Riding Through History of St.Augustine: Premium Tour with PiCk Up

Discover St. Augustine’s history on a personalized small-group tour in a low-speed vehicle, featuring expert guides, scenic stops, and flexible options.

If you’re planning a visit to St. Augustine and want to get a real feel for the city’s storied past, this small-group tour might just be what you need. It’s a 1-hour ride through some of the city’s most iconic sites, with the convenience of a pick-up service and a guide who’s well-versed in local history. The stories, the sights, and the relaxed pace come together to make this a memorable way to kick off your exploration of Florida’s oldest city.

What we really like about this tour is how personalized it feels — with just up to 6 people, it’s more like a friendly chat than a crowded bus ride. Plus, the knowledgeable guides, many with a background in history, bring the city’s stories to life, making every stop engaging. That said, since the tour is only about an hour, it’s a quick snapshot, so if you’re looking for in-depth or multiple-day adventures, you might want to supplement it with other activities.

One thing to keep in mind: the tour’s price of around $35 per person offers pretty good value, considering the guided insights, scenic stops, and the ease of transportation. But if you’re particularly interested in exploring some sites more deeply, you’ll need to buy additional tickets. This tour is perfect for first-timers, history buffs, or anyone wanting a relaxed overview before venturing out on your own. It’s especially great if you want a hassle-free, informative introduction to the city.

Key Points

Riding Through History of St.Augustine: Premium Tour with PiCk Up - Key Points

  • Personalized experience with small groups of up to 6 people
  • Expert guides with a history background bring sites to life
  • Convenient pickup from various locations within downtown and surrounding areas
  • Flexible itinerary covering major landmarks and hidden gems
  • Great value at around $35, considering the guided storytelling and transportation
  • Suitable for most travelers, including those with limited time or who prefer a relaxed pace

Why Consider This Tour?

Riding Through History of St.Augustine: Premium Tour with PiCk Up - Why Consider This Tour?

If you’re a traveler who appreciates knowing the stories behind the sights rather than just rushing past them, this tour offers a genuinely enriching experience. The guided commentary enhances every stop, from the centuries-old Castillo de San Marcos to the Lincolnville Museum’s Civil Rights history, making each site more meaningful. Plus, the small group setting encourages questions and interaction, which many find more rewarding than a large bus tour.

The pick-up service adds a lot of convenience, especially if you’re staying in or near the historic district. It’s a nice touch that removes the hassle of figuring out transportation, helping you focus on absorbing the city’s charm. Also, the modern low-speed vehicle (LSV) offers a comfortable, safe ride, with many reviews highlighting how smooth and relaxing the experience is.

On the downside, the one-hour duration means you get just a taste of St. Augustine’s stories and sights. Some might find it a little rushed if they want to spend more time exploring each location. Also, not all attractions have included admission, so you’ll need to budget extra for sites like Castillo de San Marcos or Fountain of Youth if you want to go inside.

This tour suits those who want an easy, informative overview with a friendly vibe. It’s particularly good for first-time visitors, couples, or small groups looking for a relaxed intro. If you’re craving an in-depth deep dive or multi-hour adventure, you might want to expand your plans.

What You’ll See and Experience

Riding Through History of St.Augustine: Premium Tour with PiCk Up - What You’ll See and Experience

The Itinerary Breakdown

1. Castillo de San Marcos National Monument
This is the oldest brick fort in the continental U.S., built in 1695. It’s one of the most iconic symbols of St. Augustine and offers a fascinating glimpse into colonial defense strategies. The tour doesn’t include entry, so if you want to go inside, plan for extra tickets. Even from outside, you’ll appreciate its robust structure and historic significance. Reviewers mention this stop as a chance to learn why the fort has defined the city for centuries.

2. National Shrine Of Our Lady Of La Leche
This serene site is the first Franciscan mission in the U.S. and the oldest shrine to the Virgin Mary in the country. It’s a peaceful spot with beautiful grounds, and you’ll hear about its deep spiritual importance. The best part? It’s a free stop and a meaningful contrast to the more tourist-heavy sites.

3. Fountain Of Youth Archaeological Park
This is where Spanish explorers first landed back in 1565, and it’s a fun, lively stop. You’ll see statues of Ponce de León and others, with peacocks wandering around—adding a quirky charm. Entrance isn’t included, but the park offers some fun photo ops and a chance to learn about the city’s founding.

4. Plaza de la Constitución
The heart of old St. Augustine, this historic square is surrounded by important buildings like the city’s oldest cathedral, the Governor’s House, and the city hall. From here, you get a panoramic view of the oldest settlement in the U.S. It’s a lively spot, perfect for snapping photos and soaking in the vibe.

5. Lightner Museum & Flagler District
Housed in a stunning Gilded Age hotel, this museum showcases artifacts from Florida’s past and the grandeur of the Flagler era. The tour also passes by Flagler College and the Casa Monica Hotel, giving you a taste of the city’s opulence during its heyday.

6. Villa Zorayda Museum
Built to resemble Spain’s Alhambra, this quirky museum was the home of Franklin Smith, a colorful local figure. Its whimsical architecture and detailed design make it a highlight, especially if you appreciate unique buildings.

