20 must-see attractions and activities in Tuscany

Are you looking for ideas on what to see and do in Tuscany? This enchanting region of Italy is brimming with artistic treasures, delicious cuisine, and breathtaking landscapes. Here, we’ll explore the top 20 must-visit attractions that should not be missed on your first trip to Tuscany. But first, let’s set the scene…
Tuscany is a realm where art meets nature. From the Florence birthplace of masters like Leonardo da Vinci and Michelangelo to charming towns like San Gimignano and Montepulciano, the region is a tapestry of history, culture, and stunning vistas. With rolling hills dotted with cypress trees, vineyards, and olive groves, Tuscany offers an unforgettable experience for every traveler.
- Exploring the Artistic Heart of Tuscany: Florence
- Savoring Local Cuisine: Antico Vinaio
- The Medieval Marvel of San Gimignano
- A Sweet Treat at Gelateria Dondoli
- Pisa: Beyond the Leaning Tower
- Siena: A City of Contrasts
- Discovering the Hidden Gems: A Road Trip
- The Picturesque Chianti Region
- Colle di Val d’Elsa: A Hidden Jewel
- Val d’Orcia: Nature's Masterpiece
- Relaxing in Natural Hot Springs
- Exploring Sorano: The Etruscan Legacy
- Uncovering the Beauty of Pitigliano
- Stepping into the Past: Sovana
- Relaxing at Terme di Saturnia
- Volterra: A Town of History and Wine
- Dining at an Agriturismo
- Lucca and Livorno: Hidden Treasures
- Walking the Via Francigena
- Island of Elba: An Unexpected Gem
- A Day Trip to Cinque Terre
- Map of Must-Visit Places in Tuscany
- Planning Your Road Trip Through Tuscany
Exploring the Artistic Heart of Tuscany: Florence
Start your journey in Florence, the cradle of the Renaissance. This city is alive with art and culture, where every corner reveals a masterpiece. Prepare yourself for the famous Stendhal Syndrome, as the beauty of the city can be overwhelming!
To make the most of your visit, consider checking out these tips for traveling in Florence.
Savoring Local Cuisine: Antico Vinaio
While in Florence, be sure to indulge in a schiacciata at Antico Vinaio, a renowned spot for this delicious Tuscan flatbread. The queues may be long, but the wait is worth it. If you’re unable to get in, there are plenty of other amazing places to eat in Florence.
The Medieval Marvel of San Gimignano
Next, visit San Gimignano, often referred to as the 'Medieval Manhattan' due to its 14 striking towers. Walking through its cobbled streets feels like stepping back in time. To discover what to see and do, check out our detailed guide on San Gimignano.
A Sweet Treat at Gelateria Dondoli
While in San Gimignano, don’t miss Gelateria Dondoli, famous for having the best gelato in the world. Treat yourself to a cone filled with flavors like pistachio and hazelnut; it's a culinary delight!
Pisa: Beyond the Leaning Tower
Famous for its leaning tower, Pisa offers more than just a photo opportunity. Explore the city with a walking tour of Pisa to uncover its hidden gems.
Siena: A City of Contrasts
Another highlight is Siena, known for its vibrant Piazza del Campo. Be sure to explore its stunning cathedral and charming streets. For more on Siena, check out this article on what to see in Siena.
The true beauty of Tuscany lies in its quaint villages. Rent a car and embark on a memorable road trip to explore the diverse landscapes and charming towns. Consider these tips:
- Visit the Chianti region for breathtaking vineyards.
- Explore Montefioralle, a hidden gem with few tourists.
- Discover the authentic atmosphere in Colle di Val d'Elsa.
The Picturesque Chianti Region
A journey through the Chianti region is essential. Known for its exquisite wine, this area boasts idyllic scenery that embodies the essence of Tuscany. Stop at Montefioralle, a quaint village that feels untouched by time.
Not far from San Gimignano is Colle di Val d’Elsa, a charming town with a rich history. Stroll through its streets to experience authentic Tuscan life.
Val d’Orcia: Nature's Masterpiece
As you head south, the Val d’Orcia region is a must-see. Known for its stunning landscapes, don’t miss the towns of Montepulciano, the famous setting for "Twilight," and Bagno Vignoni, known for its ancient thermal baths.
Relaxing in Natural Hot Springs
Tuscany is home to many natural hot springs. One free option is the Terme Libere di San Filippo, which features unique thermal pools and picturesque surroundings.
Exploring Sorano: The Etruscan Legacy
Delve into the heart of Maremma by visiting Sorano. Its medieval charm and peaceful atmosphere make it a perfect retreat. For a unique experience, explore the ancient pathways known as Le Vie Cave, carved by the Etruscans.
Uncovering the Beauty of Pitigliano
Nearby, Pitigliano, known as the 'Little Jerusalem', holds a rich Jewish history. Visit the ancient ghetto and synagogue to learn more about its cultural past.
Stepping into the Past: Sovana
Sovana offers a fascinating Etruscan necropolis, making it a unique destination for history buffs. The ancient tombs and structures are a true testament to the region's rich heritage.
Relaxing at Terme di Saturnia
For a luxurious experience, head to the famous Terme di Saturnia. Its natural hot springs provide a perfect way to unwind after a day of exploring.
Volterra: A Town of History and Wine
On your way to Pisa, don’t miss Volterra, a hilltop town with a history spanning over 3,000 years. Sample local wines and enjoy the scenic drive to get there.
Dining at an Agriturismo
Dining at an agriturismo is a must. These rustic eateries serve organic, locally-sourced dishes. We recommend visiting Agriturismo Santa Vittoria near Volterra for an authentic experience.
Though we haven’t visited yet, Lucca and Livorno are highly recommended by fellow travelers. These towns are known for their historical charm and, in Livorno's case, beautiful beaches.
Walking the Via Francigena
If you’re seeking an original adventure, consider walking part of the Via Francigena, an ancient pilgrimage route that stretches from Canterbury to Rome. The Tuscan stretch is particularly scenic, dotted with charming medieval villages.
Island of Elba: An Unexpected Gem
Did you know that Tuscany is home to the stunning Island of Elba? Known for its turquoise waters, it’s a perfect getaway just a short ferry ride from Piombino Marittima.
A Day Trip to Cinque Terre
Although not in Tuscany, a day trip to Cinque Terre is worth considering. You can join a guided tour that includes transportation from Florence and visits to all five picturesque villages.
Map of Must-Visit Places in Tuscany
To help you navigate, here’s an interactive map detailing all the sites you should visit in Tuscany, ensuring you won’t miss a thing!
Planning Your Road Trip Through Tuscany
If you’re considering a road trip through this enchanting region, you’re in for an incredible experience. We dedicated four days to explore, and here’s a glimpse of our itinerary:
- Stage 1: From Florence to San Gimignano (Chianti)
- Stage 2: From San Gimignano to Montepulciano (Siena and Val D’Orcia)
- Stage 3: From Montepulciano to Sorano (Val d’Orcia and Maremma)
- Stage 4: From Sorano to Pisa (Maremma and Grosseto)
While we’ve only scratched the surface of what to see and do in Tuscany, these 20 highlights provide an excellent starting point for your adventure. Enjoy every moment in this breathtaking region!
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