7 Best Day Trips to Chianti from Florence

Discover the charms of Chianti on a getaway from Florence. Sublime wines, postcard landscapes and the essence of Tuscany await you, book your tour now!

7 Best Day Trips to Chianti from Florence

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More about: 7 Best Day Trips to Chianti from Florence

All travelers who want to spend their vacations in this beautiful part of Italy will soon discover that there is much to see, do, and enjoy in Florence. Among the best plans is an excursion to explore Chianti and, weather permitting, other beautiful areas of the countryside.

Located in the heart of Tuscany, the Chianti region is a hilly landscape famous throughout the world for its vineyards and traditional wineries. It is well worth taking a trip to discover both its delicious cuisine and the endless beauty of its landscapes.

Once you've exhausted the classic Florence itinerary, which includes visiting the Uffizi Gallery, seeing the dome of Florence Cathedral, and exploring the Pitti Palace and its gardens, it's time to discover Chianti. Here are some options.

1. Traditional excursion: A day in Chianti and the highlights of Tuscany from Florence

Aerial view of a house in a vineyard| ©Gregor Samsa
Aerial view of a house in a vineyard| ©Gregor Samsa

Tuscany is a region of Italy made up of several cities and provinces. In the heart of Tuscany lies the province of Siena, a highly fertile area that is home to some of the most beautiful villages and landscapes in all of Italy.

Because of this, several local companies organize excursions to Siena from Florence. Accompanied by an expert guide, you can visit the highlights of the area: San Gimignano, the village of Monteriggioni, the famous Chianti wineries, the city of Siena itself, and much more.

This is one of the most popular excursions from Florence, so it is offered to travelers by different companies and in various formats.

Group excursion to Chianti and surroundings.

You will have the opportunity to see the highlights of Tuscany, including Chianti, in just one day. This is an excellent option if you are taking a short 5-day trip to Florence.

Group tours are conducted in shared transportation departing from Florence early in the morning to make the most of the hours of exploration and require a minimum number of participants to run. The number of people may vary from one tour operator to another.

  • Price: Depending on the company you choose and the number of participants, the tour costs between €60 and €80.
  • Duration: This is a full-day excursion, lasting 11 to 12 hours.
  • Advantages of this option: This alternative offers excellent value for money.
  • Disadvantages of this option: You depend on the group being full to go on the tour, although due to its popularity there are always travelers interested, especially if you are visiting Florence in August, one of the busiest months for tourism.

Private excursion to Chianti and surroundings.

Private air-conditioned transportation takes travelers from Florence to explore the highlights of the Tuscany region, such as the Chianti vineyards.

Although the specific details vary slightly depending on the company you hire, companies generally charge a standard rate for the trip, allowing 4 to 8 travelers to join the experience.

This option is ideal if you are visiting Florence with children for a family vacation and are looking for a more comfortable and private alternative that is completely customized.

  • Price: The private tour costs around €700 per group of participants, with the option of including between 6 and 8 people.
  • Duration: This is a full-day excursion, which usually lasts approximately 8 hours.
  • Advantages of this option: This is a convenient option that offers greater flexibility when it comes to customizing the experience.
  • Disadvantages of this option: The price is the main disadvantage, as it is considerably more expensive than other options.

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2. Half-day excursion to Chianti from Florence

Vineyards in a day| © Johny Goerend
Vineyards in a day| © Johny Goerend

A short excursion designed to explore the best of the Chianti vineyards, departing from Florence. This is a very popular tour option, so it is offered by several local companies in Florence.

Although the specific details of the experience will depend on the company you choose, many companies include the following activities in their itinerary: the company of an expert local guide, a short tour of the small town of Greve, and the opportunity to taste some of Chianti's best wines

This is an ideal option for travelers on a tight schedule who are only spending four days or less in Florence. This way, you can spend a few hours getting to know some areas of Tuscany and devote the rest of your time to exploring the city's museums and monuments.

