If you only have 3 days in Tuscany and want to see and discover the best of this magical region, you are in the right place! With this carefully planned 3-day itinerary for Tuscany, you’ll embark on a captivating journey through the heart of Italy, exploring enchanting landscapes and rich cultural experiences that will make every moment in this iconic region truly unforgettable.
Tuscany is one of Italy’s most lust-worthy and beautiful regions. Known for its rolling hills, cypress tree-lined streets, and old historic towns, Tuscany is a truly stunning place to visit that will wow you from start to finish.
This is one of my favorite regions in Italy that, along with the beautiful Puglia region, I highly recommend everyone to visit.
It is not a super small region, and there are quite a few different areas, cities, and towns worth exploring. However, with limited time, only the highlights can be explored, and the others can be saved for the next visit.
However, with proper planning, three days are enough to experience the best of this iconic region,
Discover the ultimate three days in Tuscany itinerary and prepare to be blown away!
3 Days In Tuscany: The Perfect Itinerary
Day 1: Siena
Siena is a beautiful medieval town located in the heart of Tuscany. As one of the most beautiful cities in Tuscany, Siena is a must-visit during your limited time in the region.
The historic city of Siena is full of stone buildings, old cathedrals, hilly cobblestone streets, and a buzzing charm. The city feels alive with culture and beauty, and it is one of the best places to visit in Tuscany for many reasons.
This is the perfect place to start your three days in Tuscany for a taste of the unique beauty of this region in a lively city full of things to do and see. Another great thing about Siena is that it is conveniently located in the heart of the rolling hills of Tuscany, so it is the ideal place to set up a base for nights 1 and 2. From here, you can relax and spend the day in Siena, preparing to explore Tuscany’s surrounding beauty.
While there, the best things to do in Siena are:
- Visit Piazza del Campo: Iconic medieval square, site of the Palio horse race, surrounded by historic buildings.
- Explore Siena Cathedral: This magnificent Gothic cathedral has stunning architecture, sculptures, and a panoramic view from the terrace.
- Discover the Torre del Mangia: Climb the tower for panoramic views of Siena and the Tuscan countryside.
- Wander through the historic streets: Explore the charming narrow streets, alleys, and medieval architecture of the city.
- Visit Palazzo Pubblico: Gothic palace housing the Civic Museum, known for its frescoes and artwork.
- Experience the Palio: Attend the famous Palio di Siena, a historic horse race held twice a year in Piazza del Campo.
- Explore the Basilica of San Domenico: A gothic church with notable artworks, including the relics of Saint Catherine of Siena.
- Enjoy local cuisine: Indulge in Tuscan delicacies at the local trattorias, savoring dishes like pici pasta and Ribollita soup.
- Visit Siena’s museums: Explore museums like the Pinacoteca Nazionale and Museo dell’Opera del Duomo for art and history.
- Attend a contrada event: Immerse yourself in the local culture by participating in events organized by Siena’s historic contrade (districts).
Day 2: Val d’Orcia
When you think of Tuscany, you often think of gently rolling hills, secluded roads lined with cypress trees, medieval, picturesque towns, and endless wineries. Before you start thinking that all of Tuscany looks like this, please understand that it doesn’t.
There is a limited region within the grand Tuscany region with this iconic look; you can find it in Val d’Orcia.
Val d’Orcia is how Tuscany is represented worldwide, and if you want to experience this for yourself, then heading off into these rolling hills and quiet streets yourself is a must.
The best ways to do this are by renting a car or scooter and navigating through Tuscany. Find a rental company in Siena and head off bright and early to explore as much as possible in one day.
You will want to add these viewpoints to your maps and navigate your itinerary around them: Asciano > Pienza > Montepulciano. Use these points to guide your adventure through the Tuscany countryside and make many stops along the way!
Some highlights in Val d’Orcia are:
- Montalcino: Famous for Brunello wine, visit Montalcino’s medieval fortress and enjoy wine tastings in the surrounding vineyards.
- Pienza: Explore this UNESCO World Heritage Site known for its Renaissance architecture, particularly the Piccolomini Palace and Pienza Cathedral.
- San Quirico d’Orcia: Visit the charming town with the Collegiate Church of San Quirico and the Horti Leonini gardens.
- Bagno Vignoni: Experience the unique thermal baths in the town square, where hot spring water has flowed since Roman times.
- Montepulciano: Discover the historic center’s Renaissance buildings and the beautiful Piazza Grande, and taste the local Vino Nobile wine.
