The 5 Best Tuscany Day Trips From Florence [2022 Reviews]

If you’re already going to be in Florence, you would be missing out if you didn’t take a dedicated trip to Tuscany.

While Florence certainly has its own beauty and fascinating history, Tuscany is a great way to escape the city and into a serene realm of wine, delicious food, and rolling countryside.

There are tons of Tuscany tours out there, which can make it hard to narrow them down and choose which is best for you.

We have done the “hard” part for you, ensuring that each one of these tours are worth your time and money. Without further ado, we present to you the top day trips to Tuscany from Florence!

Best Day Trips To Tuscany From Florence

 Best of Tuscany Landscape & Wine Tour Private Day TripTuscany Wine Tasting Full-Day Trip From FlorenceTuscany Wine & Food Tour w/ Guide From Florence

Best Private Tour

Best Guided Tour

Best Full Day Tour

editors choice
Tuscany Wine Tasting Full-Day Trip From FlorenceTuscany Wine & Food Tour with Guide From Florence
Departure:Hotel pickup includedPiazza della CalzaPiazzale Montelungo
Start:8:30 AM9:45 amMorning
Duration:8 hours7 hours8 hours
Includes:English-speaking driver/guide, Private transport by sedan or minivan, visit to Siena and San GimignanoTour guide, transport for activity duration, mapTransportation,  driver/guide, guided visit to 3 wineries, wine tasting,
olive oil tasting, lunch, time in Greve

Tour Information & Booking

Tour Information & Booking

Tour Information & Booking

Quick Answer: The 5 Best Tuscany Day Trips from Florence Tours

  1. Best Private Tour: Best of Tuscany Landscape and Wine Tour From Florence Private Day Trip
  2. Best Guided Tour: Tuscany Wine & Food Tour with Guide From Florence
  3. Best Full Day Tour: Tuscany Wine Tasting Full-Day Trip From Florence
  4. Best Value Tour: Private Tuscany tour: Siena, San Gimignano and Chianti. Day Trip from Florence
  5. Best Budget Tour: Tuscany Day Trip with Optional Lunch and Wine From Florence

Tuscany Day Trips From Florence Reviews

1. Best Private Tour: Best of Tuscany Landscape & Wine Tour Private Day Trip

Tour Highlights:

  • Duration: 8 hours
  • Departure: Hotel pickup included
  • Departure Time: 8:30 AM
  • Includes: English-speaking driver/guide, Private transport by sedan or minivan, visit to Siena and San Gimignano

First up, we have another 8-hour tour full of fun on the Tuscan countryside. The Tuscany Private Day Trip from Florence is a great way to see some of the most beautiful parts of Italy with a private tour so you get to see more. Prepare for a day of knowledge, experiences, and a lot of fun as you’ll head to various cultural stops!

Start off in the morning being picked up by your driver where you will head to Siena. It feels like a part of this area never quite left the medieval ages, and is charming in its own way.

Here, we recommend you enjoy lunch in at the Pizzicheria de Miccolil. It’s half-butcher shop, half-bistro so you know your food is fresh. Did we mention it also includes a cheese and wine cellar?

Salamis and hams are abundant here, and try their delicious house-made pizza! Siena is definitely one of the most beautiful towns in Tuscany. That’s saying a lot, considering we are talking about the culture-rich Italian countryside.

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Next onto the walled town of San Gimignano. One of the oldest villages in Chianti, some say it was even where Amerigo Vespucci was born. The fortified medieval hamlet is truly breathtaking with its scenery and architecture, and is known for its wine where you’ll try plenty.

Here you can go to the famous Guardastelle Vineyard where you can take a tour and taste some fine Italian wines. If your still hungry or even if your not, have some cheese and appetizers as well. Or go for a full lunch!

When you are ready for some exploring, we recommend checking out La Rocca di Montestaffoli. This 14th century fortress offers amazing views of the town.

Don’t miss the Torre Grossa. This is an ancient skyscraper, the ancients built them as well! When you climb to the top, you will be met by spectacular views of the town below.


More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience

2. Best Guided Tour: Tuscany Wine & Food Tour with Guide From Florence

Tuscany Wine & Food Tour with Guide From Florence

Tour Highlights:

  • Duration: 8 hours
  • Departure: Piazzale Montelungo
  • Departure Time: Morning
  • Includes: Transportation by air-conditioned vehicle, Wi-Fi on board, English-speaking driver/guide, guided visit to 3 different wineries, wine tasting, olive oil tasting, lunch, free time in Greve in Chianti

If you’re a wine lover or would simply like to explore more about this world, you’re on the right track. The From Florence: Tuscany Wine & Food Tour with Guide is a bit longer, clocking in at 8 hours.

However, you’ll have time to visit 3 different wine estates and get to try all kinds of wines, olive oil, and balsamic vinegar! Another massive bonus to this tour is that they operate with very small groups, only. This means that you won’t just be lost in the crowd.

