Wine Tastings at Castle-Wineries in Chianti from Florence

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Private Tour and Wine Tasting at Castle-Wineries in Chianti

Durations: 10 Hour(s)

Group Size

Group Size: 1+


Languages: English

Have you ever dreamt of travelling back in time, in the era of nobles and kings? Follow your dream with us! Let the castles in Tuscany enchant you with their historic legacy and the array of top class wines they produce. There is more than meets the eye!

From £ 464.70 per person

  1. Meeting Point
  2. Tour Overview

    We can be your back-in-time portal and get you carried away to three of the most ancient and emblematic castles in the heart of Chianti Classico. Nowadays, these estates are not simply castles. Instead, they turned into wineries, that is why they can be regarded as castle-wineries.

    Be part of a story of knights and dames, where in times of peace or war, wine was quintessential and always produced to raise the spirits or toast for better times. Apart from visiting estates erected centuries ago, you will also get to taste a wide variety of prestigious wines, that preserved their attributes from the dim and distant past. In terms of food, you will be enjoying a feast "fit for a king", as gourmet lunch is included.

    Tuscany, with its enchanted landscapes, castles, fortresses, watchtowers and town walls looming from the mountains to the sea, is the perfect place to realize your desire of time travelling. 

  3. Tour Itinerary

    Day 1 : Florence

    Check-in and departure.

    First castle-winery

    The first castle, nowadays turned into a winery, will enable you to travel back in time. It has long been an influential producer, becoming one of the best-known and most admired wineries in the region and worldwide.

    You will tour the estate, the remnants of the old castle, the vineyards and wine cellars. One interesting element that embodies the spirit of Monsanto is its underground wine cellar. A memory of a time that has passed is also preserved by the amphitheater situated in the vast garden. After the tour, you will get to taste 4 different representative wines.

    Second castle-winery

    The second winery operates inside the walls of a medieval fortified village. Dating back to the 11th century, its 4 generations united to involve Volpaia in the intimate production o wine, olive oil and vinegar. The entire activity of the winery is undertaken in former castles and their basements, unconsecrated churches and buildings of the village, creating a systems of underground "vinoducts".

    You will have the wine tasting in the wine room inside the former castle. The visit will culminate with a gourmet lunch in a royal ambiance that preserves timeless traditions. 

    Third castle-winery

    This castle is a cornerstone of the modern revival of Chianti Classico. The castle, once owned by a famous family during the Holy Roman Empire, was at some point destroyed, but from "its ashes" new dwellings were born. The vineyards around the tiny Medieval hamlet, yield a valuable production. This allowed the winemaker’s ancient craft to take new roots here. Already in the 18th century, Grand Duke Peter Leopold of Tuscany praised Ama’s wines: “around the Castello di Amma,” he wrote, “the best vines in Chianti are to be found, excellently tended.” The winery prides itself with world-awarded wines, characterized by long-lasting traditions.

    You will enjoy a tour of the estate, the vinification plant, aging cellars, the village of Ama with its villas, ancient chapels and gardens. Combined with the preserved ancient character, contemporary art collections are present on the site. The tour ends with a private wine tasting in the Enoteca.


    Drop-off. The tour will generally end where it started.

  4. What's Included

    • Visit of 3 castle-wineries 
    • Wine tastings
    • Gourmet lunch
    • Private transportation
    • Certified sommelier and guide with you the entire day 
    • Pick-up from your accommodation 
    • 100% Private Tour

  5. FAQs

    Please Note:

    •  Not wheelchair accessible
    • Not stroller accessible
    • Not suitable for pets
    • No public transportation nearby
    • Infants must not sit on laps
    • Infant seats unavailable
    • Minimum drinking age is 18 
    • Children must be accompanied by an adult
    • If you have any special dietary requirements, please inform us in advance 

  6. Cancellation Policy

    • We will charge a cancellation fee of 100% if booking is cancelled 24 hours or less before event

  7. Gallery