Are you looking for Tuscany tours from Florence? Whether you’re eager to go wine tasting, photograph the landscape, or get lost in medieval walled towns, you’ll find just the tour for you in this post.
When it comes to immersing yourself in the enchanting beauty and rich cultural heritage of Tuscany, there’s no better place to start than the captivating city of Florence.
As the gateway to this idyllic region – and its capital city – Florence offers tons of opportunities to explore the surrounding Tuscan countryside. I’d say that if you have at least 3 days, you should spend the first two days in Florence exploring the city, and then absolutely go on a trip to explore the surrounding region.
We have curated a list of the 16 best Tuscany tours from Florence to help you make the most of your time in the area. You’ll find a diverse range of activities highlighting the region’s finest offerings, from winery tours and trips to nearby cities to private experiences. Check them out, and take your pick!
Why should you value my insights on Tuscany tours from Florence? Growing up in Bologna, a 30-minute train ride from Florence, I’ve had countless adventures in the Tuscan countryside. With a deep-rooted connection to Italy and a decade of expertise in the travel industry, I carefully handpick each tour, ensuring that what I recommend offers a genuine Tuscan journey, just a stone’s throw from Florence.
I personally use Viator, Get Your Guide, and Walks to book activities around the world. I especially recommend them for their fantastic cancellation policy, which allows you to cancel most tours up to 24 hours in advance for a full refund.
Were you looking for a multi-day tour rather than a day tour? I recommend checking out TourRadar, an aggregator for multi-day tours (both group tour and private ones). I’ve personally booked tours to Jordan and Africa with them and had a flawless experience!
Good choices for multi-day tours to Tuscany from Florence are:
• Tuscany Absolute
• The Best of Tuscany 4 Days/3 Nights
• A Taste of Tuscany (starts in Pisa)
OUR PICK: The Most Comprehensive Tours to Tuscany from Florence
▶️ Our number 1 pick, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery is a full-day, super comprehensive tour into the glorious Tuscan countryside. You’ll start your trip by exploring Siena on a guided tour, admiring its impressive architecture and visiting its cathedral before making your way to a charming winery.
Surrounded by the Chianti hills you’ll indulge in a Tuscan lunch and delicious wine tasting, and then venture to the hilltop town of San Gimignano. Indulging in gelato and walking around its medieval walls are the highlights of any visit to San Gimignano.
Finally, prepare to tilt your head in awe at the iconic leaning tower of Pisa and the rest of the monuments in Piazza dei Miracoli. This tour is the ultimate shortcut to capturing the essence of Tuscany in just one day.
Why is this the best tour to Tuscany from Florence? It’s one of the best San Gimignano tours from Florence as you’ll have plenty of time in the enchanting town, and it also includes visits to Tuscany’s major highlights such as Siena and Pisa. Plus, there’s wine too! It is probably the most comprehensive tour we’ve found and the reviews are excellent.
This Tuscany day trip from Florence includes: Roundtrip transportation, a guided tour of Siena, entrance to the Siena Cathedral, lunch with wine tasting, and free time in San Gimignano and Pisa. ➥ BOOK IT HERE
▶️ Experience the region’s finest on this Florence to Tuscany Day Trip with Chianti, Siena, and San Gimignano. Enjoy jaw-dropping panoramic views of Florence from Piazzale Michelangelo, the prime viewpoint in the city, and then make your way into the land of rolling hills and vineyards.
Your first stop will be the city of Siena, where you’ll marvel at the magnificent Siena Cathedral exterior and the majestic Piazza del Campo, where you’ll learn about the renowned Palio horse race that takes place there twice a year. Savor an exquisite gourmet lunch with locally sourced ingredients in a Chianti farmhouse and vineyard, paired with Italian wines, and then head to the medieval town of San Gimignano.
There you’ll wander through its cobblestone streets and admire the towering medieval towers on a guided tour, and enjoy free time to try some delicacies or shop for souvenirs.
This Siena and Chianti tour from Florence includes: Roundtrip transportation, a guided walking tour in Siena and San Gimignano, lunch with wine tasting, and a guide. ➥ BOOK IT HERE
The BEST Tuscany Wine Tours from Florence
I’ve written a whole post about the best wine tours from Florence. But I’ll save you time, here are the very best ones.
▶️ With this Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence you’ll get to delve into the deliciousness of Tuscany, sampling its local cuisine. Plus, you’ll also admire the wonderful landscape as you roam through the Tuscan hills in a 4×4.
