The Perfect Southern Tuscany Itinerary: 8 unmissable attractions

Rolling hills, medieval villages, and breathtaking landscapes - a stay in Southern Tuscany promises tranquility, discovery, and adventure all in one. This region is home to some of the best towns to visit in Tuscany, offering an ideal blend of history, nature, and culture.

maremma park horse riding

Rolling hills, medieval villages, and breathtaking landscapes - a stay in Southern Tuscany promises tranquility, discovery, and adventure all in one. This region is home to some of the best towns to visit in Tuscany, offering an ideal blend of history, nature, and culture. Whether you’re designing your itinerary or simply seeking out the best places to visit in Tuscany, this list will ensure that you experience the true charm of Southern Tuscany.

1. Pitigliano – The Tuff City

Pitigliano is one of the most remarkable towns in Tuscany, often referred to as "Little Jerusalem" due to its well-preserved Jewish heritage. Perched atop volcanic tuff rock, Pitigliano’s ancient buildings and winding alleyways evoke a sense of time travel. A highlight of the town is the Jewish quarter, which is home to the historic Synagogue and a museum showcasing the town’s Jewish history.

The narrow streets lead you to stunning viewpoints, where you can take in panoramic views of the surrounding countryside and the dramatic cliffs that surround the town. Pitigliano's beauty isn’t just about the views, though. It’s also a place of incredible history, with some parts of the town dating back to the Etruscan period

2. Saturnia Hot Springs – A Natural Spa Experience

If you're looking for relaxation and rejuvenation, the Saturnia Hot Springs should be at the top of your list. These thermal baths in Tuscany, famous for their warm sulfuric waters, have been enjoyed for centuries. Set against an iconic backdrop of Tuscan hills, the natural cascading pools of the hot springs create a serene environment perfect for unwinding.

The therapeutic properties of the water are said to help with a range of ailments, making it not just a leisurely experience but also a health retreat. The baths are free to access, and while the area is often visited by tourists, it still retains a tranquil charm, especially at sunrise or sunset. 

3. Montepulciano – A Wine Lover’s Paradise

Montepulciano is a must-see destination for wine enthusiasts. This medieval town is renowned for its world-class Vino Nobile di Montepulciano, one of Tuscany’s finest red wines. Strolling through the cobbled streets of Montepulciano, you’ll encounter ancient wine cellars, some of which date back to the Renaissance, where you can sample wines and learn about the local winemaking traditions.

Montepulciano's historic architecture, including the Renaissance-style Piazza Grande, adds to the town's allure. With breathtaking views over the Tuscan countryside, it’s easy to see why this town is a favorite among visitors. 

4. Civita di Bagnoregio – The Dying City

Civita di Bagnoregio is one of the most visually stunning and unique villages in all of Italy, despite being just outside the borders of Tuscany. Known as "La Città Che Muore" (The Dying City), it sits atop a hill, connected to the outside world only by a long footbridge. The town is built on fragile volcanic rock, and erosion has left it teetering on the edge of collapse, giving it a haunting yet beautiful atmosphere.

The walk across the footbridge is a thrilling experience, offering jaw-dropping views of the valley below. Inside the town, visitors can explore its narrow streets, charming houses, and ancient ruins. 

5. Maremma Park – A Haven for Nature Lovers

Maremma Park (Parco della Maremma) is a vast and diverse nature reserve along the southern Tuscan coast, ideal for those who love outdoor adventures. The park features a range of landscapes, from dense forests and rolling hills to sandy beaches and coastal wetlands. There are many ways to explore the park: hiking trails that lead you through scenic views, guided horseback riding tours, or birdwatching in the wetlands.

One of the most unique features of Maremma Park is its wildlife. It’s a haven for animal lovers, offering a chance to spot wild boars, deer, and even flamingos in the coastal areas. The park is an ideal destination for nature lovers looking to explore Tuscany beyond its medieval towns and vineyards.

6. Tarot Garden – A Whimsical Artistic Escape

Created by French artist Niki de Saint Phalle, the Tarot Garden is a surreal sculpture park filled with vibrant, mosaic-covered figures inspired by the tarot cards. Each sculpture represents a different archetype from the tarot deck, making the garden a colorful and mystical experience.

Located in the town of Capalbio, the Tarot Garden combines art, nature, and mysticism in a way that’s completely unique to Tuscany. Whether you're seeking a deep-dive in art, some family fun or an offbeat experience, the Tarot Garden offers a whimsical escape into an imaginative world.

7. Sorano – Tuscany’s Secret Village

Lesser-known yet equally charming, Sorano is an ancient village carved into tuff rock, featuring labyrinthine alleys, tower-houses, and a medieval fortress overlooking the landscape. Here, you can experience an authentic and timeless atmosphere, far from mass tourism.

Must-see attractions are Orsini Fortress, the Etruscan Vie Cave paths, and Sorano’s thermal springs, which are less crowded than those of Saturnia.

8. Giglio Island and the Tuscan Archipelago

For nature and sea lovers, the Island of Giglio is an unspoiled gem waiting to be discovered. Its crystal-clear waters, golden beaches, and scenic hiking trails through the Mediterranean maquis offer an unforgettable experience.

At the heart of the island, you'll find picturesque villages with cobbled streets, artisanal shops, and excellent seafood restaurants – the perfect place to relax and savor the true essence of the Tuscan Archipelago.

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