Imagine exploring a charming Southern town at your own pace, wandering through historic streets, and soaking in stories from the past—all without a guide constantly in your ear. That’s exactly what the Palmetto Pioneers tour offers, albeit in Monticello, Florida, rather than the more famous American site. While this tour is not in London as the name might suggest, it’s a well-designed self-guided experience that delivers a taste of local history and character at an affordable price.
For just $5 per person, you get lifetime access to a downloadable audio guide and detailed maps, making it an excellent option for independent travelers who want to explore on their own schedule. We particularly love the self-paced format and the convenience of offline access, which means no reliance on Wi-Fi once you’ve downloaded your materials. On the flip side, the content itself has received some mixed reviews, with a few travelers wishing for more in-depth historical storytelling. Still, if you enjoy wandering through small towns with some guidance, this tour might be just what you’re looking for.
This experience is best suited for those who appreciate flexibility and independent exploration, especially if you’re traveling on a budget. It’s a quick, affordable way to get a feel for Monticello’s historic neighborhoods and landmarks without the pressure of a guided tour or the cost of admission to sites. Now, let’s break down what makes this tour a practical choice, what to expect at each stop, and why it might or might not be right for your travel plans.
- Affordable and flexible: Only $5 per person with lifetime access.
- Self-guided freedom: Stop whenever you want to take photos or explore deeper.
- Offline convenience: Download the audio and maps for use without Wi-Fi.
- Historical highlights: Pass by notable sites like the Jefferson County Courthouse.
- Limited content depth: Some reviewers find the historical narration somewhat thin.
- Ideal for independent explorers: Those who enjoy wandering at their own pace and learning on the go.
When we think about self-guided walking tours, the biggest draws tend to be cost-effectiveness and freedom to explore. With the Palmetto Pioneers tour, you get both in spades. For just a handful of dollars, you’re handed a route and an audio guide that lets you discover Monticello’s best bits without the pressure of a scheduled group or a pricey ticket.
How It Works and What You Get

This tour is delivered via the VoiceMap app, compatible with both Android and iOS devices. Once you purchase the tour, you receive lifetime access to the guide—an especially useful feature if you want to revisit parts of the town later. The downloadable content includes audio narrations and maps, so you’re not dependent on a data connection, which is a major plus if you’re traveling in areas with spotty cell service.
The tour begins at 185 S Cherry St, a central location in Monticello, and ends at CowHaus Coffee Company on North Jefferson Street. The route is designed to take about 1 hour 15 minutes to 1 hour 45 minutes, but you’re free to extend or shorten your stroll based on your interest and pace. It’s a leisurely walk, not a race, perfect for taking photos, exploring side streets, or pausing to read plaques.
What Are the Main Stops?

The tour highlights include a walk past the Jefferson County Courthouse, a Classical Revival building completed in 1909 that anchors Monticello’s historic district. While the tour doesn’t include entry, it’s a notable exterior sight that embodies the town’s civic pride. The route also passes by local points like the Museum of Local History and the Smithfield Market, giving you a sense of the town’s past and present.
You can also read our reviews of more walking tours in Destin
What Do Tourists Say?
While the overall rating hovers around 4.3 from three reviews, feedback shows a consistent appreciation for the GPS tracking technology, which ensures you won’t get lost. One reviewer, Eric_A, commented, “The GPS tracking was brilliant. You can’t get lost!” However, he also noted that “the actual content was thin,” wishing for more detailed historical stories and context. This is a fair point—if you’re looking for a deep dive into local history, this tour might leave you wanting more substance. But for a casual wander and a basic introduction, it’s quite effective.
Starting Point at 185 S Cherry St.
This location acts as a good anchor point in Monticello’s historic district. While it’s outside the tour’s core attractions, it’s central enough to serve as a launchpad for wandering the town’s streets.
Walking through Monticello’s Streets
The tour takes you along streets lined with historic buildings and local landmarks. You’ll see the outside of the Jefferson County Courthouse—a Classical Revival structure from 1909—and pass by other civic buildings that tell stories of the town’s civic life.
Passage by Local Landmarks
The route includes stops outside notable sites like Smithfield Market, a hub of local commerce, and the Museum of Local History, which offers a glimpse into Monticello’s past.
End at CowHaus Coffee Company
The tour concludes at a cozy coffee shop on North Jefferson Street, a perfect spot to reflect on your walk and perhaps grab a drink or snack.
At just $5, this tour represents an extremely affordable way to get a basic introduction to Monticello. There’s no entrance fee, no guide tip expected, and lifetime access means you can revisit the content anytime—ideal if you want to revisit specific spots or share the experience with friends later.
