Tuscany Active Culinary Walking & Hiking Tour
6 days
5 nights
Activity Levels 1-3
Casual & Deluxe Hotels
Tuscany Active Culinary Walking & Hiking Tour
6 days
5 nights
Activity Levels 1-3
Casual & Deluxe Hotels
2025: Aug-Oct 2026: 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

Start Arezzo
End Florence
* 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
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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Group size is required to show per-person pricing. Your group size can be approximate and can change.