By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
Page 4 of 17 • 404 listings
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!
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.
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!
AS
Ali
Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago
We had a wonderful time on Bob's boat! We felt safe and loved seeing the beautiful skyline! Would definitely do it again!

Fabiana
Luxury Multi Level 38ft Meridian Yacht! Water Toys Included - Chicago, IL (I)
Boat was great, and my group had a great time on the water. Captain Matthew was a joy to work with and made our time on the water worry-free!

Eric
Sailing Lessons with Chicago's #1 Rated Sailing School
I had a four hour private lesson with Doug and small crew. All were very helpful and knowledgeable, it was a great learning experience. I look forward to joining them again.