CARIBBEAN CRUISE-IN CAR SHOW AT PARROT KEY

The Biggest Fort Myers Beach Car Show Is Back For Season

The Caribbean Cruise-in car shows are back at Parrot Key Caribbean Grill. These events take place on the first and third Monday of every month November thru April. These events are free and open to the public.

The Parrot Key Car Shows also feature music, food, prizes and more for participants and spectators.

New This Season: Owner Spotlights Every Hour

Throughout the afternoon, we’ll feature Owner Spotlights, where we highlight different cars, stories, and restorations. We’ll have Frank Torino announce your name, let you share a few words, or tell your story for you — it’s your chance to shine!

Names will be chosen from the Registration Sheet or Frank will simply walk up and ask if you’d like to talk about your car.

Hourly Raffle Drawings for Drivers

All registered drivers will receive a raffle ticket at check-in. We’ll have prize drawings at 4:00, 4:30, 5:00, and 5:30PM — but you must be present to win!

Then, at 5:50PM, we’ll wrap up the day with a Grand Prize Drawing and our Cornhole Toss Finals!

To Enter Your Car

Please note that cars and trucks must have four wheels and be street legal. Non street legal vehicles may be permitted with prior authorization. A request for authorization along with photos of the vehicle may be sent to [email protected] No trikes, motorcycles, golf carts, etc. will be allowed to register or display.

This event runs from November 3, 2025 3:00 pm to April 20, 2026 3:00 pm.

• November 3, 2025 | 3:00 PM - 6:00 PM
• November 17, 2025 | 3:00 PM - 6:00 PM
• December 1, 2025 | 3:00 PM - 6:00 PM
• December 15, 2025 | 3:00 PM - 6:00 PM
• January 5, 2026 | 3:00 PM - 6:00 PM
• January 19, 2026 | 3:00 PM - 6:00 PM
• February 2, 2026 | 3:00 PM - 6:00 PM
• February 16, 2026 | 3:00 PM - 6:00 PM
• March 2, 2026 | 3:00 PM - 6:00 PM
• March 16, 2026 | 3:00 PM - 6:00 PM
• April 6, 2026 | 3:00 PM - 6:00 PM
• April 20, 2026 | 3:00 PM - 6:00 PM