Signature Retreat

Your Retreat to Tuscany Signature Sample  Itinerary

Saturday – Arrival Day!

~ ARRIVAL and transfer to Villa Maddalena in the village of Montisi (2.5 hours north of Rome and 1.5 hours south of Florence)

~ Welcome reception and casual dinner at Villa Maddalena

~ Free evening to settle into your Villa, stroll the village of Montisi and get acquainted with your group
You will quickly relax into the Tuscan way of life.


RTT ladies

~ Breakfast and casual morning

~ Walking tour of your new village for a week, Montisi. Get oriented with the town, learn about the rich culture and landscape of this little village. Meet some of the locals, and take in the amazing views.

~ Return to the Villa for lunch

~ Enjoy the grounds, the pool, settle into slowing down

~ Afternoon Custom Experience! Guided Painting in the spring with a local artist Liz Cochrane, OR Truffle Hunting in the fall with Nico! 

~ Optional cooking class in the late afternoon with our in-house chef, Eleanora.

~ Group Dinner at Villa Maddelena


~ Breakfast at the villa

~ A custom tour with the family of renowned Olive Orchard Olivera Sant’ Angelou and sample their delicious olive oil

~ Private guided Tour of Montepulciano – walking tour of the medieval village, a visit to the Etruscan tombs and winery in the underground caves, including a private wine tasting experience

~ Wander through the winding, narrow cobblestone passages and explore the history of copper making, leather goods, and Tuscan treasures! (on your own for lunch and shopping).

~ Group Dinner at Villa Maddalena


~ Morning intentions, meditation/yoga offering, Breakfast


~ Do like the locals do and take in the morning at the market in the nearby town of Sinalunga. Shop for local goods, food items, and clothing and enjoy a cappuccino with your pastry in the piazza while you people watch and savor the delights of the local market.

~ Free time in the village

~ Group Dinner in Montisi


Relaxing Pool

~ Morning intentions, meditation/yoga offering, breakfast

~ A decadent and relaxing day in the medieval village of Bagno Vignoni. This is a special day to help you wind down your week; Lounge in the thermal pools or on your private chaise lounge and enjoy a leisurely afternoon “Italian-style” in this modern, decadent oasis of natural mineral baths. While there, treat yourself to a spa service or simply relax and savor the gorgeous views and the warmth of the sun and the pools (on your own for lunch – there are lovely options for food and drinks for purchase in town and at the pools)

~ Casual Group Dinner at Villa Maddalena


Podere il Casale

~ Breakfast at the villa

~ A tour at a private family-owned farm! This organic farm-to-table experience at Podere il Casale includes a walking tour of the property where you will meet the farm animals and  learn about world class organic farming and producing. Experience the art of cheesemaking as you sample the delicious cheeses made onsite, and take in the stunning views of the Val d’Orcia from the terrace. Also included is a tasting and education of the winery’s organic wines, produced on the farm.

~ PIENZA: This day would not be complete without a stop in Pienza, known for it’s world-classes pecorino cheese and breathtaking views of the Tuscan landscape.  Stroll the enchanting village and take in the beautiful boutiques filled with the local artisans’ treasures, sample the award-winning gelato, or sit in the piazza framed in 15-century buildings and people-watch as you step back in time.

~ Group Dinner at Villa Maddalena



~ Morning intentions, meditation/yoga offering, Breakfast

~ This is our last full day together at Villa Maddalena.  Take this time to walk the village of Montisi, spend time with the locals, visit the gift shop and the alimentari market, take time for a cappuccino at Il Barrino, and cherish this day of reflection. Grab your journal and sit in the garden, kick up your feet and sip prosecco by the pool, or grab a sketch pad and take in the amazing landscape that is your back yard.  This is your special day; relax and do whatever YOU want to do.

~ Free time to organize and prepare for departure

~ Departure Dinner and Celebration at Villa Maddalena: Aperitivo in the garden at sunset, group photos, final group dinner with Retreat reflections and acknowledgments

Saturday – Departure

~ Breakfast, sweet goodbyes, and departures.  For some, the adventures will continue as you travel on through Italy.  For others it’s a return to home, where you will take with you memories, experiences and new friendships that will last a lifetime.  This is your Retreat to Tuscany community and we can’t wait to see you again.  Grazie mille!  xoxo

~ Ciao Ciao e viaggi sicuri!

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