Exploring the Tuscan Countryside: A Complete Look at the Horseback Ride in San Gimignano with Tuscany Lunch & Chianti Tasting
When considering a day trip from Florence that combines scenic views, authentic food, and just a dash of adventure, this horseback riding tour in San Gimignano really catches the eye. It’s a well-loved experience, earning a 5.0 rating from hundreds of reviews, and it seems to deliver exactly what most travelers are dreaming of when they think about Tuscany—rolling hills, vineyards, medieval towns, and top-notch wine.
We particularly appreciate how this tour balances active time with relaxed sightseeing. The highlight has to be the one-hour horseback ride through olive groves and vineyards, offering a personal taste of the region’s lush landscape. The guided visit to San Gimignano allows you to soak in history and charm, and the lunch and wine tasting at a Chianti winery rounds out the day with flavors that match the scenery.
One thing to consider is the group size, which is limited to just eight people, making it feel intimate and personalized. However, note that hotel pickup and drop-off aren’t included, so you’ll need to handle your transportation to the meeting point. This experience suits those who want a taste of Tuscany’s countryside with a touch of adventure, fantastic food, and a small-group vibe.
- Key Points
- A Deep Dive into the Experience: What to Expect
- Starting Your Day: Convenient Meeting Point and Timing
- The Transportation: Comfortable and Hassle-Free
- The Horseback Riding: Gentle and Beginner-Friendly
- San Gimignano: Medieval Marvel and Free Time
- Tuscan Lunch & Wine Tasting: A Feast for the Senses
- Additional Details and Considerations
- What Do Travelers Say? Authentic Voices
- The Fine Print: Practical Details
- Duration and Timing
- Cost and Value
- Booking and Cancellation
- Is This Tour Right for You?
- Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting
- FAQs
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Key Points

- Ideal for first-time visitors wanting a comprehensive taste of Tuscany’s scenery, food, and wine in a single day.
- Small groups mean more personalized attention and a relaxed atmosphere.
- The horseback ride is suitable for beginners, and horses are described as well-behaved, making it accessible for most.
- San Gimignano’s medieval charm and panoramic views are major highlights, with free time to explore.
- The lunch pairing with local wine and olive oil adds depth to the experience, making it both sensory and educational.
- Weather dependency is important—rain can make riding stressful and alter the day’s flow.
A Deep Dive into the Experience: What to Expect

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Starting Your Day: Convenient Meeting Point and Timing
The tour kicks off promptly at 9:00 am from Via Curtatone in Florence. Since it’s a full-day experience—around 8 hours—you’ll want to plan your day accordingly, maybe starting early or arranging your transportation to arrive on time. The group is capped at just eight travelers, which keeps things cozy and allows for more interaction with your guide.
The Transportation: Comfortable and Hassle-Free
Once everyone is assembled, you’re transported in an air-conditioned 8-seater minivan. It’s a quick drive (roughly 45 minutes) out into the countryside, giving you a glimpse of Florence’s outskirts and setting the tone for the scenic day ahead.
The Horseback Riding: Gentle and Beginner-Friendly
The horseback ride constitutes about an hour of your day, and it’s described as suitable for novices. The horses are reportedly calm and well-trained, with some reviews mentioning that even complete beginners felt comfortable. Riders are provided with a pre-ride orientation, helmet, and insurance, which reassures those new to riding or concerned about safety.
While the ride takes you across olive groves and vineyards, the main appeal is the views and photo opportunities. One reviewer called it “amazing views & customer service,” emphasizing the picturesque landscape that unfolds from the saddle. The horses are noted to be older and, in some cases, tired, which might be a detail to keep in mind if you’re a horse enthusiast, but for most, it’s a smooth, enjoyable experience.
San Gimignano: Medieval Marvel and Free Time
Next, the tour guides lead you into San Gimignano, a UNESCO-listed town famous for its medieval towers and stunning panoramic vistas. Here, you’ll have about 1.5 hours of free time. Many guests love wandering the narrow streets, shopping for local crafts, or trying the legendary gelato by Dondoli (which has won championships).
The guided visit covers the main squares and offers insights into the town’s fascinating history. As one reviewer put it, “San Gimignano doesn’t disappoint,” and the views from the town walls are often described as spectacular.
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Tuscan Lunch & Wine Tasting: A Feast for the Senses
The highlight for many is the authentic Tuscan light lunch paired with wine at a Chianti winery. The meal is served in a cozy, authentic setting, and the wine tasting includes several local varieties along with olive oil from the farm. Many reviewers mention that the food is “amazing,” with some even ordering bottles to ship home.
This part of the tour isn’t just about tasting but also about learning—your guide will typically provide insights into the wine-making process and regional produce. It’s a relaxed, convivial way to connect with Tuscany’s culinary traditions.
Additional Details and Considerations
- Drop-off and pickup aren’t included, so plan your transportation accordingly.
- Vegetarian, vegan, and gluten-free options are available if requested—worth noting for those with dietary restrictions.
- The tour is designed to be accessible for most travelers over 6 years old and taller than 1.10 meters, so it’s family-friendly for children who meet these criteria.
What Do Travelers Say? Authentic Voices

