The Venice Sailing Squadron is an active racing club. The VSS organizes offshore races in the Gulf of Mexico. The club is a long time member of the Sarasota Bay Yachting Association (SBYA).  The official VSS racing season is from October to May. During the season the VSS sponsors races as well as a series of regattas off the coast of Venice and Nokomis in the Gulf of Mexico.

Skipper's meetings are usually  held at 10am at Higel Marine Park in Venice the morning of a race day.  For those skippers who are short of crew or want to find out about just cruising around the course this is the place to be.  Any sailors interested in crewing on a race boat should attend the Skippers meeting to be matched with a Skipper.  Almost every race day we have at least one person looking to crew on a boat.