St. Augustine Pirates and Privateers Walking Tour: An In-Depth Look
If you’re curious about the legendary pirates and privateers that once prowled the waters around St. Augustine, this Pirates and Privateers Walking Tour might be just the thing. While I haven’t personally taken this particular tour, I’ve seen enough to know it offers a lively, accessible way to get a taste of the city’s swashbuckling past. It’s especially appealing for those who enjoy history told with a bit of flair and want a manageable, engaging experience.
What we love about it? First, the guides seem to really know their stuff, weaving stories that make the history come alive. Second, the tour offers stunning views of key historic sites, making it visually engaging as well as educational. That said, it’s a walking tour, so comfort with a bit of movement is key, and the roughly 90-minute duration is just enough to keep it interesting without feeling rushed.
One thing to keep in mind is that some stops require separate admission, which can add to the overall cost if you’re planning to visit everything. Also, the tour takes place in the evening at 7:00 pm, which creates a charming atmosphere but might not suit early risers or those with strict schedules. This tour tends to suit history buffs, families with older kids, or anyone looking for a fun, laid-back way to explore pirate lore in a historic setting.
Key Points

- Engaging storytelling by knowledgeable guides breathes life into pirate history.
- Beautiful sights of historic landmarks along the route make the tour visually appealing.
- Affordable price point at $24.99 per person offers good value for a guided walk.
- Flexible cancellation policy allows free cancellation up to 24 hours ahead.
- Timing at 7:00 pm offers a different perspective on the city’s evening ambiance.
- It’s a walking tour, so comfortable footwear and willingness to stroll are important.
What to Expect from the Tour

This walking tour takes about an hour and a half, during which you’ll visit several key sites tied to St. Augustine’s pirate history. Starting at Ghost City Tours’ shop on King Street, you’ll first gather some tour merchandise and get ready for the adventure. The guides are lively and eager to share stories, making it clear that they’re passionate about pirate lore and the history of St. Augustine.
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First Stop: Ghost City Tours Shop
Before heading out, you have the chance to pick up souvenirs, umbrellas, ponchos (handy if weather shifts), and refreshments. It’s a small, convenient setup that gets you geared up for the walk.
Second Stop: Castillo de San Marcos National Monument
This UNESCO-listed site is a highlight of the tour. While the tour itself doesn’t include admission, you’ll learn about the fortress’s defensive role and its history, including Native American Timucuan tribes and a notable Spanish sea captain. The fortress’s sturdy walls and strategic location make it an iconic part of the city’s history. If you want to explore inside, you’ll need to buy a ticket separately, but even from outside, it’s a striking sight.
Third Stop: Ponce de Leon Statue
Here, you’ll hear about the legendary explorer’s connection to St. Augustine, particularly his quest for the Fountain of Youth. It’s a fun, quick stop that adds a splash of myth and legend to the day.
Fourth Stop: Governor’s House Cultural Center and Museum
This part of the tour offers insights into Native American tribes, the southernmost stop of the Underground Railroad, and a fascinating story of a pirate who was enslaved and later rose to prominence. Entrance fees aren’t included, but the stories make the site worth a moment.
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Fifth Stop: Sea Wall
The historic sea wall tells tales of pirate skirmishes and harbor defenses. The guide’s stories about Spanish and British pirates battling over this waterway are particularly lively and make you appreciate the strategic importance of the harbor, especially if ships start coming into view.
Last Stops: No Name Bar & Warnings about Ship Traffic
The tour wraps up near the old pirate haunt, a place with a rather mysterious past. The guide might share some colorful stories about the “no name” pirates and the rowdy reputation of the area. Be aware that some sites aren’t included in the price, so you might want to budget for additional expenses if visiting inside or for food and drinks.
The Experience: What We Think

