Tenuta Bossi villa overlooking Tuscan hills, setting for elegant 3-wine tasting tour in Chianti
Aerial view of Tenuta Bossi estate in Tuscany, perfect stop for Explore Elegance 3 exquisite wines
Sunlit vineyards in Tuscany near Tenuta Bossi, scenic backdrop for Chianti wine tasting of 3 wines
Hand harvesting ripe Sangiovese grapes in the Tenuta Bossi vineyard for an elegant Tuscany wine tasting tour
Historic Tenuta Bossi cellar with terracotta vats and barrels, part of the Explore Elegance 3-wine tasting experience
Oak barrel aging corridor at Tenuta Bossi winery, setting for Explore Elegance tasting of 3 exquisite Tuscan wines
Oak barrels aging Tuscan wine in Tenuta Bossi cellar, part of Explore Elegance 3-wine tasting tour
Historic winery tools and small barrels at Tenuta Bossi, showcasing Chianti heritage on the 3-wine tasting
Vintage Chianti Rufina Riserva bottles at Tenuta Bossi, featured in Explore Elegance tasting of 3 exquisite wines
Vintage Tenuta Bossi wine label on rustic table, Tuscany winery tour featuring 3 exquisite wine tastings
Marchesi Gondi Sassobianco bottle at Tenuta Bossi, Tuscany wine tasting tour with 3 exquisite wines
Marchesi Gondi Mazzaferrata bottle with tasting glasses at Tenuta Bossi, Tuscany 3-wine degustation
Tenuta Bossi wine tasting table with red wine bottle, glasses and Tuscan snacks for 3-wine experience
Guests swirl and sip red wine during Tenuta Bossi guided tasting, exploring three exquisite Tuscan wines
Pouring red wine into tasting glasses at Tenuta Bossi, part of Explore Elegance 3 exquisite wines tour
Listing ID : 22195

Activity

Duration1 hour 30 minutes
Group SizeSmall Group
Starts AtTenuta Bossi, Pontassieve, Florence
LanguagesEnglish
Wine Tasting in Chianti Rufina

Explore Elegance: Savor 3 Exquisite Wines at Tenuta Bossi

Step into a living piece of Florentine history and discover three authentic Tuscan wines in a Renaissance estate that has been producing wine since the 1500s.


A guided wine tasting at Tenuta Bossi offers a rare chance to experience a family estate that has remained in the same Florentine hands since 1592, surrounded by the vine-covered hills of Chianti Rufina just 18 kilometers from Florence.

The Gondi family has cultivated this land for over four centuries, and their dedication to traditional winemaking is woven into every corner of the 315-hectare property. From ancient barrels resting in stone cellars beneath the Renaissance villa to the rows of vines climbing the hillsides between 200 and 400 meters above sea level, Tenuta Bossi carries the quiet weight of history.

Guests walk through working cellars where wooden barrels hold wines made from grape varieties tended with care across generations. The estate also preserves traditional vessels used for Vinsanto production, including the orciaia and caratelli, offering a direct encounter with methods that predate modern winemaking.

The tasting itself takes place in a relaxed setting, guiding participants through three Tuscan wines selected according to the season and current availability. The experience connects the wine in the glass to the land, the family, and the centuries of craft that produced it.

Tour Highlights

Visit a majestic Renaissance villa owned continuously by the Gondi family since 1592, set within a monumental park in the hills northeast of Florence.

Explore underground cellars where wine ages in wooden barrels beneath the villa, preserving centuries of winemaking tradition in Chianti Rufina.

Discover the orciaia and caratelli, ancient vessels used in the production of Vinsanto, offering a tangible connection to traditional Tuscan methods.

Wander through a working estate spanning 315 hectares, including 19 hectares of vineyards and 32 hectares of olive groves amid forests and cereal fields.

Taste three authentic Tuscan wines selected from the estate's current production, guided through the flavors that define this historic terroir.

Situated in Chianti Rufina, a wine region with roots stretching back to Etruscan times, offering a landscape as storied as the wines it produces.

What to Expect

1
Welcome at Tenuta Bossi

Arrive at the estate nestled in the hills of Chianti Rufina, 18 kilometers northeast of Florence. Your guide introduces the Gondi family's unbroken connection to this land since the late 16th century.

