Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124
Physical Address
304 North Cardinal St.
Dorchester Center, MA 02124

Experience Tuscany on horseback, enjoy a guided olive oil tasting, and savor local foods at a historic farm — a perfect blend of adventure and flavor in Florence.
Discovering Tuscany from a Different Angle: Horse Ride, Olive Oil, and Local Food Tasting near Florence
Imagine riding through rolling hills dotted with vineyards and olive groves, then unwinding at a centuries-old estate to taste some of Italy’s finest olive oils paired with cheese, ham, and Chianti wine. That’s exactly what this private tour offers—a chance to see Tuscany from a unique perspective, combining the thrill of horseback riding with authentic culinary experiences.
What makes this experience stand out? The personalized, private nature of the tour ensures you won’t be part of a crowd, allowing for a more intimate connection with the landscape and local traditions. Plus, the inclusion of a guided olive oil tasting paired with delicious local bites adds an extra layer of authenticity that visitors really appreciate.
A couple of considerations: the duration is around five and a half hours, which can feel quite full if you’re pressed for time, and riding ability is tailored, but if you’re not comfortable on horseback, it’s worth confirming your experience level beforehand. Best suited for those who enjoy a mix of outdoor activities and foodie adventures, this tour appeals especially to travelers looking for authentic, off-the-beaten-path experiences in Tuscany.


You might also be interested in these Florence experiences
The tour begins at Piazza dei Cavalleggeri in Florence—an easy spot for most travelers staying in or near the city center. From there, a private, air-conditioned vehicle whisks you away on roughly a 30-minute drive into the Chianti hills, a region renowned for its picturesque landscapes, vineyards, and olive groves. During the transfer, the guide provides background on the terrain and itinerary, helping set expectations for the day ahead.
Traveling by private car is a nice touch, as it ensures comfort and convenience, especially after a day of exploring Florence’s busy streets. The transfer also gives you a brief preview of what’s to come: serene countryside, away from the city’s hustle.
Upon arrival at the riding center, your group is matched with a horse suited to your riding ability—a thoughtful touch that ensures everyone feels comfortable. Whether you’re a seasoned rider or a complete beginner, the tour is designed to cater to your skill level, with a few minutes of basic instruction to get you familiar with your steed.
The 2-hour ride takes you along scenic country trails, with stops to admire panoramic views of vineyards and olive groves. The guides often lead the way, but plenty of time is allowed for photos, especially since the landscape offers perfect backdrops for relaxed, picture-worthy moments. Reviewers consistently mention how peaceful and beautiful the ride is, with one noting it as “one of the highlights of our trip.”
The trail ride is gentle but immersive, providing a real taste of Tuscany’s rural charm. There’s a sense of genuine intimacy with nature, as you pass through quiet fields, fragrant with herbs and wildflowers. For those concerned about the ride, the experience is tailored, and the initial instructions help ensure everyone is comfortable.
After dismounting, your driver takes you to a historic olive oil estate, set in the upper Arno valley. The estate’s medieval origins add a sense of timelessness to the experience, and the surrounding olive trees have been cultivated for centuries.
During the guided tour, you’ll explore the estate’s ancient cellars and learn about the centuries-old process of olive oil production. Reviewers highlight how the knowledgeable guide, such as Thomas, makes the history come alive, blending facts with engaging storytelling. This part of the tour offers a glimpse into Italy’s rich agricultural heritage, with many guests remarking on how the estate’s history adds depth to the tasting experience.
The actual tasting is a highlight—you’re invited to sample cold-pressed, organic extra-virgin olive oil, which is described as intensely fruity with a peppery finish. Pairing it with freshly baked bread, cheeses, and Tuscan cold cuts allows you to appreciate the vivid flavors of the oil, which many compare to a “perfumed, fruity explosion.” Several reviews mention purchasing bottles of olive oil after the tasting to take home a delicious souvenir of their trip.
The accompanying lunch is light yet flavorful, with bruschetta, cheeses, and local cold cuts that complement the oil perfectly. To wash it all down, a glass of Chianti wine and bottled water are included, rounding out the meal with local authenticity.
You might also be interested in these Florence experiences
One guest, Morgen_W, called the experience “a beautiful scenic and worthwhile trail ride,” emphasizing the quality of the ride and the subsequent olive oil estate tour. They particularly enjoyed the lunch on the estate’s porch overlooking the orchard, describing it as “delicious.”
Another reviewer appreciated how the tour was “tailored to your ability,” making it accessible even for those new to horse riding, and praise the “excellent and informative” olive oil tasting. The fact that only your group participates makes the entire experience more relaxed and personalized, which travelers really value.
At $351.01 per person, this tour offers multiple experiences in one convenient package. It includes private transfers, a horseback ride, a guided tour of the estate, olive oil tasting, lunch, and local wine. The price might seem steep for some, but considering the depth of the experience and the quality of activities, many find it fair value—especially when compared to multiple separate bookings.
The tour lasts approximately 5 hours and 30 minutes, which fits well into a day’s itinerary for those based in Florence. Most travelers book about 52 days in advance, highlighting its popularity. Plus, the tour is fully private, enhancing the feeling of exclusivity and allowing you to customize the experience if needed.
Given current health considerations, the tour providers emphasize safety with sanitized vehicles, availability of gel disinfectants, masks if required, and the option to use raincoats during rides if weather turns unfavorable. Helmets are provided for the ride—an important safety feature that reassures riders of all levels.