Additional information

  • Price: The price is around €50 per traveler.
  • Duration: Designed to take place in half a day, the tour lasts approximately 5 hours.
  • Advantages of this option: This is the best alternative for travelers with tight itineraries who also want to keep their trip within budget.
  • Disadvantages of this option: The excursion only covers some areas of the province of Siena. If you want to explore the rest of the countryside, you will need to take another tour.

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3. Gastronomic excursion to Chianti from Florence

People eating in a restaurant| ©Roberto Serrini
People eating in a restaurant| ©Roberto Serrini

There are two things that make a trip to Florence totally worthwhile: the impressive Florentine museums and the delicious cuisine of Tuscany. If you are looking for an experience to enjoy the latter, this is a tour you should not miss.

The tour is offered by one of the best local tour operators and is designed for small groups. It combines a traditional tour that takes travelers to the highlights of Chianti with a first-class gastronomic experience.

Enjoy delicious Tuscan cheese, fine local wine, a tasting of local food, and take home samples of original olive oil. Without a doubt, one of the best food tours in Florence or the surrounding area.

Additional information

  • Price: The price is usually around €200 per person. It includes round-trip transportation and, of course, the food served during the trip.
  • Duration: This is a full-day tour, lasting approximately 8 to 9 hours.
  • Advantages of this option: This is the best way to familiarize yourself with the local cuisine and traditional dishes of the Tuscany region.
  • Disadvantages of this option: The price may be a little high for travelers on a tight budget.

4. Bicycle tour of Chianti and the best of Tuscany from Florence

bike parked against a brick wall| ©Torsten Frank
bike parked against a brick wall| ©Torsten Frank

A tour option through Chianti and the surrounding area that takes travelers through different landscapes in the province of Siena. This is a popular alternative offered by some tour operators in Florence for small groups of travelers, usually no more than 8 or 10 participants.

While it is true that some specific aspects of the experience will depend largely on the company you hire, most offer travelers the following services: an expert tour guide who accompanies the group throughout the experience, and the necessary bicycle and safety equipment.

In addition, some companies also offer an appetizer or lunch or stops for food tasting.

The bike route usually covers the Chianti area, in the heart of Tuscany.

Additional information

  • Price: Around €120 per participant. This price includes the rental of the equipment needed for the experience.
  • Duration: This is a half-day tour, so I recommend setting aside approximately 6 hours for the experience.
  • Advantages of this option: You can enjoy an immersive experience in the Tuscan countryside. Exploring the countryside by bike is much better than doing so in a car at high speed.
  • Disadvantages of this option: A certain level of physical fitness and cycling experience is required to participate. Travelers with special health conditions may not be admitted.

5. Excursion to Monteriggioni and Chianti from Florence

ancient church| ©mhh
ancient church| ©mhh

This excursion includes the traditional trip to Chianti and its vineyards, with the addition of one of the most interesting stops in the province of Siena: Monteriggioni. An excellent alternative for learning more about the countryside in a single trip.

Monteriggioni is a charming little town situated on a hill. During your visit, you will find a medieval village suspended in time, and you will see firsthand how its small size contrasts greatly with its charm.

In Chianti, you can enjoy traditional wine tastings, samples of Tuscan virgin olive oil, and some refreshments, although this depends on the itinerary and plans of the company you hire.

Additional information

  • Price: Available from $50 per traveler.
  • Duration: You should reserve around 5 hours of your itinerary for this experience.
  • Advantages of this option: It is a half-day trip that offers a more complete itinerary than other similar excursions in its range.
  • Disadvantages of this option: This is a group excursion, which may be subject to a minimum number of participants. This can be complicated if you are traveling during months with low tourist traffic, such as December in Florence.

Book your excursion to Monteriggioni

6. Excursion to San Gimignano and the Chianti vineyards from Florence

Aerial view of San Gimignano| ©Hans-Peter Hein
Aerial view of San Gimignano| ©Hans-Peter Hein

This is another excellent combination tour that will take you to Chianti and a little further afield in Tuscany.

San Gimignano is an excellent choice if you want to visit a medieval walled town and experience a journey back in time. Chianti, meanwhile, is a classic excursion for exploring the vineyards of Tuscany from Florence.

