Discover the medieval charm of San Gimignano, savor exquisite Tuscan wines, and enjoy breathtaking views of Chianti’s rolling hills on this private tour. It's a flavorful journey into Italy’s history and wine heritage.
Discover the medieval charm of San Gimignano, savor exquisite Tuscan wines, and enjoy breathtaking views of Chianti’s rolling hills on this private tour. It's a flavorful journey into Italy’s history and wine heritage.
Book with Under The Tuscan Sun Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Under The Tuscan Sun Tours · Florence, Tuscany
easy.
6 hours.
Suitable for most fitness levels; comfortable walking required for exploring
Yes, children are welcome, but please note that wine tastings are for adults 18 and over.
Absolutely, inform us in advance about any dietary needs or allergies.
A selection of local wines paired with regional cheeses and charcuterie.
Yes, transportation is included in the private tour starting from Florence.
The tour involves some walking and climbing the tower, but it is manageable for most visitors.
Dress comfortably for walking and outdoor activity, with layers for weather changes.
San Gimignano's medieval towers were built by wealthy families to demonstrate their power during the 12th and 13th centuries.
The vineyards and historic town are maintained with sustainable practices that preserve the region’s natural and cultural heritage.
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.
Book with Under The Tuscan Sun Tours