The duration, roughly 1.25 to 1.75 hours, makes it a good option for a leisurely afternoon activity without feeling rushed. Since it’s self-guided, you can start and stop as you like, take as many photos as you want, and linger at points that catch your eye.
What’s Missing?
Some travelers, according to reviews, felt the narration was somewhat limited—more historical detail would enhance the experience. Also, since there are no included tickets or guided commentary inside sites, you’ll need to decide if you want to explore further on your own or visit local museums separately.
This experience is a perfect fit for budget-conscious travelers who prefer independent exploration over guided tours. It’s also great for families with kids, who can take their time and explore at their own pace. History buffs looking for a quick overview might find it a tad shallow, but if you’re after a casual walk that introduces you to the town’s character, it works well.
Those who value flexibility and offline capability will especially enjoy the downloadable maps and audio tracks, making it suitable for travelers who want to avoid reliance on constant internet access. It’s less ideal if you’re expecting a deeply detailed historical narrative or guided storytelling.
For a nominal fee, you get a straightforward, self-directed stroll through a charming small-town district. It’s a practical way to familiarize yourself with Monticello’s main sights without the expense of guided tours or museum entry fees. The convenience of offline access and lifetime use makes it a flexible option for spontaneous or planned visits.
However, if your main interest is deep historical insight or guided storytelling, you might want to supplement this tour with a visit to local museums or other guided options. That said, for a light, independent experience, this tour offers good value and decent coverage of key sights.
Overall, if you enjoy wandering at your own pace and appreciate the ability to pause and reflect, this tour will serve you well. It’s especially suitable for travelers who want a simple, inexpensive way to get a feel for Monticello’s local flavor and historic architecture.
How long does the tour typically take?
The tour lasts approximately 1 hour 15 minutes to 1 hour 45 minutes, depending on your pace and how long you linger at each stop.
What do I need to participate?
You’ll need a smartphone with the VoiceMap app installed and headphones. The tour is downloaded in advance, so no internet connection is needed during your walk.
Is there a guided group involved?
No, this is a self-guided experience. Only your group will participate, giving you freedom to explore at your own speed.
Are entrance fees to sites included?
No, the tour does not include tickets or entrance fees to any museums or attractions you see along the way. Entry into sites like the courthouse is not part of this experience.
Can I start the tour anytime?
Yes, the tour is available 24/7, and you can start whenever it suits your schedule since you have lifetime access.
Is the tour suitable for kids?
Most travelers can participate, and the self-guided format makes it flexible for families. However, consider your children’s interest and attention span, as the content is relatively light.
What is the cancellation policy?
This tour is non-refundable and cannot be changed once booked, so be sure of your plans before purchasing.
Does the tour cover the entire historic district?
It covers key sites like the courthouse and local landmarks but is not an exhaustive historical tour. It’s more of an introduction and overview.
Is this tour available year-round?
Yes, it’s open from January 1, 2021, through August 30, 2026, and can be taken any day of the week, any time.
In the end, the Palmetto Pioneers self-guided tour offers a budget-friendly, flexible way to enjoy Monticello’s historic streets and landmarks. While it may lack lengthier, more detailed narration, its ease of use and offline availability make it a solid choice for independent travelers eager to get a feel for the town’s charm.
More Walking Tours in Destin
More Tours in Destin
More Tour Reviews in Destin
You can also read our reviews of more guided tours in Destin
- 3 Hour Dolphin Private Guided Tour By A Marine Biologist
- 2 Hour Private Dolphin Tour Guided By A Marine Biologist
- Private Guided Sunset and Dolphin Cruise up to 6 Passengers
- Guided Sunset and Dolphin Cruise Non Private in Destin, FL
- 2 Hours Guided Afternoon Dolphin Tour Review
- Self Guided E-Bike Tour of Panama City Beach
Not for you? Here's more nearby things to do in Destin we have reviewed
- Paddle n Glow, night adventure in the bay of PCB, FL
- Crab Island Adventure
- Destin: Waverunner Rental with Crab Island Access
- Ultimate Crab Island Tour Private Pontoon Charter
- Crab Island Tiki Boat Private 4 Hour Excursion
- Relaxing Morning Sunrise Cruise
- Private Catamaran Charter to Crab Island for up to 13 Guests
- Dolphin cruise in Santa Rosa Beach
- Destin: 90-Minute Boat Ride With Cruise Destin Bay
- Private Captained Pontoon to Crab Island in Destin
- Destin: Sunset Dinner Cruise with Live Music
- 6 Hour Family Friendly Party Boat Fishing in Destin
