St. Augustine: Old City World of Pirates Experience

Ready to chart a course through a sea of terrifying, scandalous stories and swashbuckling escapades? Take an epic walk through history, where pirate legends come to life.

Book the Old City World of Pirates Experience to discover how daring pirates, cunning corsairs, and even a few rogue nations fought tooth and nail for the riches and control of St. Augustine in an epic battle of swords and ships.

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Book Your St. Augustine: Old City World of Pirates Experience Today

St. Augustine Haunted Pub CrawlA skull with a pirate hat

St. Augustine: Old City World of Pirates Experience

Explore the salty, swashbuckling world of pirates who once unleashed terror and mayhem in St. Augustine and immerse yourself in the story that shaped America’s oldest city. The Old City World of Pirates Experience in St. Augustine sails you into the heart of the espionage, rebellion, and high-sea adventures that characterized the Golden Age of Piracy in America. Prepare to visit the historic forts and taverns where infamous rogues celebrated their plunders and walk the streets where buccaneers plotted their next attack, with gold in their eyes and chaos in their wake. Relive the moments when the city’s walls trembled under cannon fire and fiery raids that left it in ruins—not once, but three times. Don’t miss your chance to uncover the secret hideouts and hidden treasures that made St. Augustine a coveted prize on the high seas. Book your spot today to experience and embrace the true heart of pirate lore and adventure in Florida.

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Meeting location: In front of Potter's Wax Museum.

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Starting Time: 6:00 PM.

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Pet Policy: Pets are welcomed!

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Alcohol Policy: No drinking permitted.

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Adults Only: No.

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Where to Meet, Park, and Directions

All tours meet in front of Potter's Wax Museum. Please arrive 15 minutes before your tour start time.

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Sirius USA Today Huffington Post Country Living INC Travel Featured on KAYAK! Guides Inside Edition CBS MTV Fox Business New York Post Smithsonian Wall Street Journal Yahoo Boston Globe

Michelle Wolf

Five Stars

Loved the tour, learned a lot and had fun

10.31.25

workingfamily travels

Five Stars

We had a blast learning about St. Augustine’s eerie past and hitting some popular bars along the way. Thanks Meaghan!

10.28.25

Mary Drachenberg

Five Stars

Matt was articulate patient and fun. He was Knowledgeable and answered our questions with humor. He is a wonderful storyteller.We had a great experien...

10.13.25

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Where You'll Go

St. Augustine Shipwreck Museum

Explore the secrets of sunken treasures and maritime artifacts that tell tales of sea-faring rascals and their hidden loot. A visit to the historic St. Augustine Shipwreck Museum will immerse you in the fascinating origins of the term “buccaneer” and unveil maritime relics that trace the evolution of Caribbean cooks from meat smokers to marauding pirates.

Historic St. Augustine Sea Wall

Stroll along the Historic St. Augustine Sea Wall barricade and learn how this fortress of coquina and granite once shielded St. Augustine’s waterfront from pirate sieges and seafaring scoundrels. Discover how this 19th-century bulwark helped forge the city’s resilience while standing as a silent sentinel over centuries of swashbuckling intrigue and maritime drama in Northeastern Florida.

Old City Gate

The Old City Gate isn’t just a historic landmark—it’s your entry point to discovering the legends and lore that make the Old City a pirate’s playground. Come see how these ancient pillars mark the start of a journey through centuries of pirate plots, epic battles, and enduring mysteries for anyone looking to uncover the secrets and stories that shaped St. Augustine’s colorful past.

What is the St. Augustine: Old City World of Pirates Experience about?

In its early days, St. Augustine was a peaceful Spanish colony, protected by impressive forts and guarded by the vast Atlantic. But peace was fleeting. By the 17th and 18th centuries, the city found itself in the crosshairs of notorious pirates and privateers, who saw its strategic location as an irresistible opportunity. Join the St. Augustine: Old City World of Pirates Experience tour today to uncover the secrets of this old fortress and discover the stories of the bold pirates who came looking for treasure and left behind a trail of misfortune and mayhem.

Walk the very streets burned to the ground by vicious scoundrels and hear the chilling legend of a young ghost that drove one pirate to madness. From the Old City Gate, where swashbuckling marauders attempted their daring heists, to the Castillo de San Marcos, which withstood countless cannonballs and fiery raids, each stop is steeped in tales of high-seas intrigue and adventure. Be ready to capture the essence of the pirate era at the Potter’s Wax Museum, where lifelike figures bring history’s most feared buccaneers right into focus. 

Along the way, you’ll hear the tales of influential figures like Sir Francis Drake, who laid waste to a city in a blaze of glory, and Robert Seales, whose ruthless raid left a ghostly legacy haunting the old fortifications. See the impacts of their raids on the soul of the city’s historic district and learn more about the courageous defenders who fought to keep the Old City safe. 

Don’t just read about it—experience it firsthand. Join us today to relive the wild, untamed days of the oldest continuously settled city in the United States with us today and unearth the thrilling mysteries of St. Augustine!

Reasons to Take the St. Augustine: Old City World of Pirates Experience

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You Want to Walk in the Footsteps of Legendary Pirates

Ever dreamt of stepping into the boots of a pirate and seeing history through their eye-patched gaze? Follow in the wake of d ... aredevil scoundrels like Robert Sealers, who once stormed St. Augustine like a hurricane of mayhem. Hear the chilling tale of innocent lives lost in his brutal raid, including the heart-wrenching story of a young girl who wouldn’t let go of her ghostly grudge and haunted him relentlessly for revenge.

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You Want to Explore the Old City Gate’s Pirate Tales

You’ve heard about the Old City Gate, but do you know the wild stories that lurk behind its ancient pillars? Our Old City W ... orld of Pirates Experience tour will have you uncovering the daring attempts, heroic defenses, and tales of pirate mischief that make this coquina pillar from 1808 a central character in St. Augustine’s pirate lore. You’ll find out why pirates love (and sometimes loathed) this fortress and how it stood against relentless attacks that would’ve crumbled lesser fortresses, becoming a symbol of the city’s fierce resilience.

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You Want to Enjoy Interactive Pirate-Themed Activities

Why just hear about pirate lore when you can see and live it? Our tour brings the golden age of piracy to life with interacti ... ve pirate-themed activities that’ll make you feel like a true buccaneer. Be ready to join in on the fun with the locals as you try your hand at swashbuckling swordplay, decode secret messages, and maybe even practice your best pirate growl. With activities designed to make you part of the action, you’ll not only be learning the history—you’ll be living it.

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You Want to Uncover St. Augustine’s Significance During the Golden Age of Piracy

Step back in time with us and find out how this strategic port became a magnet for pirates and privateers looking for treasur ... e and trouble. When you book a tour with us, you’ll get a front-row seat to the behind-the-scenes of the epic battles and cunning strategies that shaped St. Augustine’s history and left it scarred and scarier. Prepare to hear the stories of the high-stakes drama that turned St. Augustine into a key player in the age of piracy and learn how its defenders managed to keep the city from falling into chaos.

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You Want to Soak in the Unique Charm of America’s Continuously Inhabited City

St. Augustine isn’t just a historic site; it’s a living, breathing piece of American history. Feel the magic of the oldes ... t continuously inhabited settlement in the country as you explore centuries-old buildings and landmarks that have weathered storms, battles, and even a few pirate raids. Come along today and see how St. Augustine has survived and thrived through centuries of adventure, resilience, and a little bit of pirate mischief. With each step, you’ll be walking through layers of history that few places in the U.S. can claim.

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