10 Best Tuscany Wine Region Day Trips from Florence

Discover the magic of Tuscany with tours from Florence. Vineyards, art and dreamy villages await you - experience Italian beauty on every tour!

10 Best Tuscany Wine Region Day Trips from Florence

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Tuscany is one of the 20 regions that make up Italy and whose capital is Florence. Famous all over the world for its landscapes full of vineyards and hills and, of course, for its wines. Thanks to its wine and gastronomic culture, Tuscany is one of the most visited regions in the whole country. An excursion to this area is one of the best things to see and do if you travel to Florence

Visiting some of its villages, vineyards and wineries from Florence is a highly recommended experience and almost a must. That's why in this post I'll tell you what are the main excursions from the Florentine city and what to do in the mythical Italian Tuscany.

1. Excursion through the best of Tuscany from Florence

Villa in Tuscany|©Olin555
Villa in Tuscany|©Olin555

One of the best ways to discover the heart of Tuscany is to book an organised excursion from Florence. This full-day experience will take you through some of the most iconic towns in the region: Siena, San Gimignano and Pisa, and includes lunch and wine tasting. The entire tour takes place in an air-conditioned bus with an expert guide who accompanies you throughout the day.

In Siena, you will enjoy a guided tour (optional) of iconic sites such as the Piazza del Campo, the Torre del Mangia and the Duomo di Siena. After the visit, you will stop at a family-run winery or typical restaurant for a three-course Tuscan lunch accompanied by local wines.

Afterwards, you will have free time in San Gimignano, famous for its medieval towers and panoramic views of the countryside, and in Pisa, where you will visit the Leaning Tower, the Piazza dei Miracoli and the Duomo di Pisa, closing a tour full of history, gastronomy and unforgettable landscapes.

  • Price: From 80 euros.
  • Duration: 12 hours.
  • What's included: Transport by air-conditioned bus, expert guide for the whole day, optional guided tour in Siena, traditional lunch with wine tasting, free time in San Gimignano and Pisa.
  • Means of transport: By air-conditioned coach.
  • Recommended if: You want to see the best of Tuscany in one day without worrying about logistics.

Book a Tuscany Highlights Tour

2. Half day excursion to Chianti with wine tasting

Chianti, Tuscany| ©Greg_FOT
Chianti, Tuscany| ©Greg_FOT

Within Tuscany, Chianti is the region most famous for its wines. To visit it and taste some of the most famous Florentine wines in the world, it is best to book an organised excursion to Chianti This type of activity includes the transfer from Florence and a visit to a couple of wineries with tastings of different types of wine.

In addition to tasting the wines, there is also the possibility of tasting other typical products of the area and buying them in the shops of the wineries. This type of tour usually stops in Greve in Chianti. One of the most representative and famous villages where the famous Chianti wines are sold. All accompanied by a professional guide.

  • Price: From 60 euros.
  • Duration: 5 hours.
  • What's included: Return transport from Florence, wine and product tasting in two wineries, stops in villages and panoramic photo stops and professional guide.
  • Means of transport: By air-conditioned bus.
  • Recommended if: You want to visit the most representative area of Tuscany and taste its best wines.

Book an excursion to Chianti from Florence

3. Full day excursion to Chianti with lunch

Siena| ©Myrabella
Siena| ©Myrabella

Book a full day excursion to Chianti with lunch. An activity that will take you on an extensive tour of the flavours of Tuscany. Accompanied by an expert guide, you will travel from Florence to Chianti to visit the family-run winery Villa le Corti, where you will be able to do wine and olive oil tastings, as well as sample local food flavours.

Then in Rignana, you will have time to enjoy a typical lunch of the region surrounded by one of the most incredible landscapes of Italy. Finally you will have the opportunity to complete the tasting of locally produced award winning wines.

