Siena is a breathtaking Tuscan city famous for its preserved medieval center, the shell-shaped Piazza del Campo, and the exciting twice-yearly Palio horse race. Its Gothic architecture and artistic heritage draw visitors globally.
Go somewhere
Abbadia San Salvatore is a historic Tuscan town, famous for its imposing Romanesque Abbey, a key monument on the Via Francigena pilgrimage route, offering deep historical significance and proximity to Monte Amiata.
Go somewhere
Acqualagna is famous as the Truffle Capital of Italy, drawing gourmands for its white truffles, lively autumn fair, and rich gastronomic tradition set in the scenic Marche region.
Go somewhere
Verghereto is a municipality in the Apennine Mountains of Emilia-Romagna, famous for its breathtaking natural scenery, ancient Rocca, and proximity to the Foreste Casentinesi National Park, making it ideal for hiking and cultural exploration.
Go somewhereA historic city in Tuscany renowned for its medieval architecture, significant Renaissance art, and the exciting annual Giostra del Saracino jousting festival.
Go somewhere
Anghiari is a captivating medieval hill town in Tuscany, renowned for its incredibly preserved historical layout, stunning Tiber Valley views, and the legacy of the 1440 battle. It offers an authentic Italian experience with charming stone alleyways and rich artistic heritage.
Go somewhere
Grosseto is a captivating city in the heart of Tuscany's Maremma region, offering a blend of medieval history, impressive defensive walls, and vibrant local culture, serving as a gateway to beautiful natural landscapes and the coast.
Go somewhere
Arcidosso is a historic Tuscan municipality in the Grosseto Maremma, centered around the medieval Rocca Aldobrandesca fortress, offering stunning views and rich local traditions.
Go somewhere
Ascoli Piceno is a captivating city in the Marche region, famous for its magnificent Piazza del Popolo paved in travertine, rich history, numerous medieval towers, and the thrilling annual Quintana jousting festival.
Go somewhere
A picturesque hilltop municipality in eastern Tuscany, Badia Tedalda offers breathtaking Apennine scenery, rich history, ancient religious sites, and excellent opportunities for nature immersion and outdoor exploration away from major tourist crowds.
Go somewhere
Bagno di Romagna is a historic spa town in the Apennine mountains, famous for its therapeutic thermal waters and proximity to the beautiful Foreste Casentinesi National Park, offering relaxation and natural exploration.
Go somewhere
Pennabilli is a picturesque hilltop town in Italy's Emilia-Romagna region, famous for its medieval core, stunning art installations during its annual street art event, and historical landmarks like the Rocca Fortress.
Go somewhereBelforte all'Isauro is a quaint mountain village in the Marche region, rich in medieval history and surrounded by stunning Apennine landscapes ideal for nature lovers seeking peace and quiet.
Go somewhere
Borgo Pace is a tranquil village in the Marche Apennines, renowned for its pristine natural environment, historic religious architecture, and strong culinary traditions centered around local products like truffles and cured meats.
Go somewhere
Fabriano is a historic town in the Marche region, renowned globally as the cradle of European papermaking. Its medieval heart features significant civic buildings and is set against the backdrop of the beautiful Apennine Mountains, offering both cultural depth and natural scenery.
Go somewhere
Caprese Michelangelo is the historic birthplace of Michelangelo Buonarroti, set in the picturesque Tuscan Apennines, offering cultural depth and serene natural beauty for visitors.
Go somewhere
Carpegna is a historic town in the Marche region of Italy, famous for its ancient fortress, strong ties to the Carpegna noble family, and beautiful natural surroundings ideal for outdoor activities and exploring medieval heritage.
Go somewhere
Castel del Piano is a historic Tuscan hill town situated on the slopes of Monte Amiata, renowned for its stunning medieval Rocca fortress, religious art, and vibrant local traditions like the Broad Bean Festival.
Go somewhere
Castell'Azara is a captivating Tuscan municipality in the Maremma area, renowned for its historical ambiance, the imposing Rocca di Casteldipietra, and access to the beautiful, rolling landscapes of southern Tuscany, offering a blend of history and natural beauty.
Go somewhere
A stunning medieval hilltop town nestled in the picturesque Val d'Orcia, famous for its historic fortress, ancient walls, and proximity to world-class Tuscan vineyards and natural thermal springs.
