S.S. Charters Chicago

     It was at a young age, in northern Wisconsin, at his granparents cottage that Skipper fell in love with the water.  It didn't matter if he was jumping or fishing off the pier, skiing and tubing behind the speed boat, or learning how to crappie and muskie fish with his Grandfather, happiness was always found on the water.  Growing up with such a love for the outdoors, fishing and boating has always been his passion.  What started out as a dream for Tom, to be a professional Captain and fishing guide, is now a reality!  Skipper Serb's Sport Fishing and Charters LLC has grown from a small idea, a small boat, and a simple plan into a multi-vessel fleet serving customers here in one of the most beautiful cities, on one of the amazing Great Lakes, Chicago's Lake Michigan!  

     Our mission is to provide our guests with the safest and most memorable time possible upon Chicago's beautiful waterways.  While there are many boats to choose from on the Lake, we strive to set ourselves apart, and be the best for our customers on each and every trip.

     Salmon and Trout fishing is paramount here on Lake Michigan. Catching your trophy fish could happen on any strike! Our NO FISH POLICY gurantees if you don't catch a fish, your next charter is FREE!  Check out all the details under the rates/fishing tab


   See all of our available trips, rates and events scheduled at the top of the page.  If we don't offer it, or can't custom build your charter, we can help you find someone that can!  We partner with many other excellent boats and captains in the Chicago charter fleet and are glad to assist you with booking your dream trip!

   Thank you for visiting us, and be sure to follow along throughout the season and all year long on all of our social media networks seen below.  

                              ~Fair winds, and following seas~

Master Captain Tom Serbin

    Owner/Operator, Captain Tom is a die hard Blackhawks fan who is born and raised in Chicago. He serves the city proudly as a Firefighter/Paramedic, and when he's not doing what he loves for the City, he can be found at the one place that fills his soul............ON A BOAT!  

    With over 15 years of experience fishing, and boating on the Great Lakes, Tom earned his 100 Ton Master Captains license, and utilizes it almost daily throughout the season. Whether he's at the helm captaining a commercial tour boat at Navy Pier, operating the Chicago Fire Department Dive/Rescue Boat, or serving as a Public Safety Diver, he logs hundreds of hours of sea time every season on Chicago's waterways.  The invaluable knowledge, and experience he has of these waters makes every trip with the "Skipper" second to none! 


"If there is anything I love more than being on the water, it's being able to share this passion for the outdoors with others.  Loving what I do makes it easy to put in the time and effort needed to run a professional service and enjoyable charter boat experience for all of my customers."

  ~Capt. Tom Serbin


2010 Stanley Cup Champions

Season Opener; Helsinki, Finland vs. Florida Panthers