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From Florence: Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour

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11 hours

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From 08:45

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Group 1+

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English, Spanish

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11 hours

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From Florence: Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour

What you'll do

Start your day with a scenic drive through the stunning Chianti hills. Immerse yourself in the enchanting beauty of one of Italy's most famous wine regions and treat yourself to an unforgettable wine-tasting tour. Explore the captivating flavours and aromas that make Chianti a must-visit destination for wine enthusiasts. Don't miss out on this extraordinary wine-tasting adventure - book your place today!

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  • Chianti Wine Tasting: Immerse yourself in an extraordinary wine-tasting experience in the idyllic setting of Chianti. Sample the finest Chianti red wines at a rustic wine estate, complemented by delicious homemade snacks and tastings of locally-produced olive oil.

  • San Gimignano Free Time: Discover the charm of San Gimignano, a UNESCO World Heritage Site renowned for its exquisite Vernaccia white wine and modern skyscrapers. Wander the streets finding the bes food and wine vendors, where you can pick up something special for back home.

  • Guided Tour of Siena: Spend an hour with a tour guide as you explore the centre of Siena, discover history and see some of the city's impressive landmarks. At one point there will be time for you to enter the Siena Cathedral if you should wish.

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  • 1
    Duration: 11 Hours
  • 2
    Group Size: TBC
  • 3
    Start Time: 8.45 AM
  • 4
    Meeting Point: Villa Costanza, Firenze, Scandicci, Tram T1
  • 5
    There is no time to waste when exploring the stunning Tuscany hills! Meet your tour guide at Piazzale Montelungo Bus Terminal early in the morning. Piazzale Montelungo is located 5-10 minutes walking distance from the Santa Maria Novella train station.
  • 6
    During the journey, your guide will entertain you with plenty of interesting information about Tuscany and its sights on the way. Upon arrival, your expert guide will share some interesting information and fun stories about Monteriggioni! If you have any questions, your guide will be there to assist you. Next, you will head to a truly unique, medieval city in Tuscany - Siena!
  • 7
    The drive will take about thirty minutes, and then your guide will lead you through the picturesque, ancient streets in the heart of the city until you reach Piazza del Campo. In the largest square of the city, you will meet a local and professional city guide for your included walking tour of Siena.
  • 8
    For about an hour, the guide will share fascinating facts about this incredible city (which is listed as a UNESCO World Heritage Site), and you will visit some of the most famous points of interest. The end of the walking tour will lead you to the Siena Cathedral, where you can enter at your own expense to see the breathtaking decorations and unique architecture.
  • 9
    San Gimignano is not only renowned for its world-famous Vernaccia white wine but also for its remarkable skyscrapers, recognised as a UNESCO World Heritage Site! Enjoy the freedom to independently explore this medieval hilltop gem, where the intact walls transport you back to a bygone era.
  • 10
    The wine-tasting tour takes place in the picture-postcard setting of Chianti. Here you have the chance to taste the best Chianti red wine available at a rustic wine estate, along with homemade snacks and samples of local olive oil.
  • 11
    Upon completion of your tour, you'll be able to purchase wine directly from the source. If you're interested, you can also enquire about the vineyard's shipping options.
  • 12
    You will then have one hour of free time to explore Monteriggioni, Tuscany's hidden gem. This town is encompassed by its stunning, medieval walls. The town itself is so well preserved, you will feel as though you have travelled back in time to the Renaissance era... Explore the small cobblestone alleyways, take in the lovely views, and enjoy a cappuccino in the essence of historic Tuscany.
  • 13
    End your journey through Tuscany with unforgettable views of the Tuscan hills as the sunsets. The drive will take about an hour, and you will arrive in Florence in early evening. 
  • 14
    End Time: 7.45 PM

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What's not included

  • Tips and gratuities

  • Hotel pick-up and drop-off

  • Unfortunately, this tour is unable to accommodate wheelchair users

  • FYI - When entering places of worship and selected museums, a strict dress code is required

  • Please note that shorts and sleeveless tops are not permitted. It is required for both men and women to cover their knees and shoulders. Non-compliance with these dress requirements may result in refusal of entry

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Meeting Points

Meeting point Villa Costanza, Firenze, Scandicci, Tram T1 at 8.45 am.

Kindly ensure you are punctual and reach the meeting point 10-15 minutes prior to the departure time.

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  • No matter what the weather, our tour runs rain or shine

  • The tour  includes food, drinks, and wine tastings as outlined in the itinerary

  • Additional orders placed during the tour must be paid for by the individual who orders them. If unsure, the tour guide will be happy to assist

  • Comfortable clothes and shoes are recommended as there is some walking involved during your tour

  • If you're under the age of 18, unfortunately, you cannot consume alcohol. However, there are plenty of delicious non-alcoholic options available 

  • Your tour can be conducted in multiple languages

  • The tour lasts 11 hours starting at 8.45 am

  • We take pride in offering a collection of mouth-watering delicacies catering to diverse palates. If you have special dietary requirements or allergies please let us know while booking

  • Your tour will be led by an expert guide, who is local and has a passion for sharing extensive knowledge about Italian food and wine, history, and culture


From Florence: Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour Image

Cancellation policy

A full refund will apply if you cancel more than 48 hours before the activity start time.

No refund is possible if you cancel less than 48 hours before the activity start time.

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