Tuscany

The landscape, towns and tastes of Tuscany are perhaps Italy’s most iconic. If you are traveling into Tuscany during spring, you can expect to experience mild days and see gently rolling hills and fields filled with beautiful blooms. These are just a few of the reasons why this time of year is a great time to visit the small medieval towns and rural areas, the cities of art and to enjoy the outdoor activities. You can hike the country trails, or join an ebike tour with wine tasting to fully appreciate your stay in this region.

Tuscany

The tail end of the year is also particularly appealing. Italy’s peak harvest season for grapes and olives goes from September to beginning of December and the foliage in Tuscany offers truly unique emotions. There are many beautiful destinations in this region, Val d’Orcia is one of them. It is listed as one of UNESCO’s world heritage sites, it is located just south of Siena and offers the breathtaking views and majestic estates that inspired the Renaissance painters. The Chianti area is also wonderful, with its amazing landscapes and excellent food and wine, it is definitely worth a visit.

San Gimignano
Tuscany

Here are a few iconic tours among the most popular to have a taste of what we can do for you:

  • EBIKING IN VAL D'ORCIA
    A variety of itineraries along panoramic routes that will take you to discover this enchanting valley, the medieval towns and the Tuscan countryside. Tailor-made tours departing from Pienza, Bagno Vignoni, San Quirico d’Orcia, Montepulciano and Montalcino, passing through ancient lanes, old farmhouses with breathtaking views, renowned wine cellars, rolling hills, cypress avenues and wheat fields. Visit of a family-owned winery and wine tasting with a selection of cheese and hams at the end of the tour.
  • CHIANTI EBIKE AND TASTING TOUR
    A wide range of tours taking you across the Chianti vineyards along panoramic routes to discover this enchanting valley, the medieval towns, castles and the breathtaking countryside . Tailor-made tours departing from the heart of Chianti Classico: Greve in Chianti, Gaiole in Chianti and other villages, or from the guest’s accommodation in the area. Visit of a winery, an all-round experience to discover the essence of the Chianti Classico and taste a selection of wines, extra virgin olive oil and typical products.
  • CORTONA AND ITS COUNTRYSIDE EBIKE TOUR
    A beautiful itinerary that will take you to discover Cortona and the Valdichiana passing through ancient lanes, medieval towns, old farmhouses with breathtaking views of the valley and Trasimeno lake. Wine tasting at a family-owned winery at the end of the tour.
  • WALKING AND EBIKING AROUND SAN GIMIGNANO
    Guided tour around ‘the town of the beautiful towers’ listed among the UNESCO world heritage sites. A medieval town that can be seen from all around the surrounding countryside. Hiking or ebike tour (departing from San Gimignano or from the guest’s accommodation in the area) along the ancient via Francigena and visit of a family-owned winery on the way, overlooking San Gimignano and the vineyards. Wine and extra virgin olive oil tasting in their garden.
  • EXTRAVIRGIN OLIVE OIL TASTING IN PIENZA
    Ebike or walking tour from Montalcino, the beautiful medieval town in Tuscany famous for its Brunello wine. We will cross ancient lanes, old farmhouses, renowned wine cellars, rolling hills, cypress avenues and historical castles. Visit of a family-owned oil mill to see how the EVO is made and delicious oil and local product tasting
  • AROUND THE TUSCAN MEDIEVAL VILLAGES
    Visit of the medieval hill towns in Val d’Orcia, a walking tour around Montalcino, Pienza, Montepulciano, Bagno Vignoni, among ancient churches, charming squares, hidden corners, narrow alleys. Stop at local renowned wineries for a delicious wine tasting or at a biodynamic dairy farm along the way to taste their homemade pecorino cheese and other local specialties.
  • SUMMER SUNSET TOUR AROUND PIENZA
    Visit of Pienza, the enchanting historical town and easy hiking experience among the Tuscan hills to enjoy the beautiful sunset in Val d’Orcia. Stop at a biodynamic farm on the way, for a visit and a delicious wine and pecorino cheese tasting overlooking the enchanting countryside and its medieval towns.
  • MONTEPULCIANO ORGANIC PECORINO CHEESE AND WINE TASTING
    A unique experience that will take you to discover an organic family-owned dairy farm in beautiful Val d’Orcia. A walking tour of their with breathtaking views of the valley to learn about the history of the area, the sheep farming and the cheese making process. Enjoy a delicious tasting with a selection of pecorino cheese with different seasoning and flavouring and local wine.
  • THE HILLS OF TUSCANY
    A panoramic easy hike through the vineyards in the heart of Chianti arriving to the fortified village of Montefioralle. We will discover this beautiful area famous for the excellent wine, We will visit one of the renowned cellars and enjoy a wine tasting experience with a selection of cheese and hams. Lunch or dinner on request.
  • MAREMMA AND ARGENTARIO EBIKE OR WALKING TOUR
    Guided tours in Southern Tuscany, in the Natural Park of Maremma, a green oasis extending along the stretch of coast between Principina a Mare and Talamone with beautiful sandy beaches, and in the amazing Argentario peninsula surrounded by the sea and connected to the Tuscan coast by two narrow strips of land. Here the coastline is almost entirely rocky with breathtaking cliffs overlooking the sea and there are two lovely fishing villages: Porto Ercole and Porto Sant Stefano. Hiking or ebike tour with wine or beer tasting and lunch at family-owned organic farms.

We offer you customized itineraries and bespoke experiences according to your preferences, interests and how you want to travel, to make the most of your visit in this amazing country. Please write at info@whileinitaly.com to ask for details and quotations.