Italy: Tuscany and Umbria Vineyard Walks - 8 Days



Who is this trip for
Genders
- Female50%
- Male50%
Average age
Start / End
- Florence
- Rome
Physical rating
Group size
1 - 16Meals included
15Highlights
- Sip wine on a vineyard terrace in Tuscany during a lunch-time wine tasting
- Montefioralle and Panzano
- Sample local cuisines directly from the source within the many vineyards dotting the hills of Tuscany’s Chianti Region
- Walk through medieval towns like Greve in Chianti
- Hike from the tiny village of Abbadia a Isola along the ancient Via Fancigena
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Summary
Spend time in the Tuscan countryside in landscapes dotted with farmhouses and castles all while experiencing Italy in perfect harmony with the land. Hike the same paths spiritual pilgrims once walked long ago, and connect with the local beauty. Italy has long been known for its atmospheric cuisine, on this trip you’ll get a taste of Tuscany and its own unique identity and thousand-year-old history.
Itinerary
Day 1
Tuscany: San Gimignano, and Walk Strove to Colle Val d'Elsa
After an informative morning welcome briefing with your CEO you will travel to San Gimignano for a visit before today's trek. Discover one of the most well preserved Italian medieval sites by marvelling at both the Gothic and Romanesque architecture of the historical centre, and by sampling some of the regional delights at lunch in town. Your trek begins after lunch, heading to the final destination of Colle Val d'Elsa.
Day 2
Tuscany: Walk Monteriggioni to Siena
After the hike, explore Monteriggioni’s charming streets and well-preserved medieval walls. Then, relax and enjoy a well-earned lunch with local flavors before heading back to Colle di Val d’Elsa, where you will have some free time to explore this historic town at your own pace.
Day 3
Tuscany: Exploring the Chianti Region
After a decadent and leisurely lunch, continue on to Greve in Chianti, considered the "gateway" to the Chianti region. Greve in Chianti is formed around a beautiful triangular piazza, at the centre of which is a statue of the explorer Giovanni da Verrazzano, one of the town’s most illustrious sons, who went down in history for discovering the bay of New York. End the day relaxing with a cold drink at your Tuscan Villa perched above the vineyards.
Day 4
Tuscany: Volpaia to Lamole
After lunch, sample four varieties from the local Tuscan estates, continuing to learn not only about the process of wine making in Tuscany, but about the people who make their life here in Chianti. Tonight enjoy a special wine pairing dinner.
Day 5
Tuscany: Visit Montepulciano and Walk the Gladiator Trail
Your morning walk concludes just in time to sample another Tuscan favourite, pecorino cheese. A tasting of locally produced pecorino and ricotta cheeses is served with a glass of Montepulciano wine. After indulging in a glass of Montepulciano wine, it's only fitting to visit the town itself. A local guide welcomes you to this ancient hilltop town and provides an in depth walking tour of the old centre. Here we leave Tuscany and head into Umbria to Città della Pieve.
Day 6
Umbria: Cooking with a Local Chef
After you devour the fruits of your cooking labor, alongside a few glasses of delicious wine, the afternoon is yours to spend at leisure. A local guide will lead a walking tour of Città della Pieve, our home while in Umbria, known as the birthplace of renaissance painter Pietro Vannucci.
Day 7
Rome: Your OMG Day
Take a short orientation walk of Rome after arriving to the hotel. If you are up for more walking, join your local Roman guide and walk the historical centre, visiting Piazza Barberini and Piazza di Spagna. Drop a coin into the Trevi Fountain and sip a cappuccino in Piazza Navona. If you are ready for less walking, more adrenaline, hop on the back of a Vespa with a professional driver and whiz through Rome from Trastevere to the Colosseum and lots more.
Day 8
Rome
Your adventure has come to an end, and you can depart at any time.
What's Included
Accommodation
Hotels (7nts).
Meals
Breakfasts: 7, Lunches: 4, Dinners: 4
Vegetarian options are available on all meals throughout the adventure.
Vegetarian options availableLocal Guide
GuidedThis adventure is led by a local guide throughout. The main language of this adventure is English. Please contact us for other languages available.
Wifi
Wifi is available during the adventure. In some areas and / or accommodation / transport Wifi may be free.
Dates & Prices
Aug 25
from £3,086Sep 25
from £3,556Oct 25
from £2,822Apr 26
from £3,086May 26
from £3,556Jun 26
from £3,400Jul 26
from £3,086Aug 26
from £3,086Sep 26
from £3,556Oct 26
from £3,086
- Save 19%Tue 7 Oct 2025 > Tue 14 Oct 2025Guaranteed Departure6+ spaces of 16 left£3,469Best offer£2,822
- Save 2%Tue 14 Oct 2025 > Tue 21 Oct 2025Guaranteed Departure£3,469£3,400
Customer reviews & ratings
We got a nice overview of Tuscany on this trip. Very organized company and flexible with making last minute changes if the weather did not cooperate. The highlights for me were the Elsa River trek, farmhouse lunch and wine tasting at Molina de Grace Vineyard and the cooking class Citta della Pieve. The young man giving the provolone cheese tour was adorable. All of the tour guides in the various towns were very good and interesting. I would have to qualify my answer by telling them a couple of the hotel were a bit lacking. Most were great!
Virginia Oct, 2024 VerifiedI had a wonderful experience seeing some of Italys harder to reach locations, this was my first trip with G adventures but it certainly won't be my last I really liked being able to easily get to less common tourist locations
Shannon Oct, 2024 Verified
Essential trip information
Our Important Notes and Packing List cover all essentials, from necessary equipment to inclusions, ensuring you're fully equipped and informed for this extraordinary adventure and more.
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