Two Brothers Sailing Adventures Chicago

If you are thinking about going out on the water for a sail and are looking for a boat and skipper look no further – this is the right choice.
I had a free afternoon during a business trip and have been thinking about learning more about skippering a boat. Two Brothers fit the profile.
Booking was super simple even on short notice – they were immediately responsive via phone and text, were very flexible and reasonable.
The boat was perfect, well maintained and comfortable. For people who want that evening cruise it was perfect boat – roomy and stable for those who may be new to sailing – it was sporty enough to feel the wind if you are interested in getting involved in the actual sailing and maneuvers.
The Skipper was super competent – I have sailed in Europe and the US as crew on small boats and it was clear that he knows his stuff and very familiar with sailing off Chicago and overseas. Most importantly it was obvious that he loved what he was doing and was super cheerful and friendly. In a totally relaxed fashion he walked me through everything – I learned more in two hours than on all of my other charters – without even realizing that I was learning – amazing.
The experience was exactly what I was hoping for and If I come back to Chicago I will definitely charter them again. The skipper was so engaging and friendly that it also made me seriously think about moving to Chicago to buy a boat! I felt lucky to have found them and would highly recommend them for a charter for private lessons and/​or that romantic sunset cruise. Just do it!

Captain Jeff really knows his stuff. I enjoyed taking sailing lessons with him because he’s knowledgeable and has a great sense of humor. The weather was perfect and the experience was like no other. Seriously, I had a great time and would recommend Two Brothers to anyone!