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Page 1 of 1 • 21 listings
CS
Corrie
41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
John recently took my family out on Lake Michigan and he made the trip a great experience - communicative, nicely kept boat and very competent as a captain! I appreciated how he answered my youngest questions and was so thoughtful with them. Would recommend.
MC
Madeline
450 Sea Ray Sundancer Pure Comfort! We will discount you the GMB Service Fee!
I highly recommend booking Captain Anthony for your boat day! He is a great host and made sure that our group didn’t have to worry about anything and could just have fun. Our friends are still raving about how much they enjoyed it. Thank you Captain Anthony!
sb
suzanne
53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois
Peter was terrific to work with, and his boat is beautiful - lots of room for everyone to eat and enjoy the water and view. Captain Dean was great, too. Will def book again.
JS
Joelle
50' Multi-level Luxury Yacht with Party up to 12
This was my first time chartering a boat for the playpen and it was one for the books. Everyone had a blast and the boat was perfect. Thank you Captain Jim for an amazing and safe experience! You were the best!!!!
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carolynn
Sail & Swim from a Luxury Sailing Yacht
This is an iconic trip in Chicago. I have always been on the river walk or on a kayak looking at people boats and thought "Those lucky kids." So this time I rented a sailboat to go out on the lake- even luckier! The operators are very organized and helpful. Everything was as expected from the site. Communication throughout was excellent. Thanks for lovely and memorable sail. I'm coming back to jump in the lake when the water temperature is a bit warmer :)
RJ
Rachel
50' Multi-level Luxury Yacht with Party up to 12
Captain Jim and his team went above and beyond to make our charter an unforgettable experience. From the moment we departed to the smooth arrival back at the dock, everything was handled with professionalism, confidence, and a warm, friendly attitude. The boat was immaculate, the ride was smooth, and Captain Jim clearly knew the waters like the back of their hand. They made us feel safe, relaxed, and completely taken care of the entire time. Whether it was pointing out interesting sights, adjusting course for the best views, or making sure we had everything we needed on board, their attention to detail was exceptional. You can tell they truly love what they do—and it shows in the way they connect with guests and manage every aspect of the trip seamlessly. I highly recommend Captain Jim and his team, to anyone looking for a top-tier charter experience. Thank you again for an incredible day on the water!