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

October 26, 2021 Jacquiline Darosa

Discover the best top things to do in Province of Florence, Italy including Chianti Dreaming: Private Boutique Winery and Hilltop Village Tour, PRIVATE Full-Day Siena, San Gimignano and Chianti from Florence, Chianti Classico and Super Tuscan 3 Winery Tour, Discover Valpolicella Vineyards and Wine Tasting Experience, Private Chianti Wine Tour with Lunch, a Visit of San Gimignano, Organic Wineries, Tuscany Vespa Tour, Taste of Chianti: Tuscan Cheese, Wine and Lunch from Florence, Small-Group Wine Tasting Experience in the Tuscan Countryside, Tuscany in One Day Sightseeing Tour from Florence, Florence Electric Bike Tour with Farm and Delicious Gelato.
Restaurants in Province of Florence

1. Chianti Dreaming: Private Boutique Winery and Hilltop Village Tour

Caf Tour & Travel
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5.0 based on 2 reviews

Have a slow and fascinating Chianti Experience! Discover in total comfort all the charm of the most beautiful countryside in the world and experience its culture, history and traditions, walking along the ancient streets of a picturesque Medieval village. Savor the best local flavors through a scrumptious wine tasting in an enchanting winery, surrounded by a breathtaking scenery!

Inclusions: Pick-up and drop-off at the hotel in Florence if centrally located, Transport by deluxe air-conditioned vehicle with WIFI on board, English/Italian speaking driver, Delicious tasting of three excellent wines and typical products, in a small-scale production winery., Stop in Greve in Chianti and in a second winery (wine tasting with 4 wines) if option selected

Exclusions: Gratuities, Guide Service, Everything not mentioned as Included

Reviewed By aakebe

Only 7 people and the tour was by Van. The driver guided us during the drive but no guide joined us at our stop in Castellina. Professional presentations at the wineries. Especially at Poggio Amorreli with Andrea where we were treated with Spumante, one white and two red Chianti and one supertuscan. We also got bread, cheese, salami with their own balsamic vinegar and olive oil. The driver called for a taxi upon arrival in Florence ????

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

UniqueTuscany private Tours
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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..

3. Chianti Classico and Super Tuscan 3 Winery Tour

Piazza dei Cavalleggeri, 50122 Firenze FI, Italy Tuscan Wine Tour by Italy and Wine
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5.0 based on 70 reviews

This tour goes in the famous Chianti wine growing region, to taste Chianti e Super Tuscan wines, lunch in a small boutique of wine.

Inclusions: Local taxes, 3 Winery to visit, 3-course lunch, Wine tasting, Extra Virgin Olive Oil tasting, Local wine expert, Small-group tour up to 8 attendees, Transport by air-conditioned minivan

Exclusions: Hotel pickup and drop-off, Tips

Reviewed By ElisabethG947

We had a wonderful day hunting truffles and tasting wine. The hunt was so interesting and informative. Lunch at the family estate was amazing. The best truffle dishes I have ever had, paired with wine from their family estate. Do not miss out on this wonderful experience.

4. Discover Valpolicella Vineyards and Wine Tasting Experience

Verona, VR, Italy TENUTA SANTA MARIA VALVERDE
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4.9 based on 90 reviews

Join an unforgettable tour in our family Winery with the winemaker! We are a Winery boutique in the heart of Valpolicella and we organize activities to share our passion for Valpolicella and Amarone wines with our guests (we offer it directly, without intermediaries or tour operator). We’ll start with a walk in the vineyard, telling you the family history about the winery and the estates. You’ll learn how to dry Amarone grapes in the traditional drying room, a process called Appassimento. You'll visit our rural house and the cellar from the 17th century used for winemaking and refinement. At the conclusion, the tasting of a selection of our fine wines Valpolicella, RIPASSO and the great AMARONE, learning how to evaluate them by sight, smell and taste. You’ll also enjoy our organic EXTRA VIRGIN OLIVE OIL, local cheeses called Monte Veronese and Soppressa Valpolicella (a kind of salami). We’ll be waiting for you on our amazing terrace with a stunning view of the Valpolicella!

