Things to do in Siena, Tuscany: The Best Food Tours

March 24, 2022 Nicolette Lion

This Tuscan hill town will transport you back to the Middle Ages. Siena's grand cathedral, built in the 1200s, has treasured artworks and marvelous marble floors. The Piazza del Campo, the main town square, is a UNESCO World Heritage Site. It's also home to the Palio, perhaps the most infamous horserace in the world. No goofy hats and mint juleps here—this is a medieval tradition involving bareback riders racing on cobblestones (so as you might imagine, it's quite dangerous). Siena is an easy daytrip by train from Florence, just 43 miles away.
Restaurants in Siena

1. Private Tour: Pienza and Montalcino Organic Cheese and Wine Tour

Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy Tuscan Escapes
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5.0 based on 1 reviews

Taste Tuscany's delicious cheeses and the great Brunello di Montalcino red wines on a full-day private guided tour. See the beautiful Val d'Orcia and receive a tour of an organic dairy farm followed by a cheese tasting. Visit the beautiful Renaissance gem that is the hilltown of Pienza and enjoy lunch at your own leisure. Explore the hill town of Montalcino, and taste the rich flavours of the famous Brunello wine directly from a producer. Visit the farm, tour the cellars and learn more about this memorable nectar.

Inclusions: All taxes, fees and handling charges, Food tasting, Wine tasting, Driver/guide, Hotel pickup, Private tour

Exclusions: Lunch, Gratuities

Reviewed By Pioggiola

We did a 3-hour private tour of Siena with Giorgia this summer with our two teenage children. It was just perfect! Giorgia is extremely knowledgeable about all aspects of Siena and beyond, and it clearly showed in the depth of her answers to the very many questions that we asked. She was flexible to adapt the tour based on what we were interested in. Although not originally from Siena, she knows and loves the city like a local and has the ability to make the tour unforgettable. 160 Euros for a fantastic private our of Sienna. Very good value for money. Probably the best private city tour that we have ever done.

2. Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Florence

ItalyBestExcursions
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5.0 based on 3 reviews

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Monteriggioni • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Private option. Pickup and dropoff will be at your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Inclusions: Hotel pickup and dropoff, Air-conditioned, fully insured and licensed legal vehicle with professional English Speaking Driver, Dedicated Local licensed Expert Tour Guide (upgradable in Private option), Wine Tasting and Light Lunch in Tuscany countryside

Exclusions: Tipping is not included in our service fees, it is never mandatory although it is always appreciated

Reviewed By Bernadette E

Just back since Sunday after 7 nights on ship - boarded in Barcelona 3rd Nov - cannot praise ship - staff - food and - organisation skills - fantastic. It was my 60 th birthday pressie and have to say it was SPECIAL. Hopefully will see you all again next year

3. Pienza, Val d'Orcia, Montalcino wine and Pecorino cheese PRIVATE TOUR from SIENA

We Drive You Tuscany
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5.0 based on 5 reviews

* Only small, authentic, family-run activities * Off-the-beaten path itineraries * Private, exclusive, customizable, flexible, door-to-door tour of Southern Tuscany, Pienza, Val d'Orcia, Montalcino * Local, small wineries for private visit and wine tastings * 8 hours * Very knowledgeable English speaking local drivers

Inclusions: WiFi on board, Private transportation, Door-to-door pick-up and drop-off, Air-conditioned vehicle, Bottled water

Exclusions: Eventual entrance fees, Lunch, Gratuities, Wine tasting fees

Reviewed By 611lassed

We booked a wine tour for half a day only the night before and received the confirmation following morning! The driver picked us up at our place in Siena with a very nice and comfortable car. Our driver was Roberto, who spoke very well English and is a very funny and nice guy! He could answer all our questions on Italian cuisine and culture in a very passionate way. The wineries we visited were as authentic as you could imagine and they let us try all their best wines! We had an amazing afternoon and wished we’d booked for the entire day. Wedriveyou.it is highly recommended by us and make sure you ask for Roberto!