Go somewhere
A serene Tuscan municipality located in the Casentino valley, famous for the historic Sanctuary of La Verna, a significant Franciscan pilgrimage site set amidst the stunning natural landscapes of the Foreste Casentinesi National Park.
Go somewhere
Coriano is a historic hilltop town near Rimini, renowned for its deep connection to motorsports via the nearby Misano circuit, its medieval heritage, and its serene natural surroundings offering panoramic views of the Adriatic coast.
Go somewhere
Foiano della Chiana is a historic Tuscan town situated in the picturesque Valdichiana valley, celebrated for its well-preserved medieval walls, clock tower, and deep agricultural roots within the Arezzo province.
Go somewhere
Frontino is a serene municipality in the Marche Apennines, renowned for its natural beauty, medieval heritage, and authentic Italian mountain village atmosphere, offering peaceful retreats and cultural discovery.
Go somewhere
Gemmano is a picturesque Italian municipality located in the Valconca region, known for its tranquility and its hilly natural setting, perfect for walks and local historical discoveries.
Go somewhere
Genga is a charming Italian municipality in the Marche region, famous as the gateway to the spectacular Grotte di Frasassi karst caves. Its territory is defined by the dramatic landscape of the Gola della Rossa e di Frasassi Regional Park, offering natural wonders and historical small villages.
Go somewhere
Gradara is a picturesque medieval walled village in Italy, dominated by the imposing Castello di Gradara, famous as the historical backdrop for Dante's tragic lovers, Paolo and Francesca. The castle offers historical tours and breathtaking views of the surrounding Marche countryside.
Go somewhere
Perugia is the historic capital of Umbria, boasting Etruscan foundations, medieval charm, Renaissance art, and a lively university atmosphere, making it a cultural hub in central Italy.
Go somewhere
Gubbio is a historic hill town in Umbria, Italy, renowned for its well-preserved medieval urban fabric, towering public buildings like the Palazzo dei Consoli, and the vibrant annual Corsa dei Ceri festival.
Go somewhere
Macerata Feltria is a charming hilltop town in the Marche region of Italy, nestled in the picturesque Montefeltro area. Its historical center retains a medieval layout, characterized by ancient stone buildings and narrow, winding streets that invite exploration. The town boasts a rich history intertwined with the powerful Montefeltro family, whose influence shaped much of the local architecture and cultural heritage over the centuries, offering visitors a genuine glimpse into the past.
Go somewhere
Maiolo is a charming hilltop village in the heart of Valmarecchia, known for its natural panoramas and traces of its medieval history, offering tranquility and authenticity away from the coast.
Go somewhereMercatello sul Metauro is a historically rich medieval town in the Marche region of Italy, known for its impressive Rocca dei Della Rovere, beautiful Renaissance architecture, and serene setting along the Metauro River valley.
Go somewhere
A delightful historical town situated in the Romagna hills, offering a tranquil atmosphere, rich agricultural heritage, and gateway access to the stunning Apennine natural parks and regional cuisine.
Go somewhere
Mondaino is a picturesque medieval village in the Rimini province, renowned for its striking Rocca Malatestiana fortress, historical architecture, and serene Apennine setting, offering a deep dive into regional history and culture.
Go somewhere
Mondavio is a delightful historic town in the Marche region, famous for the imposing Rocca Roveresca fortress, a Renaissance military architectural gem. It offers visitors a blend of history, culture, and stunning regional cuisine amidst picturesque surroundings.
Go somewhere
Monte Cerignone is a picturesque medieval hilltop village in the Marche region, renowned for its commanding 15th-century fortress, offering stunning views and a rich historical atmosphere perfect for cultural exploration.
Go somewhere
Montecopiolo Villagrande is a captivating small village situated high in the Apennines, offering serene mountain views and a deep sense of history, perfect for nature lovers and those interested in lesser-known historical sites.
Go somewhere
Montefiore Conca is a stunning medieval hilltop village in the province of Rimini, renowned for its imposing 13th-century Rocca, offering incredible views and hosting vibrant historical events throughout the year.
Go somewhere
Montegridolfo is a beautifully preserved medieval hilltop village in the Marche region, centered around the magnificent Rocca Malatestiana fortress, offering deep historical immersion and cultural events.
