Sarasota Medieval Fair: Jousting, Comedy, and Feasting Under the Oaks

I’ll never forget the first time I saw the carillon at the Sarasota Medieval Fair.

A man dressed in all black—his face hidden by the mask of a bird—stood before a massive tower of bronze bells. His arms swooped in and out with exaggerated movements, mimicking the wings of a crow or raven. When he pounded the keys, the music that poured out was jarring at first: tense, booming notes that unsettled the crowd. But as the rhythm carried on, the sound shifted into something trance-like. Hypnotic. The longer he played, the more it felt like the bells themselves were alive, drawing everyone deeper into his strange, captivating performance.

That uneasy mix of laughter, awe, and mystery is exactly what makes Sarasota’s Medieval Fair so memorable.

Hilarity, Rowdiness, and Wholesome Fun at the Sarasota Medieval Fair

The festival doesn’t just rely on music to grab your attention. The stage shows alone are worth the price of admission. Take the Wishing Well Wenches—two women who don corsets, lace, and mischievous grins to deliver one of the most irreverent comedy acts you’ll ever see. Their R-rated banter has a way of filling the stands quickly, as they poke fun at everything from relationships to taboo topics that wouldn’t dare make it onto a polite stage. The laughter is raucous, the humor shameless, and the crowds keep coming back for more.

Other corners of the fairground invite the same spirit of rowdy fun. A line of revelers dressed in Renaissance garb winds its way past artisans’ tents, loud and playful—it’s the fair’s version of a pub crawl, and they throw themselves into character with gusto. Meanwhile, families gather for jousting tournaments, where knights thunder across the field on horseback, splintering lances to the roar of the crowd.

When the Sarasota Medieval Fair Finally Found Its Stride

By 2015, I had already been to the Sarasota Medieval Fair several times. But that year felt different. It wasn’t my first visit—it was the year the fair seemed to finally find its stride. The pieces all clicked into place: the immersive set design, the artisans hard at work, the irreverent stage shows, the musicians filling the air with bagpipes and drums, the vendors offering wares that looked lifted straight from history, and the devoted fans who fully embraced the role-playing.

What once felt like a fun distraction now stopped me in my tracks as a truly authentic medieval experience. I stepped under the faux castle façade, and immediately bagpipes and percussion thundered through the oaks from a stage to my left. The smell of smoke from open-air grills drifted in from the food court. Everywhere, artisans worked at their crafts as though history had folded in on itself—blacksmiths hammering iron, leatherworkers shaping boots, an apothecary hawking oils and herbs. Bright gowns in shades of gold and crimson spilled from “Tickle Ye Fancy.” Tarot readers and palm readers beckoned from shaded tents.

It wasn’t just a fair. It was a living world.

Why the Sarasota Medieval Fair Feels So Real

One of the things that struck me most was how authentic it all felt. This wasn’t a flea market dressed up with plastic swords. The artisans weren’t reselling trinkets from Amazon—they were creating real, working displays of their craft.

The musicians were real.
The camels were real.
The entertainers were real.

And many of them were hilarious—sometimes irreverent, sometimes awe-inspiring, but always committed to the roles they played. From sword fights to human chess to the aerialist spinning through the air on his “wheel of death,” every corner of the fairgrounds hummed with energy.

Food, Drink, and Revelry at the Sarasota Medieval Fair

Of course, no Medieval Fair would be complete without a proper feast. The food court at Sarasota’s fair is as much a stage as any jousting field. Giant turkey legs drip with juice, gyros spin on open-air spits, and ales are poured by “barmaids” who are quick with a joke and a wink. Sit long enough with your plate and you’ll hear the sound of pipes and drums marching past as a band of musicians strikes up a tune.

Everywhere you turn, it’s a feast for the senses: laughter, smoke, music, and merriment layered together into one unforgettable atmosphere.

Sarasota Medieval Fair – Its History and Roots

While the magic of the fair is in the experience, it helps to understand where it all began. The Sarasota Medieval Fair first launched in 2005, originally staged at the Sarasota Fairgrounds. Even in those early years, jousting tournaments, artisans’ booths, and costumed performers were the heart of the event.

But the festival quickly outgrew its downtown space. In 2021, it relocated to its current home at the Woods of Mallaranny, a sprawling 47-acre site east of I-75. Surrounded by oak trees and winding trails, the new location elevated the experience into something more immersive. Instead of concrete and asphalt, visitors now wander shaded pathways that feel far closer to an authentic medieval village.