4. Sunset Siena and Chianti Wine Tour with Dinner from Florence

Piazzale Montelungo, Firenze FI, Italy Ciao Florence Tours and Travels
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4.1 based on 117 reviews

Admire Siena in total freedom, tour a Chianti winery at a farmhouse at sunset, and finish the night with a 4-course dinner featuring divine Tuscan specialties and wine from an estate! This laid-back evening excursion from Florence is the perfect way to discover Siena’s charms once its daytime crowds have left. Explore Piazza del Campo at leisure, and then retreat to the Chianti hills to explore a winery and sample up to three glasses of its Tuscan wine with dinner.

Inclusions: Air-conditioned vehicle, Professional tour leader, Dinner at a wine estate with wine tasting, Free time in Siena

Exclusions: Gratuities, Hotel pickup and drop-off, Admission to Siena Duomo (approx. 7 euros)

Reviewed By J Adam K

Took the walking tour today with Safe as our guide. Wonderful experience. Safe spoke flawless English and his passion for Florence, art and history was addicting. We hope to do something similar in the future.

5. Siena Food Tour

Piazza San Giovanni, Piazza S. Giovanni, 53100 Siena SI, Italy My Tour in Italy
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3.2 based on 5 reviews

Travelling is knowing different traditional flavors of an area. The goal of the food tour is to let people know the Sienese dishes, savoury and sweet. After the meeting with the tour guide, who will explain in detail every dish rich in history and curiosity, the group will head to the first stop where you can taste mixed crostini, salami and cheese with a good glass of Chianti. The second stop will focus on truffles, the precious and well-known tuber, that make all those who do not know it crazy. Finished the starter is the turn of the first course, in a typical tavern just a few steps from the magnificent Piazza del Campo. Here, according to seasons, you can taste typical dishes like panzanella, pici with crumbs, tomato soup and pici with garlic. At the end of the tour the guide will bring the group in the San Domenico area, where a shop of local products will be the final taste of typical sweets: cantucci, panforte and ricciarelli, with a good glass of VinSanto.

Inclusions: 2 h guided tour of the city with local guide, Taste Chianti Wine & Vin Santo, Taste typical dishes and Senese food, Visit different local shops with tastings

Exclusions:

Reviewed By Oversunsetplain

I couldn’t put correct date on this review - I did this tour with my two children in August 2019 and originally posted it then. I have had a message to say that I had posted it under the wrong company (one with a very similar name). I would like to re-post the review as we had such a brilliant day with our guide and would like to recommend the tour company to others whenever this type of activity goes ahead again! Our guide Ms Ivanova was very knowledgeable and friendly. The tour took in many places around the city and we also visited the Uffizi in the afternoon. I was with my children aged 6 and 9 and both really enjoyed this day. They felt included and learned a lot. The guide met us at the times planned and gave plenty of opportunities for questions and were able to answer any queries. Everything was organised well and went smoothly. We were unable to book a tour inside the Duomo but actually this one which took us all the way around the outside and to other fascinating parts of the city was perfect for my family.

6. Hidden Corners of Siena Private Walking Tour

Curioseety Siena

Enjoy a private 2-hour tour through the off-the-beaten-path side of Siena to explore secret gardens, back streets, and beautiful panoramas. After meeting your guide at the departure point at either 10 am or 3 pm, you will head to Piazza del Campo. From there, you will walk through the old Ghetto, the Tower District (Contrada della Torre), and through little alleys, and then reach the Basilica dei Servi, from which point you can enjoy an amazing view of the old town. Your next stop is Orto dei Pecci; a pleasant and easily accessible garden, located just behind the main square. Before ending the tour, you will visit Museo di Contrada in order to better understand the history of one of the oldest horse races in the world: the Palio of Siena. Lastly, you will experience the stunning Cathedral and the old Siena hospital, currently a museum complex. After the tour, you will return to your original departure point.

