Discovering Slow Tuscany with Ale Kenney
ITALY
October 11 - 16, 2026
Want to see what your week in Tuscany looks like?
Download the complete itinerary and retreat brochure.
San Casciano
ITALY
Join us on this unique five-day Tuscan/Umbrian escape is designed for travelers who love good food, beautiful landscapes, delicious wine. From tasting pecorino in Pienza and exploring the medieval streets of the Umbrian towns of Orvieto and Perugia each day balances discovery with ease. We're visiting off the beaten path places that are hard to reach by train - or get to on your own.
Based in the charming hill town of San Casciano, Tuscany, the perfect location for exploring Tuscany and its neighboring, underrated little sister, Umbria, at a relaxed pace. Imagine scenic drives, long lunches, small producers, and time to simply be. No rushed schedules, no luxury excess — just honest flavors, iconic landscapes, and the kind of moments you’ll want to linger over.
Perfect for food, nature, and wine lovers who value authenticity over extravagance.
✦ Relax at nearby thermal baths and later roll up your sleeves for an Italian cooking class before enjoying the meal you helped create.
Highlights
✦ Step back in time as you explore the enchanting streets of Pienza, Orvieto, and Perugia, led by local experts who bring each city's unique culture to life.
Ale Kenney
A note from
After traveling to 55 countries across all seven continents over the past few years, I can truly say travel is my passion. And Italy?! I’ve never been to one spot I didn’t love. Which is why I wanted to come back and bring you along. Sharing my travel experiences with others brings me such a sense of purpose and joy! So join me for a week of wine, cheese and relaxation under the Tuscan sun. This trip is for the girls. Perfect for mother-daughter duos or those looking for a group of like-minded women who want to see what this beautiful region has to offer. Bring your mother, your sister, your ride or die or come on your own! All are welcome. See you in Tuscany.
“
The
Experience
This is Tuscany and Umbria seen through the eyes of insiders — not rushed, but rich in taste, texture, and connection. It’s ideal for travelers who want to slow down, savour authentic places and food, and return home with a deeper understanding of Italian culture and hospitality.
Pienza
Savour lunch and tastings at a local cheese farm, then explore the Renaissance beauty of Pienza with its panoramic views and charming streets.
Orvieto
Take a day trip to the striking hilltop town of Orvieto, known for its Gothic Duomo, artisan shops, and lunch at your leisure.
Perugia
Visit the lively, cosmopolitain capital of Umbria, wander its medieval core, experience local culture, and enjoy lunch before returning to the villa.
Thermal Baths
San Casciano dei Bagni literally translates to ‘the baths of San Casciano.’ The thermal springs have been central to this area of Italy for centuries. We’ll get to see what the fuss is about while soaking in the warm waters, relaxing while enjoying a fabulous view of the Tuscan countryside.
Cooking Class
Immerse yourself in local flavors during a private workshop and enjoy the rewarding experience of a meal made by hand.
Nestled just minutes from the medieval village of San Casciano dei Bagni, we'll stay in a beautifully restored farmhouse in the heart of Tuscany’s Val d’Orcia and Val di Chiana — an enchanting landscape celebrated for its rolling hills, vineyards, oak woods, and thermal springs.
Steeped in history yet set up for modern comfort, this charming villa dates back to the late 1700s and has been lovingly renovated using local materials and artisanal furnishings. Surrounded by nature, it offers a peaceful, private escape with lush gardens and shaded outdoor spaces.
Arrive early, stay late.
Let us help create the perfect add-on experience to enhance your trip. Both Rome and Florence are great places to spend a few nights in on either end of your retreat.*
Rome
Florence
*Simply opt in during the registration process and a member of our team will be in touch.
Inclusions
Prices are per person and include:
Shared rooms starting at
£2950 per person
Our trips, tailored to you.
Any of our trips can be tailored to suit your needs. Click on the button below and fill out our simple easy form and we’ll send you a quote.
