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At the Gasparilla pirate invasion: 'Time flies when you’re having rum'

A pirate ship sailing toward the camera with a crowd taking pictures in the foreground
Madilyn Gemme
/
Fresh Take Florida
The infamous Jose Gasparilla II ship invades Tampa with its loud cannons and rowdy pirates on Sat., Jan. 25, 2025.

The Gasparilla pirates invaded Tampa again, meaning thousands of parade-goers dressed like pirates lined Bayshore Boulevard, parading with stuffed parrots and, yes, drinking lots of alcohol.

Up and down Tampa Bay’s shore on Saturday, people donned fake tattoos, paraded with stuffed parrots, put on quirky pirate costumes and, yes, drank a lot of alcohol.

Every year, an estimated 300,000 participants come to Tampa for Gasparilla Pirate Festival, a mock attack by a band of pirates called Ye Mystic Krewe. The pirates’ plot is simple: storm the shores, take the key to the city and parade down Bayshore Boulevard.

Before Gasparilla got underway, with temperatures in the early morning hours in the 40s, Jennifer Prowell, 33, opted for “cocktails and cuddles” to keep warm instead of bundling up.

Prowell, 33, said she came to Gasparilla with seven of her friends to escape the seriousness of the world and drink rum. She said that with grim scenes like the terrorist attack in New Orleans, it’s important for communities to gather and celebrate one another.

“That’s why we throw on our $10 wigs and dress up like our real pirates,” she said.

A man with a backwards baseball cap blowing into a horn with a skull at the end with people in pirate outfits smiling behind him
Madilyn Gemme
/
Fresh Take Florida
Melissa Roberts, Sean Bates, Ross Tenczar and Stephen Pumilia dance and drink together as they wait for the pirate invasion to begin in Tampa on Sat., Jan. 25, 2025.

The New Year terror attack in New Orleans, in which a driver slammed his vehicle into crowds in the streets, killing 14, was on the minds of those at Gasparilla. Some former attendees said ahead of the event that they had decided it was safer to stay home this year and avoid any possible threat. Other regulars came as they have in years past.

There was a noticeable police presence with officers on bikes, cars and motorcycles as well as law enforcement on roofs and in helicopters.

PHOTOS: Thousands converge on Tampa for the 2025 Gasparilla parade

Next to the Tampa Convention Center, Aaron Strynar, 27, moved through the crowd, cheering on fellow participants, “ Time flies when you're having rum.”

Attendees of all ages participated in the festival with a group of Florida State University students drinking a gallon of “borg,” which is a concoction of vodka, Liquid I.V., Mio and water.

Pirate-goers donned all kinds of quirky costumes. Hidden under a 6-and-a-half-foot puppet-like costume, Dennis Martin, 62, towered over parade-goers as “Skully the Pirate,” a costume he put together about six years ago and has been parading it around Gasparilla each year since.

“It’s like walking around like a rockstar,” Martin said.

A statue dressed as a pirate with a skull with an eyepatch and red bandana
Madilyn Gemme
/
Fresh Take Florida
The skully pirate, otherwise known as Dennis Martin, towers over Gasparilla attendees as he walks the streets of Tampa on Sat., Jan. 25, 2025.

Music pulsated from every direction through the streets of Tampa as attendees bobbed their heads, swayed their hips and pumped their fists. Along a bridge overlooking the Garrison channel on Harbour Island Boulevard, electronic dance music blasted as people chugged their drinks.

Standing on the edge of the bridge, a person funneled his drink through a fake skull and tailbone as others mixed energy drinks with alcohol.

Later on in the festivities, the first crack of a cannon startled parade-goers. But as a three-masted ship draped in colorful flags approached the Tampa Convention Center, the sardine-packed crowd began to whoop and holler.

Boaters slung beads into throngs of people clamoring to catch the plastic booty. One set of beads fell directly into an unsuspecting woman’s nachos.

Attendees came to Tampa from across the country to experience the 100-year-old tradition.

Four women in pirate outfits crossing a street like the Beatles' Abbey Road
Madilyn Gemme
/
Fresh Take Florida
Kristie Asero, Danielle Lynch, Jennifer Ivey and Misty Braun sport their Gasparilla outfits as they strut across S Franklin Street in Tampa on Sat., Jan. 25, 2025.

Kristi Asero, 54, traveled from South Carolina to celebrate her friend's 49th birthday. Although some from her party were hesitant to take part after the recent attack on New Orleans, they decided it was worth it to create more memories.

“You are never too old to party,” she said.

Closer to home, Gasparilla is a family tradition for life-long Tampa-area residents and an opportunity for community service.

Jim Arena, 54, is a member of the Krewe of Sant’ Yago, the third pirate krewe that was founded to join the original Ye Mystic Krewe in storming the city.

Arena takes after his father who was one of the founding members of the krewe back in 1972. As custom within Sant’ Yago’s Krewe, he must complete 100 hours of community service to be promoted from squire to knight.

Jim Arena bares fake scratches on his cheek as part of his Gasparilla outfit on Sat., Jan. 25, 2025 in Tampa.
Madilyn Gemme
/
Fresh Take Florida
Jim Arena bares fake scratches on his cheek as part of his Gasparilla outfit on Sat., Jan. 25, 2025 in Tampa.

Whether it’s handing beads out to children in local hospitals or through the scholarships they award to students, Arena said the Krewe of Sant’ Yago finds many ways to give back to the community.

Hector Lamb, 41, said four generations of his family have attended Gasparilla, stretching as far back as the 1960s.

Lamb is a member of the Rough Riders, a civic organization in honor of Former President Theodore Roosevelt. His grandfather was the third-king of the Krewe of Sant’ Yago. For Lamb, Gasparilla is for the community and his role as a Rough Rider is a way to give back.

“Gasparilla particularly means to me is one day where the community absolutely comes together and celebrates everything it means to be a Tampanian,” he said.

This story was produced by Fresh Take Florida, a news service of the University of Florida College of Journalism and Communications. The reporters can be reached at libby.clifton@ufl.edu and gvelasquezneira@ufl.edu.

Three men in Rough Riders hats and coats firing rifles into the air
Madilyn Gemme
/
Fresh Take Florida
The shots fired by the Tampa Rough Riders echo in the Garrison Channel on the morning of Gasparilla on Sat., Jan. 25, 2025.

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