2
History of the Estate and the Villa

Learn about the Renaissance villa that dominates the valley and the church built by Antonino Gondi beside it. The architecture and the surrounding park reflect the estate's long evolution across the centuries.

3
Cellar Visit and Winemaking Traditions

Descend into the cellars hidden beneath the villa to see wine aging in wooden barrels. Your guide explains the grape varieties cultivated on the estate and the methods that have shaped production for over 500 years.

4
Vinsanto Vessels and Traditional Tools

Examine the orciaia and caratelli used in the estate's Vinsanto production. This section of the visit offers a close look at equipment that bridges ancient and contemporary Tuscan winemaking practices.

5
Guided Tasting of Three Tuscan Wines

Settle in for a relaxed guided tasting of three wines from Tenuta Bossi, selected based on the current season and availability. The tasting is framed around the terroir, the family's philosophy, and the characteristics of each wine.

What Is Included

Included

  • Guided visit of the estate cellars beneath the Renaissance villa
  • Introduction to the history of the Gondi family and Tenuta Bossi
  • Explanation of traditional Vinsanto production vessels
  • Guided tasting of 3 Tuscan wines from the estate
  • Professional English-speaking guide on-site

Not Included

  • Transportation to and from Tenuta Bossi
  • Additional food or wine beyond what is specified
  • Gratuities for the guide
  • Personal purchases from the estate shop

Important Information

This experience takes place outdoors and inside historic cellar spaces. Guests should wear comfortable shoes suitable for uneven stone surfaces. The difficulty level is rated easy and is suitable for most visitors.
Duration
1 hour and 30 minutes. The experience is self-contained with no long walks required.
Meeting Point
Tenuta Bossi, located in Pontassieve, approximately 18 kilometers northeast of Florence in the Chianti Rufina area.
What to Bring
Wear comfortable, closed-toe shoes suitable for stone cellar floors. Light clothing appropriate to the season is recommended.
Cancellation
Please refer to the booking confirmation for the applicable cancellation and refund policy for this experience.
Accessibility
The estate includes historic cellar areas with uneven stone flooring. Guests with mobility concerns are encouraged to contact the operator in advance.
Age Range
This wine tasting experience is intended for adults. Guests must be of legal drinking age to participate in the tasting portion.

Reserve Your Place at Tenuta Bossi

Secure your spot for an immersive afternoon in one of Tuscany's most storied wine estates, just outside Florence in the heart of Chianti Rufina.

Book Now

Frequently Asked Questions

Where exactly is Tenuta Bossi located?
Tenuta Bossi is situated in the Chianti Rufina wine zone near Pontassieve, approximately 18 kilometers northeast of Florence, in the wooded hills between 200 and 400 meters above sea level.
How many wines are included in the tasting?
The tasting includes three Tuscan wines from the Tenuta Bossi estate. The specific selection varies depending on the time of year and current availability.
Is the cellar visit suitable for people with mobility limitations?
The cellar spaces feature historic stone flooring that may be uneven. Guests with mobility concerns are advised to contact the operator before booking to discuss suitability.
What is the history behind the Gondi family and the estate?
The Gondi family has owned Tenuta Bossi since 1592, making it one of the oldest continuously family-owned wine estates in the Florence area. Antonino Gondi also had a church with three altars built next to the villa.
What is Vinsanto and why is it significant at this estate?
Vinsanto is a traditional Tuscan dessert wine made using a specific drying and aging process. At Tenuta Bossi, visitors can see the orciaia and caratelli, the traditional vessels used in its production, which form part of the cellar visit.
Is transportation to the estate included in the experience?
Transportation to and from Tenuta Bossi is not included. Guests are responsible for arranging their own travel to the estate in Pontassieve.
Wine Tasting TuscanyChianti RufinaTenuta BossiFlorence Day TripItalian Wine TourHistoric EstateCellar VisitGondi FamilyTuscan WinemakingVinsantoRenaissance VillaEasy Wine Experience
Last updated: 2025-07-15 | Product ID: tenuta-bossi-wine-tasting-chianti-rufina

Activity

Availability

You can book up to the start time, as long as there are places remaining. Book now to guarantee your spot.

Additional Information

Physical: Wheelchair Not accessible

Duration

1 hour and 30 minutes

Languages

English - Speaking Guide

Additional Information

Electronic. Show the voucher on your phone.

Cancellation Policy

Select Date

Meeting Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

End Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

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