2026 Christmas Classic Car & Cart Parade and Toy Drive
When: Sunday, December 13, 2026 · 9:00 AM – 3:30 PM
Where: Caddy's Treasure Island 9000 W Gulf Blvd Treasure Island, FL
More car meets in Treasure Island, FL
Caddy's presents the 2026 Christmas Classic Car & Cart Parade and Toy Drive on Sunday, December 13, along Gulf Blvd through Treasure Island, John's Pass, Madeira Beach and Indian Shores. Classic cars line up at 9 AM at Caddy's Treasure Island, 9000 W Gulf Blvd, where the staged cars make a show of their own, and golf carts line up at 10 AM at Sculley's John's Pass. The parade runs from 11 AM to noon, from Caddy's Treasure Island to Caddy's Indian Shores and back. It finishes with a toy drop and a street party at Saltwater Hippie Beach Bar until 3:30 PM. Entry is $25 per vehicle plus one new, unwrapped toy, and the parade is free to watch. Prizes include a $1,000 gas card for the best-dressed classic car or truck and a $500 card for the best-dressed golf cart or novelty vehicle. Toys and entry fees benefit Healthy Starts, Shepherd's Village and Santa's Helpers. For questions, call Rodger at 407-620-9368.