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Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$170-$710
Sailboats
Set sail with these traditional wind-powered boats
$125-$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-$500
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$145-$180
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$750
Fishing Charters
Let a captain do the driving while you do the fishing
$75-$200
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75
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.
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.
MS
Marie
Double Decker 50FT Sea Ray Flybridge Yacht!
Our group of 11 loved this boat! Great communication from Chris re: parking etc. There was so much room, great spots to sit in the shade and Capt. Kelly made us feel very safe and relaxed! Planning on renting with this group again.
SL
Sofia
Set Sail on a Spacious 42' Silverton Yacht
Dana was an incredibly thoughtful and accommodating host. My friends and I had the best day on the water with Captain Mike. The boat was spacious and very comfortable. Would highly recommend booking this boat!
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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October 03, 2022
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December 11, 2019
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August 24, 2023
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April 10, 2020
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December 30, 2019
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