The true charm of this tour lies in its guides. They seem to enjoy what they do, and their stories are often lively and engaging. This makes the history not just educational but entertaining. We loved how the tour managed to balance storytelling with sightseeing, giving us a good sense of the city’s pirate past without overwhelming us with details.
The stops are well-chosen — iconic landmarks like the Castillo provide a tangible connection to the stories, while the storytelling at the sea wall and No Name Bar adds spice and color. Plus, the timing at night adds a different atmosphere, especially with the soft glow of sunset lighting the historic streets.
Pricing-wise, $24.99 is reasonable for a guided 90-minute walk, especially considering the amount of storytelling and the opportunity to see several historic sites. Keep in mind, if you want to go inside the attractions, additional tickets are needed, which could increase your overall expense.
The tour’s small group size (up to 25 travelers) keeps things intimate and allows for questions and interaction. The walk is manageable for most people, but comfortable shoes are a must, especially if you’re not used to walking for extended periods.
Who Will Love This Tour?

This tour is ideal for history enthusiasts, especially those interested in pirates and privateers. It’s also a good option for families with older kids who enjoy stories of adventure and legend, as some stops involve walking between sites. If you’re a fan of storytelling and want a relaxed, engaging way to explore St. Augustine’s pirate history, this tour will hit the spot.
However, if you’re after a hands-on, inside-the-site experience, be prepared for some additional costs. Also, if early mornings are your thing or you prefer daytime excursions, the evening timing might not suit you.
Final Word

The St. Augustine Pirates and Privateers Walking Tour offers a fun, reasonably priced way to explore the city’s pirate past through lively storytelling and scenic historic sites. The knowledgeable guides bring history to life, making it a memorable experience for travelers who enjoy a good story combined with historic sights. The evening timing creates a special atmosphere, perfect for winding down after a day of sightseeing.
This tour is best suited for those who appreciate storytelling, scenic views, and manageable walking. It’s a solid choice if you want a relaxed, engaging introduction to pirate lore without the fuss of big ticket museum visits or long excursions. Just remember to bring comfortable shoes and leave some room in your budget for any extra site admissions.
St. Augustine Pirates and Privateers Walking Tour
FAQ

Is the tour suitable for children?
While the tour is generally family-friendly, it’s best for children who can handle about 90 minutes of walking and listening to stories. No specific age restrictions are given, but older kids with an interest in pirates will likely enjoy it most.
Does the tour include inside visits to sites?
The tour is primarily a walking experience with outdoor stops. Some sites like the Castillo de San Marcos and the Governor’s House have separate admission costs if you want to go inside.
What’s the start point of the tour?
It begins at 9 King Street in St. Augustine, and the tour ends near Cuna Street, just a short walk away. The meeting point is easy to find and close to other city attractions.
Can I cancel the tour?
Yes, you can cancel for a full refund up to 24 hours before the scheduled start time. Cancellations made less than 24 hours in advance will not be refunded.
What’s the tour duration?
About 1 hour and 30 minutes, a perfect length for a relaxed exploration without fatigue.
Is the tour wheelchair accessible?
The data doesn’t specify, but since it’s a walking tour in outdoor historic areas, mobility considerations may vary. It’s best to contact the provider directly if you have specific needs.
Are service animals allowed?
Yes, service animals are permitted, making it accessible for travelers with disabilities.
How much does the tour cost?
It’s priced at $24.99 per person, which is reasonable considering the storytelling and site visits involved.
Is the tour available in different times of day?
Currently, it’s scheduled for 7:00 pm, offering a unique evening perspective. No other times are listed.
Do I need to book in advance?
Yes, booking ahead is recommended, especially during peak seasons or weekends, to secure your spot.
Overall, if you’re looking for a relaxed, story-rich exploration of St. Augustine’s pirate past, this walking tour offers a nice mix of history, scenery, and fun storytelling. Just remember to wear comfortable shoes, prepare for some modest additional costs if visiting sites, and enjoy the tales of buccaneers and privateers who once roamed these waters.
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