: Step back in time with pastime private historical tours

If you’re looking to explore St. Augustine’s charming streets and storied past without the hustle and bustle of larger tour groups, this private tour offers an intimate, personalized experience. We’ve come across plenty of reviews praising its knowledgeable guides, fun vintage transportation, and the authentic storytelling that makes the city come alive. Whether you’re a history buff or just love a good story, this tour hits the right notes.

What we love about this experience? First, the personalized attention in a small group (up to four people). Second, the 1920s-themed vehicle and guide make the ride feel like stepping into a bygone era. Third, the rich stories about haunted sites and historical landmarks add a fun layer of intrigue. The only consideration might be the price point, which is very reasonable for a private experience but could seem steep if you’re traveling solo or in a larger group.

This tour suits travelers who appreciate storytelling, vintage vibes, and a flexible, private format. If you’re traveling with a small group, want a relaxed pace, and value a guide who genuinely loves sharing their knowledge, this is a top choice.

This experience made our article of St Augustine’s 15 Best Historical Tours: Which To Choose?.

Key Points

• Small-group intimacy ensures personalized storytelling and comfort.
• Vintage vehicle and 1920s-themed guide provide a unique, immersive experience.
• Flexible pickup and round-trip transportation add convenience.
• Rich narrative includes haunted tales and landmark history for a well-rounded view.
• Affordable price for a private, tailored tour in one of America’s oldest cities.
• Ideal for history enthusiasts, couples, and small groups seeking a memorable outing.

Exploring St. Augustine in Style and Substance

This private tour by Pastime Tours offers an engaging way to discover the oldest city in the United States. It’s a thoughtfully designed experience that balances historical storytelling with scenic sightseeing, all wrapped in an authentic vintage vibe. For $37.50 per person, you get approximately 90 minutes exploring key sites in comfort and style — an excellent value considering the personalized attention.

Why Choose a Private Tour?

Many travelers find that private tours provide the perfect environment for a relaxed, tailored experience. You won’t feel rushed, and your guide can customize the narrative based on your interests. The small group size (max four people) ensures you’re never lost in the crowd, and the guide’s passion shines through in their storytelling. According to reviews, guides like Don and Ken are not only knowledgeable but also personable, funny, and attentive to questions, making the journey both educational and fun.

The Vintage Vehicles and Themed Guides

One of the standout features is riding around in a vintage automobile that matches the 1920s theme. Several reviewers mention how much they enjoyed tooling around the city in this charming style, with comments like, “the old time car was definitely a treat.” The driver and guide don period-appropriate attire, adding to the immersive feel. It’s a delightful way to blend sightseeing with a bit of nostalgia.

Meeting and Ending Point

The tour begins at 11a Aviles St in historic St. Augustine, right in the heart of the city. From here, you’ll cruise through the narrow streets and around major landmarks like Castillo de San Marcos, Flagler College, Old City Gates, and St. George Street. The tour concludes back at the starting point, making logistics simple, especially if you’re staying nearby.

What’s Included and How It Feels

The tour offers pickup from your downtown hotel, which means you don’t have to worry about navigating or parking. The mobile ticket and round-trip transportation make the process smooth. Plus, service animals are allowed, enhancing accessibility for travelers with pets.

The duration of 1 hour 30 minutes strikes a nice balance — enough time to see the major sights and hear stories without feeling rushed. Some reviews mention that guides like Don take the time to answer questions and share personal anecdotes, making the experience feel truly tailored.

A Closer Look at the Itinerary

The itinerary emphasizes showing you a guided tour of the city’s most prominent sites. The guide’s role isn’t just to point things out but to tell stories that go with them. For example, one reviewer highlights Don’s ability to give an “outstanding history lesson” with humor, making the city’s past come alive. You can expect to hear about haunted tales and notable landmarks, adding a layer of intrigue to your sightseeing.

While the exact stops aren’t exhaustively listed, the focus on sites like the Castillo de San Marcos and Flagler College means you’ll see some of the most historically significant and picturesque spots. The guide’s storytelling enriches these visits, sharing not just facts but the narratives behind the buildings and streets.

How the Guides Make a Difference

What really sets this tour apart, based on reviews, is the guides’ passion and personality. Don was described as polite, funny, accommodating, and extremely knowledgeable. Some reviews mention how Don made the experience feel very personal, answering questions and sharing stories that aren’t necessarily in guidebooks. Others rave about Ken’s expertise, especially if you’re interested in a more relaxed and romantic vibe.

The Experience in Action: What You’ll Feel

Expect to sit comfortably in a vintage vehicle, feel like you’ve stepped back in time, and hear engaging tales about Saint Augustine’s Spanish roots, Gilded Age grandeur, and modern twists. Reviewers mention that guides like Don have a “charming personality” and “adorable sense of humor,” making the ride both educational and entertaining.

Some also appreciated small touches, like blankets on a chilly day — a thoughtful gesture that shows the guides genuinely care about their guests’ comfort. The stories shared cover haunted legends, historical facts, and fun tidbits, making this tour a well-rounded introduction to the city.

The Value of the Price

At $37.50 per person, and with the private nature of the experience, you’re getting a lot of value. The personalized storytelling, the vintage ambiance, and the convenience of pickup all contribute to a memorable outing. Reviewers consistently comment on how engaging and informative the tour was, often recommending it as the best way to get acquainted with Saint Augustine.

Who Will Love This Tour?

This experience is perfect for couples looking for a romantic, relaxed outing, small groups of friends eager for storytelling and scenic views, or history enthusiasts wanting a more personal touch. It also suits travelers who appreciate vintage style and personalized service. With its flexible pickup, intimate size, and engaging guides, it’s ideal for those seeking a memorable yet laid-back introduction to Saint Augustine.

Final Thoughts

This private, vintage-themed tour balances history, humor, and scenic charm in a way that’s hard to match. It offers personalized attention, captivating stories, and a unique mode of transport that makes sightseeing in Saint Augustine feel special.

While the price is reasonable, it’s best suited for small groups or couples who value intimacy and storytelling. The guides’ passion and the charming vehicle make it especially appealing to those who want more than just a cookie-cutter tour — they want an experience that feels authentic and fun.

If you’re in Saint Augustine and want to see the city with a knowledgeable, friendly guide in a vintage car, this tour is a fantastic choice. It promises a relaxed, enjoyable way to learn about the city’s past and its vibrant present, all wrapped up in a delightful nostalgic package.

FAQ

Is the tour suitable for all ages?
Yes, most travelers can participate, and it’s especially enjoyable for families, couples, or small groups. The guide’s storytelling appeals to a wide range of ages.

What’s included in the price?
The price covers the private tour for up to four people, round-trip transportation from your downtown hotel, and the experience in the vintage vehicle.

How long does the tour last?
The tour is approximately 1 hour and 30 minutes, giving ample time for sightseeing and storytelling without feeling rushed.

Can I cancel the tour?
Yes, you can cancel for free up to 24 hours before the scheduled start for a full refund.

Is there a specific starting point?
Yes, the tour begins at 11a Aviles St, right in the heart of St. Augustine’s historic district.

What if the weather is bad?
Since the experience is outdoor and in a vintage vehicle, it requires good weather. If canceled due to poor weather, you’ll be offered an alternative date or a full refund.

This private tour of Saint Augustine offers an engaging, personable way to explore one of America’s most charming old cities. Whether you’re a history lover, a couple on a romantic getaway, or just curious about the past, it’s a memorable ride into the city’s stories, set in style.