If you’re visiting St. Augustine and looking for a way to see the city’s highlights without the hassle of large groups or stuffy buses, the St. Augustine History and Cheesecake Golf Cart Tour offers a cozy, personalized experience. With a maximum of nine travelers, this tour combines sightseeing, local stories, and sweet treats into a compact, easy-to-enjoy package.
Two things really stand out: first, the comfort and intimacy of a private golf cart ride through this historic city, and second, the chance to indulge in delicious cheesecake paired with wine at the end of your adventure. These details make the experience memorable and relaxing.
One potential drawback? The tour runs for about 1.5 hours, which may feel a bit brisk if you’re a history buff craving in-depth exploration. It’s best suited for those who want a quick yet rundown of St. Augustine’s top sites with a touch of indulgence. If you’re after an authentic, less crowded, and tasty way to see the city, this tour could be just right.
- Key Points
- An In-Depth Look at the Tour
- Exploring the Heart of the City: St. George Street and Flagler College
- Cultural and Historical Landmarks
- Iconic Sites and Unique Experiences
- Ending with Sweetness: Cheesecake and Wine
- Why Travelers Love This Tour
- The Itinerary Breakdown
- Start at Plaza de la Constitución
- St. George Street
- Flagler College and Villa Zorayda Museum
- Lightner Museum
- Lincolnville & Civil Rights History
- San Sebastian Winery & Castillo de San Marcos
- Mission and Fountain of Youth
- Cheesecake and Wine Finale
- Practical Details and Value
- The Sum Up
- FAQ
- The Best Of St Augustine!
- More Historical Tours in St Augustine
- More Tours in St Augustine
- More Tour Reviews in St Augustine
Key Points
- Private and intimate experience with a small group of up to 9 travelers
- Expert guide providing local insights and friendly conversation
- Comfortable golf cart transportation for easy access to key sights
- Tasty dessert sampling paired with wine at the end of the tour
- Comprehensive city highlights including historic forts, architecture, and cultural landmarks
- Flexible and easy booking with free cancellation options
👉 See our pick of the The Top 5 St Augustine Wine Tours
An In-Depth Look at the Tour
This tour provides a well-rounded introduction to St. Augustine, with a focus on both its historic sites and its delicious local flavors. Starting at the Plaza de la Constitución, you’ll get a brief overview of the city’s origins, setting the stage for what’s to come. The guide’s friendly demeanor makes the initial moments inviting, and from there, you’ll hop into your golf cart for a leisurely ride.
You can also read our reviews of more historical tours in St Augustine
Exploring the Heart of the City: St. George Street and Flagler College
One of the tour’s highlights is cruising down Magnolia Street, renowned as one of the nation’s most beautiful streets, lined with charming homes and lush greenery. You’ll also pass by St. George Street, where Spanish colonial architecture creates a vivid sense of the city’s past. The guide points out details and stories, making the view more meaningful.
Driving by the Flagler College district, you’ll see the luxurious hotel that once symbolized wealth and opulence during the Flagler era. The architecture here is stunning, with intricate details worth noticing. The guide shares anecdotes about the era’s grandeur, adding depth to what might just look like beautiful buildings.
Cultural and Historical Landmarks
Next, you’ll observe the Villa Zorayda Museum and Lightner Museum, both housed in buildings with fascinating histories. The Villa Zorayda was once a winter home with distinctive architecture, while the Lightner Museum, formerly the Alcazar Hotel, once hosted some of the city’s most elite visitors. These stops offer a glimpse into the city’s luxurious past.
The Lincolnville Museum and Cultural Center provides a poignant that highlights the importance of the area during the civil rights movement. The guide shares stories about Martin Luther King Jr. and the significance of the streets named after him, making this an educational moment amidst the sightseeing.
Iconic Sites and Unique Experiences
The tour then passes by the San Sebastian Winery, a local spot where you might enjoy a quick view of Florida’s wine-making scene. It’s a visual highlight rather than a tasting stop, but the drive-by adds to the tour’s scenic quality.
One of the most impressive stops is the Castillo de San Marcos, the oldest masonry fort in the U.S., completed in 1695. You’ll get close enough to appreciate its massive walls and historic significance. The fort’s presence anchors the city’s military history, and the guide explains why it’s such a crucial site.
Passing the Mission Nombre De Dios and the Fountain of Youth Archaeological Park, you’ll see places tied to legends and early European exploration, along with the site associated with Ponce de Leon’s famous quest for youth.
Ending with Sweetness: Cheesecake and Wine
After your sightseeing, the tour culminates at the Bar Harbor Cheesecake Company. Here, you’ll indulge in three flavors of cheesecake, carefully paired with a glass of wine to enhance their flavors. Many reviews highlight how delicious the cheesecakes are and how well the wine complements each bite. It’s a satisfying way to wrap up your visit, blending local flavors with a relaxed atmosphere.
