When it comes to immersing yourself in the beauty and rich cultural heritage of Tuscany, there’s no better place to start than Florence.
As the gateway to this idyllic region – and its capital city – Florence offers tons of opportunities to explore the Tuscan countryside.
If you have at least 3 days in the area, you should spend the first two days in Florence, and then absolutely go on a trip to explore its bucolic surroundings.
We have curated a list of the 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, there’s a perfect one waiting for you. 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. This is to make sure that what I recommend offers a genuine Tuscan journey, worth your while.
I personally use Viator, Get Your Guide, and Walks to book activities around the world. I especially recommend them for their fantastic cancellation policy. If your travel plans change, you can 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 tours 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 Tour to Tuscany from Florence
▶️ Our number 1 pick, the Tuscany Day Trip from Florence: Siena, San Gimignano, Pisa, and Lunch at a Winery. This full-day, super comprehensive tour starts with a guided tour around Siena. You’ll get to admire its impressive architecture and visit the Duomo 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 includes visits to Tuscany’s major highlights, ensuring a comprehensive tour around the region. Aside from getting to the best viewpoints and towns, you’ll sip regional wine, Tuscany’s gem product. Plus, the reviews are excellent!
This tour includes: Roundtrip transfers, a guided tour of Siena, entrance to the Cathedral, all visits, and lunch with wine tasting. ➥ BOOK IT HERE
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.
▶️ Experience the region’s finest on this Tuscany Day Trip from Florence with Chianti, Siena, and San Gimignano. Enjoy jaw-dropping views of Florence from Piazzale Michelangelo, the prime viewpoint in the city. 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 Piazza del Campo. Your guide will tell you all 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. The meal will be paired with Italian wines – you’re in Tuscany after all!
Spend the afternoon exploring the medieval town of San Gimignano, one of the most charming ones in Tuscany, first with your guide and then on your own.
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
▶️ With this Chianti Safari: Tuscan Villas with Vineyards, Cheese, Wine & Lunch from Florence. You’ll delve into the deliciousness of Tuscany, sampling its local cuisine as you explore the countryside.
Hop on a 4×4 vehicle to immerse yourself in the region, learning as you go from your very knowledgeable guide. Stop for a visit at a wine estate and a historic villa, where you’ll get to walk its underground tunnels.
There you’ll relish tastings of cheese, olive oil, and wine, before heading to a winery restaurant for lunch and a second wine tasting.
This Chianti tour from Florence includes: Roundtrip transportation, a guide, lunch, and food + 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. Then, 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 tour will charm you with the delicious flavors of Tuscany, but also with striking views of its countryside. You’ll stop for photos at the best 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. Don’t forget to take advantage of the hilarious photo ops as well!
You’ll enjoy a guided tour around Piazza dei Miracoli, learning about the history and architectural facts of each monument. Then, 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 Cathedral, an inspiring example of Romanesque Art, with the included tickets.
Visit the Monumental Graveyard, another example of architectural beauty, and enjoy free time at the end of the tour.
This tour includes: Roundtrip transfers, a guided tour of Pisa, free time, 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 with Lunch from Florence 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.
You’ll tour Fattoria Lornano Winery, visiting its old cellars as you learn about the wine. Cap off the trip with a seasonal lunch of 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, and Chianti Wine Tour.
You’ll be whisked away from the city and into the UNESCO-listed town of San Gimignano. This medieval hilltop town offers glorious views of the countryside, and you’ll have free time to explore it.
Then, drive through the picturesque Val D’Elsa hills and stop for a quick visit at Monteriggioni Castle. Your next stop is Poggibonsi, a Chianti town 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.
This tour includes: Roundtrip transfers, a guide, free time in San Gimignano and Monteriggioni Castle, a 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
▶️ Explore medieval towns with your gang 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. Next up is a trip to the village of Monteriggioni, driving through scenic Chianti hills.
Spend some time in San Gimignano, the most enchanting hilltop town in the area, and opt to include a tasty lunch with wine pairings at a local farm or winery.
This will, however, reduce the time in Siena and San Gimignano and exclude Monteriggioni from the itinerary.
This tour includes: Hotel transfers, free time in all locations, bottled water, and an English-speaking driver. ➥ BOOK IT HERE
▶️ Join this Private Tuscany Tour: Siena, Pisa, and San Gimignano from Florence with your group of up to 8. Make the most of having a personal chauffeur in Italy’s most famous wine region, and explore its major spots.
You’ll have a full day to wander around the alleys of Siena, Pisa, and San Gimignano at your own pace. Take in their striking architecture, soak up the history and artistry of each city, and admire the views.
The itinerary is flexible and adapts to your own times and interests. You can even add a trip to a local winery to sip on Vernaccia wine and enjoy a hearty meal.
Your driver will then take you through the Tuscan countryside to San Gimignano, a medieval gem recognized as a World Heritage Site by UNESCO.
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
▶️ Another great trip to share with your friends is 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 paired with fine wines, followed by a tour of the cellars. You’ll discover the secrets behind the art of winemaking, gaining 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.
Then, head to a beautiful farmhouse where your cooking lesson will take place. Put into practice the tips and techniques a lead chef will teach you to craft a mouthwatering 4-course lunch.
From bruschetta to handmade tagliatelle, a meat course, and tiramisu, you’ll whip up an authentic Italian feast! Relish your creations paired with Tuscan wine to cap off the experience.
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 transfers, a market visit, a cooking class, lunch with wine, a cooking diploma, and all the recipes. ➥ BOOK IT HERE
▶️ Dive into a gastronomic adventure with this delightful Florence Pizza or Pasta Class with Gelato Making at a Tuscan Farm. You’ll be taught by a professional how 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 transfers, 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? This E-Bike Florence Tuscany Self-Guided Ride with Vineyard Visit includes the region’s prime attractions: scenery and wine.
You’ll ride through the Tuscan countryside and scale the picturesque hills effortlessly. Zip all the way to Fiesole, where you’ll visit a vineyard for Chianti-style wine and Tuscan treats.
The ride also includes a stop at Piazzale Michelangelo, which offers incredible views of Florence.
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 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. Then, immerse yourself in the beauty of the Chianti wine region.
Ride along scenic country roads, surrounded by ancient olive groves and vineyards, and tour two local wineries. Indulge in wine tastings and a traditional Tuscan lunch before visiting a Terracotta factory and an olive oil mill.
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
