Montaione, in the province of Florence, is a picturesque medieval village located in the heart of the most authentic Tuscany, strategically positioned between major art cities like Florence, Siena, and Pisa. Surrounded by an iconic hilly landscape, made up of olive groves, vineyards, and cypresses, it offers the quintessence of Tuscan relaxation and experiences in contact with nature and traditions. It is the ideal place for those seeking a charming stay in an area rich in history, typical products, and beautiful villas and luxury farm stays. Our local experts recommend it for those seeking tranquility without giving up on art and food and wine.

What our local guides recommend to see: History, Landscape, and Traditions

• Historic Center of Montaione – A small gem with the Church of San Regolo, which preserves important works of art, and the remains of the medieval walls and towers.
• Castello di Castelfalfi – Restored village a short distance away, with an imposing Longobard/Medici castle, now a renowned luxury resort with a golf course.
• Jerusalem of San Vivaldo (Jerusalem di San Vivaldo) – Convent complex with chapels reproducing the holy places of Jerusalem, a unique site in Tuscany, known as the 'Jerusalem of Tuscany'.
• Permanent Exhibition of Ancient Crafts (Mostra permanente degli Antichi Mestieri) – To rediscover the historic local iron and footwear craftsmanship, a testament to rural life.

Gastronomy and What to Taste: The Treasures of the Florentine Countryside

• Chianti Wine – The area is close to the Chianti production zone: excellent red wines, perfect for accompanying traditional meat dishes.
• Truffle – The territory is known for truffle hunting, both white and black; a precious ingredient in local cuisine, celebrated in festivals and menus.
• Cinta Senese DOP – High-quality cured meats and meats from this ancient Tuscan pig breed.
• Pappa al Pomodoro and Ribollita – The great classics of humble Tuscan cuisine, enhanced by the quality of the local oil.

Unique Experiences and Activities selected by our travel designers

• Tuscan Cooking Classes – Many farm stays and resorts offer the opportunity to learn the secrets of local cuisine.
• Wine Tastings in the Cellar – Tours and tastings of Chianti and Vernaccia di San Gimignano at surrounding farms.
• Golf at Castelfalfi – One of the most beautiful golf courses in Tuscany, nestled among the hills.
• Excursions to San Gimignano and Volterra – Perfect day trips to two of the most evocative medieval towns, a short drive away.

Institutional Links

• Official Website of the Municipality of Montaione
• Official Tourism Website of Tuscany

Top 3 Recommended Luxury Accommodations

• Toscana Resort Castelfalfi – Luxury resort immersed in nature, with a 5-star hotel and charming apartments.
• Agriturismo Belmonte Vacanze – High-level structure that combines the farm stay experience with luxury comfort, featuring a panoramic pool.
• Hotel Certaldo – Strategic position and charm, located in nearby Certaldo Alto, easily accessible from Montaione.

Top 3 Recommended Restaurants

• La Taverna del Castello (Castelfalfi) – Refined Tuscan cuisine in a historical and elegant setting.
• Osteria del Borgo – In the center of Montaione, offers typical dishes with local products, including truffles and mushrooms.
• Casa Masi – Very appreciated traditional Tuscan restaurant known for quality and rustic atmosphere.