Walk vineyard trails around Montalcino, taste Brunello and Orcia, then sample 11 varieties of Pienza pecorino. This full-day trek-and-tasting combines gentle hillwalking with cellar tours and a traditional Tuscan lunch.
More ways to explore the area's outdoor wonders
A morning on the Brunello slopes begins with stone underfoot and a view that keeps unfolding—rows of vines climbing the sun-washed hill, cypresses standing like watchful companions. You set off from the cellar gate and the trail eases through cultivated terraces, the air carrying the faint salt of pecorino and the sweeter promise of fermenting grape.
Difficulty
easy
Duration
6–8 hours
Fitness Level
Suitable for most fitness levels; expect several kilometers of walking on gently rolling terrain and short standing wine/cheese sessions.
Wildlife
History
Montalcino's winemaking stretches back to medieval times and Brunello di Montalcino rose to prominence in the 19th–20th centuries; Pienza is famed for its long-standing pecorino production.
Conservation
Many local producers practice sustainable viticulture and limit chemical inputs; visitors are encouraged to stay on marked paths and avoid disturbing vines and grazing areas.
Reserve your spot on the Montalcino, trekking in the vineyard, Enomusicale tasting and Cacio di Pienza! today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Wear sturdy footwear
Trails alternate between packed earth and gravel; ankle-support hiking shoes reduce fatigue and slippage.
Hydrate and pace yourself
Bring a 1–1.5L refillable bottle and sip regularly—tastings can mask dehydration on warm days.
Time your visit
Start in the morning to enjoy cooler hiking and quieter cellars; harvest season brings crowds and active vineyards.
Sun protection is key
Wide-brim hat and SPF protect you on exposed vineyard stretches where shade is limited.
Sturdy hiking shoes
Support and traction for dirt paths and gravel vineyard tracks.
Wide-brim hat & sunscreen
Protects from strong Tuscan sun during exposed sections of the trek.
summer
Reusable water bottle
Keeps you hydrated between cellar stops and on the trail.
Light packable jacket
Useful for cool mornings or unexpected rain during shoulder seasons.
fall