When most travelers dream of Tuscany, images of rolling vineyards, cypress-lined roads, and Renaissance cities often come to mind. While Florence, Siena, and Pisa get most of the love, there’s a quieter side to Tuscany that’s equally captivating—and far less crowded.
Scattered across the hills and valleys are lesser-known towns that deliver all the charm without the tourist swarms. These places serve up homemade pasta, sweeping views, medieval streets, and heartfelt hospitality that feel wonderfully unpolished and real.
Whether you’re sipping wine in a family-run vineyard or watching the sunset from a crumbling Etruscan wall, these 16 under-the-radar Tuscan towns offer an authentic slice of Italy—and just might become your new favorite stops.
Sorano
Sorano offers a glimpse into the past with its stunning architecture carved from tufa stone. Perched on a cliffside, this village feels like a forgotten fortress, whispering tales of ancient times. As you wander through its narrow alleys, you’ll encounter history etched into every corner.
Nearby, natural hot springs invite you to relax and soak in the beauty of nature. The thermal waters are a perfect retreat after exploring the historic streets. Sorano provides a serene escape, where you can reconnect with both history and tranquility in equal measure.
Castiglione della Pescaia
Castiglione della Pescaia, a coastal treasure, boasts medieval charm alongside pristine beaches. The town’s historic core is a testament to Tuscany’s rich past, with fortresses and preserved architecture. Walking through the streets, you can almost hear the echoes of bygone eras.
Fresh seafood is the star here, with daily catches bringing the ocean’s bounty directly to your plate. Enjoy the sun, sea, and a meal that captures the essence of this coastal paradise. The seamless blend of history and natural beauty makes Castiglione della Pescaia an appealing destination year-round.
San Quirico d’Orcia
San Quirico d’Orcia is a peaceful haven amidst the iconic Val d’Orcia scenery. Its Renaissance gardens, known as Horti Leonini, offer a tranquil escape, with manicured landscapes that inspire reflection. Strolling through the gardens, one feels transported to another era.
The town itself provides classic countryside views, with rolling hills and cypress-lined roads creating a picturesque backdrop. This serene setting is perfect for those seeking respite from the hustle and bustle. San Quirico d’Orcia is a timeless destination where nature and history coexist harmoniously.
Suvereto
Suvereto, wrapped in vineyards and olive groves, is a paradise for wine lovers. The town’s stone architecture and narrow streets exude rustic charm, inviting exploration and discovery. Each corner tells a story of tradition and craft.
Cuisine here is surprisingly refined, with local dishes that highlight the region’s bounty. Pairing these flavors with the area’s exquisite wines elevates the dining experience. Suvereto is a celebration of Tuscany’s culinary heritage, offering a taste of both the land and its history. It’s an enchanting spot for those who savor life’s finer pleasures.
Pitigliano
Often called “Little Jerusalem,” Pitigliano is rich in history and soul. Its Jewish heritage is beautifully preserved, offering a unique glimpse into the past. The town’s hilltop position provides stunning views of the surrounding landscape, inviting both reflection and admiration.
Wandering through Pitigliano’s stone streets, you’ll find synagogues and kosher bakeries that narrate tales of a vibrant community. This blend of cultural history and natural beauty creates an unforgettable experience. Pitigliano is a testament to the enduring spirit and traditions that have shaped Tuscany over centuries.
Barga
Tucked in the mountains of northern Tuscany, Barga boasts a surprising connection to Scotland. This artistic village is renowned for its lively jazz scene, attracting musicians and enthusiasts from around the world.
The town’s vibrant cultural life is complemented by breathtaking views of lush green hills. Barga’s unique blend of art, music, and nature makes it a joyful celebration of creativity. With its welcoming atmosphere and distinct character, Barga invites you to explore its colorful streets and lively events, offering a refreshing twist on the traditional Tuscan experience.
Montemerano
Montemerano exudes romance with its cobbled streets and flower-filled balconies. This charming village offers a slow-paced lifestyle, inviting you to savor every moment. Each turn reveals picturesque scenes reminiscent of a fairy tale.
A world-class restaurant adds to Montemerano’s allure, offering culinary delights that celebrate local ingredients. Dining here is not just a meal, but an experience that lingers in memory. Montemerano captivates with its tranquility, elegance, and the promise of a delightfully unhurried escape. It’s a place where romance and relaxation seamlessly intertwine.
