Winter Park's University Club hosts one of the fanciest Derby parties this weekend

It’s time to don your fanciest hat and most elegant outfit for this year’s Derby on Park, known as one of Orlando’s best Kentucky Derby experiences. Guests can expect nearly four hours of food, drinks and dancing to live music – along with the roughly two minutes of the actual horse race. Make sure to dress your best because you just might leave with an extra $1,000 in your pocket for it. Also, it’ll pay to get there early because the first 100 vehicles get complimentary valet parking, and the first 50 guests get a complimentary cigar.

3:30 p.m. Saturday, May 4 | University Club of Winter Park, 841 N. Park Ave., Winter Park | 407-896-7356 | cityofwinterpark.org | $69-$100

Get our top picks for the best events in Orlando every Thursday morning. Sign up for our weekly Events newsletter.