Discover the Secret Gems You Never Knew Existed Between Tuscany and Umbria

Italy is an endless adventure waiting to unfold, especially between the renowned regions of Tuscany and Umbria. While tourists flock to famous sights, there are stunning hidden gems tucked away that are just as enchanting. These lesser-known spots offer an authentic glimpse into the heart of Italian culture. Grab your sense of adventure and let’s set off to uncover the remarkable places that lie in this beautiful stretch of land!

Montepulciano: Wine, History, and Breathtaking Views

First up is Montepulciano, a hilltop town in Tuscany famous for its noble wines and captivating beauty. As you stroll through this Renaissance gem, you will feel like you've travelled back in time. The winding streets and historical architecture add to its charm. Picture this: you’re exploring quaint shops filled with handmade pottery and local delicacies. Montepulciano is particularly celebrated for its Vino Nobile di Montepulciano, a prestigious red wine with a rich, complex flavour that has earned global acclaim.

Pause for a moment in Piazza Grande and take in sweeping views of the Val di Chiana, where rolling hills stretch out like a painted canvas. This landscape—dotted with vineyards and olive groves—offers a quiet beauty that captures the essence of rural Tuscany.

Visitors stroll through the historic piazza of Montepulciano, surrounded by the imposing architecture of ancient buildings.

In the evening, don’t miss a performance at the Teatro Poliziano, a lovely venue that often hosts concerts and plays during the summer. There’s nothing quite like experiencing local culture beneath a starlit Tuscan sky.

Citerna: A Quiet Retreat Surrounded by Nature

A short drive away lies Citerna, a charming Umbrian town that often flies under the radar. Surrounded by medieval walls and perched on a gentle hilltop, it feels like stepping into a storybook. Imagine sipping coffee at a small café with a peaceful view of the countryside.

One of the town's highlights is the Parco della Rimembranza. This tranquil park is filled with fragrant trees and lush greenery, ideal for a relaxing stroll or a picnic while gazing out at the stunning landscape. Locals often visit for its peaceful ambiance and scenic views.

High angle view of the tranquil environment in Parco della Rimembranza.

When hunger strikes, explore Umbrian culinary delights like Torta al Testo (a traditional flatbread stuffed with cured meats or vegetables) or hearty wild boar ragu, reflecting the region's rustic flavours and love for quality ingredients.

A Step Back in Time: Abbey of Sassovivo

For those drawn to history and spiritual calm, head toward the Abbey of Sassovivo, near Foligno in Umbria. Founded in the 11th century, this Benedictine abbey is known for its Romanesque cloister and peaceful atmosphere. The intricately carved arcades and ancient frescoes tell stories from a bygone era.

Courtyard of the historic Abbazia di Sassovivo, featuring elegant arcades and a central well, showcasing the Romanesque architecture of the monastery.

After exploring the abbey, enjoy a light hike along the nearby forest trails. The surrounding woods are home to diverse flora and fauna, making this a rewarding spot for nature lovers. Keep an eye out for deer, colourful birds, and panoramic views that add a magical layer to your visit.

Small-Scale Vineyards and Local Producers

Between Tuscany and Umbria, you’ll encounter the heartfelt craftsmanship of small wineries and producers. These hidden gems often provide a more personal and memorable experience than commercial vineyards. You might stumble upon a family-run estate offering tastings of Sangiovese wines, or a countryside cheese shop specialising in aged pecorino.

For something hands-on, consider joining a cooking class led by a local chef. Learn to make classic Italian dishes—from handmade pasta to tiramisu—while soaking in the stunning rural backdrop. Visitors often rave about how these classes deepen their connection to Italian culture and cuisine. If you're looking for a truly unforgettable hands-on experience, you might even stumble upon a little countryside retreat called The Tuscan Pause—rumour has it, there’s pasta-making, wine-sipping, and a whole lot of delicious fun going on...

Deruta: Discovering Art in Ceramics

Further along your journey, don’t miss the town of Deruta, world-renowned for its vibrant majolica ceramics. The detailed patterns and colours are not just beautiful, but also a testament to centuries-old artistry. Stop by one of the many artisan workshops to watch the pottery being made by hand.

Fragments of colorful Deruta pottery showcase intricate patterns and vibrant designs, reflecting the rich ceramic tradition of the region.

Several studios offer the chance to try pottery yourself, letting you create a unique souvenir to bring home. Afterward, enjoy a creamy scoop of homemade gelato while strolling through the lively, art-filled streets.

Santuario della Madonna di Belvedere: A Sanctuary of Serenity

Near Città di Castello, you’ll find the Santuario della Madonna di Belvedere, a peaceful pilgrimage site nestled among the hills. Dedicated to the Virgin Mary, the sanctuary features beautiful frescoes and detailed sculptures reflecting the region’s rich religious and artistic heritage.

Pilgrims and travellers alike are drawn to the site's serene atmosphere, often seeking solace, reflection, or simply a quiet moment away from the crowds. The gentle surroundings and panoramic views make it a rewarding detour.

Embrace the Adventure Ahead

The journey between Tuscany and Umbria is packed with experiences that go beyond the typical tourist trail. Whether it's sipping wine in Montepulciano, admiring medieval streets in Citerna, or crafting pottery in Deruta, each destination offers a mix of scenic beauty, local flavour, and heartfelt culture.

Take time to wander. Talk with locals. Taste everything. These authentic moments will stay with you long after your trip ends. When you’re ready to explore Italy again, remember that some of its greatest treasures lie just off the beaten path.

Buon viaggio!