Discover Tuscany’s Chianti region on horseback, riding through rolling hills and vineyards before savoring a traditional Tuscan lunch. A perfect blend of nature and culture awaits.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
2–3 hours
Fitness Level
Moderate fitness required to comfortably handle a two-hour horseback ride across uneven terrain.
Wildlife
History
The Chianti region’s vineyards date back to the Etruscans, and San Gimignano’s stone towers trace to medieval times.
Conservation
Rides are conducted with respect for the land and vineyards, supporting sustainable tourism and preserving natural habitats.
Under The Tuscan Sun Tours
Discover Tuscany’s Chianti region on horseback, riding through rolling hills and vineyards before savoring a traditional Tuscan lunch. A perfect blend of nature and culture awaits.
Under The Tuscan Sun Tours is a Florence-based tour operator specializing in private and small-group experiences across Tuscany and nearby regions. Founded to connect visitors with the cultural, culinary and scenic highlights of central Italy, the company offers a wide range of day trips, shore excursions and immersive activities.
Operating from Florence, Tuscany, the catalogue includes private VIP shore excursions from Livorno, La Spezia and Piombino to destinations such as Pisa, Lucca, Florence, Cinque Terre, San Gimignano and the Chianti wine region. Options span guided walking tours with reserved entries (Uffizi, Accademia), winery visits with tastings and meals, truffle hunting with trained dogs, cooking classes, Vespa tours and curated visits to Bolgheri for Supertuscan wine tastings.
Services include private vehicles and professional drivers for full-day transfers, small shared tours for groups up to eight people, and tailored itineraries for families or wine enthusiasts. Specific shore excursions list included stops, tasting experiences and local activities, while other experiences emphasize cultural sites such as Michelangelo’s David, the Duomo, and Carrara marble quarries.
Under The Tuscan Sun Tours works with licensed local guides and established wineries, restaurants and activity providers to deliver organized itineraries and reserved accesses. The business emphasizes clear pickup arrangements from ports (Livorno, Piombino, La Spezia) and from central Florence, offering a practical way to turn limited time into a full Tuscan experience.
Location
Florence, Tuscany
Headquartered in historic Florence
Group Size
Up to 8 (shared)
Small-group tour options available
Shore Excursions
Livorno & La Spezia
Private shore pickups offered
Featured Tours
Pisa, Chianti, 5 Terre
Iconic Tuscany destinations covered
Reserve a shore excursion or Florence tour today: private vehicles, experienced guides, and curated wine and cultural itineraries ready for booking.
Book in advance
Tours are popular, especially in spring and fall, so reserve your spot early.
Wear long pants and sturdy boots
Protect your legs and feet for a comfortable ride with proper riding boots or hiking shoes.
Bring sunscreen and a hat
Sunny afternoons in Tuscany can be intense; sun protection is a must during rides.
Inform guides of riding experience
Let the staff know your skill level for an optimal route and safety briefing.
Riding boots or hiking boots
Provides proper foot support and improves comfort while riding.
Long pants
Protects legs from saddle friction and scratches from brush.
Sun hat
Shields face from strong Tuscan sun during outdoor rides.
spring;summer;fall
Light jacket or layers
Keeps you warm during cooler mornings or winds at higher elevations.
spring;fall;winter