The 29th annual Endless Summer Cruisin' 2026 is Ocean City Maryland's fall classic automotive event festival that will take place October 8-11, 2026 at the city's Beachside Inlet Parking Area, Beachside Boardwalk and Ocean City Municipal Convention Center. This grand finale of Ocean City's special event season features up to 4,000 street rods, hot rods, pro streets and lead sled creations all on display during the daytime and cruising Coastal Highway at night. Endless Summer Cruisin will host up to 50,000 spectators. The event's family friendly environment, fun-filled atmosphere and special guest celebrities at the Beachside Inlet and Convention Center make it an annual vacation destination for three generations of loyal enthusiasts, who enjoy four days of automotive heaven. Endless Summer Cruisin' participants will be cruising along Ocean City's classic wooden beachside boardwalk during Thursday, Friday and Saturday mornings to kick start the Beachside Inlet's daily activities. The Boardwalk Cruise is a showcase featuring the most dazzling and professionally restored dreamobiles from over twenty eastern states. It hosts up to 750 classic cars rumbling down the Boardwalk all at one time - and it's one of the most awesome and colorful automotive spectacles to be seen in the entire nation.