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 SHHHH! Discovering a Well Kept Secret in Tuscany

SHHHH! Discovering a Well Kept Secret in Tuscany

Bagno Vignoni in the Val d’Orcia

Bagno Vignoni in the Val d’Orcia

There are very few undiscovered spots left in Tuscany. It is one of our favorite areas to visit in Italy because it feels like home for some reason. Fred and I used to do our best to visit once a year, but with conquering other areas of the world, Italy has sadly fallen off of our annual go-to list. But this past fall, we went to Cortona for our daughter’s destination wedding and for a birthday party I threw for Fred- a big one. It was a week oozing with celebration with friends and family from around the world. Post nuptials and party, we needed some down time and rented a five bedroom villa with friends in the Val d’Orcia. The where? Exactly! My friend Carol could not quite stop calling it the Val di Orca humorously confusing it with the Orca whale because despite being well-traveled even she had a hard time remembering the name of where we were. Named for the famous Orcia River, this southern area of Tuscany is a verdant valley populated by large cypress trees, rolling hills, vineyards, olive groves and sunflower fields. And best of all, it is an unspoiled area with few tourists.

Slightly off the beaten path and one of the most photographed valleys ever, it is understandable why the Val d’Orcia has been the location for many films like The English Patient, Gladiator, and Stealing Beauty. Nearby are famous hilltowns like Montepulciano, Pienza and Montalcino, but to our delight we found little gems that we had scarcely heard of before. With Siena to our north and Monte Amiata, an ancient volcano sitting at an elevation of 5702’, to our west, we meandered through the stunning countryside only to discover one charming hilltop village after another, some as old as 1000 years. We were bedazzled by ancient fortresses, craggy towers, quaint chapels, and thermal hot springs. For wine lovers, this region is paramount for its Sangiovese grapes making the coveted (and pricey) Brunello di Montalcino as well as the famous Vino Nobile di Montepulciano wines. For food lovers, the abundance of local products like olive oil, pecorino cheese, pork, chestnuts, mushrooms, saffron, olives and truffles speak a poetic language of their own. For others, it is home to spectacular nature preserves, an important pilgrimage route that was used in medieval times to travel from Rome to Canterbury, and has been protected as an UNESCO World Heritage Site since 2004. Finding Val d’Orcia means finding a slice of Heaven and a hidden gem in Tuscany.

 When you go, here are some hilltop towns you do not want to miss:

San Quirico d’Orcia

Named for Saint Quiricus, San Quirico d’Orcia (SQO) is an 11th century walled town with about 2500 residents overlooking the Val d’Orcia. Sitting on the famous Via Francigena, an old Roman pilgrimage road that is still used today, SQO is the perfect spot to relax in the main square at Bar Centrale sipping a cappuccino and watching the world go by. Lots of high-end boutiques like Dedalo line the main street, via Dante Aligheri, as well as restaurants and cafes. Dining al fresco in the garden of Trattoria Osenna is a delight enjoying their creamy pici cacio e pepe, a typical Tuscan pasta dish made with thick spaghetti-like noodles, butter, local Pecorino cheese and black pepper, and a local Val d’Orcia DOC wine. Make sure to visit the Horti Leonini, a 16th century symmetrical Italian garden that offers two stories of beauty. Take some time to experience the Collegiata di San Quirico, a church originally built as a rural church in the 8th century with highly decorated sandstone sculptures.


Bagno Vignoni

The well-preserved Renaissance hamlet of Bagno Vignoni (BV) is a must to put on the itinerary. Instead of finding a main square or piazza, a gorgeous, warm thermal pool, 161’ long by 95’ wide, serves as the central fixture in the town. BV is known for its thermal hot springs scattered outside of town and in town at spas like Adler Thermae, which offers healing waters and wellness treatments. There are a few well-heeled shops, cafés and an award-winning restaurant called Osteria Leone. Sitting outside in their garden, one can dine on a delicious lunch or dinner (try anything with truffles), sip a local wine and soak in the atmosphere of this sweet town. A thirty-minute walk up to the 11th century castle on the hill, from which the town gets its name, provides amazing panoramic views and a good way to work off some calories.



Ancient is one word to describe the village of Montecchiello and tiny is another. One of my favorite finds on this trip, Montecchiello has only 200 residents and, like so many tiny Italian hamlets that have been abandoned by residents who leave to find better work in the city, strives to stay alive. In 1967 the townspeople came up with a good idea to draw visitors: put on an annual theater production for three weeks in summer at sunset. Every villager from the baker to the butcher participates. The town gathers at the first of every year to write and produce that year’s play. Over 4000 spectators are drawn to Teatro Povero each summer to take in the performance.

 Founded over 1000 years ago, this petite hamlet sits high up over the valley, Monte Amiata and the neighboring town of Pienza. It exudes charm with its fortified walls, towers, quaint cobblestone streets, gorgeous shops, gardens, museum, and an outstanding restaurant called La Cantina La Porta. Stroll through the streets and walk to the top of the town to see paintings on easels purposefully scattered in an olive grove set below a giant tower that crests the town.


Rocca d’Orcia

Rocca d’Orcia is un piccolo village built between 1250 and 1258 perched high as if supervising the valley below. An octagonal fortress, also known as Rocca d’Orcia, crowns the ancient walled settlement, which served as a lookout and stronghold during the incessant territory conflicts between Florence and Siena in medieval times. A visit to the restored fortress not only will provide a great lesson in history, but the panoramic views from the top are stunning. An outstanding view of the neighboring town of Castiglione d’Orcia (also worth a visit) and its crumbling castle dominate the view to one side, while Pienza, Montalcino, Monticchiello, San Quirico and Siena can be seen on the other side in the distance. Aside from views, narrow streets, a 750-year old well, and a cool fortress, this storybook hamlet surprisingly has a Michelin star restaurant called Osteria Perrilà. Perrilà serves atypical Tuscan cuisine with a modern twist like scallop ceviche, roasted venison with endive and apricot, handmade tagliolini with white truffles, and rabbit stuffed ravioli with Parmesan fondue. It is worth the splurge!

Nothing like Black Truffle Pici pasta

Nothing like Black Truffle Pici pasta

Near Pienza

Offering 180-degree views of the valley and nearby town of Pienza, Podere Il Casale offers a fabulous cheese tasting experience with the famous sheep’s cheese, Pecorino, only from the Pienza area. Ask for a tour of the farm to meet the sheep, goats, pigs, peacocks, donkey, and dog (that thinks he’s a goat). They also offer a delicious al fresco lunch and serve their own label of biodynamic wine that is excellent.


There are three excellent producers of Brunello di Montalcino wines just outside of Montalcino that are the best in the business. Call ahead or make reservations on their websites to arrange a tasting and/or tour.

·      Ciacci Piccolomini d’Aragona (

·      Casanova di Neri (

·      Il Poggio Antico (


If you are looking to get outside and explore Val d’Orcia, but not in a car, try Urban Bikery out of Montepulciano which offers customized e-bikes suitable for the rugged Tuscan terrain. These electric bikes offer an assist when you need a little get up and go, like up a hill or steep slope making pedaling an option or not. Hop on one of their group tours or create your own using their GPS system to guide you along the back roads passing vineyards, farms, villas and gardens. The e-bikes are a terrific way to go from town to small town and not have to worry about parking the car. Visit for more information.


Excerpts of this article were taken from an article I wrote for

The Comeback: The Island of St. Barth Six Months After Hurricane Irma

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