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Events in St. Augustine, Florida

Festivals, Concerts, Parades and Beyond

Discover the most popular events in St. Augustine, Florida, and find something going on at any time of year. You can plan your stay so that you'll experience the beauty of downtown St. Augustine during the holiday season, or when some of the country's most beloved street festivals come to town. Excitement and enrichment are always part of the scene here; browse our calendar and see just how much goes on in our Florida city.  

Jail Break 5K

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Jail Break 5K

Jail Break 5K

Saturday, October 27, 2018 October 27, 2018 St. George Inn

Old Town Trolley Tours and VeloFest Community Initiative present the 3rd Annual Jail Break 5K on Saturday, October 27, 2018, beginning at 8:00 a.m. At this Halloween event, runners “escape” from the Authentic Old Jail across the Vilano Beach bridge to the Atlantic Ocean.

$10 From Every Jail Break 5K Entry to Help Hurricane Victims.

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