
Gasparilla Pirate Fest
The Jose Gasparilla sails into Tampa Bay and the Parade of Pirates takes Bayshore Boulevard, one of the largest parades in the country and Tampa's biggest day of the year.
Three days of seafood and live music on the downtown Fort Myers riverfront, part of the Paragon festival run up the Gulf Coast each winter.
Jan 29 to 31, 2027 at Downtown Fort Myers riverfront, Fort Myers, FL. Grab the tickets, put it on your calendar, and send it to whoever is coming with you.
Dates and details come from the event's official site, checked November 2, 2026. Lineups and schedules can change, so confirm on the official page before you travel.

The Jose Gasparilla sails into Tampa Bay and the Parade of Pirates takes Bayshore Boulevard, one of the largest parades in the country and Tampa's biggest day of the year.

Twelve days of rides, livestock, fried everything, and headline concerts at the Florida State Fairgrounds in Tampa, one of the first state fairs in the country each year.

Weekends from early February through late March bring jousting, turkey legs, and a full costumed village to Quiet Waters Park in Deerfield Beach.