Entertainment | Food & Drink | James Island Charleston’s Pickle Palooza Expands Into a Three-Day Festival After Last Year’s Sellout Bywhatsgoingoninchs@gmail.com September 7, 2026September 7, 2026 After organizers reported a sellout in 2025, Pickle Palooza is expanding into a three-day Charleston festival Sept. 18–20 with food, drinks, pickleball, competitions, entertainment and Sunday brunch.