You’ll have personalized attention and can ask your guide any questions you may have. Smaller groups also allow you to simply see more!

Start off your morning by meeting at Piazzale Montelungo, where you’ll be picked up by your air-conditioned vehicle.

With wi-fi on board, you never have to worry about being out of the loop. You can go “live” on your social media platforms, send videos and photos to friends and family, post about your tour, etc. without having to wait!

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However, we’re sure you’ll want to live in the moment and enjoy the beautiful scenery around you, too. As you journey around, your driver/guide will tell you and your group all about the area’s history, wine production, and other interesting facts and anecdotes.

You’ll drive south from Florence and reach your first winery where you’ll enjoy some wine and a tasty traditional Tuscan lunch.

The second winery will teach you all about the winemaking process where you’ll visit their farm and learn about where their ingredients come from. Their wine expert won’t hesitate to share interesting facts and “secrets” about their products and will give you a full tour of the space.

Make sure to try their perfectly-sweet Vin Santo dessert wine while breathing in the fresh air of the undisturbed rolling hills. Then, head to Greve in Chianti, where you’ll have some time to walk around the lovely main square which has been significant in the local community for many years.


More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience

Other Experiences You May Enjoy:

3. Best Full Day Tour: Tuscany Wine Tasting Full-Day Trip From Florence

Tuscany Wine Tasting Full-Day Trip From Florence

Tour Highlights:

  • Duration: 7 hours
  • Departure: Piazza della Calza
  • Departure Time: 9:45 am
  • Includes: Tour guide, transport for activity duration, map

First off, we have the From Florence: Tuscany Wine Tasting Full-Day Trip. Designed for independent travelers between the ages of 18 and 35 years old, it’s a lot of fun and relaxation with beautiful scenery to set the scene! This tour includes visits to 2 different wineries, but you’ll be able to learn about and experience much more than that!

Meet at a central pickup spot (Piazza della Calza) in Florence with the rest of your group and hop on board a luxury van! This van is climate-controlled, with a nice amount of space and comfortable seats. You’ll set off at 9:45 am, which means you still have some time to sleep in and enjoy breakfast before starting your tour.

Your first stop is San Gimignano, located in the Chiani countryside, which is what this area is renowned for. When you first arrive, you and your group will have time to stroll around at your own pace.

This really is one of the best ways to see it, as you’ll be able to see this charming town up close and be able to really appreciate the details, the friendly locals, and different shops.

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After this, you’ll head to a wine tasting school (which everyone should be educated on!). Here, you’ll try 4 different wines, including the notorious Chianti Classico D.O.C.G., a Super Tuscan wine, a 30-year-old balsamic vinegar, and lush truffle extra virgin olive oil.

As you taste, a professional wine producer will teach you how to spot the different flavor profiles and help develop your skills.

Next, head to another local winery facing the gorgeous tower of San Gimignano. The winemakers really treat you like family, sharing secrets about their wine and oil, along with the best wine and oil pairings to take full advantage of these flavors.

After tastings, you’ll have the chance to purchase their wines at an affordable cost to enjoy at home or share with your friends and family.

Then, you’ll have more free time to wander around the little alleyways of San Gimignano with some of their world-famous gelato in hand!


More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience

4. Best Value Tour: Private Tuscany Tour: Siena, San Gimignano & Chianti – Day Trip from Florence

Tour Highlights:

  • Duration: 8 hours
  • Departure: Hotel pickup and drop-off included
  • Departure Time: 9:00 am
  • Includes: Driver, hotel pickup and drop-off, private tour, transport by air-conditioned minivan

If you’re looking for a comprehensive, educational tour of Tuscany but are on a tight budget, then you may be feeling like you don’t have a lot of options. However, we’re here to prove that wrong with our next tour! The Private Tuscany Tour: Siena, San Gimignano and Chianti Day Trip from Florence is just the ticket for what you’re searching for!

Clocking in at 8 hours, they really manage to pack everything in for an adventure-filled day that will never leave you with a dull moment. You’ll head out to 2 of the most charming, well-preserved Tuscan villages that will make you want to come back for more.

These villages aren’t quite as tourist-heavy as Rome or Florence, so you won’t have to worry about crowds or noisiness. Start off by being picked up at your Florence hotel and hop aboard a deluxe minivan with comfortable seats and large windows to admire the hills as you head toward your first destination.

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Siena is up first, which is an UNESCO World Heritage-listed town known for its captivating cathedral and Piazza del Campo. The latter allows only pedestrians to walk around, slowing things down and allowing you to really treasure the environment and experience.

After some leisure time, you’ll head to the hilltop village of San Gimignano which is famous with its 14 towers! Located along the renowned “via Francigena” road once operated by pilgrims, it’s known for producing the white wine of Vernaccia di Sangimignano and saffron. Don’t miss its Duomo “La Collegiata” which was built in 1200 and is still surprisingly well-preserved!


