The 10 Best Wine Tours & Tastings in Province of Siena, Tuscany

November 28, 2021 Harland Bartelt

The Province of Siena (Italian: Provincia di Siena) is a province in the Tuscany region of Italy. Its capital is the city of Siena.
Restaurants in Province of Siena

1. Dinner in the Vineyards from Siena

53100 Siena, Province of Siena, Italy My Tour in Italy
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 4 reviews

Enjoy a magical evening in the Chianti region and live the unforgettable experience of a dinner in the vineyards. Start off by visiting the farm’s wineries and tasting some delicious wines, after which you’ll and enjoy an outdoor barbecue accompanied by music and a delightful atmosphere.

Inclusions: Travel by GT coach or minivan with, Expert multilingual tour leader, Visit of the estate’s wineries on a wine route inside the estate with tasting of wines, Dinner in the vineyards, Dinner, Alcoholic Beverages

Exclusions: Pickup and Dropoff, Gratuities

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.

2. Orvieto and Montepulciano Wine Tasting Private Day Tour from Rome

Rome Italy Explora
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

5.0 based on 1 reviews

Want to visit Italy, but looking to see more than just the tourist cities? Orvieto is your answer and is perfect for a day trip from Rome. The historic, and beautiful section of the city is located at the top of a steep hill. The well-preserved Gothic and medieval buildings will make you feel like you're frozen in time. You can easily walk out of beautiful architecture, historic buildings, or interesting spots to people-watch. Montepulciano, Montepulciano, Montepulciano, Montepulciano, Montepulciano, Montepulciano in Italy and abroad. Montepulciano has a distinct peculiarity, in which you have been dug out underneath the prestigious palazzos.

Inclusions: Pick-up and drop off with luxury transportation and private chauffeur, Private English-speaking tour escort at your disposal, Entrance tickets in the Orvieto Cathedral (Duomo), Light wine tasting in Orvieto, Visit to the most ancient and beautiful wine cellar in Montepulciano, Wine tasting with three different wines in Montepulciano, Snack with local products (cheese, cold cuts) in Montepulciano

Exclusions: Food or drink choices made outside the scope of the organized tasting tour, Gratuities (optional)

Reviewed By GiulianaD137

We wished we could see Pope Francis but we could never expected we could see him so closely thanks to Rossana great effort. Rossana and our driver Luigi are both great persons and the visit to the Pope very well organized. They both were professional, supportive, engaging and very helpful. Rossana took really a great effort to make the visit tailored to our needs and she had great sense of humour. Big thanks to R and L. We would highly recommend this tour.

3. Traditional Cooking Class in San Gimignano

Guardastelle, Loc. Sovestro, 53037 San Gimignano SI, Italy Guardastelle Vineyard
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 1 reviews

During this hands on lesson, we will share some traditional recipes we always seen in our families. Antipasti with a varietal of bruschette and cheese, meat ragù, handmade pasta (tagliatelle, gnocchi and more) and tiramisù are the dishes we'll prepare and eat together. Our cooking classes start at 10 am from Tuesday to Friday and last four/five hours.

Inclusions: All utensils needed for food preparations and cooking, pasta machine., Lunch with food prepared together during the class.

Exclusions: Private transportation, Gratuity

Reviewed By MLH96

After a morning trip to San Gimignano town, we rolled ourselves down the hill and parked up at the picturesque, tranquil setting that is Guardastelle. We were greeted by a charming gardener who escorted us to our host, Rica. Rica was just wonderful, full of knowledge and made the tour really fun and interesting. The tour was followed by the tasting with lunch, which was delicious! Couldn't fault a thing and would highly suggest this to anyone looking for a perfect afternoon...and of course fabulous wine. Guidelines for COVID-19 were also fully met with mask wearing a must. Thank you Rica!!

4. Private Wine and Extra Virgin Olive Oil Tasting

Via Martiri di Citerna, 53037 San Gimignano SI, Italy Podere La Marronaia- Sosta Alle Colonne
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

5.0 based on 1 reviews

Take a break in a family farm surrounded by the flavors of the Tuscan products. Dive into the green shades of our vineyard and olive groves with a private and exclusive tour together with a family member. Enjoy a full wine tasting and olive oil tasting in a rustic house that overlooks the green Tuscan hills. All our organic wines and olive oils come straight from the winery’s own vineyards and olive trees. We are just a few minutes’ walk from San Gimignano town center, with a stunning view on the Tuscan countryside and the Medieval towers of the town. An Italian or English-speaking member of the family will guide you in the experience with a professional and family warm welcome.

