easy
6 hours
Suitable for most fitness levels with moderate walking in city and countryside
Journey from Florence to Pisa's historic streets and the sun-soaked vineyards of Chianti with Under The Tuscan Sun Tours. This private 6-hour tour offers a rich blend of history, architecture, and boutique wine tasting in Tuscany’s famed countryside.
Situated in the heart of Tuscany, Italy, Under The Tuscan Sun Tours offers an immersive 6-hour private journey that pulls visitors deep into the artistic and agricultural roots of the region. Beginning in Florence, this trip spans the storied streets of Pisa and the rolling viticultural landscape of the Chianti wine region. It's a carefully curated experience that balances architectural wonder with sensory indulgence.
Pisa, often renowned for its Leaning Tower, reveals far more under the guidance of Under The Tuscan Sun. Visitors walk through sectors that trace the city's Etruscan origins, marked by remnants of ancient civilization, up to the Renaissance period where churches, palazzos, and piazzas reflect a rich urban heritage. The distinct marble facades and Romanesque styles define a city with layers of history rarely captured on quick visits.
The ride through Chianti sweeps into the countryside, known for its red-hued soil and cultivated hillsides framed by cypress and olive groves. Here, the experience pivots to a boutique winery where guests enjoy an intimate lunch paired with regional vintages. The winery showcases traditional Sangiovese grapes, the backbone of Chianti Classico wines, offering a taste of Tuscany’s agricultural identity. Enthusiasts learn about terroir and time-honored methods still used by family-run estates.
What makes Under The Tuscan Sun Tours unique is the personalized approach combining cultural heritage with local flavors in a private setting. This tour appeals to those wanting more than just classic sightseeing or wine tasting — it’s for travelers craving authentic immersion balanced with comfort and expert narration. Situated near Florence, it provides an accessible escape to Tuscany’s iconic landmarks and sensory traditions, ideal for culture seekers and wine lovers alike.
Pisa's historic center involves walking on uneven cobblestones; sturdy footwear enhances comfort.
Stay hydrated during the Chianti countryside portion where fountains may be sparse.
Notify the tour operator ahead of time to accommodate lunch preferences at the winery.
Open vineyards mean ample sun exposure; sunscreen, hats, and sunglasses are recommended.
Pisa’s architectural identity spans from Etruscan settlements through to Renaissance masterpieces, reflecting its evolving role as a port city and cultural crossroads.
Many Chianti wineries employ sustainable viticulture practices, minimizing chemicals and preserving soil health to maintain the region's long-term ecological balance.
Necessary for navigating cobbled streets and winery grounds comfortably.
Protects from prolonged sun exposure in the vineyards.
spring|summer|fall specific
Adjust to changing temperatures throughout the day.
spring|fall|winter specific
Staying hydrated is key during outdoor portions of the tour.
summer|spring|fall specific