About the tour
Starts
Ends
Pisa, Italy
Florence, Italy
Highlights
Enjoy short walks in the classic rolling landscapes of southern Tuscany
Spend time in historic hill-top towns and cities of Florence and Siena
Enjoy wine tastings and delicious Tuscan cuisine
Itinerary
Experience the rolling hills and vineyard-dotted landscapes of Tuscany on the Tuscany Walking and Wine tour, an easy-paced 8-day journey created for travelers who appreciate the finer things in life. Starting in Pisa and ending in Florence, this walking tour blends scenic rambles with rich cultural encounters.
Meander through Chianti’s renowned vineyards, explore the sun-drenched medieval towns of San Gimignano, Pienza, and Montalcino, and sample some of Italy’s most celebrated wines—Brunello and Chianti among them. Along ancient pilgrimage paths, you’ll savor local cuisine and fresh produce, refueling your spirit as well as your palate.
The trip includes accommodations in carefully selected hotels, transport, and delicious meals, ensuring a seamless Italian experience. The unique selling point of this tour package is the harmonious combination of gentle hiking and gastronomic pleasure, offering access to Tuscany’s scenic beauty and culinary treasures. For those seeking an indulgent yet active escape, Tuscany Walking and Wine is the perfect getaway.
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What's Included
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Customer Reviews
The entire experience was terrific ... the itinerary was well-paced and exciting, Tuscany is beautiful and the food was awesome, and best of all our guide AJ was the "star of the show" who made the trip really educational and memorable.
I enjoyed the walking and wine tour. Most of the hotels we stayed in were clean, comfortable and walking distance from small towns. Our guide was well versed in the trees, flowers, and crops that we saw on our hikes. The arrangements for dinners, wine tastings, and transportation were taken care of by our guide and well coordinated. I particularly liked the balance between time with the group and free time at the end of the day. The only issue we had was on one of our hikes we were supposed to be able to refill our water bottles at the halfway point, however the bar was not open. It was a very hot day and 3 out of 5 of us, including the guide, ran out of water. We ended up having to cut the hike short.
Excellent trip and very good guide in AJ. Only negative was hotel in Florence. Good location (change from original hotel) but was tired and cleanliness could have been better. Very cramped solo room 🙁 Highlights were Pienza and Castellina in Chianti. Great hotels, beautiful walks and really good food and wine. 😀
An excellent Tuscan holiday, packing a lot in, including Pisa, Siena and Florence, along with some excellent walking and wine, of course. Highlights for us were staying in the beautiful hill top town of Pienza, wine tasting and lunch at Castello la Leccia and fantastic views wherever we looked. Our group was very well looked after throughout by our guide, who took everything in his stride. There was a train strike on our departure day, but we were provided with a taxi transfer back to the airport, so no worries. Another great experience with Explore!
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