Positions Available

Vantage Yacht Club

Vantage Yacht Club is looking for Friendly Professional Captains to man electric and  pontoon boats for renters that need an experienced captain so that they can enjoy the ride.  They also need captains for yacht charters. Pay rates from $25 to $50 per hour, depending on the boat type.

Contact: Jennifer Lewter. Jennifer@vantageyachtclub.com  

Windy City Sailing

Windy City Sailing , on G Dock at Belmont Harbor is looking for a few additional part time Captains this Summer. The initial need is for Captains with 40’ solid sailing experience and great people skills.  Charters occur on most Wednesdays and Saturday nights along with random cruises throughout the week and weekend.  We also have a lesser need for Captains with 38’ twin screw experience.  Contact: Josef Erlemann. Josef312@gmail.com

Wanted Licensed Sailing Captains:

Chicago Sailing, Inc.(www.chicagosailing.com) is always looking for sailing captains for both charter and instructional work.  If you are an experienced professional with an engaging personality, we want you to work with us in creating lifetimes of adventure for the sailors of our area.  Along the way, you will have the best Summer of your life.  Full or part-time positions available.  Email your resume to alan@chicagosailing.com

Sailing Charter Boat Captains Wanted:

The Salty Dog Sailing Co. Is hiring reliable and personable USCG Licensed Captains for the 2016 season out of Burnham Harbor.   6 pack or higher required.  ASA or US Sailing preferred.  Must be personable, friendly and all around great with people.  Must be able to single hand a 34’ sailboat in all wind conditions including docking.  Weekends and some weekdays.  2 to 2.5 hour charters.  Free parking for the captain.  Current Drug screen card.  $35/hr. Plus tips.  

Send Sailing resume to: schedule@saltydogchicago.com or call 31-878-7901          

3rd Coast Cruising, located in Dusable and Monroe Harbors, is looking for fun, personable, well spoken sailing captains for both charter and sailing instructions.  We will train novice Captains!  (Current off-season training going on right now at boatyard, covering all aspects of boat ownership from engines to fiberglass, heated storage!)  Our “Learn to Sail” program teaches all levels of sailors on 30’ to 36’ monohulls and a 36’ Catamaran concentrating on them building their sailing resume on a wide variety of boats.  Previous experience preferred but not necessary.  Please send resume to Capt. Jim Miranda, cj@3rdcoastcruising.com or call  708-482-4300 .  www.3rdcoastcruising.com

“Chicago Yachting” is looking for licensed Captains to do Bareboat charters on their 40 ft. Hunter out of 31st St. Harbor.  They do 4 hr charters with a maximum of 10 passengers.  The recommended rate is $50/hr plus gratuity.

For more information, Contact: Chris Brooks 202-302-7810                                            cbrooks07@gmail.com                   

Join our contracted captain list to serve our clients. Your obligation is to schedule an appt with Chicagowatercraft to review boats and demo your skills. Friendly professional environment. River City Marina location.

Join our team. We're looking for deck hands working under Capt Jim Sharkey and Capt Patrick. Duties include detail and maintenance of boats, client relations, boat inspections, and other business or marina related duties as asked by owner. Entry level pay. (commissions option for those with a networking/sales aptitude). Great Fun summer job working a 17 year boat rental & charter business.

Contact Capt Patrick 773-791-7311, chicagowatercraft@gmail.com for an appointment.



Aegir Expeditions offers offshore sail training adventures and charters aboard a 48 ft Beneteau yacht and deliveries on the Great Lakes.  Based out of Monroe Harbor in Chicago, we teach long distance and passage making sailing giving sailors the skills and confidence to sail anywhere on their own.  We offer adventure and expedition sailing experiences and day and weekend charters.  We also deliver sail and power yachts throughout the Great Lakes.  We are looking for experienced captains and crew with offshore and/or long distance sailing experience, proven teaching ability and an engaging personality with a desire for adventure.  Info@aegirexpeditions.com