Tuscany Active Culinary Women's Hiking & Walking Tour
6 days
5 nights
Activity Levels 1-3
Deluxe Hotels
Tuscany Active Culinary Women's Hiking & Walking Tour
6 days
5 nights
Activity Levels 1-3
Deluxe Hotels
2026: Sep-Oct 2027: May, Sep-Oct
Gourmet Adventure in Italy from Chianti to Val d’Orcia
Tuscany’s greatest pleasures are simple: beautiful walks, exceptional food and good company. Discover all three on a journey through vineyard-clad hills, medieval villages and unforgettable farm-to-table experiences.
Highlights
- Stroll through lush vineyards and old-world villages like Radda in Chianti and Pienza
- Cook with locals, learning 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 hills where it was born
- Share in Italy's culinary traditions, from your first plate of handmade pasta to the last bowl-scraping spoonful of tiramisu
- Retreat to inviting Tuscan estates and boutique hotels that pair authentic local heritage with refined modern style
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)
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
Day 3
Hike from the village of Gaiole through vineyard-crowned hills and along panoramic ridgelines with sweeping views of the Chianti countryside • Learn to make traditional dishes with local hosts and enjoy an exclusive tasting of Traditional Balsamic Vinegar of Modena at a favorite agriturismo • Trek past charming villages and manicured vineyards on the way to the hill town of Radda in Chianti • Sip locally produced Chianti Classico wines and learn the secrets of authentic Tuscan recipes before enjoying a memorable dinner.
Night 3
Housed in a 14th-century building in the center of Radda in Chianti, Palazzo Leopoldo reflects the character of a historic Tuscan residence. The property offers easy walking access to the town's shops and restaurants, while a spa and pool provide relaxed spaces to unwind. (pool, spa)
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
Days 4-6
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 4-5
Set in the medieval village of Bagno Vignoni, La Posta is an elegant boutique hotel centered around a tranquil garden courtyard. Thermal waters from the area's natural underground springs feed the hotel's pools and spa, continuing the village's long tradition as a historic spa destination. Stylish rooms, a lively bar and peaceful outdoor spaces create a relaxing place to unwind at the end of the day. (pool, spa)
Hotels may vary on select departures. Click View Dates and choose a departure to see any variations.
What's Included
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Dates & Prices
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