Immerse yourself in the captivating history and flavors of the region as you learn all about them from your knowledgeable guide, and pay a visit to a renowned wine estate and a historic villa with underground tunnels. There you’ll relish tastings of cheese, olive oil, and wine.
Lunch break takes place at a charming winery restaurant with panoramic views, where you’ll enjoy a tantalizing 3-course meal and a second wine tasting.
This Chianti tour from Florence includes: Roundtrip transportation, a guide, lunch, and food + wine tastings.➥ BOOK IT HERE
▶️ Embark on a captivating Small-Group Wine Tasting Experience in the Tuscan Countryside for a fun-filled half-day adventure from Florence. Wind your way through the enchanting Chianti Classico region, passing olive groves and vineyards on your way to two renowned wineries.
In the historic wine cellar of Fattoria di Montecchio, you’ll sample fine wines and olive oil, while you’ll enjoy a delightful spread of wines, olive oil, balsamic vinegar, cheese, salami, prosciutto, and bruschetta in the second winery.
With limited spots available, it ensures a personalized and utterly pleasurable experience in which you’ll also learn about the production of wine and the traditional methods used in Chianti. A Tuscany-in-one-day sightseeing tour from Florence enables you to taste its delicious product, take in magnificent vistas, and share your time with like-minded people. It’s a win from wherever you look at it!
This Tuscany wine tour from Florence includes: Roundtrip transportation, a guide, a visit to two wineries, and all food and wine tastings. ➥ BOOK IT HERE
▶️ Elevate your wine game with the Florence: Chianti Wineries Tour with Food and Wine Tasting. You’ll be taken to two authentic wineries in the Chianti Hills where you’ll get up close and personal with the local winemakers.
Engage in the winemaking process by exploring the facilities and strolling through the vineyards, and treat your taste buds with tastings of up to 7 different wines. Alongside the vino, relish regional treats like cheese, olive oil, and balsamic vinegar.
This half-day Tuscany tour from Florence will charm you not only by the delicious flavors of Tuscany but also striking views of its countryside with a stop at a lookout point overlooking the Chianti hills.
This tour includes: Roundtrip transportation, winery tours, a guide, wine tastings with food pairings, and a stop at a viewpoint. ➥ BOOK IT HERE
An Essential Pisa Tour
Get ready for a Pisa Day Tour with Leaning Tower of Pisa to discover one of the most renowned works of architecture and take advantage of the hilarious photo ops in front of it!
You’ll enjoy a guided tour around Piazza dei Miracoli, learning about the history and architectural facts of each monument, and get to snap some pictures holding the famous Leaning Tower before skipping all lines into the landmark.
After climbing its 294 steps you’ll be rewarded with a fantastic view of the square. Make sure to also explore the interior of the magnificent Cathedral, an inspiring example of Romanesque Art, with the included tickets.
Take your time to admire the intricate details and soak in the history before visiting the Monumental Graveyard to appreciate its architectural beauty. You’ll be awarded some free time at the end of the tour to explore at your leisure.
This tour includes: Roudntrip transportation, a guided tour of Pisa, free time to wander on your own, and entrance fees to the Cathedral and the Leaning Tower. ➥ BOOK IT HERE
Looking for something different? Check out this other post about the best Pisa tours from Florence.
The Best Tours to Siena
▶️ Embark on a delightful Siena and San Gimignano: Small-Group Tour of Tuscany from Florence with Lunch for a memorable day filled with history, architecture, and deliciousness. Your trip starts with a scenic drive to Siena, one of Tuscany’s most charming cities.
You’ll enjoy a guided walking tour through its winding cobblestone streets, all the while learning about it and admiring its main landmarks: the Siena Cathedral and Piazza del Campo.
Then, venture to San Gimignano, where you’ll be enchanted by its iconic medieval towers and historical atmosphere. Enjoy your free time to explore at your own pace and try its traditional gelato, and hop back on the bus to head to the last destination.
Fattoria Lornano is a beautiful winery where you’ll get to explore its old wine cellars and savor a lunch of seasonal Tuscan delicacies paired with a great selection of wines.
This Tuscany bus tour from Florence includes: Roundtrip transportation, a guide, a tour of Siena, free time in both Siena and San Gimignano, and lunch with wine tastings. ➥ BOOK IT HERE
▶️ Escape the Florence frenzy and dive into Tuscany’s charm on this San Gimignano & Siena Tour with Wine Tastings. You’ll be whisked away from the city in an air-conditioned coach and taken into the UNESCO-listed town of San Gimignano, which you’ll get to explore at your leisure.
