News Archive

Fairwind Now Accepting Applications for 2014

After a banner year, Fairwind Sail Charters is signing up students and lease share skippers for Summer 2014. “Our American Sailing Association certified sailing school, the oldest in Chicago, certified a record number of students this season,” said Capt. Ben Sells. “We look forward to introducing more people to sailing in 2014.” Fairwind’s sailing yacht [continued…]

Fairwind Sail Charters Supports Riverside Juniors

RJWC is bringing back the tasting sensation: Pizza Fest!  Mark your calendars and prepare to enjoy pizza from the many restaurants around the community.  The event will be held on Saturday, September 28th from 6:00 – 10:00 PM at the Riverside train station.  Tickets are $35 per person. If you would like to pay by [continued…]

Introducing Our Newest Dragon

Introducing our newest Dragon (with updated photos 5/22/2013): View additional photos here.

Fairwind Sail Charters Supports RAW

Fairwind is happy to contribute to this great event. We encourage everyone to come see the great art and enjoy our beautiful Village. –Capt. Ben As in past years, RAW 2013 will offer several raffles. This year Fairwind Sail Charters donated a private sailing charter! With this warm weather, it is easy to imagine several [continued…]

Fairwind now on Flickr

Visit Fairwind Sail Charters on Flickr to see the latest photos of the Dragon Fleet.

Fairwind now on Facebook!

Fairwind set voyage on the social media sea this summer. Join us on Facebook to find out the latest goings on in Key Midwest. See photos and read tall tales from the Dragoneers, and keep up to date on Fairwind news.

School days, school days …

Fairwind, Chicago’s oldest American Sailing Association certified sailing school, certified a record number new ASA sailors in 2012. These new sailors now begin their sailing adventures, and it’s always nice to get their postcards from St. Somewhere! Sailing courses make great gifts, so contact Fairwind now to make your — or someone else’s — sailing [continued…]

Make Fairwind the choice for unforgettable corporate events

Corporate America has discovered the benefits of sailing outings for their employees and clients, and have found Fairwind and the magic of Key Midwest meet their goals. Whether for team building events or as an award for a deserving team or individual, more and more companies are choosing Fairwind for their sailing excursions. Past clients [continued…]

Dragoneers invade British Virgin Islands!

The annual Fairwind Flotilla headed south again in February 2012. The flotilla, led by Fairwind’s Capt. Ben, sailed on beautiful yachts in the incomparable Moorings charter fleet, enjoying eighty degree days and seventy degree nights, fresh winds, and crystal clear waters. The brightly painted fish and other denizens of the deep got to know the [continued…]