Inclusions: Bottled water

Exclusions: Lunch

Reviewed By gtravelbug15

We had the best day of our vacation, at the Marronaia winery. The hospitality of all the staff made us feel welcome and like family. Learning to make authentic pizza and Prosecco gelato was a memory to take home with us. Wine tasting and olive oil tasting has committed us to staying in touch with the family and winery. I now order their wines regularly that get shipped to the states with absolutely no glitches. My all time favorite is the Sparkling Rose' called Quarzo. Whenever I share it with friends, they want more of it. I'm a little embarrassed to say how many cases I've ordered in a short amount of time. It really is that good!! We also love their olive oil. The fond memories of our day at the winery is calling us back to revisit the experience. Thank you to the family that cares to make their guests experience memorable, leaving with fondness in their hearts to return.

5. PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence

UniqueTuscany private Tours
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 27 reviews

• EXPERIENCE FOR YOUR PRIVATE GROUP • With this fascinating tour you will discover a unique part of Tuscany in a private day-trip from Florence. With an expert local driver/guide, immerse yourself in the renowned Chianti wine region and explore the cities of Siena and San Gimignano. You will tour historic landmarks such as Piazza del Campo in Siena, home to the annual Palio, and the medieval towers of San Gimignano. Add an optional, unforgettable lunch to savor traditional Tuscan wines and specialties in a local organic farm or winery! • 8/9-hr Full-Day private tour of Tuscany • Visit the medieval cities of Monteriggioni, San Gimignano and Siena • Hear live commentary of the wine cellars by your guide • Taste Craft Chianti Classico wine at a local vineyard • Pick-up and drop-off at your Hotel or at the address provided • Travel in a Mercedes-Benz minivan

Inclusions: Pick-up and drop-off at your selected hotel/location (in Downtown Florence), Private transportation by Mercedes-Benz MiniVan, Air-Conditioned, English-speaking licensed driver, Free time in Siena and San Gimignano, Unlimited cold mineral water , On-Board WiFi

Exclusions: Local guides in Siena and San Gimignano, Lunch in farm or winery available at an extra cost 25€pp to 50€pp, depending on option chosen, Entrance fees (Cathedral of Siena ia approx. 7€ pp.)

Reviewed By Gabriel S

This was our 2nd private tour that we did through Uniquetuscany (2017/2020). Our guide, Alessandro was very specific to the covid restrictions and offered us new masks during the day! He did a wonderful job explaining the history of the towns. Our highlight was the visit to Tuscany organic farm where we had our lunch with amazing view. We stopped at Siena, San Gimignano and Pisa. There was a lot of walking and moving from in and out of the minivan so make sure you wear comfortable shoes. I definitely recommend this tour while visiting Florence since you get a lot of history while on the minivan to each town. Just not enough time in all the towns but 10 hours is a long day! still worth the trip! Highly recommended..

6. Small-Group Chianti Wine-Tasting and Castles Trip from Siena

Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy Tuscan Escapes
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

4.9 based on 35 reviews

Combine Chianti's fine wines with its impressive castles on a full-day trip from Siena! Giving the rugged Tuscan landscape a remarkable grandeur, these stunning Italian castles are a must-see for any visitor to the region. With your expert guide, visit Castello di Brolio, renowned as the birthplace of Chianti wine. Sample the esteemed Chianti Classico wine, enjoy an authentic Italian lunch at a Tuscan wine estate and tour the cellars to learn about the passion behind this traditional wine directly from the producer. Enjoy some of the region’s best wines directly at the winery. Numbers are limited to eight people on your small-group trip, ensuring you'll receive personalized attention from your guide.

Inclusions: Professional guide, Lunch, Wine tasting, Air-conditioned vehicle

Exclusions: Gratuities, Hotel pickup and drop-off, Entrance to Castello di Brolio

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.

7. Private Chianti Wine Tour with Lunch, a Visit of San Gimignano, Organic Wineries

Via Curtatone, 9, 50123 Firenze FI, Italy Chianti Wine Tour by Fun In Tuscany
Excellent
93%
Good
7%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.9 based on 276 reviews

Private Tour. First we tour vineyards and cellar of an organic farm in the heart of the Chianti region, receiving an up close look at the production and ageing process of the Chianti wines and learning about the secrets of the extra virgin olive oil making. This experience includes a  wine tasting and the opportunity to buy for cheap the best tuscan wines. Our trip continues on to the  medieval town of San Gimignano, where you will also have the chance to try the famous world champion Dondoli gelato. We then move on to a second winery where we enjoy an authentic  tuscan lunch, combined to a wine tasting class. A fine selection of Tuscan wines are presented by a wine expert to be paired with antipasti toscani, ribollita soup, lasagna with truffle olive oil and more.. On our way back we stop at  Piazzale Michelangelo, in the top ten of the most romantic spots in Europe.

