Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. 

   Femaria

   Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

   Despite not being able to tie up for our event, we truly had a great time at the Playpen! Our captain was awesome! Plenty of space on the boat for my party of 6! I would definitely book with Ali again. Thank you!

2. 

   Shericka

   Prestige 550 Flybridge Luxury Yacht Charter in Chicago

   Armand’s boat is beautiful. It was an exceptional time for a boat outing with friends. It was clean, spacious and the Captain Matt and Danny were helpful and ensured we had a great time! Would rent this boat again!

3. KH

   Katie

   Cruise Lake Michigan aboard 27' Maxum 2400 Motor Yacht with Captain

   We had a great experience! Pick up and drop off were super smooth. Boat was the perfect size for our small group. Luis was a super great, fun captain who even took pictures for our group. would definitely book again!

4. AS

   Andy

   Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

   What a wonderful time out on beautiful lake Michigan with Captain Bob! First time my family and I have been on a sailboat and we learned so much! The views of the city coupled with the hospitality onboard made it a day to remember for sure! A+ Highly recommend!

5. AG

   Ali

   20 Passenger Captained Boat - $400 off Fridays and Sunday Fundays!

   We booked a 20 person pontoon with Troy for my bachelorette party and he mad the booking process so easy! Then day of Corey and Bree were our captains and were so fun and amazing! Would 10/10 recommend the boat to any group looking for a fun activity :)

6. TW

   Ted

   Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

   I was impressed that everything went according to plan. Met Captain Bob right on time and boarded what looked like an almost brand new boat. Very well maintained and extremely clean. First mate was first of all and offered water and refreshments for myself and my guest. Leaving the marina was professional and uneventful. The wind was light and variable and made for rather slow sailing but it was a great opportunity to hear some of the fine stories connected to Helios. For anyone that wants a true sailing experience and an opportunity to talk to some people that have been there done that, charter this sailboat! Thank you Captain, maybe we can have another adventure later in the summer.