As it is still early in the season, some events are subject to change. Please check event websites for the most up-to-date information. Now who’s ready for some Chesapeake Bay powerboat racing?! We suggest you print this page out and stick it right on your fridge because there are some great events coming up you won’t want to miss. 

chesapeake bay powerboat racing
The Cambridge Classic is always one of the first big races of the season. This year, it takes place May 21-22. Photo by Dennis Falkowski, FareFoto

Cambridge Classic Powerboat Regatta: May 21-22 in Cambridge, MD. 

SMBC Piney Point “Rumble on the River:” June 4-5 in Piney Point, MD. (This is an exhibition-style event. The goal of Southern Maryland Boat Club is to promote a love of vintage race boats and bring a small piece of history back to the waterways of Southern Maryland.) 

Tiki Lee’s Shootout on the River: July 15-17 in Sparrows Point, MD. Poker run, “Run What You Brung” Shootout, fireworks, boat show, and air show. 

CCWBRA 2nd Annual Camp David Cup: June 18,details TBA. 

Smith Island Crab Skiff Jeff Swanson Memorial Race at Tall Timbers: July 16 at Tall Timbers Marina in Tall Timbers, MD. 

CCWBRA Commodore’s Cup: July 23, details TBA.

Thunder on the Choptank: July 23-24 in Cambridge, MD. 

SMBC “Bash on the Bay:” July 30-31 at Leonardtown Wharf in Leonardtown, MD. (This is an exhibition-style event. The goal of Southern Maryland Boat Club is to promote a love of vintage race boats and bring a small piece of history back to the waterways of Southern Maryland.) 

Smith Island Crab Skiff Kent Island Regatta: August 13 at Kent Island Yacht Club in Chester, MD. 

Ocean City Grand Prix: August 19-21 in Ocean City, MD. 

CCWBRA Nationals: August 20 at Rock Hall Yacht Club in Rock Hall, MD. 

Smith Island Crab Skiff Hard Crab Derby: September 3 at Wellington Beach and Park in Crisfield, MD. 

CCWBRA Kent Island Regatta: September 10 at Kent Island Yacht Club in Chester, MD. 

Hampton Cup Regatta: September 17-18 in Hampton, VA.