The Original Best of Tuscany Tour

The best of Tuscany. The first and original Best of Tuscany Tour. A small group Tuscany tour that takes you to the region’s best: Siena, San Gimignano, and Monteriggioni.

See the Best of Tuscany on this full-day guided small group trip from Florence!

Our Best of Tuscany tour has rolling hills, lush vineyards, and food fit for a king. We’ll take you to three of Tuscany’s most charming hilltop towns in an accompanied day trip from Florence. Break for a dream lunch at a beautiful Tuscan estate, and enjoy an exclusive tasting of Chianti’s finest wines.

Highlights of the Best of Tuscany

A small group

Artviva only has high quality small group tours. No big buses, no groups of 100+ and more!

Visit Siena

The first stunning hilltop town of the three we visit.

San Gimignano

The Manhattan of Tuscany. A wonderfully atmospheric small hilltop town.

Monteriggioni

A small jewel of a hilltop town. Quaint, charming- hilltop dream.

Free time to explore the fabulous medieval hilltop villages visited

We always make sure you have enough time to wander and wonder without making the day too long.

Lunch at a Tuscan estate, including a wine tasting

A delicious light Tuscan lunch with typical Tuscan treats.

Fascinating stories to bring the past to life while you travel between towns

A great guide with your small group.

Classic Tuscan landscapes and iconic views

See the very best of beautiful classic Tuscany. Rolling hills, shimmering olive groves and glorious vineyards.

Tasting of top-quality Tuscan olive oil

Enjoy the great tates of Tuscany.

Private mini-bus transport – no large buses!

No horrible large crowds, no 100+ groups.

The scenic route

Take in Tuscany’s picturesque countryside while learning the territory’s deep and ancient history. Our (very) small group Tuscany tour will guarantee that you get the most out of your experience. That means spacious minivans and small groups, and a fun guide eager to share the region’s history. We’ve designed this tour to give you the chance to meet and get to know your fellow travelers and guide. We want you to feel comfortable asking questions, to share your own stories, to stop for pictures. We know the best highway stops for those iconic Tuscan shots, so be sure to bring your camera!

Small town charm

Enjoy free time to tour Tuscany’s three most famous medieval towns on your own. Stroll through Siena’s historic city centre, a designated UNESCO World Heritage Site. See the soaring medieval towers of San Gimignano. Visit Monteriggioni, known as the Gateway to the Middle Ages. In each town, we’ve given you free reign to spend the time the way you want. Visit churches and museums. Wander the cobblestone streets and narrow stone alleys. Unwind with an afternoon gelato at the world’s best gelateria.

A dream lunch

Savour a light gourmet lunch of local Tuscan specialties and homegrown ingredients. Yes, that means real extra-virgin olive oil and Chianti’s finest wines! And if you have allergies or dietary requirements, don’t worry. Tuscan food has something for everyone.

The Best of Tuscany Tour-prefer a private tour?

You can choose to do the Best of Tuscany Tour as a private or small shared group experience.

Tour Details

The Best of Tuscany Tour – Enjoy a Small Group Tour!

A small group, three splendid Tuscan towns, extraordinary guides, and lunch & wine tasting at a Tuscan estate!

Experience the highlights of the Tuscan countryside in a fabulous one-day tour of Tuscany. This is the original Best of Tuscany tour with a small group, including shimmering olive groves, glorious vineyards, three quintessential medieval hilltop towns (Tuscany’s most famous) and iconic Tuscan views. We bring the past to life with incredible stories while walking the same paths of famous artists from ages past and seeing classic Tuscan landscapes. If you have limited time and want to see Tuscany’s most famous and beautiful hilltop towns, experience a historic wine estate and cellar in a magnificent setting, taste great wines and savor a delicious gourmet Tuscan lunch at an authentic ancient Tuscan wine estate then this is the tour for you! Bring your camera!

Indepth Description of the Best of Tuscany Tour-Small Group:

The Best of Tuscany tour is a 9-hour excursion to San Gimignano, Siena and Monteriggioni, three remarkable medieval towns in the Chianti region. To facilitate your enjoyment, our guide explains the history and highlights of each fascinating hill town in private air-conditioned transport on the way while you enjoy the very beautiful and aptly famous Tuscan landscape. The guide also stops for photo opportunities at particularly scenic locations.

Upon arrival at each town, you have free time to explore. You may choose to visit churches and museums, do some people-watching in the piazzas, or perhaps shop for great foods and wine or even amazing Italian fashion. Your guide will be able to suggest the best places to see artisan’s studios, local producers of typical Tuscan products, nice places to ‘people watch’ while enjoying a cold drink, and where to explore the town’s highlights. You are given free time in San Gimignano, Siena and Monteriggioni where you can choose to just soak up the atmosphere or try one of the other activities outlined above.

