Touring the essence of Tuscany in 8 days

  • Duration 8 Days / 7 Nights
  • Grade
  • Start / Finish Montepulciano / Siena
  • Distance 90 km / 56 miles
  • Trip Style Self Guided
  • Availability
  • Availability
    March - October
  • Price From $1,421


Take a holiday among the hills, olive trees and vineyards of southern Tuscany, one of the most beautiful regions in Italy.

Discover towns full of history, culture and architectural value, among which are: Montepulciano, Pienza, Bagno Vignoni, Montalcino and Siena.

In addition, you will get to know the wine regions of southern Siena along the paths during this holiday through Tuscany. Enjoy your walks while, through beautiful landscapes and delicious flavours, you have a completely Italian experience.

  • Get to know the ancient Abbey of Sant'Antimo, an Italian architectural
  • Bath in the famous hot springs in Bagno Vignoni.
  • Tour charming medieval and Renaissance-era towns.
  • Taste and accompany your trip with excellent wines.

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    • Accommodation in hotels and cottages
    • Breakfasts
    • Taxi transfers established in the itinerary
    • Information dossier with maps and route details
    • 24-hour telephone support
    • Taxes included


    • Unspecified transfers
    • Transfers in case you decide to skip a stage
    • Lunches, drinks and snacks
    • Unspecified meals
    • Personal equipment
    • Tourist taxes


    • Travel insurance
    • Cancellation insurance
    • Additional nights before, during or after the tour
    • Private transfers to the airport


    General information

    The accommodations with which we collaborate have a private bathroom and all the necessary services to ensure the best comfort available.

    Our team checks in situ the quality of all the accommodations offered, so that you have an unforgettable experience during your trip.

    The accommodation that we will book for your trip will be selected taking into account our commitment to you: guaranteeing comfort, calm and enjoyment throughout your trip.

    We work with quality hotels and country cottages with limited capacity, so we invite you to confirm your reservation as soon as possible.

    The name of each accommodation will be provided to you a few weeks before your trip begins.

    Room types

    It is possible to book this journey in single, double or triple rooms.

    All rooms have private bathrooms.


    Travel & Transfers

    From Siena you can take the train to one of the three nearest airports, located in Pisa, Florence or Rome.

    The length of the journey, depending on the city you are going to, will last from one to two hours.



    We suggest you make the reservation as soon as possible, as soon as you have decided your travel dates, as Tuscany is an extremely popular destination, especially in the months of July and August.

    The spring season and the months of April, May and June are absolutely lovely.

    Autumn is a perfect time of year, as the landscape is formed by a palette of gold and red colours, so September and October are unmissable.

    July and August can become very hot, so we recommend that you start your walks early to avoid the heat of the day. The towns and cities you will visit are always busy, so you can take your holiday at the time you prefer best.

    We recommend the airports in Pisa, Florence or Rome. You will be able to start and end your holiday with a train journey of one or two hours.

    This tour has a moderate degree of difficulty, with daily walks of between 3 and 7 hours, so you must have an active lifestyle with a good level of physical activity.

    If you choose not to take any of the walks, you can use taxis or public transport to move to your accommodation in the next stage.

    Yes, it's included. We will transfer the luggage between each accommodation according to your itinerary. Each person can take a suitcase up to 20 kg (45 lbs).