Upcoming Events/Pop Up Shops
Sept. 12, 2026 • Rock the Rocks Beach Market the original beach market at The Original Crabby Bills, live music, vendors, food and drink specials
401 Gulf Blvd
Indian Rocks Beach, FL
Sept. 26, 2026 • Howey-in-the-Hills Artisan Market at Mission Resort + Club live music, vendors, food and drink specials, resort guests and local shoppers welcome
10400 County Road 48
Howey-in-the Hills, FL
Oct. 3-4, 2026 • Melbourne Fall Craft & Marketplace Expo live music, food trucks, vendors
Wickham Park
Melbourne, 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 Sun Fiesta food trucks, vendors, live music
Downtown
Venice, FL
Oct. 31, 2026 • LagoonFest vendors, family friendly annual event, conservation displays
Flagler Drive, downtown West Palm Beach, waterfront
West Palm Beach, 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
Nov. 19-22, 2026 • Sanding Ovations Sand Sculptures, drinks, food trucks, vendors
Treasure Island Public Beach
Treasure Island, FL
Nov. 27-29, 2026 • Holiday Market at Lakeridge Winery live music, vendors, wine tastings, beer and food, daily 10am-5pm. The Holiday Market at Lakeridge is a destination event for seasonal shoppers.
19239 US 27
Clermont, 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
Dec. 12-13, 2026 • Mistletoe Market on Marco Island with food trucks and a variety of vendors, island style holiday shopping
Veteran’s Park
Marco Island, FL
Dec. 19-20, 2026 • Holly Jolly Market on Fort Myers Beach (Trunkers Home Collection items only) with food trucks and a variety of vendors, island style holiday shopping
Times Square
Ft. Myers Beach, FL
2027 Schedule
Jan. 13-17, 2027 • 2027 Florida RV Super Show Supplier Building A, Booth A39
Florida State Fairgrounds
Tampa, FL
More events coming! Check back soon for our updated 2026 schedule.