Enchanted Tuscany

In collaboration with:

A restorative Tuscan Castle retreat exploring yoga, nourishment, beauty, and meaningful connection to self, place, and each other

We are each nourished by many things — food, movement, beauty, conversation, purpose, rest, and connection. And often, it is at the intersection of those things that we feel most fully alive.

Enchanted Tuscany was created as an invitation to return to that place. To slow down and reconnect with what truly restores us.

Set against the backdrop of the Tuscan countryside in the very castle where Dante completed his Divine Comedy, this journey blends mindful movement, extraordinary meals, meaningful conversation, historic places, and the timeless rhythms of Italian life.

Through yoga, wine, shared tables, and intentional travel, guests are invited not simply to visit Tuscany, but to experience it more deeply — and perhaps reconnect with themselves along the way.

Nourishment Beyond the Table

The Olive Road &

Bloom Yoga Co.

At heart, both yoga and travel are forms of self-discovery.

This partnership brings together two communities rooted in intentional living, hospitality, connection, and the belief that beauty and presence matter deeply.

Together, The Olive Road and Bloom Yoga Co. have designed a retreat that values slowness over schedules, depth over urgency, and meaningful experiences over performance.

Rather than escaping everyday life, this journey is about returning to yourself through movement, nourishment, conversation, and place.

A Different Rhythm of Travel

Mornings begin slowly with yoga, coffee, and the quiet beauty of the Tuscan countryside.

Days unfold through vineyard visits, long lunches, local markets, historic villages, and time intentionally left unhurried.

Evenings gather around shared tables with exceptional food, wine, and conversation as the sun sets over the hills of Tuscany.

Throughout the journey, guests are encouraged to embrace a slower rhythm — one rooted in curiosity, presence, and genuine connection.

Highlights:

  • Enjoy effortless travel where all meals and logistics are included, allowing you to simply show up and immerse yourself in the experience.

  • Daily yoga practices lead by Sara and Ashley

  • Slow Travel for Deeper Connection: With a slower-paced itinerary, this trip emphasizes meaningful interactions with our Tuscan friends, allowing you to truly feel the rhythm of Tuscan life.

  • Step back in time as we inhabit our very own 11th century castle in Tuscany’s mountains, the very same castle which inspired Dante himself.

  • Shop at local markets with our resident chef, Kevin Callaghan, and help create al fresco feasts

  • Farm-to-Table Culinary Experiences: Savor authentic Tuscan cuisine through hands-on cooking classes and farm visits, where you’ll learn from local artisans

  • Festive meal in Dante’s salon at our very own medieval castle.

  • Cultural Workshops: Participate in private workshops with Tuscan artisans, learning centuries-old crafts like Tuscan linens and luxury wool production.

  • Guided E-bike adventure in the Casentino valley.

  • Sunset Apericena atop our castle: Enjoy an unforgettable dinner on the roof of our own 11th century castle, marveling at the backdrop of Tuscany’s mountains.

Dates & Availability

  • October 10-15, 2027 (Sunday-Friday)*

    *Note that Oct. 11 is Indigenous People’s Day in the States. These dates were intentionally selected to allow for a weekend in Florence before/after our trip if desired.

  • Limited to 18 guests

  • Due to the unique experience of inhabiting a 11th century castle and its surrounding hamlet, there are several rooming options available. Note that each category is available on a first come first served basis.

    Option 1: Double Occupancy, Private Bathroom (available in the castle or in a cottage)

    $5500 per person*

    Option 2: Single Occupancy Shared bathroom (in castle)

    $6500 per person*

    Option 3: Single Occupancy, private bathroom (in a cottage)

    $7500 per person*

    25% deposit required to confirm booking

  • Accommodations

    • Once-in-a-lifetime opportunity to share a private 11th century castle and its surrounding hamlet, Castello di Porciano

    Transportation

    • Private transportation throughout the itinerary

    • Transfers to/from Castello di Porciano

    Dining & Culinary Experiences

    • All meals—you will never go hungry or have to figure out what to eat next.

    • Immersive cooking sessions and market visits with Kevin

    • Daily Aperitivo at the Castle

    • Hands-on Art of Aperitivo Class

    Cultural Experiences

    • Guided e-bike tour of the Casentino Valley

    • Visit and lunch at a local cheese farm

    • Guided tastings of wine, olive oil, cheese, and regional specialties

    • Excursion to Anghiari to learn about traditional artisanal linen production

    • Immediate access to artisanal wool production in Stia, neighboring village to Castello di Porciano

    Yoga

    • Daily morning mediations at the castles

    • Daily Yoga offering by Ashley and Sara: either morning flow or evening yoga

    Hosts & Guides

    • Full guiding, planning, and on-site hosting by Amy & Kevin

  • While the following are not included, they can be arranged free of charge by The Olive Road.

    • Airfare

    • Optional activities (spa treatments, extended excursions)

    • Personal expenses (souvenirs, laundry, extra drinks)

    • Travel insurance (strongly recommended)

Reserve your place at our tuscan table