Also included is a gourmet light Tuscan lunch of quality products produced in Tuscany, including extra-virgin olive oil. You also visit a classic Tuscan estate with an introduction to Tuscan wine and a wine tasting.

This tour is designed to give maximum enjoyment for a day’s outing to Tuscany’s most famous hilltop towns.

The Best of Tuscany Tour Shopping Suggestions – what to buy in Siena, San Gimignano and Monteriggioni: These towns are great for quality small gifts to take home. Beautiful, locally-produced traditional design ceramics are available in all towns. San Gimignano is an ‘art town’ with a large variety of artistan studios to browse. Salami, cheeses, traditional cakes and biscuits like Siena’s famous Panforte are also great to buy (and eat!). Ask your guide to point out great shops with high-quality produce. The estate you visit has a great selection of wines and olive oils as well.

The Best of Tuscany Tour takes you to three hilltop towns, including lunch and wine tasting!

 

The finer details of the small-group Best of Tuscany tour:

Length: 9 hours

Sites Visited
  • San Gimignano
  • Siena
  • Monteriggioni
  • Tuscan Estate/Wine Estate in San Gimignano area

 

Included
  • A wonderful english speaking guide
  • All transfers from/to Florence
  • Wine tasting at typical Tuscan estate
  • Typical tuscan light lunch
  • Visit to Siena historical center
  • Visit to the hilltop town Monteriggioni
  • Visit to the beautiful hilltop town of San Gimignano
Not included: Tips
Start Location: Florence
End Location: Florence
Dress Code: Comfortable shoes, casual dress
Important information

Vehicles are not able to enter into the walled cities of the ancient hilltop towns so there is some walking involved. Children are welcome on this tour however we are not always able to provide car seats and by law children cannot ride on a parent’s lap. Please contact us ahead of time if you are travelling with small children.

Meeting Point

In our office at Via dei Sassetti 1, Florence

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Reviews

6 reviews for The Original Best of Tuscany Tour

  1. Rated 5 out of 5

    Desiree Moore

    Our tour guide was excellent. We all agreed that her blend of information and warm personality helped to make our day the best of our 6 days in Italy. We greatly enjoyed her company. The geography is stunning, our lunch and hosts at the winery were flawless and of course, the towns we saw speak for themselves. This was the first time for 2 of our group to be traveling to Europe and the first time to Italy for all of us. We loved our day and I can’t think of one thing that any of the 4 of us said that we would change about it. Thanks for the experience

  2. Rated 5 out of 5

    Jean Warriner

    We just returned from Italy and I just wanted to follow up and say that we had a great “Best of Tuscany” tour.. We loved the small group size and the great selection of Tuscan towns, too. Our guide really gave us a very good tour, not wanting us to miss anything. He was informative, funny, and very pleasant to listen to. The tour of the winery and the lunch provided were both very well done too

  3. Rated 5 out of 5

    Melissa Eikenberry

    We had a great time on our tour of Tuscany! It was a highlight of our visit to Italy. Of course the scenery alone is worth the trip but we particularly enjoyed the visits to the two smaller towns. The tour of the winery was wonderful, we learned a lot! Also really enjoyed the opportunity to sample wines and food. Our tour guide was also very good. We really appreciated her commentary throughout the tour. She also helped us by recommending good local restaurants in Florence. We ate at two or three of her suggested places and they did not disappoint!

  4. Rated 5 out of 5

    Richard and Sharon Zarek

    It’s hard to say what we liked best. The whole tour was WONDERFUL. We especially enjoyed visiting and touring and EATING at the wonderful Tuscan farm we visited. That was a real highlight, thank you! And, we enjoyed Siena so much that we spent another 1.5 days there on our own. We certainly would contact you again if we have the wonderful fortune of returning to Italy. Tuscany was a favorite place. Thank you for helping to make our trip to Italy so memorable

  5. Rated 5 out of 5

    Rita Kenny

    A wonderful day, particularly the farm – a real insight to rural Tuscany life, we loved it! Thank you, Walking Tours of Florence your charm, humor and information.

  6. Rated 5 out of 5

    Madeleine Haas

    This tour has certainly lived up to its name, “The Best of Tuscany”.The rolling hills and pastel palette countryside will be forever a part of my wonderful memories of Italy. The food and wine at the farm topped off the experience. Our guide brought the medieval times to life with his vivid descriptions and knowledge. Thank you for an unforgettable experience!

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  • Price From:

189,00

  • Duration:

Shared Small Group

Private

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