Cetona
Cetona offers a peaceful retreat, known for its artisan shops and elegant piazzas. The village’s serene atmosphere is perfect for those seeking a slower pace and a break from the ordinary.
Strolling through Cetona, you’ll discover handcrafted items that reflect the area’s artistic heritage. Each shop tells a story of skill and passion, inviting you to take a piece of Tuscany home. The town’s elegant piazzas are gathering spots, where locals and visitors alike enjoy coffee and conversation. Cetona is a haven of tranquility and artistic expression.
Radicofani
Crowned by a medieval fortress, Radicofani offers a unique blend of history, mystery, and breathtaking scenery. The fortress itself stands as a testament to the past, with tales of knights and legends echoing through its walls.
Panoramic views of the surrounding countryside invite exploration and reflection, offering a visual feast for the eyes. Despite its historical significance, Radicofani remains uncrowded, providing a tranquil escape. It’s a place where the past is alive and the landscape invites contemplation, making it a memorable destination for those seeking adventure and serenity.
Castelfalfi
Castelfalfi represents a remarkable transformation from a once-abandoned village to an eco-luxury destination. This rejuvenated gem offers visitors a taste of modern luxury blended with traditional Tuscan charm.
Vineyards and golf courses dot the landscape, creating a picturesque backdrop for relaxation and recreation. The 5-star hospitality ensures an intimate experience, where every detail is considered. Castelfalfi is a celebration of sustainable luxury, inviting guests to indulge without compromising on comfort or environmental responsibility. It’s a destination that offers both elegance and conscientiousness.
Campiglia Marittima
Nestled near the coast but high in the hills, Campiglia Marittima surprises with its rich history of iron mining. The town’s past is vividly remembered through its preserved sites and engaging tales of industry and craftsmanship.
Today, artisan workshops breathe new life into this historical setting, creating a vibrant community focused on creativity and tradition. Campiglia Marittima offers a unique glimpse into Tuscany’s industrial past, balanced by the charm of its artistic present. It’s a captivating destination that celebrates both heritage and innovation in equal measure.
Lucignano
Lucignano enchants with its unique spiral layout, a testament to medieval town planning. Walking through its narrow, winding streets feels like stepping back in time, where every turn reveals a piece of history.
The town’s most famous treasure is the golden tree relic, a stunning artifact that embodies Lucignano’s rich cultural heritage. This well-preserved town invites exploration and discovery, offering a glimpse into the past while remaining vibrant and alive. Lucignano is a charming destination, where history and tradition are cherished and celebrated.
Anghiari
Perched above the Tiber Valley, Anghiari is steeped in military history and artistic pride. Its strategic location has witnessed many historical events, each leaving an indelible mark on the town’s character.
From its sturdy walls, sweeping views of the valley below captivate the senses. Anghiari’s artistic heritage is evident in its galleries and workshops, where creativity thrives. This town offers a harmonious blend of history, art, and nature, inviting visitors to immerse themselves in its unique story. Anghiari is a testament to resilience, culture, and beauty.
Massa Marittima
Massa Marittima is a hidden gem with a Gothic cathedral that stands as its crowning jewel. The town’s underground tunnels add an air of mystery and intrigue, inviting exploration and curiosity.
The quiet main square offers a peaceful retreat, where time seems to slow down. Here, history is not just preserved but lived, with each building telling a story of the past. Massa Marittima is a place where the echoes of history create a tranquil ambiance, offering a serene escape from the modern world.
Vicopisano
Vicopisano, full of historic towers, is a dream for history enthusiasts. Nestled between Pisa and Florence, this town offers a rich tapestry of past events and architectural marvels.
The towers stand as sentinels of history, each with its own story to tell. Vicopisano’s landscape invites exploration, with a sense of discovery lurking around every corner. It’s a destination where the past is ever-present, offering a unique perspective on Tuscany’s storied history. Vicopisano is a captivating place where history and architecture are woven into the fabric of everyday life.
Monterchi
Monterchi may be tiny, but it holds a significant place in the world of art. Known for the famous painting by Piero della Francesca, this village is a testament to the enduring power of artistic expression.
The local heritage is rich and deeply connected to the landscape, creating a harmonious blend of culture and nature. Monterchi’s scenic beauty invites reflection and appreciation, offering a quiet escape into a world where art and history converge. It’s a small village with a big heart, inviting all who visit to see beyond its size.