This experience works best for travelers who want to combine outdoor activity with cultural and culinary immersion. It’s ideal for those who enjoy a relaxed pace and appreciate quality, authentic food experiences. If you’re comfortable on horseback and eager to see Tuscany’s countryside from a different perspective, you’ll love the scenic ride and the estate visit.
It’s particularly suitable for couples, small groups, or families (with teens over 14), seeking a memorable, all-in-one day trip away from Florence’s crowded streets. Food lovers will appreciate the chance to taste top-quality olive oil paired with local cheeses and wine, while nature enthusiasts will value the quiet, picturesque landscape.
This tour offers a delightful blend of adventure, culture, and gastronomy—an ideal way to experience Tuscany beyond the usual tourist spots. The horseback ride provides scenic views and a genuine connection to the countryside, while the estate visit and tasting deepen your understanding of local traditions.
For those who want a more personalized experience, the private nature of this tour is a significant plus, allowing you to enjoy Tuscany’s landscape without the hustle and bustle. The combination of horseback riding, guided tours, and delicious tastings makes it a well-rounded, memorable day.
While it’s priced on the higher side, the quality and authenticity delivered justify the cost for many travelers. It’s best suited for curious, food-loving visitors eager for a relaxed yet engaging escape into Tuscany’s rural heart.
“One of the highlights of our trip. Beautiful scenic and worthwhile trail ride and tjen on to an excellent amd informative tour with thomas at the o…”

How long is the tour?
The tour lasts approximately 5 hours and 30 minutes, including transfers, riding, estate visit, and tasting.
Is the horseback riding suitable for beginners?
Yes, the ride is tailored to your ability, with initial basic lessons provided. The experience is designed to be accessible whether you’re a novice or an experienced rider.
What’s included in the price?
Private transfers, a 1-hour horseback ride, guided estate tour, olive oil tasting, Tuscan lunch, Chianti wine, bottled water, helmets, and raincoat if needed.
Can I book this tour last-minute?
Most travelers book about 52 days in advance, but last-minute bookings may be possible, subject to availability. Confirm as early as possible.
Is it suitable for children?
Most travelers can participate, but children under 14 should be checked with the provider in advance.
What is the dietary focus of the lunch?
The meal includes bruschetta, cheeses, and local cold cuts—authentic Tuscan fare designed to complement the olive oil tasting.
Are health and safety measures in place?
Yes, vehicles are sanitized, masks and gel are available, and helmets are provided for safety during riding.
What should I bring?
Comfortable footwear suitable for riding, a hat for sun protection, and a camera for capturing the stunning scenery.
This experience strikes a lovely balance between outdoor adventure and culinary discovery, perfect for those seeking a genuine taste of Tuscany’s landscape and flavors with a comfortable, private touch. Whether you’re a foodie, a nature lover, or simply after a memorable day outside Florence, this tour promises a special journey into Tuscany’s heart.