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Boat Rentals
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the United States
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Wisconsin
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Twin Lakes
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$90-$200
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$300
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$90
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$200
Kayaks
Who says you need a motor to have fun on the water?
$225
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$225
Fishing Charters
Let a captain do the driving while you do the fishing
$90
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Emma
28ft. Sea Ray Captained Boat Rental in Chicago
I can’t recommend Captain Memo enough! Not only did he go above and beyond to make my husband and I’s afternoon on his boat an awesome experience, he is also the kindest human! We had so much fun and will definitely be using him again. If you are looking for great captain, he is your guy!
VJ
Vanessa
28ft. Sea Ray Captained Boat Rental in Chicago
There’s not enough words to describe how great our experience was with Captain Memo. His communication was great. He was very knowledgeable of the water. Made our experience very memorable. If you’re looking to experience a wonderful yacht day Book now!!! Thank you Memo for going over and beyond to make sure we felt safe and have good time!!
Issam
28ft. Sea Ray Captained Boat Rental in Chicago
⭐️⭐️⭐️⭐️⭐️ We recently had the pleasure of going on a boat tour with Captain Nemo in Chicago, and we can't recommend it highly enough! From the moment we stepped aboard, Captain Nemo made us feel like family. The views of the skyline from the water were absolutely breathtaking, and the boat itself was comfortable and well-maintained. Captain Nemo's attention to detail and commitment to ensuring we had the best experience possible really stood out. Whether you’re a local or just visiting, this tour is a must-do! Thank you, Captain Nemo, for an unforgettable day on the water!
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!
Emily
44' Italian Luxury Azimut Premier Party Yacht 13 ppl plus Jet Ski Available
Captain Tim was amazing! He was super communicative, fun, patient, and just a great captain overall. Everybody had a great experience on the boat and absolutely loved it! The boat itself was also gorgeous. We would definitely book with Captain Tim again.
Cheri Ann
32ft SeaRay Sundancer for Charter in Chicago
We had an amazing day with Nick and his brother Ryan on their boat!! They took care of everything we needed, made sure we had an amazing day and were very accommodating! The boat was beautiful, and very clean! We are already booking our next day out!
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!
Boat Rentals
the United States
Wisconsin
Twin Lakes