- Valley of the Orcia River: Enjoy the stunning landscapes of rolling hills, cypress trees, and picturesque farms, which have inspired many artists.
- Abbey of Sant’Antimo: Visit the medieval abbey known for its Romanesque architecture and Gregorian chants in a serene setting.
- Castiglione d’Orcia: Explore the medieval castle and the fortress, providing panoramic views of the valley.
- Radicofani: Climb to the top of Radicofani’s fortress for breathtaking views of the Val d’Orcia and the surrounding countryside.
- La Foce Gardens: Admire the beautiful gardens designed by English architect Cecil Pinsent, offering a perfect blend of Italian and English styles.
Day 3: Florence
Your last day in Tuscany is best spent in the ultra-charming city of Florence. You can’t go to Tuscany without visiting this big and beautiful city, and it is the ideal place to end your adventures as it is easily accessible to major airports and has a train station.
Florence is the capital of the Tuscany region of Italy, known for its majestic churches, various museums, and artistic environment. It is one of Italy’s most magical cities, oozing with culture and beauty.
You can find things like the world-renowned Florence Cathedral, amazing food from Mercato Centrale, and Michelangelo’s Original David here.
Some must-dos in Florence are:
- Visit the Florence Cathedral (Duomo): Explore the iconic cathedral with its stunning dome, and climb Giotto’s Campanile for panoramic views.
- Uffizi Gallery: Look at masterpieces by Botticelli, Leonardo da Vinci, and Michelangelo in one of the world’s greatest art museums.
- Accademia Gallery: See Michelangelo’s David and other Renaissance sculptures in this renowned art museum.
- Ponte Vecchio: Stroll across the historic bridge over the Arno River, known for its shops and beautiful views.
- Palazzo Vecchio: Visit Florence’s town hall, a medieval fortress with impressive chambers and artwork.
- Boboli Gardens: Wander through the expansive gardens behind the Pitti Palace, featuring sculptures, fountains, and panoramic viewpoints.
- Piazza della Signoria: Experience Florence’s main square, surrounded by historic buildings and adorned with sculptures, including a replica of Michelangelo’s David.
- Santa Croce Basilica: Visit the Franciscan church containing tombs of notable figures, such as Michelangelo, Galileo, and Machiavelli.
- Mercato Centrale: Immerse yourself in the local food scene at this bustling indoor market, offering fresh produce, meats, and Tuscan specialties.
- Palazzo Pitti: Explore this grand palace, once the residence of the powerful Medici family, now home to multiple museums and galleries.
- Bargello Museum: Discover a vast collection of Renaissance sculptures in this former palace-turned-museum, including works by Michelangelo and Donatello.
Bonus: Visit a Winery
If you have a little bit of extra time and want to do something special and unique to Tuscany, you must visit one of the many famous wineries. Tuscany is home to the incredibly famous Chianti Wine Region, which is full of wineries with awards all around the globe.
Going to one of these wineries, sampling the wine, and learning about the production process firsthand is a once-in-a-lifetime experience.
When To Visit Tuscany
The best time to visit Tuscany is from May to October. These months offer the best weather and the most things to do and see. If you want to avoid the extreme heat of Italy in summer, visit in May and June or in September and October.
The summer months of July and August are the most expensive and busy. But also when all tours and attractions in Tuscany are 100% open and operating.
In the fall, you get to enjoy the wine harvest season.
In the spring, you can watch Tuscany come alive from the sleepy winter, and everyone is excited for the season to begin.
How To Get Around Tuscany
The best ways to get around Tuscany are:
- By bus: Traveling from city to city by bus is the easiest and cheapest way to get around Tuscany. With only three days in Tuscany, you don’t have time to waste, so find a Flixbus and get moving.
- By renting a car or scooter: Renting a car or scooter is the most convenient way to get around but also the most pricey. It is best to rent a car when you need one and get around by bus or train at other times.
Spending three days in Tuscany is the perfect amount of time to get a taste of this magical region!
About The Author Of “3 Days In Tuscany: Crafting The Perfect Itinerary For A Timeless Adventure”
Samantha Karen is the creator of Sam Sees World, a travel blog that captures endless adventures around the world. Samantha is a full-time traveler, digital nomad, photographer, and adventurer on a mission to embrace the unfamiliar while documenting her experiences to ignite wanderlust in fellow explorers.
You can follow Samantha’s adventures here:
- Website: https://samseesworld.com
- Pinterest: https://www.pinterest.ca/samseesworld/
- Instagram: https://www.instagram.com/samseesworlddd/
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