You’ll drive through the picturesque Val D’Elsa hills and stop for a quick visit at Monteriggioni Castle before continuing your journey toward Poggibonsi, a town in the Chianti countryside where you’ll visit a winery for an interesting tour and tastings of Chianti Classico.
Finally, delve into Siena’s architectural wonders and soak up the vibrant atmosphere of Piazza del Campo during a comprehensive tour around the city. You’ll then get some free time to continue exploring on your own before it’s time to return to Florence.
This tour includes: Roundtrip transportation, a guide, free time in San Gimignano and Monteriggioni Castle, a guided tour of Siena, and wine tastings. ➥ BOOK IT HERE
Again, for more options make sure to check out my other post about the best tours to Siena from Florence.
The BEST Tuscany Private Tours from Florence
▶️ Sip Chianti wine, explore medieval towns, and witness stunning bucolic landscapes on this Private Siena, San Gimignano, and Chianti Day Trip from Florence.
Accompanied by your closest friends, you’ll get to marvel at Siena’s clamshell-shaped Piazza del Campo and its majestic Cathedral as you wander around the city and visit the fortified village of Monteriggioni for a picturesque stroll.
You’ll also enjoy a very picturesque ride through the Chianti hills with magnificent photo opportunities, and visit the hilltop San Gimignano, an enchanting medieval town. You can also opt to include a tasty lunch with wine pairings at a farm or a winery, to be paid on the spot. This will, however, reduce the time in Siena and San Gimignano and exclude Monteriggioni from the itinerary.
This tour includes: Roundtrip transportation from your hotel, free time in Siena, San Gimignano, and Monteriggioni, bottled water, and an English-speaking driver. ➥ BOOK IT HERE
▶️ Join this Private Tuscany Tour: Siena, Pisa, and San Gimignano from Florence to benefit from having a personal chauffeur taking you around Italy’s most famous wine region. You – and up to seven of your friends – will get to explore Siena, Pisa, and San Gimignano at your own pace during a full day.
Let your private driver take you from Florence to Tuscany’s captivating city of Siena, where you’ll get to stroll around its captivating historic center as you learn about local artists and check out the main landmarks. Your driver will then take you through the Tuscan countryside to San Gimignano, a medieval gem recognized as a World Heritage Site by UNESCO.
It’s also the perfect place to sip on the region’s Vernaccia wine and enjoy a hearty meal (own expense) before you head to your final destination: Pisa. Pose in front of the famous Leaning Tower and opt to climb to the top for the views, and be in awe at Piazza dei Miracoli’s other monuments before returning to your hotel.
This tour includes: Hotel pick-up and drop-off, free time in Siena, San Gimignano, and Pisa, bottled water, and a flexible itinerary. ➥ BOOK IT HERE
▶️ Savor tantalizing tastes and picturesque vistas of Tuscany on this Private Tuscany Wine Tour Experience from Florence. With a sommelier guide, uncover the hidden gems among the rolling hills and vineyards of Tuscany while sampling exquisite regional varietals and olive oil in three wine estates.
Delight in a traditional Tuscan lunch accompanied by fine wines, and discover the art of winemaking as you embark on a cellar tour and listen to interesting insights from local vintners.
Time permitting, you’ll also get to explore charming medieval villages like Castellina in Chianti and Radda in Chianti. This customizable journey offers a flexible itinerary, promising a grape escape like no other.
This tour includes: Hotel pick-up and drop-off, lunch, and wine tastings. ➥ BOOK IT HERE
Tuscany Cooking Classes
▶️ Unleash your inner chef in this Cooking Class and Lunch at a Tuscan Farmhouse with Local Market Tour from Florence. This culinary adventure starts at a bustling market, where you’ll follow a local chef as they pick the freshest ingredients for your class.
Once at the farmhouse where the lesson will take place, you’ll put into practice the tips and techniques they teach you to craft a mouthwatering 4-course lunch. From a bruschetta starter to a handmade tagliatelle dish, a meat course, and tiramisu for dessert, you’ll relish your very own creations paired with Tuscan wine.
Take a cooking diploma and the recipes home to show off your newfound skills. Prepare to impress friends and family with your Italian culinary prowess!
