SIENA HIKING FIELD GUIDE
Vineyard Mornings and Medieval Evenings: A Taste of Tuscany from Siena
An 8-day retreat based in a 15th-century farmhouse outside San Gimignano combining Siena and Florence city tours with daily yoga, cycling, hiking and hands-on cooking and wine experiences.
Vineyard Mornings and Medieval Evenings: A Taste of Tuscany from Siena.
Settle into a mid-15th-century farmhouse framed by vineyards and rolling Tuscan hills, then spend your days tracing quiet country roads, cooking with local instructors, and slipping into the medieval lanes of Siena and Florence for guided city tours—an immersive program that balances active mornings and cultured afternoons.
Highlights
Outing Highlights
A 15th‑century Farmhouse Amid Vineyards
Accommodation is in a charming mid-15th-century farmhouse set inside its own vineyard just outside the medieval village of San Gimignano, providing a quiet rural base for the retreat.
Hands‑On Cooking and Wine
The package includes two cooking classes plus a wine tasting and tour of the property, pairing regional culinary instruction with local wine experiences.
Active Days: Cycle, Hike and Yoga
Daily yoga, cycling through vineyards, and opportunities to hike the surrounding hills are built into the itinerary, offering a gentle active rhythm to the retreat.
What the day feels like
How the retreat feels
Mornings move from yoga mats to cycling routes through the vines; afternoons mix cooking classes, wine tastings and guided visits to Siena and Florence; evenings are spent at the farmhouse pool or dining on multi-course meals drawn from local recipes—an alternating loop of movement, learning and slow regional living.
Suitability
Who it's for
Who this retreat suits—and who may want a different pace.
Practical planner
Details to review before reserving
The retreat program includes daily yoga, cycling tours through the vineyards, hiking opportunities and culinary instruction.
Accommodation is at a farmhouse set within its own vineyard and participants will have access to the pool during the stay.
The package includes seven breakfasts, three lunches and five dinners, plus cooking classes, and some meals and excursions may be scheduled during full-day activities.
Review cancellation policies before reserving.
Frequently asked questions
Planning Your Outing
When does the retreat take place?
The retreat runs October 18–25, 2025.
How long is the program?
The package is an 8-day, 7-night retreat.
What is included in the package?
Includes accommodation for 8 days/7 nights (shared or single room), 7 breakfasts, 3 lunches, 5 dinners, 2 cooking classes, a wine tasting and property tour, Florence and Siena city tours, a cycling tour through vineyards, daily yoga, unlimited pool use, entrance fees, porter service, English-speaking private guides, and airport transfers.
What is not included?
Airfare, meals not listed in the package, and any additional tours or excursions not specified in the itinerary are not included.
Are airport transfers provided?
Yes. Airport transfers are included in the package.
What languages are the guides?
Guides are English speaking and private as noted in the package inclusions.