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The Classic Car Cruise In will take place in Leesburg, Florida on May 30, 2026, from 9:00 a.m. to 2:00 p.m. The event is open to anyone with a car or truck to show, with no registration or class limit. The first 70 vehicles receive a free event magnet. Five $20 prizes will be awarded to participants who sign in, and an overall winner will receive $50. Activities include a food truck, complimentary beer, and a 50/50 drawing. Organizers remind attendees to drink responsibly.
