Under the Tuscan Sun on a Farm in Chianti

La Torre alle Tolfe estate in Chianti Italy
La Torre alle Tolfe estate in Chianti, Italy. Cindy-Lou Dale photos.

A Tuscan Agritourism Stay in the Chianti hills near Siena

By Cindy-Lou Dale
GoNOMAD Senior Writer

When we say we love Italy it’s because of the way Italy and Italians make us feel when we visit. Italy punches way above its cultural weight class – good food, the Mediterranean climate, opera, the visual arts, supercar capital of the world, fashion, warm and friendly people.

Italy has made dazzling contributions to the world.

There’s something to be said about a country that shuts down at and head home for family meals in the middle of a business day. Even more so when a gondolier recites opera, shopkeepers make time to chat, and restaurants let you stay for as long as want.

I found a destination that stimulates all of this: A family run vineyard and high-end agri-stay in Italy’s Chianti wine region.

View to Siena from the La Torre alle Tolfe estate
Views to Siena frm the La Torre alle Tolfe estate

Rich history literary oozes through the walls.

The world’s most indulgent hotels all have superb service, sublime comfort, and the right whiff that makes them meld into sameness.

The extra factor at La Torre alle Tolfe, a third-generation, family-run estate just outside of Siena, is a multitude of things – it’s an ancient ancestral home, a vineyard, an olive grove, organic herb garden, a superb restaurant, and a luxury agritourism stay. It’s a little worn around the edges, but this only manages to add further charm.

Gardens of the La Torre alle Tolfe estate
Gardens of the La Torre alle Tolfe estate

What makes a hotel extraordinary for me is always an emotional experience. Often, they’re corporate, state-of-the-art, and without character; and sometimes, just sometimes, they’re sweetly unpretentious. Which is exactly what La Torre alle Tolfe is, unapologetically so.

At the heart of the estate is the 8th Century hilltop tower, a huge villa, and several restored farmhouses, which are all set in gardens created by a renowned landscape architect of the tine – Pietro Porcinai.

It was Once a share Cropping Farm 

Lunch at the La Torre alle Tolfe estate
Lunch at the La Torre alle Tolfe estate

The entire estate is managed by the Castelli family and their close-knit team. I’m walking with Mania Castelli, a former veterinary surgeon and carer of all creatures of the estate.

She speaks of her grandfather, telling of when he purchased the property in 1950, undertaking a 17-year restoration project.

“This was once a share cropping farm which now produces organic wines and extra-virgin olive oil,” says Mania, whilst taking in the view of ancient outbuildings, dotted with antique tools displayed on the walls.

“A few of the original farm worker still live locally. They often visit and reminisce of the once simple life they lived here.”

“My father undertook research in Siena’s archives,” she continues, “and discovered the property’s origins date to the 8th century, when it was a lookout tower, and as you can see, it still stands today. He also discovered that the vineyard was first planted in 1316.”

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The wine estate’s private 16-bedroomed villa opened its doors as an agri-tourism stay in 2018. Prices start at €125 per room, per night.

Several former farm buildings have been converted to apartments with long views towards Siena. Ten are available for short-term holiday rental.


The winemaker

Giacomo Mastretta, he estate’s oenologist, who produces wines that are unique to the estate’s 100 acres. We’re standing in the cellar. There is no technology, no temperature controls – this is halfway between wine cellar and a museum.

Giacomo explains: “It’s much easier to be creative here. Millions of years ago all this land was under the sea – we still find fossilized oyster shells in the vineyard. All of this has a salty effect on the soil and tannic structure, which has a manifestation on the wine. My task is to replicate this through the vines. I let the fruit express itself the way it wants to.”

The chef

Chef Ricardo's handmade pasta - put together in minutes
Chef Ricardo’s handmade pasta – put together in minutes

Chef Ricardo showcases the farm-to-fork concept. Just about everything is made with traditional ingredients sourced from the estate’s vegetable garden, then served in a little temple of great food and ambiance. He brings something else to the plate besides organic food; it’s his own formula:

“It’s all about the soil, the sun, the fertile spirited lands of the estate, it’s about the landscape, the aroma hovering above the table.” He demonstrates this by presenting a seduction of courses using color, emotions, and history, which he translates into a food story that plays tricks on the palate.

Chef, Ricardo takes just a few guests into his kitchen where he does a cooking class. Mine was making a basic fresh pasta with zucchini sauce.

Experiences in Chianti

The great expanse of the Tolaini Estate.
The great expanse of the Tolaini Estate.

The wonder of nature and the harmony of a tasting glass

A Montalcino beauty.
A Montalcino beauty.

The Tuscan countryside is like the wine they produce. It’s meant to be savored rather than gulped. Scenic routes link fairy-tale castles, artistic treasures, picture-perfect vistas, and vineyards galore, one of which is the Tolaini Estate.

In 1956 Pier Luigi Tolaini immigrated to Canada with a one-way ticket and two big dreams in his suitcase: to make money in America, then return to his homeland and make a great wine. Having achieved his first dream, he returned to Tuscany to realise the second.

Over the past 22 years the now late Pier Luigi and his daughter, Lia Tolani Banville, built Tolaini Wine Estate into the success it is today, honoring the distinctive terroir in the commune of Castelnuovo Berardenga.

The 3-hour wine tour begins with a private cellar visit, followed by a guided ‘in the barrel cellar’ tasting of five red wines, which is accompanied by fresh Tuscan bread and extra virgin olive oil produced on the farm. The tasting will conclude with an estate drive, finishing with a luxury hill-top picnic.

A Montalcino Artisan Wine Tasting

Whilst looking for something different amongst the usual famous names in nearby Montalcino, I found a small, artisan winery that’s well off the regional tourist hotspots – Casanuova delle Cerbaie.

Simone Carlotti speaks of the wonders and flavors of the soil, of conservation, maturation, and the route from vineyard to bottle, which delivers an impeccable Brunello.

In the tasting room, with its fairy-tale views of lush green vineyards and azure blue skies, a light Tuscan lunch is served, alongside four bottles of refined, near hand-made wines.

The wines are delicate and complex, each with a thousand nuances. You’ll without doubt find your favorite.


For further on the ground travel information and details of reaching Italy and getting around, see the Italian Tourism Board’s website.

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