THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Join a small group tour from Florence to experience Tuscany’s rich history, savor award-winning Chianti wines, and explore the medieval streets of San Gimignano. Discover why this region is a must-visit for wine lovers and history buffs alike.
Join a small group tour from Florence to experience Tuscany’s rich history, savor award-winning Chianti wines, and explore the medieval streets of San Gimignano. Discover why this region is a must-visit for wine lovers and history buffs alike.
Book with Under The Tuscan Sun Tours
Verified experiences and guided adventures in the surrounding area.
Operated by Under The Tuscan Sun Tours · Florence, Florence
moderate.
6 hours.
Average physical fitness required; some walking and climbing involved
No, guides will explain the wine tasting process and regional varieties to all participants.
Yes, a traditional Tuscan lunch is provided, paired with local wines.
The tour operates in small groups of up to 8 people for a personalized experience.
Yes, but the experience is best suited for ages 12 and up due to walking and tasting activities.
It involves some walking and climbing stairs but is suitable for most able-bodied travelers.
Yes, please notify the tour operator in advance for special dietary needs.
San Gimignano’s medieval towers once signified power and wealth, with the town thriving during the Middle Ages as a stop on the pilgrim route to Rome.
The region actively promotes sustainable farming and preserves its historic architecture to maintain Tuscany’s unique charm.
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