Inclusions: Local guide

Exclusions: Lunch

7. Siena and Chianti Castle with Lunch&WineTasting from Florence

ItalyBestExcursions

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • Val D'Orcia countyside • Brolio Castle in Chianti area • Siena Wine Tasting and Lunch in the Brolio Castle included! Upgradable with licensed local guide in Private option. Pickup and dropoff will be at your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Inclusions: Hotel pickup and dropoff, Air-conditioned, fully insured and licensed legal vehicle with professional English Speaking Driver, Dedicated Local licensed Expert Tour Guide (upgradable in Private option), Brolio Castle in Chianti Area Wine Tasting, Brolio Castle Osteria Restaurant Lunch Included

Exclusions: Tipping is not included in our service fees, it is never mandatory although it is always appreciated

Reviewed By Bernadette E

Just back since Sunday after 7 nights on ship - boarded in Barcelona 3rd Nov - cannot praise ship - staff - food and - organisation skills - fantastic. It was my 60 th birthday pressie and have to say it was SPECIAL. Hopefully will see you all again next year

8. Suvereto Wine Experiece Private Tour from Siena

We Drive You Tuscany

* An UNIQUE off-the-beaten-path tour. Amazing locations, stunning masterpieces of architecture designed by Renzo Piano and Mario Botta.... * A family-run boutique winery experience * Private, Exclusive, Customizable, door-to-door tour of Massa Marittima,San Galgano and Suvereto Supertuscans wine area from Siena * Our expertise in terms of wines, culinary delights, sightseeing and history * 9 hours in a luxury Mercedes sedan/minivan with air conditioning and knowledgeable English speaking driver * Free Wi-Fi on board * Refreshments on board * Gas - Tolls - VAT

Inclusions: Private tour, Hotel pickup and drop-off, Air-conditioned vehicle, Free Wi-Fi on board, Refreshments on board

Exclusions: Eventual entrance fees, Lunch, Gratuities, Wine tastings

Reviewed By 611lassed

We booked a wine tour for half a day only the night before and received the confirmation following morning! The driver picked us up at our place in Siena with a very nice and comfortable car. Our driver was Roberto, who spoke very well English and is a very funny and nice guy! He could answer all our questions on Italian cuisine and culture in a very passionate way. The wineries we visited were as authentic as you could imagine and they let us try all their best wines! We had an amazing afternoon and wished we’d booked for the entire day. Wedriveyou.it is highly recommended by us and make sure you ask for Roberto!

9. Siena Food Tour

Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy Tour Guide Siena and Province

Siena is a pearl of the Middle Ages, a city famous for the tradition of the Palio horse race, a competition involving the city neighborhoods and exciting the hearts of the citizens twice a year. Furthermore, Siena has a cookery tradition worth discovering. Simple, tasty and flavorful, is based on the use of local produce and it is full of flavors, like the smell of olive oil, herbs, spices and DOCG wines. Come and learn the history of our local wines, cured meats, cheeses, appetizers, and the delicious 'biscotti'. Follow us along streets, squares and medieval alleys on a journey through the history of taste!

Inclusions: Snack includes a sample of local appetizers, cured meats, cheese, a glass of wine, and local biscuits

Exclusions:

Reviewed By sd04walker

We enjoyed every second of the tour learning things that we would never have known without our local guide. Definitely recommend the experience!

10. Siena Monteriggioni San Gimignano with Lunch&WineTasting Fullday from Rome

ItalyBestExcursions

Enjoy this unforgettable High Level Tour and make memories of the landmarks. A day exploring the landscapes and artistic small towns that Tuscany can offer: • San Gimignano • Monteriggioni • Siena Wine and Light Lunch in the Tuscany countryside included! Upgradable with licensed local guide in Private option. Pickup and dropoff will be at your accommodation. Private or Shared Tour available options. Worry-Free and Safe Private Tour Experience, operated only with: • Expert Professional English-Speaking Drivers • Selected local Expert Licensed Tour Guides • Welcoming by private licensed fully-insured air-conditioned comfortable Vehicles

Inclusions: Hotel pickup and dropoff, Air-conditioned, fully insured and licensed legal vehicle with professional English Speaking Driver, Dedicated Local licensed Expert Tour Guide (upgradable in Private option), Wine Tasting and Light Lunch in Tuscany countryside

Exclusions: Tipping is not included in our service fees, it is never mandatory although it is always appreciated

Reviewed By Bernadette E

Just back since Sunday after 7 nights on ship - boarded in Barcelona 3rd Nov - cannot praise ship - staff - food and - organisation skills - fantastic. It was my 60 th birthday pressie and have to say it was SPECIAL. Hopefully will see you all again next year

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