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News · November 2, 2026

Gasparilla 2027: The Invasion, the Parade of Pirates, and the Two Saturdays Tampa Gives to the Pirates Every January

Children's Gasparilla runs January 23 and Gasparilla Pirate Fest lands January 30, with the invasion and the Parade of Pirates in front of a crowd the city puts at over 300,000. The ship is the star.

Tampa gives two Saturdays to pirates every January, and 2027 is already circled on my calendar. Children's Gasparilla runs January 23, and Gasparilla Pirate Fest lands January 30, with the pirate invasion and the Parade of Pirates rolling through Tampa in front of a crowd the city puts at over 300,000.

Gasparilla 2027: The Invasion, the Parade of Pirates, and the Two Saturdays Tampa Gives to the Pirates Every January
The Jose Gasparilla, cannons smoking, mid-invasion. Tampa's front door never stood a chance. Photo via Tampa Bay Times
Krewe members and crowds aboard the Jose Gasparilla during Gasparilla in Tampa
Krewe members pack the rigging and the deck. Three hundred thousand people come to watch this. Photo via Tampa Magazines

No celebrity grand marshal has been announced yet, and honestly this event doesn't need one. The ship is the star. The Jose Gasparilla sails in, the krewe takes the city, and the whole waterfront turns into the loudest costume party in Florida. Children's Gasparilla runs alcohol-free a week earlier, which makes it the cleaner family version of the same beautiful chaos.

“The ship is the star.”

Moe Train

I've covered a lot of Florida weekends, and nothing else looks like this. A full-size pirate ship docking downtown while a few hundred thousand people lose their minds is a scene you point a camera at and get out of the way.

Coverage plans include: photo coverage of the invasion and the Parade of Pirates, interviews with krewe captains and parade regulars, and same-day recaps on moetrainstracks.com for both Saturdays.

Source: Gasparilla Pirate Fest

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