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Fishing Charters
Let a captain do the driving while you do the fishing
$60-$150
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$60-$95
Kayaks
Who says you need a motor to have fun on the water?
$225-$275
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$60-$130
KO
Katie
If You Have 6 Passengers Or Less My Yacht Is "Just Right" & The Captain Is Free
10/10 experience with Captain Kevin. We asked for a day in the play pen and a tour up the shoreline and he delivered that and more. He is so knowledgeable about boating and the area, it was really great spending the day with him. He will answer questions and talk to you or give your your space to enjoy the day/boat. Great experience and will recommend to friends/book again in the future. Amazing and beautiful boat, we felt safe and taken care of, it was more than we could have asked for. Thanks Captain Kevin!!
Rb
Raven
44' Luxury Sundancer Yacht Rental! Includes Floating Island!
Had an amazing time on our boat charter! From start to finish, everything was smooth, professional, and beyond enjoyable. The crew was friendly, knowledgeable, and made sure we felt safe and relaxed the whole time. The boat itself was spotless and well-equipped, with everything we needed for a fun day on the water. Whether we were cruising, sunbathing, or dropping anchor to swim, it was an unforgettable experience. Highly recommend to anyone looking to escape, unwind, and enjoy a perfect day at sea!
Emily
Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser
We had a fantastic trip thanks to Dana! We rented a boat for a morning outing during a bachelorette trip and it was an absolute highlight of our weekend. Dana was excellent at communicating and really made everything so straightforward and easy for us. The boat itself was wonderful, even better than advertised. It was a blast to spend the morning on the lake and all 11 of us fit easily on board with room to spare. I would highly recommend Dana and her boat for any of your excursions and will definitely rent from her in the future.
KF
Khari
Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience
We had an amazing time out on the water thanks to boat owner Breanna and Captain Mike! From the moment we arrived, everything was handled professionally and with such a warm, welcoming attitude. Breanna made the booking process smooth and stress-free, and Captain Mike was outstanding—friendly, knowledgeable, and clearly experienced. What stood out the most was how safe we felt the entire time. Captain Mike explained all the safety protocols before we left the dock, and throughout the trip, he stayed attentive and in control. It allowed us to fully relax and enjoy the experience, knowing we were in great hands. The boat was clean, comfortable, and well-equipped. Whether you’re looking to cruise, swim, or just soak up the sun, this is the trip to book. We highly recommend Breanna and Captain Mike to anyone looking for a safe and unforgettable boating experience. We’ll definitely be back!
JF
Jerediah
41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
The yacht was in great condition and clean. The speaker system was perfect for playing music in every part of the boat and outside of it so we could also listen while in the water. There was more than enough space for our group of 11.
RS
Robert
Double Decker 50ft Sea Ray Flybridge Yacht!
This motor yacht is a great boat for the Oak St. playpen. We had a terrific time and luckily the weather cooperated! The boat is in great condition and offers multiple lounging areas. The speaker system connected easily and allowed us to listen to all our favorites. Using the backend on the stern we were able to also lounge halfway in the water with some beach chairs. Looking forward to the next time we boat with "Liquid Asset"!
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!