Three days of tight-knit groups, farmhouse meals and thermal springs: this escorted tour threads San Gimignano, Chianti Classico and Val d’Orcia into a compact taste of Tuscany. Expect medieval streets, winery visits, and a soothing finish at San Filippo’s hot springs.
More ways to explore the area's outdoor wonders
You meet at Platform 16 in Florence as the city still exhales morning light. A compact minivan threads narrow lanes, the road rising and falling with rows of vines and cypress. San Gimignano’s stone towers puncture the sky; the guide’s voice points out the Vernaccia vineyards before you spill into a farmhouse for the first of many meals that taste of place.
Difficulty
moderate
Duration
3 days
Fitness Level
Travelers should have a moderate level of fitness — able to manage several short walks, stairs (optional Torre del Mangia climb) and periods of standing during tastings.
Wildlife
History
Tuscany’s hill towns grew as medieval strongholds and later flourished during the Renaissance; Siena and San Gimignano retain medieval layouts and civic architecture.
Conservation
Support local producers and small agriturismi to keep landscapes working; stick to paths and avoid disturbing fragile tufa at thermal sites.
Reserve your spot on the Best of Tuscany in 3 days with a local today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Book morning pickup in Florence
Meet at Santa Maria Novella/Platform 16 on time — the tour runs a tight schedule to fit several stops into each day.
Wear sturdy walking shoes
Cobblestones, vineyard paths and hot-spring rocks require supportive shoes with good traction.
Carry cash for small purchases
Small delis, artisan shops and some farmstands prefer cash for quick buys.
Hydrate and bring a refillable bottle
Tasting days and summer heat make water essential; many stops offer refill opportunities.
Comfortable walking shoes
Support and grip for cobbles, vineyard trails and stairs.
Daypack
Carry water, layers, camera and purchases from markets.
Reusable water bottle
Keeps you hydrated during tastings and walks; many farms provide refills.
summer
Light rain shell and layers
Spring/fall weather shifts quickly across hills and valleys.
spring