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Page 2 of 17 • 402 listings
MJ
Meneka
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing with Nijole and her husband was an incredible experience! From the start, they were very responsive in communication and flexible with our requested times, even allowing us to extend once on the water. Their knowledge, warmth, and passion for sailing made the trip both safe and fun, with stunning views that we’ll never forget. Highly recommend!
Van A.
Charter this beautiful Catalina from Milwaukee, WI - Captain Included
A great Milwaukee skyline sail with an old sailor and his 8 and 5 year old grandkids. Patrick was totally accommodating and I was very happy. Toby “loved the ride” And Betty feigned boredom. I know they both loved the experience. Patrick our skipper was great. The boat clean and well cared for.
RM
Ross
Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
Amazing experience from booking until we finally docked after our adventure. Captain Matt, and the deckhand Joe were extremely professional, cool, and accommodating. The boat was better than expected. It was large, very clean, and it had an exceptional sound system, which was easily connected to Bluetooth. I would 100% book again with this boat.
CM
Connor
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
Fantastic day on the water! The entire process was so smooth and easy to get ready for the rental. Finding a captain was easy and Hayden was phenomenal! He was very clear with what we needed and safety in/around the boat. Will definitely be booking again in the future
AE
Alexandra
24’ Robalo CC Lake Michigan charters. Downtown Chicago to the Indiana beaches
Bill was the best charter I’ve used! So communicative, accommodating, and really made our trip to Chicago amazing. Made everything feel safe while also having a blast in the playpen. Can’t wait to come back to Chicago and book with him again!
CS
Carol
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
We had such a great time! Our captain, Zack, was great and super friendly! Communication with the Captain and owner was super simple and always met with a quick response. Our group is already talking about the next time we can go out! Such a great find!