Trekking
Discover the Chianti trails through nature, silence, and ancient paths.
Let your steps guide you across rolling hills, cypress-lined paths, and hidden clearings. Each trail is a journey through time, immersed in landscapes that have inspired generations.
The Chianti countryside invites you to slow down and reconnect with nature. Our curated trekking experiences are designed for those who seek more than a simple walk — they are a way to breathe the land, listen to its stories, and find peace with every step.
Walk through vineyards that stretch over gentle slopes, forests that whisper with centuries of history, and olive groves shimmering in the Tuscan sun. Whether you're an experienced hiker or a mindful wanderer, these trails offer something unique: time suspended between sky and earth.
You’ll cross ancient stone paths, pass by rustic chapels, and encounter breathtaking panoramic views. Every route is thoughtfully signposted and varies in difficulty, allowing you to choose the pace and spirit of your walk.
Nature is not just the backdrop — it's the heart of the experience.
Wild herbs scent the air, birdsong accompanies your steps, and the landscape shifts with the light throughout the day.
“In every walk with nature, one receives far more than he seeks.”
— John Muir
Where Nature Leads, Memories Follow
Walking through Chianti is not just movement — it’s immersion. Every path reveals the quiet pulse of the land: the rustling of olive leaves, the soft crunch of soil underfoot, the warmth of sunlight filtered through trees. These trails don’t just connect places — they awaken senses, slow down time, and open space for thought. Whether you walk alone or share the journey, each step leaves a mark, not on the land, but within you.
The Sun Trail
This trail unfolds gently among sun-drenched vineyards, centuries-old stone walls, and stretches of golden fields that reflect the warmth of the Tuscan light. As you walk along this open and luminous route, you'll be embraced by silence broken only by birdsong and the soft crunch of gravel beneath your feet.
Highlights:
Panoramic point near an ancient farmhouse ruin, perfect for photos
Seasonal wildflowers and butterflies from spring to early autumn
Easy – Approx. 4.5 km
Ideal for: Sunrise walks, families, and casual hikers
The Moon Trail
Evocative and shaded, this trail winds through quiet woodlands, mossy clearings, and olive groves that shimmer silver under soft light. It offers a tranquil, almost mystical atmosphere that invites reflection and inner peace. The forest canopy filters the sunlight, creating a play of shadows that changes with every step.
Highlights:
Natural meditation point near a silent oak grove
Chance to spot deer or wild boar tracks in the soft woodland soil
Moderate – Approx. 6 km
Ideal for: Late afternoon walks, nature lovers, meditation
The Wind Trail
This is the most scenic and dynamic route, tracing ridgelines and elevated stretches where the wind carries the scent of rosemary, thyme, and sun-warmed stone. The Wind Trail is ideal for adventurous spirits, offering breathtaking panoramic views over the vineyards of Chianti Classico, the towers of San Gimignano in the distance, and the soft undulations of the Val d’Elsa.
Highlights:
Viewpoint with 360° panorama and handmade wooden bench
Stone ruins of a medieval watch post along the route
Challenging – Approx. 8 km
Ideal for: Trained hikers, photographers, and adventurers
A Journey That Stays With You
Every journey begins with a single step — but here in Chianti, every step becomes a memory.
Whether you choose a peaceful stroll through olive groves or a panoramic climb across sunlit hills, the land welcomes you with open arms and ancient stories. Let the rhythm of nature guide your pace. And when the trail ends, you’ll realize that it wasn’t just a walk — it was a return to something deeply human, profoundly simple, and quietly extraordinary.