Upcoming Events/Pop Up Shops
June 6, 2026 • Hukilau Legendary Tiki Festival live music, food, drinks, vendors
Beachcomber Resort
Pompano Beach, FL
June 27, 2026 • Sarasota Key Quest Festival (a fundraiser for 1CheckAway.org)
live music, food, drinks, vendors
Bayfront Community Center Civic Greens Lawn, 803 N. Tamiami Trail
Sarasota, FL
July 31- Aug. 2, 2026 • Great Lakes Grand Prix powerboat races on Lake Michigan
Michigan City, IN
Oct. 3-4, 2026 • Melbourne Fall Craft & Marketplace Expo live music, food trucks, vendors
Wickham Park
Melbourne, FL
Oct. 8-11, 2026 • Englewood Beach Waterfest (2026 APBA Championship Final) Southwest Florida’s Premier Celebration of Everything Water! Boat races, food trucks, vendors
Englewood Public Beach
Englewood, FL
Oct. 10, 2026 • Indian Rocks Beach Oktoberfest live music, food trucks, vendors, activities for kids
Kolb Park from noon to 7pm
Indian Rocks Beach, FL
Oct. 16-18, 2026 • Venice Sunfest food trucks, vendors, live music
Downtown
Venice, FL
Nov. 7-8, 2026 • Pirates, Parrots & Paradise Festival featuring a Jimmy Buffett Tribute band, drinks, food trucks, vendor village, live music
Coachman Park
Clearwater, FL
Nov. 13-16, 2026 • Siesta Key Crystal Classic Sand Sculptures, drinks, food trucks, vendors
Siesta Key Public Beach
Siesta Key, FL
Dec. 5-6, 2026 • Mistletoe Market on Anna Maria Island with food trucks and a variety of vendors, island style holiday shopping
City Field
Anna Maria Island, FL
More events coming! Check back soon for our updated 2026 schedule.