Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. 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!

2. 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.

3. NM

   Nancy

   Luxury 45’ Catamaran in Chicago | Up to 40 Guests

   We had such a great time on this boat. We were all surprised with how amazing it was. There was so much space we were shocked. We brought so much food and so many coolers on top of 17 people and there was still room. We all were able to sit and talk to one another. Already planning on booking this rental again. The crew was amazing and so helpful.

4. SA

   Sheng

   46' Sunseeker Portofino Yacht in Chicago for Parties & Events

   Chartered the Happy Hour 2 for a birthday party. Captain Kyle was very easy to communicate with. Clean and lovely boat. Captain Javier was also a fun time! An out-of-town friend said this was his best weekend in Chicago. Thanks so much for the amazing experience for my group! 10/10 would work with Captain Kyle and Captain Javier again!

5. MB

   Moriah

   Cruisers Y3375 Express Yacht Downtown Chicago Experience

   This was a great activity for our bachelorette party! Ramsey's communication was excellent throughout planning, and the boat itself was both aesthetic for pictures and fun to hangout on. Highly recommend!

6. CF

   Colleen

   42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

   We had the best time! The boat was beautiful, everything was super clean, and the crew was so friendly and helpful. They made the whole experience easy and fun. We would 100% book again. Highly recommend!