More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience

5. Best Budget Tour: Tuscany Day Trip with Optional Lunch and Wine From Florence

Tuscany Day Trip with Optional Lunch and Wine From Florence

Tour Highlights:

  • Duration: 12 hours
  • Departure: Santa Maria Novella train station by the taxi stand
  • Departure Time: Morning
  • Includes: Expert guide, guided walking tour of Siena, entry ticket to Siena Cathedral, farmhouse lunch at a winery estate in Chianti (if lunch option selected, wine tasting of 4 regional wines (if lunch option selected)

Lastly, we have the longest tour on the list which is perfect for those who really want the longest experience possible for a day tour.

This 12-hour tour includes skip-the-line tickets and plenty of wine tastings to make for a wonderful experience! If that sounds like fun to you, sign up for the From Florence: Tuscany Day Trip with Optional Lunch and Wine!

Your morning starts bright and early, where you’ll meet up with your guide and the rest of the group at Florence’s central train station. Your guide will greet you and sit with you, informing you of interesting stories and historical accounts of the areas you pass by.

Your first stop will be Siena, which is known as the country’s most picturesque medieval city. We can’t deny that, as even before you get to the city center you can see just how well the locals have taken care of their centuries-old city.

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Admire the iconic orange terracotta roofs, contrasting the majestic gothic and Romanesque architecture of the cathedral. You’ll then head up to San Gimagnano, the UNESCO-site sitting on a hilltop.

The tower houses were constructed in the Middle Ages, and you’ll have plenty of time at your own leisure to check them and the local palaces, churches, etc. out!

You can’t miss out on a trip to Pisa and its iconic tower where you have to get some photos! Then walk around the Piazza dei Miracoli and check out other notable landmarks! Be prepared for plenty of walking but you won’t even notice it with so much going on.


More Information & Tour Booking

100% refund for cancellations within 24 hours of tour experience

Florence Travel Guide

best day trips to tuscany from florence

If you’re planning a vacation to Florence, Italy you should know what airport you’ll be flying into, the best accommodations available, what restaurants to stop by, and more. In this travel guide, we give you all the information you’ll need to get started planning your vacation. Have you been to Florence and want to suggest a tourist stop or restaurant? Comment below!

Airports & Entry

There is a small airport in Florence, the Florence Peretola. It was previously known as Amerigo Vespucci Airport. However, you will most likely fly into the Galileo Galilei International Airport in Pisa. This is a much larger airport so long-distance, foreign flights are most likely to land here.

Your passport will need to be valid for at least six months past your intended date of departure. If you’re planning on an extended stay, you can stay in Italy for up to 90 days without the need for a visa, so long as your passport is valid.

Planning Tips

Visiting Florence can be a once-in-a-lifetime experience. However, it’s important to plan and prepare for your trip properly. Here, we have our top 5 tips for those planning a trip to Florence, Italy. Have you visited and have a tip of your own? Leave it in the comments down below!

Tip #1: Don’t be Afraid to Spit

When wine tasting in Italy, it is common for the taster to swish the wine around in their mouth to get the full profile of flavors, and then spit the wine out. This is so that you can taste many more wines without becoming intoxicated. It may feel a bit uncomfortable to spit out your drink in public, but it’s actually the cultural norm for this country.

Tip #2: Eat Light

You’ll find that even entrees featuring meat and pasta are smaller in portion size than what we see here in the US. Most of the time, meals consist of lighter fare including crostini, cured meat, and cheeses. Do not be surprised at the smaller portions of heavy meals and the abundance of lighter snacks.

Tip #3: Explore Florence on Foot

Not only is walking the preferred method of getting around in Florence, but it is also the easiest. While you may be walking with many other tourists, walking allows you to see more of the city. It may even take longer to wait for a taxi or bus than it would to walk to your destination. You will also most likely be walking at many of the attractions. Be sure to bring a pair or two of comfortable walking shoes.

Tip #4: Prioritize Your List

It would take months, if not years, to visit and explore every museum, gallery, eatery, and other important location within the city of Florence. Be sure to prioritize the list of places you’d like to see based on the length of time you’re spending here. Many of the attractions have estimated wait times based on the time of year and time of day you are visiting. This makes it easier to plan out your sightseeing.

Tip #5: Take Those 500 Steps

The Cathedral in Florence, called the Duomo, is the 4th-largest cathedral in the world. It took nearly 2 centuries to complete. Be sure to save at least one day to explore it. If you’d like to reach the highest point in Florence by hiking the 463 steps to the cathedral’s cupola, you’ll need to make a reservation. However, you won’t be disappointed.