This tour includes: Roundtrip transportation, a market visit, a cooking class with all ingredients, a hearty lunch with wine pairings, a cooking diploma, and all the recipes. ➥ BOOK IT HERE
▶️ Dive into a gastronomic adventure with this delightful Pizza and Gelato Cooking Class at a Tuscan Farmhouse from Florence, in which you’ll get to prepare Italy’s most renowned comfort food dishes. Because what trumps pizza and gelato?!
Enjoying the stunning scenery that surrounds you and under a chef’s guidance you’ll craft a 3-course feast that you’ll get to indulge in later. You’ll knead the dough for a focaccia, and choose your favorite toppings for a mouthwatering pizza.
As if that wasn’t enough, you’ll also whip up your very own, creamy gelato to end your lunch on a very sweet note. You’ll go home with the recipes to recreate these delectable dishes at home.
This tour includes: Roundtrip transportation, cooking class with all ingredients, a 3-course meal paired with wine or beer, a cooking diploma, and all recipes. ➥ BOOK IT HERE
Tuscany Bike Tours from Florence
▶️ Want to try a bike tour? E-Bike Florence Tuscany Ride with Vineyard Visit might be the very best one, as it includes the region’s prime attractions: scenery and wine. You’ll ride through the enchanting Tuscan countryside and scale the picturesque hills of Florence effortlessly, thanks to the battery-assisted boost, on this self-guided trip.
Stop by a vineyard in Fiesole, where you can sip Chianti-style wine and indulge in Tuscan treats, and enjoy breathtaking views of the city from Piazzale Michelangelo.
With an e-bike rental and GPS device, you’re free to roam independently at your own pace, getting your dose of wine, views, and adventure—Tuscany style!
This Tuscany bike tour from Florence includes: E-bike and helmet rental, GPS route, and a phone holder. ➥ BOOK IT HERE
▶️ An alternative is this Tuscany Countryside E-bike Tour: From Florence to Chianti with Lunch and Tastings. You’ll get to pedal across the Arno River to the stunning viewpoint of Piazzale Michelangelo, and immerse yourself in the beauty of the Chianti wine region.
Ride along scenic country roads, surrounded by ancient olive groves and vineyards, and indulge in wine tastings and a traditional Tuscan lunch after touring two wonderful wineries. You’ll also visit a Terracotta factory and tour an olive oil mill, benefitting from the company of a professional guide.
This Chianti bike tour from Florence includes: Bike and helmet rental, a guide, bottled water, a Tuscan lunch, wine and olive oil tastings, and a Terracotta factory guided visit. ➥ BOOK IT HERE
A Multi-Day Tour To Tuscany from Florence
Experience the Best of Tuscany in 3 Days with a Local, a delightful multi-day trip into the countryside that allows you to discover all of its gems without rushing. Day 1 starts in San Gimignano, where you’ll explore its delightful attraction followed by a visit to Siena’s magnificent ancient center.
You’ll spend the night in this interesting city and then make your way to the renowned Chianti Classico region to explore three wineries and sample delicious olive oil and wine. You’ll also visit a very famous butcher and deli shop in Greve.
On Day 3 you’ll unwind in the natural hot springs of San Filippo and delve into the stunning landscapes of Val d’Orcia, with a visit to a medieval village like Montalcino or Montepulciano included. It’s the ultimate Tuscany experience, and the perfect excursion if you’re looking for a Val d’Orcia tour from Florence.
This tour includes: All transfers, 2 nights’ accommodation, all meals, fuel surcharge, and a driver/guide. ➥ BOOK IT HERE
Tours To Tuscany from Florence FAQs
In my opinion, the best tours in Tuscany from Florence include these:
• Tuscany Day Trip: Siena, San Gimignano, Pisa, and Wine Tour from Florence with Lunch
• Tuscany in a Day Tour from Florence: Chianti, Siena and San Gimignano
• Chianti Safari: Villas with Vineyards, Cheese, and Tuscany Food and Wine tour from Florence
You certainly can! There are many amazing day tours from Florence to Tuscany that you can join to make the most of your time and explore the major attractions in the countryside.
I think that these are the ultimate private tours from Florence to Tuscany. Check them out!
• Private Siena, San Gimignano and Chianti Day Trip from Florence
• Private Tuscany Tour: Siena, Pisa and San Gimignano from Florence
• Private Tuscany Wine Tour Experience from Florence
