THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
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.
Verified experiences and guided adventures in the surrounding area.
Operated by Tuscany Untouched Pty Ltd · Florence, Tuscany
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.
Over three days the itinerary reads like a map of Tuscany’s character: medieval hill towns, the tannic lift of Sangiovese in Chianti Classico, and the simmering sulfur pools of San Filippo where the “White Whale” — a bleached tufa formation — glows in the woodland stream. Geology shapes everything here: Pliocene clay and limestone create rolling hills and thermal waters; centuries of human hands shaped defensive towers and terrace vineyards. Culture is concrete and gustatory — family-run agriturismi, butcher shops in Greve, and long lunches that are as much education as indulgence.
Practical guidance: departures and returns are from Florence (Santa Maria Novella). Small groups (max 8) mean flexible stops but expect a steady pace and several short walks; climbing Torre del Mangia is optional but involves 400+ steps. Bring comfortable walking shoes, a compact daypack, and a refillable water bottle; layers work best for coastal-to-hill microclimates. Note physical restrictions: the tour advises moderate fitness and is not recommended for pregnant travelers or those with serious heart conditions. Book ahead for weekend winery visits and advise dietary needs early. Travel light, respect private farmland, and leave room in your suitcase for olive oil and a bottle of Vernaccia.
moderate.
3 days.
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.
Pickup is from Florence (Santa Maria Novella/Platform 16) in the morning; the tour returns to Santa Maria Novella by about 5:00 pm on the final day.
Yes — the itinerary includes visits to three wineries with tastings and olive oil sampling; additional purchases are extra.
The hot springs involve walking on uneven, wet surfaces and soaking in naturally hot pools; not recommended for pregnant travelers or those with serious cardiovascular conditions.
Group size is capped at 8; guides may be multilingual but confirm language preference at booking.
Tuscany’s hill towns grew as medieval strongholds and later flourished during the Renaissance; Siena and San Gimignano retain medieval layouts and civic architecture.
Support local producers and small agriturismi to keep landscapes working; stick to paths and avoid disturbing fragile tufa at thermal sites.
Tuscany Untouched Pty Ltd operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
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.
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.
Over three days the itinerary reads like a map of Tuscany’s character: medieval hill towns, the tannic lift of Sangiovese in Chianti Classico, and the simmering sulfur pools of San Filippo where the “White Whale” — a bleached tufa formation — glows in the woodland stream. Geology shapes everything here: Pliocene clay and limestone create rolling hills and thermal waters; centuries of human hands shaped defensive towers and terrace vineyards. Culture is concrete and gustatory — family-run agriturismi, butcher shops in Greve, and long lunches that are as much education as indulgence.
Practical guidance: departures and returns are from Florence (Santa Maria Novella). Small groups (max 8) mean flexible stops but expect a steady pace and several short walks; climbing Torre del Mangia is optional but involves 400+ steps. Bring comfortable walking shoes, a compact daypack, and a refillable water bottle; layers work best for coastal-to-hill microclimates. Note physical restrictions: the tour advises moderate fitness and is not recommended for pregnant travelers or those with serious heart conditions. Book ahead for weekend winery visits and advise dietary needs early. Travel light, respect private farmland, and leave room in your suitcase for olive oil and a bottle of Vernaccia.