  • Price: From 130 euros.
  • Duration: 9 hours.
  • What's included: Transport from Florence, professional guide, transfer to a winery, tasting of 9 wine samples, 2 olive oil tastings, food tastings and traditional lunch.
  • Means of transport: Air-conditioned 4x4 vehicle.
  • Recommended if: You want to enjoy a complete gastronomic experience.

Book an excursion to Chianti with lunch

4. Excursion with hot air balloon flight over Tuscany

Hot air balloon in the air|© Aaron Burden
Hot air balloon in the air|© Aaron Burden

For a unique perspective of the region, there is nothing better than to experience a hot air balloon flight over Tuscany. From more than 600 metres above the ground, you will have the opportunity to admire the landscapes of hills, vineyards and medieval villages that characterise the Tuscan countryside, all with the peace and quiet that only a balloon ride can offer.

The activity lasts approximately 1 hour of flight time, and before starting you will receive a safety briefing. You will be accompanied by a professional captain and crew, who will not only guide you, but also share details about the history and geography of the area. Upon landing, you'll enjoy a complimentary glass of champagne to round off this unforgettable experience.

  • Price: From 275 euros.
  • Duration: 3 hours (1 hour flight approx.).
  • What's included: Balloon flight with expert captain, safety briefing, glass of champagne on landing and hotel pick-up option.
  • Means of transport: Hot air balloon.
  • Recommended if: You want to live a different experience and see Tuscany from above.

Book a hot air balloon flight over Tuscany

5. Excursion with Vespa tour in Tuscany

San Gimignano| ©Norbert Wegner
San Gimignano| ©Norbert Wegner

Discover Tuscany at full speed with this exciting Vespa tour from Florence. After a brief introduction to the handling of the vehicle, you will ride along scenic roads through vineyards, sunflower fields and hills, heading towards medieval villages such as San Gimignano, where you will enjoy a guided tour and free time.

Along the route, you will stop at a local farm in Fattoria Poggio Alloro for a traditional three-course lunch accompanied by a tasting of regional wines. All this while discovering the rural and cultural charms of Tuscany aboard an authentic Italian Vespa.

  • Price: From 190 euros.
  • Duration: 7-8 hours.
  • What's included: Vespa with insurance, professional guide, guided tour in San Gimignano, traditional lunch and wine tasting.
  • Means of transport: Vespa.
  • Recommended if: You want to explore Tuscany in an original, fun and adventurous way.

Book a Vespa tour in Tuscany

6. Excursion to Pisa, Siena, San Gimignano and Chianti

Medieval Village San Gimignano| ©Chris Wee
Medieval Village San Gimignano| ©Chris Wee

If you book a guided tour, an expert will take you to all the highlights of Tuscany. You'll visit Pisa and its leaning tower, as well as touring the town. Then you can explore San Gimignano, one of the most popular excursions from Florence, and visit a family-run winery to enjoy a delicious local lunch with a taste of the region's wines.

After wine tasting and a visit to this typical medieval town, you will see Chianti and Siena, where you can choose to take a guided tour or explore at your own pace.

  • Price: From 60 euros.
  • Duration: about 11 hours
  • What's included: Return transport from Florence in an air-conditioned vehicle, professional guide, visit to Pisa, Siena, San Gimignano and Chianti, lunch and wine tasting.
  • Means of transport: Bus or air-conditioned vehicle.
  • Recommended if: You are looking for a day trip to see and experience Italian Tuscany to the fullest.

7. Tour to Montalcino, Val d'Orcia, Pienza and Montepulciano

Montepulciano Vineyards| ©Michele Alfieri
Montepulciano Vineyards| ©Michele Alfieri

This full day excursion will take you to the four most important towns in Tuscany, with all transfers included and an expert guide for the entire experience.

You will visit Montalcino and a local winery, where you will taste their signature wine and tour their museum. Then you will reach the small town of Montepulciano, one of the most beautiful villages in Italian Tuscany, for a wine tasting. Then you will reach Pienza, for a cheese tasting

. Finally, you will reach Valle d'Orcia where you will enjoy the most breathtaking landscapes of the region and you will be able to take lots of pictures.

