was great as well
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!
April 17, 2024
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August 24, 2023
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May 03, 2023
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October 11, 2021
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March 27, 2020
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December 30, 2019
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