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Page 14 of 10 • 240 listings
AK
Augusta
Private Cruise onboard Hunter Legend Sailboat in Chicago
We had a great first experience sailing with Capt. Will and Justin, we felt safe and all our needs and preferences were accommodated, we had great views of the skyline, and the crew had a lot of knowledge and stories to share. Would absolutely do this again!
BJ
Brittany
Private Cruise onboard Hunter Legend Sailboat in Chicago
Wonderful experience on the boat! We loved it from start to finish. The whole crew was friendly and hospitable. We all felt safe and secure and our journey on the lake was nothing short of beautiful. Everyone described it as a perfect day! Book with this crew if you’re interested in a welcoming, warm and accommodating experience tailored for your wants. Highly recommended.
S
Private Cruise onboard Hunter Legend Sailboat in Chicago
One of my favorite experiences out on Lake Michigan! In my opinion, there is no better way to see Chicago than at sunset on a sailboat. Captain and deck hand were professional, friendly, fun - and were part of what made the trip so special. Thank you!!
AT
Abby
UP to 20 passengers Party Boat - Chicago Playpen or River trips
Greg was awesome! Everything about our experience was SO easy. They were ready right when we arrived and the boat was clean and ready to go with ice in the cooler. He knew exactly where to go since it was too windy that day and we could not go to play pen. He directed us towards the "second" playpen by the planetarium where all the other boats were. AMAZING DAY!! cannot say enough great things about it, will be booking again.
JC
Jenny
UP to 20 passengers Party Boat - Chicago Playpen or River trips
Greg is great! He was a quick communicator from the start of my boat rental search. The boat was clean and a great size. Greg provides ice and a cooler as well as Bluetooth speakers. He took us on a beautiful sunset ride with amazing views of the skyline. Everyone enjoyed their experience and we will definitely book with him again!
FT
Frances
UP to 20 passengers Party Boat - Chicago Playpen or River trips
We had an amazing time with Captain Greg for a bachelorette party! The boat is spacious and well-equipped (bathroom, great speaker system, float for the water), and we appreciated that he had a large cooler and ice waiting for us upon our arrival. The entire booking process was easy and we appreciated Captain Greg's constant communication leading up to our trip.