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Page 2 of 13 • 303 listings

Renee
Captained Boat: A perfect blend of comfort & adventure aboard Sea Ray Sundancer
Diego is the best, super friendly, attentive without being overbearing, kind, super clean boat, told us where to take the best pictures AND then took the photos for us. We did a cruise to the south loop before parking at the playpen. The next time I rent a boat, I would definitely get it with Diego!
MB
Maria
Private Cruise Onboard 32ft Hunter Legend Sailboat in Chicago
I am new to the world of sailing, and this was an awesome experience. I was able to have hands-on learning about sailing in the midst of a safe environment and a competent captain. As I don’t own, my own boat, the cost was very reasonable. I plan to do this again then near future!
MS
Manisha
27ft Chris Craft Motor Yacht With Water Toys plus Jet Ski Available in Chicago!
Capt Tim Jr was first and foremost a safe and cautious captain given the windy day and choppy lake. He was accommodating, personable, took great pics - and all around gave us a very fun experience that we will surely repeat with him.
JP
Jessica
Private Luxury Charter In Chicago - Sea Ray 360 Sundancer Motor Yacht
We had a wonderful time on the boat. Our captains Peter & D were the absolute best- helped us get settled, were very professional yet relaxed, and covered us in when it started to rain. Boat was in fantastic shape, 10/10 would totally love to book again!!
AS
Alex
Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht
Captain James and his wife were really amazing and hospitable! My friends and I had such a great time and what a beautiful, clean and well maintained vessel. It was a treat and we can't wait to be back.
LL
Lindsay
Navy Pier | Captain & Fuel Included | Carver Mariner 350 | Private Yacht Charter
Absolutely wonderful experience from beginning to end - fast communication, beautiful boat, accommodating, and friendly. Especially loved the sightseeing for the last hour - the captain knew all the best spots to see the skyline. Highly recommend to anyone looking for a charter on Lake Michigan!