Inclusions: A selection of our fine red dry wines Valpolicella, Ripasso and Amarone, Amarone wine tasting with the winemaker, Visit to 17th century cellar and private rural house, Stunning view on the Valpolicella hills from the terrace, Local cheeses Monte Veronese, salami della Valpolicella and special cherry chutney

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Reviewed By tripperace745

The view from the garden was amazing. Jacopo was very informative about the wine making process, how to pair them with food, and how to tell the quality of the wines made in Italy. Each wine that he brought out had its own distinct flavor based on the process of how it was made and it made the experience more enjoyable. If you haven't had a chance to try some Italian wine but are interested, this is a great place to start!

5. 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
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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 !!

6. Tuscany Vespa Tour

Tuscany Vespa Cycle and Bike Tour, Via Ghibellina, 133/red, 50122 Firenze FI, Italy Tuscany Cycle
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4.9 based on 278 reviews

Escape from the crowded streets of the city to see life as a local as you zip around the stunning Tuscan countryside on a REAL Vespa (with automatic gears)! The tour is perfect for all levels as we always begin with a lesson so that beginners may get the hang of driving. After the lesson, the real fun begins. We will zip through the winding country roads and stop for pictures along the way. You won't want to forget your camera on this trip - the sights are incredible and you will be in the heart of the Chianti region! After our picture break we will continue driving until we return to a private Tuscan winery to learn a little bit about how local wine and olive oil is created. With this tour you won't feel like just another tourist, you will get to explore Chianti like a real local!

Inclusions: Tour escort/host, Transport by air-conditioned minivan, Beverages, Lunch (Sunset Vespa Tour no lunch wine tasting and snack)

Exclusions: Hotel drop-off

Reviewed By DublinNoodle

I hired a road bike for 4 days. Dejan was extremely helpful and made it very straightforward. The bike was good spec and well maintained and it was very enjoyable to explore the Tuscan countryside.

7. Taste of Chianti: Tuscan Cheese, Wine and Lunch from Florence

Walkabout Florence Tours, Via Vinegia, 23R, 50122 Firenze FI, Italy Walkabout Florence Tours
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4.9 based on 1,360 reviews

Treat your taste buds on a full-day Chianti wine and food tour from Florence and sample some of Tuscany’s finest wine, cheese, meat, chocolate and more! With a local guide who is passionate about the region’s food heritage, travel through the countryside by 4x4 off-road vehicle and tour an historic villa, and a Chianti Classico winery. Up to seven glasses of wine are included throughout the day, plus several food samples and a 3-course meal at a traditional restaurant in the Chianti hills.

Inclusions: Transport by air-conditioned 4x4 vehicle, Professional guide, 9 samples of wine, 2 samples of olive oil, Food tastings, Lunch

Exclusions: Gratuities, Hotel pickup and drop-off

Reviewed By katiegN3709NB

Christian helped make our Florence experience memorable! My husband and I traveled throughout Italy with our two young children ( 8 and 5 years old) and they were so excited for their Fiat tour. They were the only kids on the tour but Christian made sure it fun and educational for them. The whole group was inviting and it was great to get to meet people from all around the world! My kids can not wait to travel more and still talk about how awesome the tour was. I highly recommend this tour with or without kids. We were taken to scenic views throughout Tuscany and even had to maneuver through the streets of Florence in a super fun classic Fiat. Everywhere we drove people would stop and wave because of the group of Fiats brought joy to everyone! This was the best tour we took in Italy and when we come back for a visit we are definitely doing it again! (Our tour was pre-covid)

8. Small-Group Wine Tasting Experience in the Tuscan Countryside

Piazzale Montelungo, Firenze FI, Italy Prestige Rent
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4.8 based on 953 reviews

Enjoy an half day small group tour to discover the beauty of the Tuscan wine country. Drive through vineyards, olive groves and cypress trees. Visit 2 wineries to discover the secrets of wine making, take pictures and taste different wines and olive oil paired with local Tuscan specialties.

