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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$110-$800
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$60-$490
Fishing Charters
Let a captain do the driving while you do the fishing
$25-$405
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$25-$405
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$55-$200
Kayaks
Who says you need a motor to have fun on the water?
$10-$165
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$35-$170
Sailboats
Set sail with these traditional wind-powered boats
$115-$300
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$150-$445
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$110-$140
KG
Katie
Beautiful 42ft Sea Ray Express Spacious Yacht In Chicago
Really impressed with my experience start to finish. Lisa was quick with responses and answered all questions in advance. Price was great compared to others of similar size. Boat amenities were great. Bathroom on board, plenty of fridge and cooler space for our food and drinks. Speakers were bumping. Captain Tim took great care of us and made everyone feel comfortable. Would book again in the future :)
EZ
Elizabeth
No Tie Ups - 50' Corinthian Passenger Boat takes 36 people at Navy Pier Marina
Perfect day even though it was a rainy one. The whole crew did a great job of anticipating needs and keeping things on track. I'd definitely recommend this to others looking to have a fun day out on the water!
SG
Samantha
Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations
This was the most fun I’ve had in Chicago so far, the weather was beautiful and we had a smooth ride. We rented the boat for a bachelorette and communicating with Kevin was so easy, he was able to answer all of our questions patiently, he was so kind and made the whole process so easy. Our captain was Riley, I would totally recommend him, he was puntual, funny and made our trip so fun and also made us feel so comfortable and safe. He was clear with instructions and was patient with us as well. I would totally recommend Kevin and his boat to everyone!
CR
Ceci
Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations
Our charter with Kevin was great and everything was as pictured. There were 8 passengers (aside from the captain), and we were all seated comfortably. Directions to get to the dock as well as directions leading up to the day were very clear & Kevin was very responsive. Definitely recommend booking with him.
KG
Katie
No Tie Ups - 50' Corinthian Passenger Boat takes 36 people at Navy Pier Marina
Our whole group had a great time with Captain Tim & Sunny. Martin’s communication leading up to the event was very helpful, informative, and timely. Weather wasn’t on our side but the team ensured we all had a blast on the river. We’d love to go again!

Charisma
Lake Havasu Avalon Paradise Funship Tritoon – Up to 12 Guests with Captain
Nic was an amazing captain! He communicated clearly and answered all of our questions throughout the entire process. He even provided a cooler and brought ice for us, which was such a thoughtful touch. Our favorite parts were the lily pad and the slide. They made the day so much fun! We will definitely be booking with Nic every time we come to Havasu. We highly recommend him to anyone looking for an amazing day on the water!
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!