If you’re planning a trip to St. Augustine, and you’re craving a mix of history, legends, and a splash of adventure, the Pirates and Privateers Walking Tour offers an engaging way to explore the city’s notorious pirate past. With a price tag of $24.99 per person, this 1.5-hour tour promises to entertain both kids and adults alike, weaving stories of seafaring rogues with visits to some of the city’s most iconic landmarks.
What we love about this tour is how it combines storytelling with scenic stops, offering a well-rounded glimpse into St. Augustine’s pirate lore. The guides are praised for their knowledge and enthusiasm, making history feel lively and accessible. Plus, the tour’s walk through historic sites like Castillo de San Marcos and No Name Bar provides context that enriches your understanding of the city’s colorful past.
One possible consideration is the limited time at each stop, which means you might not get to explore some sites in depth unless you plan additional visits on your own. This tour is best suited for travelers who want a lively, story-driven introduction to St. Augustine’s pirate era rather than a deep-dive into every historical detail.
This experience is perfect for families, history buffs, and anyone looking to add a sense of adventure to their sightseeing in St. Augustine. It’s especially appealing if you enjoy engaging guides and scenic walks with fascinating tales along the way.
Key Points

- Affordable and engaging: At just under $25, this tour packs entertainment and education into a compact schedule.
- Knowledgeable guides: Expect lively storytelling from passionate guides who bring pirate history to life.
- Historic landmarks: Stops include key sites like Castillo de San Marcos and the Sea Wall, offering scenic views and historical context.
- Family-friendly: Suitable for most travelers; service animals are allowed.
- Flexible meeting point: Starts from 9 King St, with the tour ending close to the starting point—convenient for planning your day.
- Limited duration: 1 hour 30 minutes means it’s a quick but immersive taste of pirate lore in St. Augustine.
The Experience in Detail

Walking tours in historic cities often walk a fine line between rushed sightseeing and immersive storytelling. This tour leans toward the latter, thanks to its enthusiastic guides and well-chosen stops.
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Meeting and First Impressions
The adventure begins at Ghost City Tours of St. Augustine, where you’ll pick up any souvenirs, umbrellas, or refreshments you might need. This quick stop is helpful, especially if you’re visiting in unpredictable weather or want to get into a pirate spirit with some themed gear.
Castillo de San Marcos National Monument
Your first real taste of history is at the fortress, still standing strong today. The guide will share stories of Timucuan Native Americans, the Spanish sea captain, and how the fortress played a role in pirate confrontations. While the admission isn’t included, the site’s imposing walls and star-shaped design make it a highlight for photo opportunities and understanding military defense during the pirate era.
Ponce de Leon Statue & Fountain of Youth
Next, you’ll see the statue of Ponce de Leon at 1 Anderson Cir, famous for supposedly discovering the Fountain of Youth. We loved the way the guide connected legends to actual history, making the myth accessible and entertaining—perfect for families with kids who are intrigued by stories of eternal youth.
Governor’s House Cultural Center & Museum
Here, the story gets even richer. You’ll learn about the Yamasee tribe, the fact that St. Augustine was a stop on the Underground Railroad, and the inspiring story of a pirate who rose from slavery. The guide’s storytelling makes these complex histories approachable, revealing the layered past of this old city.
The Sea Wall & Pirate Battles
The Sea Wall offers a scenic vantage point and a vivid recounting of Spanish and British pirate conflicts. The views of the harbor bring the stories alive, giving you a sense of the warring nations and privateers, and you’ll understand why ships and pirates were so central to the city’s identity.
No Name Bar & Pirate Haunts
The tour wraps up at No Name Bar, a site reputed to be haunted by pirates of old. The stories about the bar and the mysterious “no-names” add a fun, spooky touch to the experience, especially for those interested in the darker, more clandestine side of pirate lore.
Authenticity and Value

While the tour doesn’t include entrance fees for some sites, the value lies in the guides’ storytelling and scenic walks, transforming historic landmarks into vivid stories. The knowledgeable guides are frequently praised; one reviewer noted the guide’s ability to “bring pirates’ stories to life” with enthusiasm and insight. The stunning views of the harbor and cityscape are a bonus, making it easy to imagine what life was like for pirates and sailors centuries ago.
Worth Considering
Since the tour lasts around 90 minutes, it suits those who want a quick overview without a full-day commitment. If you’re looking for a family-friendly, fun introduction to pirate lore, this tour hits the mark. However, history buffs seeking a detailed exploration of every event might prefer additional visits or different experiences.
Practical Tips

- Meeting Point: Easy to find at 9 King St, close to other attractions and parking options.
- Timing: Starts at 7:00 pm, making it perfect for evening plans or after a day of exploring.
- Group Size: Limited to 25 travelers, ensuring a more intimate experience.
- Weather: The tour relies on good weather; if rain threatens, check the policy for rescheduling or refund.
- Accessibility: Service animals are allowed, and the walk is suitable for most travelers.
Who Will Love This Tour?

This walking tour is ideal for families with kids, history enthusiasts, or anyone wanting a fun, story-rich experience. Perfect if you enjoy scenic views, engaging guides, and tales of pirates and privateers. It’s particularly suited for those who prefer a quick but meaningful snapshot of St. Augustine’s pirate past without the fuss of larger, more time-consuming tours.
The Sum Up

The St. Augustine Pirates and Privateers Walking Tour offers an affordable, lively, and scenic introduction to the city’s pirate lore. Thanks to knowledgeable guides and well-chosen landmarks, you’ll come away with a better sense of why pirates still capture our imagination. This is a tour that balances history, legends, and scenery, making it a fun addition to any St. Augustine visit.
If you’re interested in a family-friendly, engaging experience that offers both stories and sights, this tour is a solid choice. It’s best for those who enjoy a light-hearted exploration rather than a deep academic dive—perfect for a relaxed evening or a fun break from more traditional sightseeing.
FAQ

How long does the tour last?
The tour takes approximately 1 hour and 30 minutes, making it a manageable, engaging experience without taking up your entire day.
Where does the tour start and end?
It begins at 9 King St and ends less than a block away at White Lion, making it easy to plan your next steps in the city.
Is this tour suitable for children?
Yes, it’s family-friendly and appropriate for most age groups. Kids often enjoy the pirate stories and scenic stops.
Do I need to buy tickets for the sites visited?
Some stops, like Castillo de San Marcos, require separate admission, but the tour itself is focused on storytelling and walking, with most sites offering free views.
What’s included in the price?
The tour includes a knowledgeable guide and the walking experience. Souvenirs or additional site admissions are not included.
Can service animals join the tour?
Yes, service animals are allowed, making it accessible for travelers with disabilities.
What should I bring?
Comfortable shoes, weather-appropriate clothing, and perhaps a camera or binoculars for the views.
Is the tour weather-dependent?
Yes, it requires good weather; cancellations due to poor weather are possible but offer options for rescheduling or refunds.
How large is the group?
Limited to 25 travelers, which helps keep the experience personal and engaging.
Exploring St. Augustine’s pirate past doesn’t have to be complicated. With its well-paced, story-driven approach and scenic stops, this tour offers a memorable glimpse into a wild, seafaring chapter of the city’s history — perfect for adding a dash of adventure to your visit.
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