Yes. Tuscany is one of Europe’s most popular regions for walking holidays thanks to its rolling countryside, historic hill towns, vineyards, olive groves, and well-marked paths. Walks are typically non-technical, with varied terrain that combines scenic rural landscapes with cultural highlights, making Tuscany ideal for walkers who enjoy both nature and history.

The best place to go hiking in Tuscany is the Val d’Orcia region, which is a UNESCO World Heritage landscape and regularly features in films. It boasts some quintesenntially Tuscan scenery, with well marked trails and charming medieval hilltop villages throughout.

All of our centre-based walking holidays in either Tuscany, Austrian Alps, Swiss Alps or the Italian Dolomites are suitable for walkers of all abilities. We provide detailed Walk Packs giving thorough information on all of the easy, moderate or challenging walks we offer, and our on the ground Walks Team are available to help you pick the right walks to suit your needs and requirements.

Walking in Tuscany is characterised by gentle hills, cypress-lined tracks, vineyards, olive groves, and medieval villages. Routes often link small towns and countryside estates, with regular opportunities to stop for local food, wine, and views across the Val d’Orcia and surrounding landscapes. It’s a relaxed but rewarding walking experience rather than high-mountain trekking.

A centre-based walking holiday works particularly well in Tuscany. Staying in one location allows walkers to explore a variety of routes without changing accommodation, enjoy relaxed evenings, and fully experience Tuscan hospitality, including fantastic food and wine. Daily walks explore different parts of the surrounding countryside, with the comfort of returning to the same base each night.

Accommodation on walking holidays in Tuscany includes a traditional agriturismo, specifically the Agriturismo Il Rigo, offering an authentic rural experience. This property provides warm hospitality, fantastic local food, and peaceful surroundings, making it ideal bases for a relaxed centre-based walking holiday.

Walkers in Tuscany can expect classic Italian landscapes: vine-covered hills, olive groves, cypress avenues, stone farmhouses, and medieval villages. Cultural highlights are woven into the walking experience, with routes passing historic towns, vineyards, and scenic viewpoints that define the region’s character.

Yes. Tuscany is renowned for combining walking with rich cultural experiences. Many routes pass through historic villages and wine-growing areas, and evenings are often centred around traditional Tuscan cuisine and local wines, making the experience about more than just walking.

Some of our walks start from (and end at) Il Rigo. However, where transport is required at either end of a walk, this is arranged by us as per the itinerary and is included in the price of your holiday. Il Rigo lies in a rural setting 25 minutes on foot from the pretty town of San Quirico. If other local places of interest appeal to you, alongside some walks, you could consider a hire car.