  • Price: From 84 euros
  • Duration: 11-12 hours
  • What's included: Private transport to and from Florence, professional guide, visit to the towns of Montalcino, Val d'Orcia, Pienza and Montepulciano, wine and cheese tasting, tour of cellars and vineyards.
  • Means of transport: Air-conditioned coach
  • Recommended if: You want a complete experience of the flavours and landscapes of Tuscany.

8. Excursion to the winery of Monteriggioni

Aerial view of the Monteriggioni Winery.| ©Viator.com
Aerial view of the Monteriggioni Winery.| ©Viator.com

Within the Chianti region there are many wineries but none like Monteriggioni. Its prestige is not only due to its spectacular wines, but also to its environment. This famous winery is located in a medieval fortress surrounded by vineyards and hills. A postcard worthy of Tuscany's fame.

The excursion to Siena, San Gimignano and Monteriggioni includes a wine tasting at the winery as well as other typical food such as cheeses or fresh pasta. It also includes a professional guide who will accompany and advise us during the visit.

  • Price: From 60 euros.
  • Duration: 11 hours.
  • What's includedTransportto and from Florence, professional guide, wine tasting and regional products.
  • Means of transport: Bus or air-conditioned vehicle.
  • Recommended if: You are a wine lover and want to visit one of the most prestigious wineries in Tuscany.

Book an excursion to Siena, San Gimignano and Monteriggioni

9. Excursion to Castello di Volpaia and its famous wine cellars.

Castello di Volpaia| ©Victoria K
Castello di Volpaia| ©Victoria K

Castello di Volpaia is the name of the famous wine cellars located in the medieval village of Volpaia. There are excursions that take us to this beautiful locality to visit it, taste its wines in its cellars and enjoy its gastronomy in the restaurants of the village.

It is a highly recommended option for the beauty and tranquillity of the village and for its gastronomic quality.

  • Price: From 50 euros.
  • Duration: 5 hours
  • What's included: Transport to and from Florence in an air-conditioned vehicle, professional guide, free time in Volpaia, wine tasting in one of its cellars.
  • Means of transport: Bus or air-conditioned vehicle.
  • Recommended if: You want to experience Tuscany in a relaxed way and in one of its best wineries.

Book an excursion to the best of Tuscany

10. Excursion to one of the most spectacular wineries in Tuscany: Antinori winery and vineyards

Visiting the Antinori Winery and vineyards.| ©Walter Schärer
Visiting the Antinori Winery and vineyards.| ©Walter Schärer

To visit the Antinori winery there are organised group tours that include transfer from Florence, a guided tour and a tasting at the winery. The Antinori family is one of the most important in Tuscany and their winery is one of the oldest and most renowned. They have more than 600 years of history and nowadays they amaze visitors with their spectacular and modern architecture in harmony with their landscapes.

  • Price: From 120 euros (Price varies according to the size of the groups).
  • Duration: 4 to 5 hours.
  • What's included: Transfer from Florence, tour of the facilities and wine tasting.
  • Means of transport: Private vehicle or bus.
  • Recommended if: You want to visit the most spectacular and exclusive winery in Tuscany.

Book an excursion to the best of Tuscany

Reviews from other travellers

4.7
· 5628 Reviews
  • R
    R. G.
    5
    (0 Reviews)
    Marco and Alberta were wonderful guides and looked after us exceptionally well.
  • G
    G.
    4
    (0 Reviews)
    A great experience, cycling through vineyards and tasting good wine, I loved it!
  • H
    H.
    5
    (0 Reviews)
    An unforgettable bike ride combined with a visit to a charming vineyard - the perfect mix of exercise and culture!
  • N
    N.
    5
    (0 Reviews)
    I loved the experience, especially the bike ride through the vineyards. The wine tasting was a perfect touch to end the day.
  • L
    L.
    5
    (0 Reviews)
    I loved the bike ride through Florence and the visit to the vineyard. It was a fun and educational experience.