Italy: Tuscany and Umbria Vineyard Walks - 8 Days

From £3,086£386 per day Save 2%

Who is this trip for

Genders

  • Female50%
  • Male50%

Average age

39
18 Min100 Max

Start / End

  • Florence
  • Rome

Physical rating

3/5

Group size

1 - 16

Meals included

15

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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 available

  • Local Guide

    Guided

    This 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

  • Sep 25

    from £3,556
  • Oct 25

    from £3,400
  • Apr 26

    from £3,086
  • May 26

    from £3,556
  • Jun 26

    from £3,400
  • Jul 26

    from £3,086
  • Aug 26

    from £3,086
  • Sep 26

    from £3,556
  • Oct 26

    from £3,086
  • Save 2%
    Mon 6 Jul 2026 > Mon 13 Jul 2026Guaranteed Departure
    6+ spaces of 16 leftPay Monthly
    £3,149Best offer£3,086Book for£250 today, pay the rest later
    Solo Room from +£1,038

Customer reviews & ratings

(4.56 out of 5)
Based on 9 reviews
  • 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 Verified
  • I 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.

Frequently asked questions

  • What is the main focus of the 'Italy: Tuscany and Umbria Vineyard Walks' tour?

    This tour focuses on experiencing the scenic Tuscan countryside, including vineyard walks, exploring farmhouses and castles, connecting with local beauty, and enjoying atmospheric cuisine and rich history.
  • What is the typical group size for this tour?

    The tour operates with a small group, ranging from a minimum of 1 to a maximum of 16 participants.
  • What kind of accommodation is provided during the tour?

    Accommodation is provided in hotels for all 7 nights. Please note that some properties with only two stories may not have elevators.
  • What is the physical rating of this tour?

    This tour has a physical rating of 3, indicating a moderate level of activity, which includes various walks and treks.
  • What meals are included in the tour price?

    The tour includes 7 breakfasts, 4 lunches, and 4 dinners, offering a comprehensive culinary experience.
  • What unique culinary experiences are part of this tour?

    You'll enjoy a Molino di Grace visit and lunch in Panzano, a special wine pairing dinner, a pecorino cheese tasting, and an engaging cooking class in Umbria.
  • What historical and cultural sites will be visited during the tour?

    The tour includes guided walking tours of well-preserved medieval towns such as San Gimignano, Montepulciano, Siena, and Città della Pieve, along with visits to other picturesque towns like Montefioralle, Greve in Chianti, and Panzano.
  • What is offered during the 'OMG Day' in Rome?

    The 'OMG Day' in Rome provides a choice between a walking tour of the historical center (visiting Piazza Barberini, Piazza di Spagna, Trevi Fountain, Piazza Navona) or a fully guided Vespa tour for a more exhilarating experience.
  • Who leads the tour, and what is their role?

    The tour is led by a Chief Experience Officer (CEO). Their role is to provide information, suggest activities, recommend local dining, and ensure a smooth trip, rather than acting as a traditional historical guide.
  • Are tips for activities and meals included in the tour price?

    Yes, all tips for included activities and meals are covered as part of The Geluxe Collection. Tipping for the CEO and porterage, however, is not included.
  • What currency is used in Italy, and what money exchange advice is offered?

    The currency in Italy is the Euro. Credit and debit cards (preferably with 4-digit PINs) are useful for cash advances, but it's recommended to carry a combination of Euros, traveller's cheques, and cards, as card acceptance can vary. Always bring more funds than you anticipate needing.
  • Is this tour suitable for solo travelers?

    Yes, solo travelers are welcome. Group trips are designed for shared accommodation without a single supplement, meaning you'll be paired with a traveler of the same sex. A 'My Own Room' option is also available for those who prefer private accommodation.
  • Are there any specific dress code requirements for visiting certain sites?

    When visiting churches and cathedrals in Italy, it is required that shoulders be covered. Your CEO can offer more specific guidance.
  • What transportation methods are used throughout the tour?

    Transportation between destinations and for included activities will be by private vehicle, with walking being a significant and integral part of the tour experience.
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