Discover the timeless beauty of Tuscany with our brand-new Tuscan Villas & Gardens Walk.
This unique journey offers rare access to hidden estates, historic villas, and world-class gardens, all guided by a local expert who brings Tuscany’s heritage to life.
Perfectly timed for late spring and early fall, this gentle Level 2 walking holiday invites you to explore one of Italy’s most captivating regions when the landscapes are at their most vibrant and the light is at its most enchanting.
Explore Tuscany’s hidden villas and gardens
Step away from the crowds and immerse yourself in a quieter, more intimate Tuscany. Beyond the villa gateways lies a world of beauty where every garden path tells a story, and each trail leads to discovery.
Why choose a gentle Level 2 walking vacation?
This journey is designed for garden lovers, history enthusiasts, and travelers seeking a slower pace. Gentle countryside walks are combined with exclusive villa visits, cultural treasures, and authentic Tuscan hospitality.
Meet our Tuscany Walk Leader
Our Walk Leader, Alessandro, is a Florence-based horticulturist with unmatched knowledge of Tuscany’s gardens and landscapes. His passion and insider perspective ensure you’ll experience the region in ways few travelers ever can.
Insider access to private estates and historic gardens
Highlights include private visits to Villa La Foce, Castello di Celsa, and Villa di Geggiano, strolls through Renaissance streets, and exploring UNESCO-listed landscapes. Along the way, you’ll meet the families who have preserved these estates for generations and share in their love of Tuscan traditions.
Discover UNESCO Towns and Renaissance Streets
Our walks meander through cypress-lined trails, vineyard-draped hills, and wild herb-scented paths, opening the gates to centuries-old villas and castles. Inside frescoed halls and sculpted gardens, you’ll uncover the legacy of Tuscany’s noble families and celebrated artists.
Along the way, we’ll explore:
Visit Villa La Foce, Castello di Celsa, and Villa di Geggiano
No visit to Chianti would be complete without Castello di Brolio, where Barone Bettino Ricasoli created the modern Chianti wine formula in 1872. Still owned by the Ricasoli family, the castle offers panoramic terraces and an unforgettable wine tasting experience.
The Flavors of Tuscany
Tuscany’s cuisine is as memorable as its scenery. Along the journey, savor farm-to-table lunches at rustic agriturismi and traditional dishes at family-run trattorias. Expect homemade pasta, artisan cheeses, olive oils, and fragrant herbs in every seasonal dish.
Wine tasting at Castello di Brolio in Chianti
Our visit to Castello di Brolio not only reveals breathtaking views but also includes a guided tasting of celebrated Chianti wines.
Optional cooking class and Via Francigena Walk
Enhance your experience with a hands-on Tuscan cooking class in a farmhouse kitchen, or walk a peaceful stretch of the Via Francigena, tracing the steps of medieval pilgrims on their way to Rome.
A journey of history, culture, and authentic hospitality
This is more than a walking vacation, it’s an invitation to connect with Tuscany’s cultural soul. With expert guidance, private access to historic estates, and unforgettable landscapes, the Tuscan Villas & Gardens Walk 2026 promises a journey filled with inspiration, history, and authentic Italian charm.