St Augustine History and Cheesecake Golf Cart Tour

Thinking about exploring St. Augustine’s historic charm in a fun, laid-back way? This St. Augustine History and Cheesecake Golf Cart Tour offers a private, personalized way to see some of the city’s most iconic spots without the crowds of larger tours. With a focus on comfort, history, and a sweet ending, it could be just what you need for a relaxed afternoon.

Two things we genuinely like about this tour are its intimate size—fewer than 10 people—and its ability to combine history with food in a way that feels natural and enjoyable. Plus, the fact that it’s private means you get personalized attention from the guide, which can make the experience feel more genuine.

One thing to consider? The tour requires a minimum of 4 participants, so if you’re traveling solo or as a couple, you’ll want to check whether the group size will work for you or if there are other options. Also, given the tour’s structure, it’s not suitable for children or travelers with serious medical conditions, so it’s best for adults seeking a leisurely, adult-focused experience.

If you’re someone who appreciates a mix of sightseeing, history, and a sweet treat at the end, this tour could be a great fit. It’s especially suited for those looking for a more private, relaxed way to enjoy the sights without the busier crowds or loud tours.

Key Points

• Private, intimate experience perfect for small groups or couples
• Expert guide provides engaging, knowledgeable commentary
• Combines sightseeing with delicious cheesecake and wine samples
• Focuses on historic landmarks and local culture
• Not suitable for children or travelers with medical conditions
• Tour runs in the late afternoon, ending with a sweet, relaxing treat

When you think about St. Augustine, images of cobblestone streets, Spanish colonial architecture, and ancient forts probably come to mind. This tour gives you a compact, easy way to see many of these highlights without the hassle of driving or navigating on your own. Plus, the golf cart style makes it a comfortable ride—perfect for those who want to enjoy the sights without tiring out on foot.

Starting at the Plaza de la Constitución, you’ll meet your guide and hop into your golf cart for the adventure. From there, the tour weaves through some of the most notable areas of the city. You’ll glide past Flagler College, admire the grand details of the former Alcazar hotel now housing the Lightner Museum, and drive through the historic district along St. George Street, famous for its Spanish colonial charm.

It’s worth noting that the guide’s commentary seems to be a highlight, with reviews praising their knowledge and friendliness. As Sandra mentions, “the tour was fun and the driver was very knowledgeable and pleasant,” which hints at a personable experience that adds depth to each stop.

The Stops That Make It Special

Plaza de la Constitución

The tour kicks off in the city’s central square, where you get a brief intro before setting out. It’s a classic starting point, giving you a feel for the city’s vibrant atmosphere.

St. George Street

This pedestrian-friendly street is the heartbeat of the historic district. Walking or riding along it, you’ll appreciate the Spanish colonial architecture and lively vibe. It’s a great way to see the city’s charming facades without the crowds typical of larger tours.

Flagler College & Villa Zorayda Museum

Driving by these two historic landmarks offers a peek into luxurious pasts—from the opulence of Flagler’s era to the distinctive architecture of Villa Zorayda. While you don’t get to step inside, the exterior views and commentary add context that makes the moment more meaningful.

Lightner Museum and Lincolnville Museum

The Lightner Museum, once a luxury hotel, now displays fascinating artifacts and offers a glimpse into early 20th-century leisure. The Lincolnville Museum takes you into the civil rights history of the city, including stories about Martin Luther King Jr. and the significance of the streets named after him.

The Scenic and Tasty Endings

You’ll pass by the San Sebastian Winery—a local highlight—and see the Castillo de San Marcos, the oldest masonry fort in the U.S. (completed in 1695). Finally, the tour visits the Fountain of Youth site and the historically renowned Magnolia Street.

The Sweet Finish: Cheesecake and Wine

After exploring for about an hour and a half, your group will head to the Bar Harbor Cheesecake Company for a delightful ending. You’ll sample three different flavors of cheesecake paired with wine, which adds a relaxing, indulgent touch to the overall experience. As one reviewer, Christine, noted, “the driver was so friendly and knowledgeable,” but added that the wine and cheesecake made the ending especially memorable.

This part of the tour isn’t just a dessert stop; it’s an opportunity to unwind and enjoy local flavors in a cozy setting. The 30-minute sampling makes for a perfect way to cap off a day of sightseeing.

This tour is priced at $69 per person, which includes all the stops, a private guide and driver, sweets, and wine tastings. Considering the personalized nature, this feels reasonable—especially since it offers a combination of sightseeing, history, and food that you’d pay extra for independently. Plus, with a free cancellation policy, it’s a low-risk way to plan your late afternoon or early evening in St. Augustine.

The tour departs at 4:00 pm from 38 Cathedral Place, making it a smart choice if you want to avoid the heat or busy daytime crowds. The timing suits those who like a relaxed, less rushed exploration, ending with a cozy tasting session.

Logistics and Group Size

With a maximum of 9 travelers, the experience remains intimate and flexible. Reviewers have highlighted the value of this small-group setup, emphasizing how it allows for more personalized interactions. Keep in mind the minimum of 4 participants is required, so check availability before booking if you’re traveling solo or with just one other person.

If you’re after a personalized, relaxed way to see the highlights of St. Augustine, this tour hits the mark. It’s ideal for those who prefer a small group or private experience, want to learn about the city from a knowledgeable guide, and enjoy indulging in local treats at the end.

It’s not suited for families with kids or travelers with medical conditions, given the adult-oriented activities and pace. However, if you’re a couple, a small group of friends, or a solo traveler seeking a more intimate way to explore, you’ll find this tour both enjoyable and memorable.

Is this a walking tour or a driving tour?
It’s a golf cart driving tour, meaning you’ll sit comfortably while your guide drives you past key sights around the city.

How long does the tour last?
The main sightseeing part lasts about 1 hour and 30 minutes, with an additional 30 minutes dedicated to cheesecake and wine sampling afterward.

Is this tour suitable for children?
No, it isn’t recommended for children or travelers with serious medical conditions, mainly because of the adult-focused nature and the tour setup.

What’s included in the price?
The cost covers the private guide/driver, sightseeing, snacks of three cheesecake flavors, and three wine samples.

Can I cancel if my plans change?
Yes, the tour offers free cancellation up to 24 hours in advance for a full refund.

Where does the tour start and end?
It begins and ends at 38 Cathedral Place, making it easy to include in your itinerary.

What if the weather is bad?
Since the tour relies on good weather, if canceled due to rain or storms, you’ll be offered a different date or a full refund.

This St. Augustine History and Cheesecake Golf Cart Tour offers a relaxed, intimate way to explore the city’s highlights—perfect for travelers who want to avoid large crowds and enjoy a more personal experience. The combination of historic landmarks, engaging commentary, and delicious treats makes for a well-rounded afternoon.

It’s especially suited for those who appreciate small-group tours, love learning about local culture, and want a cozy ending with wine and cheesecake. If you’re looking for a laid-back, memorable way to see some of St. Augustine’s most important sites without the fuss, this tour could be just the ticket.

Whether you’re a history buff, a foodie, or simply someone wanting a different view of the city, this experience offers a charming, comfortable way to make the most of your visit to this historic Florida town.