7. Lincolnville Museum and Cultural Center
This stop dives into the rich Civil Rights history of Lincolnville, where Dr. Martin Luther King Jr. spent time in 1964. It offers insight into the struggles and triumphs of the African American community in St. Augustine. Some reviews praise the guide’s storytelling here, making the history feel alive.

Additional Visuals and Stories

As you pass by the Ponce de Leon Hotel—another Flagler-era gem—you’ll hear about its luxury status during the Gilded Age. The stained glass windows, crafted by Tiffany, still impress visitors. It’s one of those sights that makes you appreciate the city’s blend of history and elegance.

Transport and Comfort

Riding Through History of St.Augustine: Premium Tour with PiCk Up - Transport and Comfort

We loved the way the low-speed vehicle offers a smooth, relaxed ride—especially after a busy day of walking. Many reviewers mention how safe and comfortable the ride is, with clear sound quality thanks to the premium EcoXGear system. The group size of just six means you won’t feel lost in a crowd, and the intimate setting encourages conversation and questions.

The pick-up option within downtown and surrounding areas makes things easier, saving you the hassle of finding your way to the meeting point. The tour starts promptly, so arriving on time is key. If your accommodation is within a quarter mile of the meeting point, you can simply meet the guide there.

The Value of this Experience

Riding Through History of St.Augustine: Premium Tour with PiCk Up - The Value of this Experience

At $34.99, this tour offers solid value for the convenience and insight you get. The guided commentary, scenic stops, and a comfortable ride make it a worthwhile option for those wanting a quick, engaging overview of the city. Plus, the fact that it’s highly rated — with a perfect 5-star average from 20 reviews — speaks to its quality.

That said, keep in mind that some sites require extra admission, and the tour itself is short. If you’re a history buff eager for a detailed exploration or planning a full day of museum visits, this should be viewed as a primer rather than an exhaustive experience.

Who Would Love This Tour?

Riding Through History of St.Augustine: Premium Tour with PiCk Up - Who Would Love This Tour?

This experience is ideal for first-timers wanting a gentle introduction to St. Augustine’s highlights. It’s perfect if you prefer a small, intimate group and enjoy guided stories rather than self-led wandering. If you’re traveling with someone who appreciates comfort, storytelling, and a relaxed pace, you’ll find this tour hits the mark.

It’s also a great choice for busy travelers who only have a short window but want to get oriented quickly. The pick-up service and short duration make it easy to fit into a busy schedule, whether you’re arriving in town or just want a quick overview before heading out on your own.

The Sum Up

Riding Through History of St.Augustine: Premium Tour with PiCk Up - The Sum Up

In essence, Riding Through History of St. Augustine offers a friendly, informative way to get acquainted with the city’s core sights without the hassle of navigating on your own. The expert guides, combined with the scenic ride and optional stops, mean you’ll come away with a good understanding of what makes this city special.

If you’re someone who values comfort and storytelling over long, exhaustive tours, this experience is definitely worth considering. Its small group size ensures a more personalized feel, and the value for the price is hard to beat. Keep in mind that if you want to explore some sites more closely, you’ll need to pay extra, but the overview you receive is a solid starting point.

This tour appeals most to history enthusiasts, first-time visitors, and those seeking a relaxing way to see the city’s highlights. Whether you’re short on time or just prefer a gentle, guided introduction, it’s a good way to get a feel for St. Augustine’s character.

✨ Book This Experience

Riding Through History of St.Augustine: Premium Tour with PiCk Up



5.0

(20 reviews)

100% 5-star

“Very good tour guide, we would go again. Highly recommended and picked us up and dropped off on time.”

— Edwin V, May 2025

FAQ

Riding Through History of St.Augustine: Premium Tour with PiCk Up - FAQ

Is the tour suitable for children?
Yes, passengers must be 3 years or older, and it’s a family-friendly experience. The relaxed pace and scenic ride make it suitable for most ages.

What’s included in the price?
The tour includes guided commentary from an accredited historian, transportation in the low-speed vehicle, and pick-up at designated locations. Admission to attractions is not included.

Can I cancel the tour?
Yes, you can cancel for free up to 24 hours before the scheduled start. Cancellations within 24 hours are not refunded.

Is the tour weather-dependent?
Yes, it operates in most weather conditions, but if canceled due to poor weather, you’ll be offered a different date or a full refund.

How long does the tour last?
Approximately one hour, making it an easy addition to your day without taking up too much time.

Where does the tour start and end?
It begins at 10 S Castillo Dr and ends back at the same location.

Is the pickup available from my hotel?
Pickup is included within certain areas (Downtown, West King, Anastasia Island up to S. Matanzas Blvd). If you’re within 0.25 miles of the meeting point, you can meet there.

What if I want to visit specific sites inside?
Sites like Castillo de San Marcos or Fountain of Youth require additional tickets if you wish to go inside, as they’re not included in the tour.

Is the vehicle accessible for people with disabilities?
The tour uses a low-speed vehicle designed for comfort and safety, but specific accessibility accommodations are not detailed. Contact the provider if needed.

Can I bring my pet?
Yes, the tour is pet-friendly. If your pet is large, you may need to purchase an additional seat.

In the end, if you’re after a friendly, well-guided snapshot of St. Augustine with plenty of historic storytelling and scenic stops, this tour ticks many boxes. It’s a relaxed way to learn about the city’s charm without feeling rushed, making it an excellent option for first-time visitors or anyone wanting a gentle, informative intro.