Go to main content
Deals

A 7 days journey through authentic Tuscany

package
Holiday packages

An unforgettable small-group journey through timeless landscapes, flavors and traditions between Val d'Orcia and Siena

Join us for an unforgettable small-group journey, designed for curious travellers who want to truly connect with Tuscany — its landscapes, people, and timeless traditions.

Your home during the trip will be the elegant Villa Poggiano, a charming estate nestled in the heart of the Val d’Orcia, surrounded by cypress-lined roads and rolling hills.

Each day offers new discoveries: stroll through the Renaissance beauty of Pienza, the medieval charm of Montepulciano, and the stunning piazzas of Siena. Visit artisan workshops, taste Pecorino cheese and world-class wines like Vino Nobile and Brunello di Montalcino, and meet locals who preserve ancient crafts and stories.

Enjoy unique experiences, including a hands-on Italian cooking class at the villa and a visit to a traditional farm, where you’ll learn about the heritage Cinta Senese pig breed, ending with a delicious countryside dinner made with fresh, local products and wines.

With the perfect balance of guided tours and relaxing moments, this experience is about more than just sightseeing. It’s about slow travel, meaningful encounters, and discovering Tuscany like a local, with a trusted group and no stress.

We don’t just offer a tour — we invite you to live Tuscany with us, through real stories, local flavors, and genuine hospitality.
A carefully curated experience for those who want to feel, taste, and breathe the true soul of this land.

Small group, limited spots. If you’re looking for an inspiring, authentic, and expertly organized journey, October 12–18 is your chance to travel with us.

groups

Meeting point

Airport
event_note

Plan

Day 1: Arrival at Villa Poggiano and check-in. Free time to relax in nature. Welcome aperitivo and Tuscan dinner at the Villa.
Day 2: Guided visit of Pienza with Pecorino cheese tasting. Lunch in a local trattoria. In the afternoon, truffle hunting and themed dinner at a local farm.
Day 3: Discover Montepulciano: San Biagio Church, artisans, and a wine cellar. Afternoon cooking class at the Villa.
Day 4: Explore Siena with a guide: Palio secrets, Duomo, town hall, and a contrada. Lunch in a typical trattoria and dinner in one of our favorite restaurants.
Day 5: Val d’Orcia tour with stops in Bagno Vignoni and Montalcino. Wine tasting and light lunch. Dinner in Montepulciano’s center.
Day 6: Vino Nobile tasting and visit to a Cinta Senese farm. Light lunch with local specialties. Free afternoon and farewell dinner in town.
Day 7: Breakfast, check-out, and optional airport transfer. Arrivederci!

auto_delete

Cancellation
and no-show policies

Free cancellation by 31 July. 100% penalty from 1 August

info

Organization

Stilviaggi Tuscany
P.IVA: 00659720528
Piazza Savonarola 19
Montepulciano