Chianti Guided Tour: Horseback Riding & Winery with Lunch
7hDuration
Max 12 peopleGroup Size
English, ItalianSpeaking Guide
Mobile ticketAccepted
About this experience
Duration7 Hours
Group SizeSmall Group
Starts AtFlorence or Barberino Tavarnelle
LanguagesEnglish, Italian
Tuscany / Chianti Region
Small-Group Tuscany Horseback Riding and Winery Tour with Lunch and Wine Tasting
Ride through Chianti vineyards, savour a traditional Tuscan meal, and explore a UNESCO medieval town in one unforgettable day.
This Tuscany horseback riding and winery tour takes small groups through the rolling hills of the Chianti region, combining a guided equestrian ride with a sit-down lunch, five-wine tasting, and a free-roaming visit to San Gimignano. No prior riding experience is required, making it accessible to first-timers and seasoned travellers alike.
The day begins with a scenic drive through Chianti's vine-covered countryside before reaching a peaceful horse riding school nestled among the Tuscan hills. Experienced staff introduce guests to the horses and lead an easy, one-hour ride through vineyards, native woodlands, and olive groves at a pace suited to all confidence levels.
The tour then moves to a family-run winery in the heart of Chianti, where guests sit down to a generous spread of local cheeses, salami, bruschetta, and extra virgin olive oil, all paired with five regional wines including classic Chianti. The afternoon closes with over an hour of free time in San Gimignano, the tower-studded medieval town recognised as a UNESCO World Heritage Site.
Tour Highlights
Guided ride through Chianti vineyards, olive groves, and native woodlands with no experience needed.
Traditional Tuscan lunch at a local winery featuring cheeses, salami, bruschetta, and five wines.
Tasting of extra virgin olive oils and balsamic vinegar produced in the Chianti region.
Over an hour of free time to explore the medieval towers and cobblestone streets of San Gimignano.
Small-group format ensures personal attention from guides and winery hosts throughout the day.
Multiple departure points available, including Florence and Barberino Tavarnelle, for added convenience.
Itinerary
1
Scenic Drive Through the Chianti Wine Region
Meet your tour leader at the designated departure point and set off into the Chianti hills. En route, your guide shares stories and background about the region's history, villages, and winemaking traditions.
2
Introduction at the Horse Riding School
Arrive at a tranquil riding school surrounded by the Tuscan countryside. The experienced team introduces guests to the horses and provides a brief orientation before the ride begins.
3
One-Hour Horseback Ride Through the Countryside
Ride at a gentle pace through vineyards, olive groves, and native woodlands, with sweeping views of the surrounding hills. No prior equestrian experience is necessary, and staff accompany the group throughout.
4
Winery Visit, Lunch, and Wine Tasting
Head to a local Chianti winery for a traditional Tuscan meal paired with five wines, plus a tasting of extra virgin olive oils and balsamic vinegar. The setting is authentic and relaxed, giving guests time to enjoy the flavours at their own pace.
5
Free Time in San Gimignano
Spend over an hour exploring the medieval town of San Gimignano independently. Visit the Collegiata, climb Torre Grossa, browse artisan shops, or simply wander the historic piazzas of this UNESCO World Heritage Site.
6
Return to Departure Point
After leaving San Gimignano, the group is transferred back to the original meeting point. Guests departing from Florence arrive back by early evening.
What Is Included
Included
Guided horseback ride of approximately one hour
Traditional Tuscan lunch at a local winery
Tasting of five Chianti wines
Tasting of extra virgin olive oils and balsamic vinegar
Visit to San Gimignano with free exploration time
Transportation throughout the tour
Professional English-speaking tour guide
Not Included
Hotel pick-up and drop-off
Personal travel insurance
Gratuities for guides and winery staff
Additional food or beverages beyond the included meal
Entrance fees to monuments in San Gimignano
Important Information
Please read all details below before booking. Guests with specific accessibility needs or health conditions should contact the operator in advance.
Duration
The full tour from Florence lasts approximately 7 hours. Shorter itineraries are available for guests joining from Barberino Tavarnelle or San Gimignano.
Meeting Point
Guests departing from Florence meet at Parcheggio Oltrarno, Piazza della Calza 1, in front of the blue parking sign near Porta Romana. Alternative meeting points are available in Barberino Tavarnelle and San Gimignano.
What to Bring
Wear comfortable, close-toed shoes and long trousers suitable for riding. Bring a light layer for cooler conditions, sunscreen, and a camera for the countryside views.
Cancellation
Please refer to the booking platform for the specific cancellation and refund policy applicable to this tour. It is recommended to review the terms before confirming your reservation.
Accessibility
The tour involves outdoor terrain including uneven paths and mounting a horse. It is not recommended for guests with serious mobility limitations or those who are pregnant. Contact the operator for specific queries.
Age Range
The tour is suitable for participants of a broad age range. Children are welcome when accompanied by an adult. Minimum age and weight requirements for the riding activity may apply; confirm with the operator at the time of booking.
Reserve Your Spot in Chianti
Places on this small-group tour are limited. Secure your spot to experience horseback riding, authentic Tuscan wine, and the medieval streets of San Gimignano in a single day.
Do I need horseback riding experience to join this tour?▼
No prior experience is required. The ride is conducted at a gentle pace, and trained staff accompany the group throughout to ensure everyone feels safe and comfortable.
How many wines are included in the tasting?▼
Five different wines are included in the tasting at the winery, alongside extra virgin olive oils and balsamic vinegar as part of the traditional Tuscan meal.
Is the tour suitable for vegetarians?▼
The standard lunch includes salami and cured meats alongside cheeses and bruschetta. Guests with dietary requirements should notify the operator in advance so arrangements can be discussed.
Can I join from somewhere other than Florence?▼
Yes. Additional departure points are available in Barberino Tavarnelle and San Gimignano, each with a different start time and tour duration. Select the option that best suits your location when booking.
Is San Gimignano included in the guided portion of the tour?▼
San Gimignano is a free-time stop of over one hour. Guests explore the town independently, so entrance fees to specific monuments such as Torre Grossa are not included in the tour price.
What should I wear for the horseback riding portion?▼
Close-toed shoes and long trousers are strongly recommended for the ride. Comfortable, casual clothing is appropriate for the rest of the day, including the winery visit and San Gimignano exploration.
Chianti Wine TourHorseback Riding TuscanyTuscany Day TripWinery Visit FlorenceSan Gimignano TourTuscan CountrysideWine Tasting ItalySmall Group TourBeginner Horse RidingUNESCO Heritage SiteOutdoor Activities TuscanyFlorence Day Trip
This tour operates in the Chianti wine region of Tuscany, central Italy, covering the area between Florence and Siena. Key locations include the Chianti Classico hills, a local equestrian school in the Barberino Tavarnelle municipality, a family-run winery in the Chianti Classico DOCG zone, and the walled hilltop town of San Gimignano in the Province of Siena. Departure points are available in Florence (Oltrarno district, near Porta Romana), Barberino Tavarnelle, and San Gimignano itself, making the tour accessible from multiple hubs in the Tuscany region.
Region: Tuscany, Italy | Sub-region: Chianti Classico | Key Destinations: Chianti Hills, San Gimignano, Barberino Tavarnelle | Tour Type: Small-Group Day Tour | Activity Category: Horseback Riding, Wine Tasting, Cultural Sightseeing | Difficulty: Easy | Primary Market: Florence visitors, Tuscany travellers, wine enthusiasts, beginner riders
Gift more than a trip
Extraordinary experiences, beautifully gifted
Give the joy of travel with a ToursXplorer Gift Card. Perfect for every occasion.