Depending on the company you choose, some services may or may not be included. I recommend reading the details carefully before paying to ensure that the experience meets your expectations.

However, on a tour to San Gimignano and Chianti, you can expect round-trip transportation from Florence to the heart of Tuscany, an expert guide to explain the different routes during the trip, a traditional lunch in a beautiful area of Chianti, and a wine tasting.

Additional information

  • Price: The price is around €60 per person.
  • Duration: This is a full-day tour for which you should allow around 11 or 12 hours for the experience.
  • Advantages of this option: Tours with combined options are the best way to make the most of your time and budget. It is ideal for travelers visiting Tuscany for the first time and wanting to take the time to appreciate the area.
  • Disadvantages of this option: You will need to set aside a full day for the experience. Travelers with a short stay, for example only 3 days in Florence, will not be able to enjoy this experience without sacrificing time that could be spent exploring the city.

Book your San Gimignano excursion

7. Excursion with dinner at a Chianti vineyard from Florence

pizza and wine| ©Steven Czitronyi
pizza and wine| ©Steven Czitronyi

If you're looking to experience Italian Tuscany in a different way, consider booking a trip to have dinner in Chianti, located 50 minutes away by car. This adventure offers a different plan for Florence at night during your vacation.

Please note that some aspects of the experience may vary from one company to another. However, you can expect the company of an expert guide, private transportation to and from Chianti, a tour of the vineyards upon arrival, and a traditional dinner served at sunset in a typical Italian villa.

Additional information

  • Price: Around €100 per participant.
  • Duration: You should reserve 5 hours at the end of the day.
  • Advantages of this option: The schedule is the main advantage. It is ideal for a 2-day trip to Florence, as it allows you to make the most of your time.
  • Disadvantages of this option: The price may be a drawback for travelers on a tight budget. If you are looking for cheaper options, I recommend looking at other alternatives.

Book your excursion to Chianti

What are the advantages of taking a tour vs. visiting Chianti on my own?

Winery at Castello di Verrazzano.| ©Shutter Runner
Winery at Castello di Verrazzano.| ©Shutter Runner

The famous Chianti wine region is located between Florence and Siena, about 30 kilometers from the capital of Tuscany. Due to its proximity, it is easy to reach by various means of public transportation such as bus or Italy's public train system, which is, by the way, of excellent quality.

However, the best way will always be an organized excursion from Florence. Here are the reasons why.

It saves you time...

A day trip to Chianti is the ideal plan for travelers staying in Florence for a short time and needing to make the most of every second. Tour operators organize the itinerary so that you can enjoy as many experiences as possible depending on the type of excursion you decide to book.

You don't need to plan anything...

Setting off on your own involves much more planning than you might imagine, starting with renting a car, booking appointments with wineries on your own (risking limited availability), and finally planning your route so you don't get lost along the way.

A day trip could turn out to be insufficient if you get lost and don't know the exact direction to take.

You have the opportunity to meet other travelers...

Perhaps this is the best part of the wine experience and excursions to Chianti: group tours are full of adventurous travelers, and you end up enjoying a pleasant evening with people from all over the world.

Talk to other adventurers about your travels and listen to their experiences to perhaps discover an inspiring place that will lead you to plan your next destination.

Book your excursion to Chianti

Reviews from other travellers

4.6
· 3248 Reviews
  • A
    A.
    5
    (0 Reviews)
    The tour itself is complete, it allows you to visit the different points, personally we would have liked more to see San Gimignano.
  • M
    M.
    5
    (0 Reviews)
    It was excellent if you want to see a lot in a short time.
  • A
    A.
    5
    (0 Reviews)
    It seems to me that the time is more than enough to take some pictures and go for a walk.
  • D
    D.
    5
    (0 Reviews)
    The tour is very good to be able to visit all three places in one day.
  • S
    S.
    5
    (0 Reviews)
    The excursion seems to me to be very complete and it is a great way to do many things in the same day.