Go somewhere
Monterchi is a picturesque Tuscan hilltop village renowned globally as the home of Piero della Francesca's masterpiece, the 'Madonna del Parto', attracting art enthusiasts and tourists seeking authentic Italian charm and rich history.
Go somewhere
Sestino is a picturesque medieval village located in the northern Tuscan Apennines, boasting a rich history evident in its well-preserved fortress and ancient village structure, surrounded by beautiful natural landscapes perfect for exploration.
Go somewhere
Montescudo Montecolombo offers a captivating glimpse into medieval Italian history, featuring ancient fortifications, rolling landscapes, and a tranquil atmosphere ideal for cultural exploration and relaxation away from major tourist hubs.
Go somewhere
Morciano di Romagna is a historical town in the Rimini province of Italy, recognized for its clock tower, local events, and proximity to the Adriatic Riviera and Valconca hills, offering rich cultural and leisure opportunities.
Go somewhere
Novafeltria is a historic town nestled in the Emilia Romagna region, renowned for its proximity to natural parks, ancient fortresses like Rocca di Maiolo, and vibrant local culinary traditions, offering a blend of cultural heritage and outdoor adventure.
Go somewhere
Offida is a historic medieval hilltop town in the Marche region, celebrated for its stunning architecture like the Church of Santa Maria della Rocca, strong winemaking traditions, and rich cultural events.
Go somewhere
A captivating medieval Italian village celebrated for its impressive Rocca Fregoso fortress, hosting a major national antique fair annually, and offering rich historical ambiance in the Montefeltro hills.
Go somewhere
Piancastagnaio is a historic hilltop town located on the slopes of Monte Amiata in Tuscany, known for its well-preserved Rocca, rich medieval history, and vibrant local traditions that offer an authentic Tuscan experience.
Go somewherePiandimeleto is a historic town in the Marche region, famous for its Renaissance Ducal Palace built by the Sforza, set within a beautiful, peaceful landscape perfect for cultural exploration and enjoying local Italian cuisine.
Go somewhere
Pietrarubbia is a captivating Italian municipality in the Marche region, renowned for its stunning medieval fortress, the Rocca di Pietrarubbia, offering rich history and panoramic Apennine views.
Go somewhere
Pieve Santo Stefano is a historic Tuscan town in the province of Arezzo, famous for its ancient bookbinding traditions, the Palio della Balestra historical event, and its location near the Tiber River source, offering a blend of cultural heritage and natural beauty in the Apennines.
Go somewhere
Poggio Torriana is a historic municipality in the Valmarecchia region, famous for the imposing Rocca Malatestiana fortress, offering a rich blend of medieval history, cultural events, and beautiful natural surroundings perfect for exploration.
Go somewhere
Poppi is a charming Tuscan hill town famous for its imposing 13th-century Poppi Castle, seat of the powerful Guidi Counts, offering a deep dive into medieval history and culture amidst the scenic Casentino valley.
Go somewhere
Radicofani is a picturesque hilltop town in the heart of Tuscany's Val d'Orcia, dominated by the formidable Rocca di Radicofani, a medieval fortress offering breathtaking panoramic views of the surrounding countryside.
Go somewhere
Ripabatransone is a charming medieval hilltop town in the Marche region, famous for its well-preserved historic architecture, including the imposing Torre dei Merlati and Palazzo del Podestà, and lively local events.
Go somewhere
Saludecio is a picturesque hilltop town in Emilia-Romagna, famous for its medieval heritage, historical walls, and the enchanting 'Night of the Witches' festival, set amidst the scenic Romagna landscape.
Go somewhere
San Clemente Valconca is a picturesque municipality in the Valconca valley, Rimini province, Italy, offering a blend of historical architecture, medieval remains, and beautiful Apennine foothills scenery.
Go somewhere
San Giovanni in Marignano is a historically rich town nestled in the Romagna region, celebrated for its well-preserved medieval fortress, the Rocca Malatestiana, and its vibrant local culture. It offers visitors a blend of historical exploration, authentic Italian community life, and proximity to the Adriatic Riviera attractions, making it a uniquely positioned destination.
Go somewhere
A captivating hilltop village in Italy, famed for its dramatic fortress, the Rocca Malatestiana, which carries centuries of rich history, dramatic architecture, and stunning natural surroundings.
