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Page 95 of 351 • 8,411 listings
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Christine
Charter our Cruiser Sport 50! Jetski included with 4 hour booking or more.
Had a great time on Kiaris boat. Our boat captain Jose was great too! There was an issue with our original boat and Kiara was really proactive in ensuring another boat was secure (which ended up being better!). Our friends had a great time, will definitely reach out to them again.

Rudolf
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Charles and his wife are amazing people who went above and beyond to offer us an amazing sailing experience all while teaching us about the various aspects of boating life. Book them for your next adventure, you won’t be disappointed.
EZ
Elizabeth
No Tie Ups - 50' Corinthian Passenger Boat takes 36 people at Navy Pier Marina
Perfect day even though it was a rainy one. The whole crew did a great job of anticipating needs and keeping things on track. I'd definitely recommend this to others looking to have a fun day out on the water!
OH
Olivia
No Tie Ups - 50' Corinthian Passenger Boat takes 36 people at Navy Pier Marina
Great day on the boat! Everyone had an amazing time and the crew was professional and helpful.
KG
Katie
No Tie Ups - 50' Corinthian Passenger Boat takes 36 people at Navy Pier Marina
Our whole group had a great time with Captain Tim & Sunny. Martin’s communication leading up to the event was very helpful, informative, and timely. Weather wasn’t on our side but the team ensured we all had a blast on the river. We’d love to go again!
BF
Barb
Welcome Aboard Optimystic! Create a beautiful memory on the water.
Highly recommend sailing with Captain Charles on the Optimystic! Was like hanging out with an old friend. Beautiful boat and fun time!