Day Trip: Tuscany Castles Tour with Chianti Wine Tasting

Day Trip: Tuscany Castles Tour with Chianti Wine Tasting

4.99 79 Reviews
10.5 h.
Meeting Point
Piazza dell’Unità Italiana
Start Time
Operating Days
wed, fri
Book Now for Next Year
per adult

Tour Highlights

  • Visit Verrazzano Castle, with a guided tour and tasting of three Tuscan wines produced from its vineyards, including Chianti Classico DOGC, with local extra-virgin olive oil and pecorino cheese topped with the castle's balsamic dressing
  • Enjoy free time in charming Greve in Chianti to indulge in the region’s exquisite cuisine and shop for gastronomic specialties or local crafts
  • Tour Brolio Castle, acclaimed as one of the most beautiful in Italy, with another glass of wine in the castle’s boutique
  • Get expert commentary from a local guide passionate about Tuscany and its fascinating history
  • Includes round trip transportation from Florence by private coach


Get ready to experience the sights and flavors of the real Tuscany on this carefully crafted day tour from Florence that uncovers the magic of Tuscan castles and the incredible wines they produce, with an expert guide and plenty of time for personal exploration in the charming hamlet of Greve in Chianti.
Vineyard Tuscany Castle

Immerse Yourself in the Tuscan Countryside

Experience the timeless panoramas and rolling hills of Italy’s famous Chianti region, with visits to two of Tuscany’s most prestigious privately inhabited castles and an incredible look into their astounding history and tastings of four famous local wines.

Grapes Tuscany Castle

See the Castles and Taste Their Wines

See Verrazzano Castle, where you’ll have a guided tour of the castle and its historic vaulted cellars, followed by Brolio Castle, considered one of the most beautiful in Italy, then taste the acclaimed wines and other delicious products they produce.

Cantina Tuscany Castle

Experience the Real Tuscany

Enjoy the quintessential Tuscan town of Greve in Chianti to indulge in the region’s exquisite cuisine during your free time for lunch, then shop for its gastronomic specialties or local crafts, all with expert recommendations from your guide.

Tour Description

Immerse yourself in the Tuscan countryside among the lush hills, endless vineyards and ancient castles of Tuscany’s beautiful Chianti region. This tiny corner of paradise has captured the hearts, minds and palates of all who have visited it over its millennial history, and our full day Tuscany castle tours from Florence explore the noble traditions and residences of this realm, together with a visit to a family-owned cellar and tastings of four delicious wines.

Meet your expert City Wonders guide, then hop aboard a private coach for a short 1-hour transfer filled with entertaining commentary before arriving at the first stop of the day, Verrazzano Castle. This privately owned gem dominates the area’s rolling hills with its tower and is still inhabited inside a parameter that was originally an Etruscan settlement. Listen as your guide paints a vivid picture of the castle’s past, its rivalry with the neighboring Castello di Vicchiomaggio and its significance as the birthplace of Giovanni da Verrazzano, the Italian navigator who discovered much of North America’s eastern coast.

During the castle tour you’ll experience what it was like to call this place home, before visiting the wine cellars which date to the year 1150. Indulge in a three flight guided tasting of Chianti’s famous wines, including a Chianti Classico DOGC, with local extra-virgin olive oil and pecorino cheese topped with the castle’s balsamic dressing, all of which will be available for purchase.

Then it’s a quick 20-minute hop to the charming town of Greve in Chianti, where you’ll have free time for lunch in one of its authentic Tuscan restaurants with tips from your guide on where to go to enjoy the best in Chianti’s regional cuisine, with time afterwards to shop for souvenirs, food and wine in the main piazza, exploring its trademark arched colonnades and savoring the sights and flavors of small town Tuscany.

After the break, enjoy the ride through local winding roads and evocative landscapes until you reach Brolio Castle. Considered one of the most beautiful in Italy, this privately owned jewel has been inhabited by the Ricasoli family since 1141. Learn its spectacular history as part of Florence’s bulwark against its rival Siena, and about one of its many illustrious owners, Baron Bettino Ricasoli, Italy’s 2nd Prime Minister, who created the first modern Chianti “recipe" in 1872, with 70% Sangiovese, 15% Canaiolo and 15% Malvasia Bianca.

Your guided visit includes the castles lush Italian gardens, the family chapel and crypt, as well as a walk along the ramparts to survey the surrounding vineyards, with a tasting of the castle’s own wine. If you’re looking for the magic of Tuscany in a day from Florence, this is the tour for you.

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What's Included

  • Expert, English-speaking tour guide
  • Small groups of 25 people or less
  • Wine Tasting of 4 local wines
  • Olive oil and balsamic vinegar tasting
  • All transfers in an air conditioned bus

Sites Visited

  • Verrazzano Castle and Cellar
  • Brolio Castle with gardens and family chapel
  • Greve in Chianti town
  • Beautiful Tuscan landscape of the Chianti region


Day Trip: Tuscany Castles Tour with Chianti Wine Tasting Reviews

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A City Wonders tour is the product of meticulous research, detailed planning, and a passion for providing customers with travel experiences they will cherish forever.

With City Wonders it's not just facts, our passionate guides tell you the stories that bring the sights to life.

  • All of our guides are experts in their field
  • We only hire fluent English-speakers so nothing is ever lost in translation
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