The reviews paint a very positive picture, reaching a near-perfect 5-star rating overall. Many fans emphasize the quality of guides, like Lorenzo and Tomas, who made the experience memorable with their knowledge and friendly attitude. As one person noted, “Lorenzo was amazing… went out of his way to make sure we got great photos and had a fun time with the wine tastings.”
The scenic views consistently earn praise—”beautiful countryside,” “spectacular views,” and “breathtaking scenery,” are typical phrases. Several reviewers mention how the combination of horseback riding, exploring San Gimignano, and enjoying a local meal offers a well-rounded, authentic taste of Tuscany.
While most rave about the experience, a few caveats are worth noting. If it’s rained, horseback riding can become stressful—not just for riders but for the horses too—and the riding experience can be compromised. As one guest put it, “if it has been raining, do not go,” because the horses might not appreciate it, and the experience might be less comfortable.
Finally, the value for money appears excellent—considering the included transportation, guided visits, horseback ride, lunch, and wine tasting, many guests feel they received great value for the $220.60 price tag.
The Fine Print: Practical Details

Duration and Timing
Starting early at 9:00 am, the tour lasts about 8 hours, making it perfect for a full day out. Since it ends back at the meeting point in Florence, you’ll want to plan your evening accordingly.
Cost and Value
At just over $220 per person, the tour includes all the major elements: transportation, horse riding, guided town visit, lunch, and wine tasting. Given the breadth of activities and the small group limit, most find it a good deal, especially for those eager to experience multiple facets of Tuscany in one day.
Booking and Cancellation
Booking ahead is recommended—most travelers book about 52 days in advance. Cancellations are free if made at least 24 hours beforehand, which provides some flexibility if weather or other plans change.
Is This Tour Right for You?

This experience is especially suited for those who enjoy a mix of outdoor activity, cultural sightseeing, and food and wine. It’s perfect for first-timers wanting a comprehensive intro to Tuscany’s highlights without feeling rushed. The small group and personalized approach make it a good choice for travelers who prefer a more intimate setting.
If you’re comfortable with mild physical activity like horseback riding, and you’re keen to see San Gimignano’s medieval skyline, this tour offers a balanced, enjoyable day out. However, if you’re traveling during rainy seasons or have serious concerns about riding horses, it might be worth considering alternative activities or checking the weather forecast beforehand.
Horseback Ride in S.Gimignano with Tuscan Lunch Chianti Tasting
“Great experience being able to ride the horses while overlooking Tuscanys vineyards and beautiful rolling hills. Lorenzo was amazing. He was very k…”
FAQs

Is hotel pickup included?
No, hotel pickup and drop-off aren’t included. You’ll need to meet at the designated spot in Florence, so plan your transportation accordingly.
What is the minimum age for the horseback ride?
Children over 6 years old can participate if they are taller than 1.10 meters. The ride is suitable for beginners, and horses are described as very calm.
Do I need any riding experience?
Not at all. This tour is designed to be beginner-friendly, with a pre-ride orientation and helmets provided. Most reviews mention that even first-timers felt comfortable.
What’s the weather policy?
Since the experience relies on good weather, rain can cancel or alter the ride. In bad weather, the tour might be rescheduled or refunded.
What’s included in the price?
Transportation, your guide, pre-ride orientation, horseback ride, guided visit to San Gimignano, lunch with wine pairing, and olive oil tasting are all included.
Can I customize the meal if I have dietary restrictions?
Yes, vegetarian, vegan, and gluten-free meals are available upon request, so be sure to indicate your needs when booking.
In summary, this horseback riding tour in San Gimignano offers a well-rounded day exploring Tuscany’s landscapes, history, and cuisine in a friendly, intimate setting. It’s a fantastic choice for those wanting to combine outdoor adventure with culture, especially if they appreciate good food, wine, and scenic views. While weather can impact the riding portion, the overall experience remains highly praised, making it a solid pick for your Tuscany itinerary.
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