Italy
·
Chianti · Val d’Orcia
A Taste of Tuscany
A slow journey through the hill towns, vineyards and farm kitchens of central Tuscany. Meet growers, cook with local hosts and discover why Tuscan food is built on simple, seasonal ingredients.
7 days
Easy
Maximum
12
guests
From
$3,650
per person
Overview
About this journey
Starting in Florence and ending in the Val d’Orcia, this journey follows the Tuscan table from market to vineyard. We stay in a restored farmhouse in Chianti and a medieval hill town, with short walks between vineyards and olive groves each day.
You will taste Chianti Classico in a family cellar, meet a pecorino maker in Pienza, gather vegetables for a cooking class and explore Siena with a local historian. The pace is relaxed, with free afternoons for a swim, a siesta or a glass of wine on the terrace.
Highlights
Wine tasting in a family-run Chianti cellar
Pecorino and truffle tasting in Pienza
Hands-on cooking class in a Tuscan farmhouse
Sunset walk through the Val d’Orcia
Day by day
Your itinerary
A clear outline of each day. Timings may shift slightly with the seasons, the weather and local conditions.
Day 1 — Florence to Chianti
Meet in Florence and transfer to our restored farmhouse among the vines for a welcome aperitivo and dinner.
Day 2 — Chianti villages
Walk through vineyards to Volpaia and Radda, finishing with a tasting at a family cellar.
Day 3 — Siena
Discover the Campo, the cathedral and the city’s contrade with a local historian, then enjoy free time for lunch.
Day 4 — Farm kitchen
Harvest seasonal produce and cook a four-course lunch with our host, Lucia.
Day 5 — Val d’Orcia
Travel to Pienza via Montalcino for a pecorino tasting and an evening walk along the town walls.
Day 6 — Montepulciano
Morning walk to Montepulciano for a cellar visit, followed by a farewell dinner in Pienza.
Day 7 — Departure
Transfer to Florence after breakfast.
Where you’ll stay
Characterful, well-located stays.
A restored 16th-century farmhouse in Chianti with a pool and vineyard views, followed by a boutique hotel within Pienza’s old walls.
What’s included
Accommodation for every night of the journey.
Local trip leader and relevant specialist guides.
Ground transport listed in the itinerary.
Meals specifically marked as included.
Activities and entrance fees listed in the itinerary.
Pre-departure information and on-trip support.
Not included
International flights unless explicitly stated.
Travel insurance.
Visa fees and personal expenses.
Meals and drinks not listed as included.
Optional activities and gratuities.
Dates & pricing
From
$3,650
per person
Next departure:
Prices are per person, based on two sharing a double or twin room. Departure dates and availability are confirmed by our team. A 15% deposit is due only after the booking terms and availability are confirmed.
Trip FAQs
Before you book.
Still have a question? Our trip planners know every route personally.
Is this trip right for my fitness level?
Can I join as a solo traveller?
What should I pack?
Can this trip be arranged privately?
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