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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$180-$980
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$170-$690
Sailboats
Set sail with these traditional wind-powered boats
$120-$370
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$120-$800
Kayaks
Who says you need a motor to have fun on the water?
$50-$280
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 Charters
Let a captain do the driving while you do the fishing
$65-$200
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65
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Emily
Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser
10/10 recommend!! We had a group of 12, and spent all day in the Playpen and had the BEST time! The boat fit us so well, and having the front section to lay down was so lovely. We even extended our trip an hour because we were having so much fun! Dana was incredible with communication and details. Although she wasn’t on the boat with us, she met us at the dock to make sure everything was great.
Stephaughn
Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL
I recently had the pleasure of spending a day aboard this beautiful yacht, and it truly exceeded my expectations. From the moment we arrived, we were welcomed with warm hospitality by a professional and attentive crew. They made sure every detail was taken care of, ensuring our comfort throughout the day. The yacht itself is stunning—luxuriously designed, well-maintained, and spacious enough to accommodate our group comfortably. The interiors are elegant and equipped with every amenity we could possibly need. The outdoor areas are perfect for lounging, dining, and taking in the breathtaking views. Our time on the yacht was both relaxing and memorable, thanks to the crew’s excellent service and the captain’s expertise in navigating the local waters. They took us to the most beautiful and serene spots, making the experience even more special. Overall, our day on the yacht was truly wonderful. I highly recommend this yacht for anyone looking for an unforgettable experience on the water. We’re already looking forward to our next adventure on board.
MF
Michaela
Luxurious 60' Yacht with Fly Bridge
Eugene is an incredible communicator and answered all my questions quickly and settled my concerns with ease. His boat is immaculate and i can’t wait to rent it again next summer!
VR
Veena
Double Decker 50FT Sea Ray Flybridge Yacht!
Wonderful boat - great lay out, sound system, cleanliness, seating areas. Had an amazing time. The captain was awesome and got us a great spot to watch the fireworks. He then got us back to the dock on time. Chris was very communicative and accommodating to our schedule. Loved that path to the front of the boat was from the upper deck - made it much easier for my elderly mother to get to the bow. Overall fantastic experience!
Cole
Luxurious 60' Yacht with Fly Bridge
Eugene and Captain Eric and Claudia were so lovely to work with. They were very accommodating and easy to work with. Would absolutely come back again for another amazing experience at Lake Michigan. Thank you all so much!
YB
Yolonda
Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser
Had an amazing experience. Both Dana and Captain Meschel had prompt communication every step of the way and fostered a fun first time experience for me and my friends. Would definitely rent/book again. Accurate description 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!
August 01, 2023
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