A ship in port is safe,
but that is not what ships are built for.
Grace Murray Hopper

chicago skyline

Private Charters

Check out our breathtaking skyline while enjoying the tranquility of sailing along Chicago's beautiful lakefront. We specialize in charters for groups from 2-6 people. And with the addition of our Catalina 34, SloopCity Blue, you can charter a great, comfy boat for your group outing. Grab a bottle of wine and some snacks and join us for a sail.

Our Captain will keep you safe and comfortable while you relax and take in the sights - or take an active part in sailing the boat. It's up to you. We just want you to enjoy yourself. Ask as many questions as you like, we love talking about sailing!

A fantastic experience that soothes the soul! Great for couples.

Our 24 footer, SloopCity 1, $80 per hour. 2-4 people - 2 hour min.

Our 34 foot Catalina, SloopCity Blue. 2-6 people - 2 hour min.

See a listing of our SloopCity Blue charter rates on our Home page.

Private Lessons

Come on out and we'll practice those skills that you feel need a little work. We individually tailor each session to raise you to the next level. Just arrange a time that fits your schedule and we'll get you up to speed in no time. You set the agenda!

This is one-on-one instruction. We will cover any and all areas where you feel you need help or additional practice.

Need practice on your own boat? Just purchased a boat and not quite sure how everything works? We can take you out and have you sailing with confidence in a few hours.

$90 per hour. On your boat: $75 per hour. 2 hour minimum.

Couple Charter
Tracy on Helm