Inclusions: Small-group tour (max. group size 16 people), Transport by air-conditioned vehicle with free wi-fi on board, Professional and informative English-speaking driver/guide to lead you through the experience, Guided visit to 2 different wine estate, Tasting of 3 wines and olive oil at the first winery, Tasting of 3 wines and olive oil at the second winery paired with local Tuscan specialties (cheese, salami, cured ham and bruschetta)

Exclusions: Lunch, Gratuities, Hotel pickup/drop-off

Reviewed By Alli S

We did a private wine country tour with Francesco in October 2019 (it has taken me entirely too long to write this review). We had a great time with Francesco. He is so personable and was so much fun to spend the day with. Ask him to tell you the story of why there are black roosters on Chianti Classico wine bottles. Francesco is very professional, was able to accommodate a change in plans based on our preferences, and delivered top-notch service throughout the day. If (when) we go back to Florence, we will be giving Francesco a call!

9. Tuscany in One Day Sightseeing Tour from Florence

Piazza della Stazione, 50123 Firenze FI, Italy Walkabout Florence Tours
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4.8 based on 8,621 reviews

Famous for a wealth of art, history, striking landscapes and outstanding produce, Tuscany really does have the best of all worlds! With only a day to spare, see the best Tuscany has to offer on this full-day guided coach trip from Florence.

Inclusions: Air-conditioned vehicle, Professional guide, Detailed maps of all destinations visited, 3-course lunch at a wine estate (not included in the tour option without lunch), Wine tasting (not included in the tour option without lunch), Free time to explore the towns at your own pace

Exclusions: Gratuities, Hotel pickup and drop-off, Food and drinks, unless specified

Reviewed By katiegN3709NB

Christian helped make our Florence experience memorable! My husband and I traveled throughout Italy with our two young children ( 8 and 5 years old) and they were so excited for their Fiat tour. They were the only kids on the tour but Christian made sure it fun and educational for them. The whole group was inviting and it was great to get to meet people from all around the world! My kids can not wait to travel more and still talk about how awesome the tour was. I highly recommend this tour with or without kids. We were taken to scenic views throughout Tuscany and even had to maneuver through the streets of Florence in a super fun classic Fiat. Everywhere we drove people would stop and wave because of the group of Fiats brought joy to everyone! This was the best tour we took in Italy and when we come back for a visit we are definitely doing it again! (Our tour was pre-covid)

10. Florence Electric Bike Tour with Farm and Delicious Gelato

Via dei Neri, 50122 Firenze FI, Italy Caf Tour & Travel
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4.8 based on 148 reviews

Explore Florence and its Hills with little effort and lots of fun on this 4-hour or 2-hour electric bike tour, led by a local host. Safe to ride, the bikes have an electric motor that start as soon as you pedal, meaning you’ll see the sights without getting out of breath! Finally, what better way to end such a fantastic tour, than tasting one of the best “gelato” of the city? Healthy and artisanal! After all, ice cream was invented exactly in Florence and Florentines love to enjoy one with their friends, especially in the evening so… cone or cup??

Inclusions: Use of electric bicycle, Bottled water, Use of helmet, Licensed Tour escort, Rain coat (if necessary), Rear seat for children (on request), Delicious "Gelato", 4hr Tour includes Florence old city center & its Hills, 2hr Tour includes Florence Hills with amazing views

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Reviewed By aakebe

Only 7 people and the tour was by Van. The driver guided us during the drive but no guide joined us at our stop in Castellina. Professional presentations at the wineries. Especially at Poggio Amorreli with Andrea where we were treated with Spumante, one white and two red Chianti and one supertuscan. We also got bread, cheese, salami with their own balsamic vinegar and olive oil. The driver called for a taxi upon arrival in Florence ????

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