• Charlotte Street - Ahoy, matey! Step into the adventurous past of St. Augustine, where pirates, privateers, and treasure once dominated the coast. On this lively pub crawl through the nation’s oldest city, raise a glass to infamous sea adventurers, daring raids, and rum-soaked tales that helped shape St. Augustine’s vibrant maritime history. From cannon fire to Caribbean conquests, explore the true stories behind the legends—one drink at a time. So grab your grog and get ready to explore the past… responsibly, of course. Cheers to excitement, revelry, and a fantastic time!
• South Castillo Drive - Walk in the footsteps of the most feared pirate to ever sail the seas—whose presence cast a long shadow over Florida’s coast. Raise a glass to his fierce battles, hidden treasures, and the wild legends that made him a maritime icon. Are you brave enough to toast a pirate’s ghost?
• Oldest Wooden Schoolhouse - Nestled in the heart of historic St. Augustine, the Oldest Wooden Schoolhouse offers a unique glimpse into the early days of American education. Dating back over 200 years, this modest red cedar and cypress structure has withstood centuries of storms and stories—secured by massive anchor chains to endure hurricanes.
• Casa Reina Taqueria & Tequila - “The Queen’s House”—honors Queen Joanna of Castile, the Spanish monarch whose reign marked the golden age of exploration. Her influence spanned the Atlantic, guiding Spain’s early conquests, including the founding of St. Augustine. Just steps away, in 1586, Sir Francis Drake launched a fiery attack on the fledgling settlement.
• St. Augustine Sea Wall - The St. Augustine Sea Wall has long served as the city’s first line of defense—not just against invaders, but against the relentless tides of Matanzas Bay. Today, it stands as a symbol of St. Augustine’s resilience, offering scenic views and a timeless reminder of how the past continues to protect the present.
• Avenida Menendez - At this stop, discover the triumphant rise of a military leader and defender of freedom in colonial St. Augustine. Fighting under the Spanish crown, he helped protect St. Augustine from British attacks. His bravery and leadership became a symbol of resistance, resilience, and the enduring fight for liberty in America’s oldest city.
• Castillo de San Marcos National Monument - At this stop, learn about the Castillo de San Marcos, St. Augustine’s enduring stone sentinel. The Castillo de San Marcos once faced some of the fiercest threats from the sea—pirates and privateers eager for Spanish gold. From daring raids to bloody sieges, this fortress withstood attacks. Uncover the dramatic tales of cannon fire, coastal defense, and the ruthless men who tried—and failed—to seize the city by force. History was forged here, one cannonball at a time.
• Mill Top Tavern and Listening Room - At this stop, you will have the opportunity to purchase an alcoholic beverage. Your tour will conclude here.

• Historically accurate cocktail tour
• Explore the history of piracy
• Learn about exploration

• Gratuities
• Alcoholic beverages
• only allowed for 21+

Embark on a thrilling adventure into the tumultuous history of piracy in St. Augustine with Pirates and Privateers. Probe into the lives of those who braved the treacherous seas and immensely contributed to the formation of the remarkable Ancient City we know today. Familiarize yourself with the infamous rogues stricken with scurvy and hobbling with peg-legs who embarked on audacious looting sprees in the city, draining her of her riches.

During the tour, you’ll also get to experience some of the finest pubs and taverns in St. Augustine, savoring a beer with your compatriots.

Join us as we captivate you with tales of noteworthy figures like Blackbeard, Ponce de Leon, and Sir Francis Drake over the best pub tour in St. Augustine. However, note that the ticket costs don’t cover the price of the beverages!

If your group comprises of 10 or more people, please reach out to the coordinator for private & group sales at Ghost City Tours.

For a full refund, cancel at least 24 hours before the scheduled departure time.