Tuscany Active Culinary Walking & Hiking Tour
Tuscany Active Culinary Walking & Hiking Tour
6 days
5 nights
Activity Levels 1-3
Casual & Deluxe Hotels
2025: Aug-Oct2026: May-Jul, Sep-Oct
Gourmet Adventure in Italy from Chianti to Val d'Orcia
Learn the secrets of the Tuscan table. Celebrate fresh seasonal ingredients prepared with passion, yet minimal manipulation. Slow down, let food be the focal point of the day and nurture both body and spirit.
Highlights
- Walk through brimming vineyards and in old-world villages like Radda in Chianti and Pienza
- Cook and delight in farm-to-table recipes passed down through generations—buon appetito!
- Hike the cypress-lined white roads of southern Tuscany and sip Chianti Classico in the region where it originated
- Eat handmade cuisine, from your first plate of pasta to your final bowl-scraping spoonful of tiramisu
- Stay in welcoming Tuscan estates adorned with views of the rolling countryside

StartArezzo
EndFlorence
* Start/End locations may vary. Do not book flights until your trip details are confirmed.
Itinerary

Days 1-2
Walk through vineyards, woodland and Renaissance hill towns • Get a taste of the region’s undulating terrain as you trek from outside of Castellina to our hotel • Explore the area of Radda, home to numerous fine Chianti wineries • Hike from one unbelievable vista to the next, stopping for lunch at our favorite local agriturismo • Learn how to cook a homestyle Italian meal alongside locals • Sip Chianti Classico wines and learn the secret to traditional recipes in a cooking class led by an engaging Italian chef • Relax at our beautiful hotel in the heart of the Chianti Valley.





Nights 1-2
Beautiful vineyards surround this elegant retreat in the Chianti countryside—fit with a spa and wellness center housed in an ancient wine cellar. (pool, spa)

Days 3-6
Journey to the southern Tuscany’s Crete Senesi, known for its lunar landscape • Follow the strade bianche (white roads) of Val d’Orcia, home of pecorino cheese production • Savor local delicacies as we indulge in a sampling of the region’s traditional cuisine • Wander in Renaissance-style Pienza, Pope Pius II’s utopian village • Lunch takes place at a friend’s gourmet trattoria complete with a dessert-making demonstration • Soak in our hotel’s healing natural thermal pools and unwind with a treatment at the spa • Say arrivederci to Tuscany with a leisurely hike in the countryside surrounding Bagno Vignoni.



Nights 3-5
This elegant boutique hotel features a beautiful garden, a fantastic bar and pools fed by underground thermal springs. (pool, spa)
What's Included
See moreHotels
Adventure-Ready Hotels
Ideally located with ready access to trip activities, our Casual hotels are also known for their character and charm.
Hotels may vary based on departure. Any variations will be displayed when selecting a departure under Dates & Prices.
Nights 1-2
Casual Hotel
Beautiful vineyards surround this elegant retreat in the Chianti countryside—fit with a spa and wellness center housed in an ancient wine cellar. (pool, spa)
Nights 3-5
*Deluxe Hotel
This elegant boutique hotel features a beautiful garden, a fantastic bar and pools fed by underground thermal springs. (pool, spa)
Gallery
Review Snapshot
by PowerReviews
Reviewed by 25 customers
Fabulous first adventure in Tuscany!
Fantastic, attentive, fun guides! Beautiful, invigorating hiking with amazing views and food! We made wonderful new friends.
All we expected and more!
As an older couple we were concerned this trip may have been too ambitious- need not have worried. Walking was very manageable with fantastic support from our enthusiastic and very supportive group leaders who seamlessly catered to our diverse group.
A fantastic week.
The hikes were beautiful and the destinations of lunch and small towns made them even more exciting. The food and wine tasting was delicious and a real treat. All in all an absolutely spectacular time.

Absolutely wonderful trip and leaders in Tuscany
Absolutely lovely hiking tour Tuscany. Our leaders, Lorenzo and Abde were outstanding and added greatly to my trip experience. They were fun, interesting, well-organized and thoughtful leaders. The hikes, demonstrations, food and accommodations were outstanding. I would go on another Backroads trip in a heartbeat.

Unforgettable Italian Adventure
We were seeking a trip that would immerse us in the culture, people, and landscapes of Italy, and Backroads exceeded our expectations in every way. The leadership team was exceptional, and we are already looking forward to reuniting with our hiking companions on future Backroads adventures!

Trip of a lifetime!
My husband and I knew this was going to be a trip of a lifetime, and it by far exceeded our expectations. The food, the wine, the hikes, the fun leaders, the hamlets, the comradery, the lodging, the gorgeous countryside, the education, the memories, the absolutely everything!! Would love to do it again!
Let's Go Again!
Our first Backroads trip and we loved it. From the exceptional guides to the hotel accommodations and spectacular dinners we enjoyed every aspect. Daily hiking through Tuscany was wonderful - a postcard view everywhere you looked. And the food tutorials and cooking demonstrations provided ideas we can use at home. Looking forward to booking another Backroads trip!


Fabulous trip; beautiful hikes; delicious cuisine
Our group was very simpatico and the tour leaders were outstanding. They were knowledgeable, delightful and always looking out for our welfare and happiness. The accomodations and meals were excellent. I ate too much, my fault. The topography and views on the trails were stunning. Strenuous at times but at nearly 75 years old I managed just finel

Another amazing Backroads trip!
This was our 4th Backroads trip and it was totally amazing. The food, the hiking, the scenery, the other people and most importantly the guides! Backroads guides are indeed what makes all the trips we have been on so very special. The guides rock!

Exceptional!
A wonderful week of hiking, cooking, and eating, through the beautiful Tuscan countryside. Lucky to have a great group of fellow travelers that quickly became friends for the week. Accommodations were great! Wonderful weather! Superb, hard-working, fun trip leaders in Jane and Lorenzo, along with Otilia as support made all the difference in a successful trip. Backroads just knows how to do it right; my 2nd trip.




Dates & Prices
Dates & Prices
Click on dates for pricing, itinerary variations (if any) and to book your trip. Price is per person, double occupancy in USD.
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