Category Hiking & Trekking

Siena · HIKING & TREKKING

3 Hiking & Trekking Tours in Siena Actually Worth Booking

3 reviewed

Here is what to book: the 3 hiking & trekking tours worth booking near Siena, each with what it costs, how long it runs and the one thing to know before you commit.

Tuscany Hiking Tour from Siena Including Wine Tasting

Tuscany Hiking Tour from Siena Including Wine Tasting - Stop 1: Tuscan Escapes and how the walk follows an ancient pilgrimage route

1.Tuscany Hiking Tour from Siena Including Wine Tasting

★★★★★★★★★★5.0 · 112 reviews · 4 hours (approx.) · from $72Our pick

Half-day hike from Siena on the Via Francigena, then wine tasting in Monteriggioni with included train back.

“This hike was long and a little strenuous at times, but we'll worth it. Our guide, Alessia was super nice and explained so much along the way. The final stop at Monteriggioni was great and we had plenty of time to explore on our own.”

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Siena: Half-day Guided Hike to Monteriggioni

Siena: Half-day Guided Hike to Monteriggioni - Meeting point at Siena train station: what to do at 08:55

2.Half-day Guided Hike to Monteriggioni

★★★★★★★★★★4.8 · 57 reviews · 4 hours · from $71Best value

Guided hike from Siena to Monteriggioni on the Via Francigena, ending with wine tasting in the fortress village. $71, 4 hours.

“Our family enjoyed both the local history and nature on the tour. Our guide was enthusiastic, knowledgeable and engaging throughout the hike. A great way to spend half a day in the Tuscany countryside!”

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Private Tour: Guided Hike in Tuscany with Transport from Siena

Private Tour: Guided Hike in Tuscany with Transport from Siena - Midday break at a Tuscan farm: lunch with wine that actually feels worth it

3.Private Tour: Guided Hike in Tuscany with Transport from Siena

★★★★★★★★★★5.0 · 6 reviews · 7 hours (approx.) · from $381

Private guided hike from Siena through Chianti country with minivan transfers, farm lunch with wine, then San Gimignano and Via Francigena.

“Our private hiking tour through Chianti Classico vineyards in Tuscany was everything we hoped for and more!! Silvia was an exceptional guide with tons of information about the area, the vineyards and the city of Siena, especially loved her recommendation for dinner!! The hike is a bit more strenuous than we expected but Silvia was very patient and we went at a comfortable pace... The scenery was beyond spectacular and lunch was Amazing!! Especially the Chianti!! Unfortunately we had a downpour during our time in San Gimignano but we still enjoyed the town. Highly recommend Tuscan Escapes!!!”

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