Go somewhere
San Marino is a microstate landlocked in Italy, renowned for being the world's oldest surviving republic. Its stunning location atop Monte Titano is dominated by three medieval fortresses offering incredible views and rich historical significance for visitors to explore.
Go somewhere
San Piero in Bagno is a picturesque historic village in the Tuscan-Romagnolo Apennines, famous for its ancient thermal baths, medieval remnants, and proximity to natural parks, offering relaxation and historical intrigue.
Go somewhere
Sansepolcro is a historically significant Tuscan town, renowned as the birthplace of the Renaissance painter Piero della Francesca. Its medieval layout is preserved within impressive defensive walls, featuring notable civic and religious architecture, and hosting vibrant historical pageantry.
Go somewhere
Santa Fiora is a stunning medieval village nestled in the Tuscan Maremma, renowned for its Aldobrandeschi heritage, well-preserved historic center, and proximity to the Monte Amiata, offering a rich blend of history, culture, and natural landscapes perfect for an immersive Italian getaway.
Go somewhere
Sant'Angelo in Vado is a historically rich town in the Marche region, famous for its medieval fortress, aristocratic palaces, and the celebrated annual truffle festival, making it a cultural and culinary gem.
Go somewhere
Santarcangelo di Romagna is a historic Italian town in the Emilia-Romagna region, renowned for its imposing Malatesta Fortress, distinctive underground passages, and vibrant cultural life featuring literary events and regional gastronomy.
Go somewhere
Santa Sofia in Valle del Bidente is a picturesque municipality nestled in the Forlì-Cesena province, famous for its breathtaking Apennine landscapes, rich history, and proximity to unspoiled natural beauty, offering excellent opportunities for outdoor exploration.
Go somewhere
Sarsina is an ancient Italian town in Emilia-Romagna, famous as the birthplace of Roman playwright Plautus, featuring significant archaeological sites, medieval architecture, and strong cultural traditions.
Go somewhere
Sassocorvaro is a captivating Italian town famous for the imposing Rocca Ubaldinesca fortress, set amidst the beautiful, undulating hills of the Marche region, offering historical depth and serene rural landscapes.
Go somewhere
Sassofeltrio Valconca is a picturesque hilltop town in the Marche region, renowned for its dominant medieval fortress, the Rocca dei Monteleoni, offering stunning views over the Valconca valley and access to historical events and natural beauty.
Go somewhereSavignano sul Rubicone is a historic town in Emilia-Romagna, Italy, famous for its connection to the Rubicone river, the medieval Rocca Malatestiana fortress, and the renowned Savignano Immagina photography festival, offering a blend of ancient history and modern cultural events.
Go somewhere
Seggiano is a charming hilltop town nestled in the heart of Tuscany, renowned for its stunning natural beauty, rich history, and close proximity to the thermal baths of Bagno Vignoni and the artistic heritage of the Val d'Orcia. This quaint municipality offers visitors a true taste of authentic Tuscan life away from the bustling tourist crowds.
Go somewhere
Clinging to Mount Pincio which protects it, this town is flanked by the river and by rocky crags topped by the fortresses of San Leo and Maioletto that control the valley and nearby Novafeltria, the town it gave life to about 100 years ago.The intimate old town is very inviting and offers visitors a series of attractions in close proximity to each other. All around the town there are woods with chestnut trees, pines and a lot of shrubbery which are great for taking short hikes.
Go somewhere
Founded in the Middle Ages, it belonged to the Malatesta family, becoming, during the 15th century, the object of a long dispute between them and the noble Montefeltro family.
Go somewhere
Torrita di Siena is a captivating medieval hilltop town in the heart of Tuscany, renowned for its well-preserved ancient defensive walls, historical architecture, and breathtaking views across the Valdichiana valley.
Go somewhere
Pisa is a historic Italian city in Tuscany famous worldwide for the Leaning Tower located in the Piazza dei Miracoli, alongside other magnificent medieval architecture and a rich cultural heritage.
Go somewhere
An ancient Etruscan hill town in Tuscany, Italy, famous for its history, imposing walls, Roman ruins, and exquisite alabaster art production, offering a deep dive into Etruscan and medieval heritage.
Go somewhere