Chianti Wine Journey with Under The Tuscan Sun Tours - Florence

Chianti Wine Journey with Under The Tuscan Sun Tours

Florenceeasy

Difficulty

easy

Duration

8 hours

Fitness Level

Basic mobility needed to navigate winery grounds and occasional stairs.

Overview

Spend a full day immersed in Tuscany’s famed Chianti wine country with Under The Tuscan Sun Tours. Meet expert sommeliers and producers as you savor wines and olive oils across exclusive estates.

Details

Florence, the historic heart of Tuscany, serves as the gateway to one of Italy's most celebrated wine regions: Chianti. Just south of this Renaissance city, rolling hills carpeted with vineyards, olive groves, and quaint medieval villages create a landscape that has defined Italian wine culture for centuries. Under The Tuscan Sun Tours offers a distinctive way to experience this famed terroir—a private, 8-hour immersion into Chianti’s world of wine and olive oil hosted by a seasoned Sommelier and a local wine producer. This is no ordinary tasting tour. It is a carefully crafted encounter with Tuscan viticulture that goes beyond sipping glasses of Sangiovese nestled amongst the vines.

The journey unfolds across three renowned wineries, each chosen for its unique heritage, winemaking philosophy, and quality. Visitors gain rare access to behind-the-scenes winemaking processes, from grape to glass, enriching each tasting with intimate stories and technical insight. Alongside sessions sampling exceptional Chianti Classico labels, the itinerary includes expertly guided olive oil tastings, highlighting the region’s rich agricultural diversity. The experience is designed for enthusiasts eager to deepen their palate and understanding of how Tuscany’s soil and climate shape its legendary products.

This private setting, away from crowds, adds an exclusive edge—offering personalized attention and the chance to converse directly with the experts who craft these wines. Under The Tuscan Sun Tours anchors its offerings in authenticity, emphasizing local tradition and sustainable practices integral to Tuscany’s ongoing agricultural heritage.

Whether you’re a seasoned oenophile or a curious traveler keen on Italian food culture, this trip balances education, indulgence, and scenic beauty. It positions Tuscany not only as a destination for wine but as an outdoor cultural experience where the land, its produce, and its people connect uniquely. With Florence’s vibrant art and history nearby, this wine and olive oil journey complements any Italian itinerary with depth and flavor.

Adventure Tips

Reserve in advance

This exclusive private tour fills quickly, so book early to secure your preferred date.

Wear comfortable shoes

While mostly seated during tastings, some walking on uneven winery grounds is required.

Hydrate throughout the day

Pacing your wine intake with water helps you enjoy all tastings without fatigue.

Bring a camera

Tuscan vineyards and winery estates provide stunning photo opportunities at every stop.

Local Insights

Hidden Gems

  • Averni Relative Winery, a boutique producer off the main Chianti route
  • Medieval village of Castellina in Chianti for lesser-known historic charm

Wildlife

  • Red foxes often spotted near vineyards
  • Various songbirds common in olive groves

History

Chianti’s wine tradition dates back to the 13th century when local merchants began blending Sangiovese grapes to establish the region’s signature style.

Conservation

Many Chianti wineries under sustainable and organic certifications actively protect the landscape’s biodiversity and soil health while limiting chemical use.

Frequently Asked Questions

Photography Tips

Best Times

Golden hour
Late morning
Sunset

Best Viewpoints

  • Hills overlooking Radda in Chianti
  • Terrace views at Castello di Meleto winery
  • Olive groves near Gaiole in Chianti

What to Photograph

Vineyard rows
Historic cellar doors
Sun-dappled olive branches

Recommended Gear

Comfortable walking shoes

Essential

Needed for walking between winery venues on uneven terrain.

Light jacket

Essential

Provides warmth during cool spring mornings and evenings.

spring specific

Sunscreen

Essential

Protects skin during sunny outdoor tastings.

summer specific

Camera or smartphone

To capture the stunning Tuscan vineyard landscapes.

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