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The Sangiovese Trail 

Sunday, 2nd June 2024 - Saturday, 8th June 2024

Embark on a remarkable journey through the heart of Tuscany's winemaking heritage on "The Sangiovese Trail" tour, an exclusive exploration of Italy's most iconic vineyards and the renowned Sangiovese grape. From June 2nd to June 8th, 2024, immerse yourself in a captivating blend of history, culture, and exceptional wines that define the region. Our expertly crafted 5 Star itinerary takes you through enchanting landscapes and charming medieval towns, offering a unique opportunity to meet legendary winemakers, savor exquisite wines, and indulge in authentic Italian cuisine. Whether you're a wine connoisseur or a curious enthusiast, this tour promises an unforgettable experience that will concentrate on the passion and uniqueness of the Sangiovese grape and the multitude of wines it can deliver when nurtured by great experience and artistry.

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What To Expect

Get ready to uncover the soul of Tuscany as you embark on "The Sangiovese Trail" from June 2nd to June 8th, 2024. This carefully curated journey, available to only 10 guests, invites you to immerse yourself in the world of Sangiovese wines, renowned for their character, elegance, and regional diversity.

Throughout the tour, you'll traverse picturesque landscapes, from the ancient streets of Siena to the idyllic vineyards of Montalcino. Guided by passionate experts and winemakers, you'll explore the intricate winemaking process, from vine to glass, and gain insights into the rich history that has shaped these iconic wines.

Indulge in private tastings at celebrated estates like Fontodi, Querciabella, and Costanti, where you'll savor the nuanced flavors of Sangiovese and discover its different expressions. Your palate will be treated to the exquisite Fontodi Flaccianello della Pieve, the elegance and depth of Costanti's Brunello Riserva, as well as the Gran Selezione from Capannelle, among many other exceptional wines along the way.

Beyond the vineyards, you'll enjoy delectable meals at traditional trattorias, experience the medieval charm of towns like Siena, Volterra and Montalcino, and even soar above the Tuscan landscape in a hot air balloon. Immerse yourself in the authentic culture of Tuscany, meet acclaimed winemakers, and create lasting memories on this exceptional journey.

Tour Highlights

Day 1 - Florence Arrival,  your 5 Star Spa Resort & Franco Bernabei:

  • Begin your adventure in Florence, a city steeped in artistic splendor and historical charm.

  • Step back in time to the 5 star medieval Castle in the heart of the magnificent Tuscan countryside

  • Engage with Sangiovese maestro Franco Bernabei, kickstarting your wine journey.

  • Savor a delectable "Benvenuti" dinner, infused with the expertise of Franco and our wine host.


Day 2 - Fontodi & Querciabella:

  • Delve into Fontodi's iconic Flaccianello della Pieve, a true Sangiovese masterpiece.

  • Discover the diverse expressions of Sangiovese at Querciabella in Chianti Classico.

  • Relish an authentic Tuscan dinner whilst relaxing at your 5 Star hotel.


Day 3 - Felsina and Capannelle:

  • Partake in a sensory exploration of Felsina's wines, complemented by a light lunch.

  • Continue the Sangiovese journey to Capannelle, exploring the nuances of Chianti Classico at its best.

  • Enjoy an evening taking in the atmosphere of Siena,  where the past seamlessly intertwines with the present.


Day 4 - Volterra & Bolgheri:

  • Venture to Volterra, a city rich with history and stories from ages past.

  • Delight in a beachside seafood lunch in a very special "beach hut" overlooking the Med.

  • Journey into Bolgheri, the realm of captivating "Super Tuscans," and revel in the excellence of Grattamacco Collemassari, one of Italy's top wineries

Day 5 - Montalcino:

  • Explore different aspects of the hill of Montalcino, beginning with the refined wines of Argiano.

  • Dine with Count Costanti at his home in Montalcino.

  • Immerse yourself in the distinct flavours of Costanti's Brunellos, a fitting crescendo to our Montalcino odyssey.


Day 6 - Montepulciano & Boscarelli:

  • Begin the day with an optional hot air balloon adventure, gazing upon the stunning landscape.

  • Uncover Boscarelli's mastery of Vino Nobile, a true embodiment of the terroir.

  • Toast to the journey's culmination with a heartfelt dinner at your villa with the owners of Boscarelli, amidst an atmosphere of celebration.


Day 7 - Farewell to Tuscany:

  • Bid Tuscany adieu, departing with cherished memories and newfound friends.

  • Reflect on the moments that defined "The Sangiovese Trail" as you journey back to Florence.

Explore the map above to view a few key places we will be visiting.

If you would like to receive a detailed tour itinerary please click here.

Top Wines To Taste From This Tour

What To Know Before You Go


Tour Fitness

Please note our tours are active holidays. Walking, stair-climbing and standing around for lengthy periods are unavoidable aspects of every tour. These features should not present problems for anyone of normal fitness, but our tours and events are not suitable for those who walk slowly, need support, or lack stamina. Please read our Tour Fitness page before booking.


Terms & Conditions

Our Terms & Conditions cover everything from booking to insurance. Please give them a read before you book.


Dietary Requirements

All diets can be catered for please just let Maestro Tours know what they are on your booking form.



Unfortunately due to the physical nature of these tours they are not wheelchair friendly.


What's Not Included

Flights/travel to and from Italy. All guests must have their own insurance and show proof of this at the start of the tour. Extras (eg minibar or bar drinks) at the hotels. Your dinner in Siena on Tuesday the 4th, the casual lunch at Argiano on Thursday the 6th, and the optional Hot Air Ballon flight on Friday 7th June


Getting There

Every guest of Maestro Tours will be personally welcomed at the airport or in the city of Florence by our founder Phil Langford. Spot the Maestro Tours sign as you walk out of arrivals! All guests are required to arrange flights that will arrive on the tour start date. Tour start times will vary. We understand arrival times will also vary. Please inform us of your arrival time either by email or on your booking form.  For this tour we reccommend you arrange flights to arrive by 12pm. If you are arriving by a different mode of transport and will not arrive at the airport, you can make your way directly to Monteriggioni. Check in at the hotel will be from 3pm.

A Personalized and Intimate Tour Experience

Your voyage through "The Sangiovese Trail" is a symphony of flavors, history, and hospitality, bringing you closer to the heart and soul of Italy's winemaking heritage. Join us for an extraordinary week that will leave an indelible mark on your senses and your spirit.

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