The fair typically unfolds across multiple weekends each November, drawing locals and visitors alike. Its success lies in the careful blend of history, entertainment, and community—it’s not just about reliving the Middle Ages, but about celebrating the creativity and joy that come from stepping out of the modern world for a while.

Sights and Sounds of the Sarasota Medieval Fair

One of the things that surprised me most was just how much there was to do and see. I had taught high school English for nearly two decades, with the Medieval period as a staple in my classroom, but seeing it brought to life like this was something else entirely:

•Human Chess – A life-sized chessboard where real people served as the pieces, acting out their moves with sword fights and drama.

•Axe Throwing & Swordplay – Guests could test their aim or watch armored combatants battle it out.

•The Joust – Knights in shining armor thundered across the field on horseback, lances at the ready. The roar of the crowd rivaled any sports arena.

•“St. Nikolaus” – Seasonal entertainment reminding everyone of the holidays through a medieval lens.

•Food & Drink Court – Yes, the famous turkey legs were there, but so were gyros, stews, ales, and ciders—served with a wink by costumed “barmaids.”

•Irreverent Stage Shows – From bawdy comedy acts to whip-cracking performers, the humor was sharp, funny, and often R-rated. The Washing Well Wenches, in particular, filled their stage every time.

•Aerial Acts – One year I watched an acrobat spin through the air on his “wheel of death,” a spectacle equal parts terrifying and mesmerizing.

•Cast in Bronze – Perhaps the most unforgettable of all: a carillon performance unlike anything I’d ever seen. Imagine five centuries of music history performed on four tons of bronze bells. The sound shook the air, weaving magic out of metal and rhythm.

•Even the animals were real—camels, horses, and falcons on display, adding to the authenticity.

For me, it’s the mix of the expected and the unexpected that keeps drawing me back. I go for the knights and artisans, but I always leave remembering the strange masked figure pounding out trance-like rhythms on his carillon, or the crowd howling with laughter as two wenches turned taboos into comedy gold.

Final Thoughts on Sarasota’s Medieval Fair

Sarasota has plenty of festivals, but none that match the Medieval Fair’s ability to transport you into another world. From its early days at the Sarasota Fairgrounds to its new life at the Woods of Mallaranny, it has grown into a regional attraction that remains deeply local in spirit.

Whether you come for the history, the food, the comedy, or just the sheer joy of wandering through a recreated medieval village, you’ll walk away with a memory that sticks.

For me, that memory will always begin with the masked bird-man at the carillon—his pounding arms and hypnotic bells reminding me that the Sarasota Medieval Fair is not just a festival. It’s an experience.

Frequently Asked Questions about the Sarasota Medieval Fair

Q: When did the Sarasota Medieval Fair begin?
A: The Sarasota Medieval Fair launched in 2005, originally held at the Sarasota Fairgrounds near downtown Sarasota before moving to the Woods of Mallaranny in 2021.

Q: Where is the Sarasota Medieval Fair held today?
A: The fair is now located at the Woods of Mallaranny, a 47-acre site east of I-75, which offers shaded oak trails, permanent structures, and a more immersive medieval village setting.

Q: What can you see and do at the Sarasota Medieval Fair?
A: Visitors can enjoy jousting tournaments, human chess matches, axe throwing, artisan crafts, costumed performers, stage shows, live music, and unique acts like Cast in Bronze.

Q: What kind of food is served at the Sarasota Medieval Fair?
A: Expect giant turkey legs, gyros, hearty stews, and drinks served by costumed barmaids—all in the lively food court atmosphere that’s as much entertainment as dining.

Q: Is the Sarasota Medieval Fair family-friendly?
A: Yes, the fair is popular with families, offering jousts, interactive games, and historical demonstrations. Some shows, like the Wishing Well Wenches, are adult-oriented, but the festival overall provides entertainment for all ages.

👉 Looking for more upcoming events and festivals? Check out our Sarasota Events Calendar for the latest happenings across the Suncoast.

👉 Want more Sarasota cultural experiences? Don’t miss our coverage of the Sarasota Chalk Festival.

👉 Visit the official Sarasota Medieval Fair website for tickets, maps, themed weekends, and more.