Tip #6: Explore The Surrounding Cities

Venice is only a few hours northeast of Florence. This famous beautiful city is a must see! You must see the incomparable St Mark’s Basilica and take a gondola ride though its canals. There is so much to see and do there it needs to be on your list of places to see.

Restaurants & Eating Out

It seems even the food vendors at every corner and in front of every attraction have some of the best food available. These vendors also make it very quick to grab a bite to eat while on your way from one destination to another.

If you’re looking for some of the best gelato in Florence, you want to check out Carapina. The flavors of gelato available will change based on the season, and the number of choices is limited on purpose, but if you’ve ever thought of trying gelato with either olive oil or parmesan, this is the place.

The Borgo san Jacopo is one of the most exclusive restaurants in Florence. There are just four tables on a small terrace, but this terrace offers breathtaking views of the Ponte Vecchio. The star chef, Peter Brunel, offers mouthwatering entrées. Save room for the purple potato sorbet with various toppings, including gold leaf, for dessert.

A popular stop for many tourists is La Menagere. La Menagere is home to both a café and cocktail bar, but you’ll also find beautiful bouquets in the flower shop as well as quality Italian homeware in the store. Dinner entrées can include everything from spaghetti with squid to beef with pears.

Nightlife & Entertainment

While it’s common to stop for a cocktail in the evening before turning in, nightlife in Florence is relatively calm. In fact, one of their most popular bars offers cappuccino and pastries in the morning, a light lunch in the afternoon, and a buffet dinner as well as cocktails in the evening. This bar, known as Caffe degli Artigiani, is in the center of the artisan district.

The La Casa del Vino is a popular wine bar near the center of town. If you’re looking to try some of the top wines in the area of Tuscany or even find some less common wines from all over the country, you’ll want to stop by. To go with the extensive wine list, there is a menu of light snacks that includes meats, cheeses, crostini, and salads.

Getting Around

Getting around by car in the city of Florence is nearly impossible. Much of the city is off-limits to drivers. Of those streets that are drivable, many are narrow and might even be one-way. If traveling by car is necessary, you’ll want to take a taxi. However, taxis are quite expensive.

The best way to get around Florence is on foot. In fact, it’s possible to walk from one side of the city to the other in less than an hour. If your feet are getting tired or you have a longer distance to travel, a bus system is available. You can find tickets at local convenience stores.


If the city of Florence had a theme, it would be luxury. From the historical sites to the most modern hotels, from street food vendors to well-known eateries, Florence is the epitome of luxury. If you’d like to experience that firsthand, be sure to research your accommodations. If you’re familiar with the Four Seasons brand, you may know what to expect from the Four Seasons Florence.

However, Florence is home to some very unique accommodations as well. The Palazzo Vecchietti features just 12 bedrooms and suites along with two apartments. Each is named after famous Italian artists. This 16th-century Palazzo has been turned into a luxury bed-and-breakfast of sorts, with meals being served in a common area on the top floor. A luxury Florence hotel with more of a retro feel is the Continentale.

You may want to avoid July and August when planning a trip to Florence. January is usually the coldest month with temperatures in the low 40s, Fahrenheit. While the average temperature in July is in the mid-70s Fahrenheit, the humidity can make it feel unbearably warm. The best times to travel to Florence are in the spring and fall.

You’ll find the attractions in Florence mostly based on the history and food of the region. While the Statue of David is arguably one of the most popular sights to see in Florence, getting in to see Michelangelo’s famous artwork can take some time. Lines are usually very long, but it’s worth it.

You may also want to stop at Piazzale Michelangiolo, a terrace overlooking the city. The skyline of Florence seen from this terrace is the same often seen on postcards. Late afternoon or early evening are ideal times to visit as the crowds have died down.

There is no shortage of museums to visit while in Florence. Gucci Museo, or the Gucci Museum, is quite fun and a bit different than most other museums in the area. An archeological museum, the Museo Archeologico, features much of the regional history prior to the Medicis. The Galleria dell’ Accademia is home to the Statue of David and other popular exhibits such as several Stradivarius violins and famous paintings.

Enjoying the Wine That Makes Florence Famous

While one of the most popular tourist activities in Florence is wine tasting, be sure not to miss out on the beauty and history of the city itself. Florence may be a small city compared to some, but the experiences had during even a short vacation here will last a lifetime.

If you’re headed to Florence, what are you looking forward to the most? Let us know!

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The City Escape Tuscany Private Day Trip is our Editors Choice for the best Tuscany day trip from Florence.

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Robert Baker

Robert is a content writer and editor at World Guides to Travel where he shares his love for the great outdoors. He also writes in-depth travel blogs for other websites around the world. Robert is passionate about the environment and uses his writing to educate people about the advantages and importance of sustainable living. Robert enjoys creative writing. In 2009, his children’s novel Sally Hemings & the Good Associates won the Children’s Fiction section of the You Write On Book of the Year Award.
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