Inclusions: Transport by air-conditioned confortable minivan, Lunch, Wine tastings, A visit of two wineries, Private wine tour, Live commentary on board, A visit of San Gimignano, A visit of Michelangelo Square

Exclusions: Hotel pickup and drop-off

Reviewed By KFDOCTOR

Your trip to Tuscany is incomplete if you do not go on this tour !! Amazing selection of Wines and Cheese. You are served some great food and the scenery is out of the world. Do not miss San gimignano you will get to taste the world's best gelato !!

8. Wine Tasting and Tour of The Most Beautiful Cellar in the World

Via di Collazzi, 7, 53045 Montepulciano SI, Italy Umbria Con Me Day Tours
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.9 based on 23 reviews

A visit to this Cellar is a voyage in time and history: here is the essence of the sweet Tuscan earth, the wine, that they already took care of, worshiped and consumed in happiness and joy, with passion and tenacity our distant ancestors, the Etruscans, some centuries earlies than the Christian era.

Inclusions: Cellar tour, Bruschetta with extra virgin olive oil, Wine tasting

Exclusions: Transportation to/from attractions

Reviewed By D1271ETdianaw

We had a fascinating morning with Alessandra, exploring Assisi and learning about its history. It's such a beautiful place, and Alessandra made it come alive for us. The 'Umbria con me' attention to detail was superb, and booking lunch for us at a local restaurant afterwards was a lovely touch.

9. Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

Piazza San Domenico, Piazza S. Domenico, 53100 Siena SI, Italy Tuscan Escapes
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

4.9 based on 310 reviews

Brunello di Montalcino, a collector’s favorite, is internationally recognized as one of the best Italian red wines. On this full-day guided tour from Siena, discover the cellars where these incredible wines age, meet the local producers, and learn about the passion that goes into making this wine. Enjoy a traditional Tuscan lunch at a winery and spend time relaxing at your leisure in the village of Montalcino before exploring the mystical abbey of Sant'Antimo. Visit a total of three wineries in the region, tasting unique creations at each one. Numbers are limited to eight people on this small-group tour, ensuring you'll receive personalized attention from your guide.

Inclusions: Local Guide, at family run winery, Visit to wine cellars and wine tasting, Air-conditioned vehicle

Exclusions: Gratuities, Hotel pickup and drop-off

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.

10. Private Tour: Siena, San Gimignano and Chianti Day Trip from Florence

Chianti Drivers
Excellent
0%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
100%
Overall Ratings

4.9 based on 48 reviews

*Experience for your private party* Explore the art, culture and medieval history of Italy on this private 8/9-hour tour. Discover the delights of Tuscany on a private day trip from Florence. With a knowledgeable English-speaking private driver, travel through the renowned Chianti wine region to visit the towns of Siena, the fortress of Monteriggioni and San Gimignano. See world-famous landmarks like Siena’s Piazza del Campo, home to the annual Palio horserace, and the medieval hilltop towers of San Gimignano. • Our drivers are all extremely familiar with Tuscany and with the main destinations. They will always share historical information, curiosities and traditions about the area of the sightseeing and they are available at any needs. * With agreements during the reservation we can organize lunch in wine cellars or in the farms. This is a highly recommended experience, especially for the wine lover.

Inclusions: Hotel pickup and drop-off in Florence, Private luxury minivan, Bottled water, Onboard Wi-Fi (on request at reservation), Our drivers are all extremely familiar with Tuscany and with the main destinations in Italy. They will always share information, curiosities and traditions about the area of the sightseeing and they are available at any needs., Spanish-, Portuguese- or French-speaking driver upon request

Exclusions: Lunch in winery or farm. (to decide at the time of briefing in the morning with your driver), Guide city tour (you will find the complete tour with private guide in Siena on viator with this code 23322P50)

Reviewed By Laurettab1974

We had a fab day! Our driver, Massimo was great! Very engaging, informative and made so enjoyable trip. Satisfied and exceeded our expectations Not only the tour through Tuscany was beautiful and the wine delicious, but above all Max made the whole experience unique! I recommend ChiantiDrivers to anyone! I highly recommend it.

ThingsTodoPost © 2018 - 2024 All rights reserved.