There is nothing - absolutely nothing -
half so much worth doing as simply messing about in boats. Kenneth Grahame, The Wind in the Willows

chicago skyline
SloopCity Summer Blowout Specials!!

As part of our Summer Blowout, we are reducing the rates on all of our charters and sailing lessons. These rates remain in effect for the remainder of this season. It's time to take advantage of some truly awesome deals!

Our 34 foot Catalina is set up and ready for your sailing pleasure. It's the perfect size and layout for a comfortable cruise along Chicago's stunning lakeshore. Join us with a few of your friends for a relaxing sail. We can accomodate up to 6 people with lots of room "kick back" and relax. The boat is equipped with cushioned cockpit seats, a cooler with ice, paper plates and cups, plastic wine glasses, eating utensils, and a stereo CD player with an iPod hookup.

Charter our beautiful Catalina 34 at Summer Blowout rates now.

Weekdays (Mon-Thur) 8 am to 5 pm: $100 per hour (Save $60)
Evenings (Mon-Thur) 6 pm to 10 pm: $115 per hour (Save $30)
Weekends (Fri, Sat, Sun) 8 am to 10 pm: $125 per hour (Save $60)
Wednesday night fireworks (7:30 to 10:30 pm): $130 per hour (Save $80)
Saturday night fireworks (8 to 11 pm): $140 per hour (Save $90)

These are Groupon-esque savings without the hassle, on a comfortable, roomy, and sweaky clean Catalina 34.

Price savings are based on a 2 hour charter, except for Fireworks Charters, which are based on a 3 hour charter.

Our 24 footer, SloopCity 1, is even a better bargain than before.

Weekday/weekday evening rate: $70 per hour
Weekend days and evenings: $80 per hour

Call us at 312-401-8278 to set up your charter today.


Our excellent Sailing classes are also reduced for the season!

We at SloopCity Sailing believe we offer the best sailing instruction in the area. Our classes are resonably priced, comprehensive, and we strive to assure a safe and fun experience for everyone. With the SloopCity 1 class, you will also receive a copy of US Sailing's "Basic Keelboat" book, pertinent class materials, and a knot tying line. Our 24 foot instruction boat, SloopCity 1, is responsive, comfortable, well rigged, and safe for Lake Michigan conditions. Sign up for one of our classes now - you'll love it!

Not sure if sailing is for you? This is the perfect opportunity to get out there and discover what sailing is all about with our "Intro to Sailing" class. Join with a couple of your fellow "fence sitters" for an day or evening of instructional sailing along our beautiful shoreline. You'll love sailing as much as we do.

Just bought a boat and need a little help getting comfortable with it? Need a little practice with docking, sail trim, or anchoring? We can help! Just give us a call and we can take you out for some private instruction - working on the specific areas you need help with.

Special Summer Blowout rates are now in effect. Sign up today!

SloopCity 1 - Basic Sailing Class. 15 - 16 hours: $450 (Save $50)
SloopCity Skipper - Intermediate Sailing. 12 hours: $400 (Save $25)
Intro to Sailing: 3 hours. 2 person min - 4 max. $75 per person. (Save $15)
Private Instruction: On our boat: $80 per hour. On your boat: $70 per hour

The best sailing instruction in Chicago just got even better.

See the detailed listing of our classes on the "Sailing Instruction" page. If you don't see something that fits your needs, just give us a call and we will work out a plan for you.