Why Travelers Love This Tour
According to reviews, the knowledgeable guide is a standout feature, sharing stories that bring the city’s history to life. One reviewer noted, “The driver was very knowledgeable and pleasant,” which shows how engaging and friendly the experience is.
The private nature of the tour makes it ideal for those who prefer a more personalized, less crowded way to explore. During COVID times, this format is especially appealing, providing safety and comfort.
Many travelers also appreciate the stunning views and the chance to see parts of St. Augustine that larger trolley tours might miss—like Magnolia Street’s beauty and the detailed architecture around Flagler College.
Finally, the wine and cheesecake pairing is often highlighted as a memorable treat, adding a luxurious touch that makes the tour feel special without breaking the bank.
The Itinerary Breakdown
Start at Plaza de la Constitución
The tour kicks off here with a brief introduction. It’s a convenient starting point in the city’s historic center, allowing you to get your bearings before heading out.
St. George Street
This bustling pedestrian hub, lined with shops, cafes, and historical buildings, is where you’ll begin to get a feel for the city’s Spanish colonial roots. Your guide’s commentary helps you understand the architecture and stories behind these structures.
Flagler College and Villa Zorayda Museum
Driving past these sites, you’ll appreciate the architecture and learn about their historical context. The Flagler College, once a grand hotel, now functions as a college, offering a tangible connection between the city’s past and present.
Lightner Museum
Housed in a former hotel and now a museum, this site showcases art and artifacts from the Gilded Age, giving you glimpses into the luxurious lifestyle of the era.
Lincolnville & Civil Rights History
This part of the tour adds depth, highlighting the civil rights movement’s role in shaping the city. The stories about Martin Luther King Jr. and the streets named after him make for a meaningful stop.
San Sebastian Winery & Castillo de San Marcos
The winery drive-by offers a flavor of local wine culture, while the fort’s close-up view emphasizes St. Augustine’s early military history.
Mission and Fountain of Youth
These historic sites connect you to legends of exploration and early European settlement, adding a layer of folklore and history.
Cheesecake and Wine Finale
The last stop provides a chance to relax and enjoy a sweet, flavorful experience that many guests find delightful and satisfying.
Practical Details and Value
Costing $69 per person, this tour offers a decent value considering the personalized attention, multiple sites, and the included cheesecake and wine. The 1.5-hour duration is a manageable time commitment, perfect for combining with other activities or simply easing into the evening.
The tour’s small group size ensures plenty of opportunities for questions and interaction, making it more engaging than a typical large bus tour. The mobile ticket and flexible cancellation policy add convenience and peace of mind.
If you’re traveling with someone who prefers a more relaxed, less hectic sightseeing style, or if you want a tasty, informative glimpse of the city’s highlights, this tour is a great option. It suits history buffs, food lovers, and those seeking a more intimate experience.
The Sum Up
In essence, the St. Augustine History and Cheesecake Golf Cart Tour balances sightseeing, storytelling, and indulgence in a way that appeals to many travelers. Its small group format, expert guides, and the chance to sample local desserts make it a memorable choice for those who want a taste of authentic St. Augustine without the crowds.
The tour’s highlights—beautiful architecture, historic forts, and civil rights stories—are complemented by the delicious cheesecake finale that adds a fun and tasty finish. It’s especially suited for visitors seeking a low-stress, engaging way to explore, with plenty of opportunities for photos and conversation along the way.
For travelers who enjoy personalized tours, local flavors, and authentic stories, this experience proves that a small group can deliver big impressions.
St Augustine History and Cheesecake Golf Cart Tour
FAQ
Is this tour suitable for children?
Not recommended for children, as the tour is tailored more for adults and involves a moderate pace and some civil rights history.
How long does the tour last?
Approximately 1 hour and 30 minutes, making it a quick yet rundown of key sights.
What’s included in the price?
You get a private guide/golf cart driver, three cheesecake flavors, and three wine samples for pairing.
Where does the tour start and end?
It starts and ends at 38 Cathedral Place, St. Augustine.
Is the tour accessible for people with medical conditions?
Most travelers can participate, but it’s not recommended for those with serious medical conditions.
Can I cancel the tour?
Yes, free cancellation is available up to 24 hours in advance for a full refund.
Are service animals allowed?
Yes, service animals are permitted.
What if the weather is bad?
The tour is weather-dependent. If canceled due to bad weather, a different date or full refund is offered.
Can I bring food or drinks?
You’ll sample cheesecake and wine at the end, but outside food and drinks aren’t allowed during the tour.
Is this a group tour?
No, it’s a private experience with a maximum of 9 travelers, ensuring a personalized touch.
In summary, for those looking for a relaxed, tasty, and informative way to explore the historic streets of St. Augustine, the History and Cheesecake Golf Cart Tour delivers a delightful mix of sights and flavors that will leave you with sweet memories.























