Tie on your aprons and join Chef Massimo in the heart of Tuscany in picturesque Montalcino. The dreamy villa property set in the countryside of Val d’Orcia is nestled between rolling green hills, silvery olive orchards, and a vineyard that spans for miles. Travel through winding roads lined with tall cypress trees and fields of fertile green fields leading to the property – the natural beauty of this region is surreal.
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Check into the Tuscan estate set in a small hamlet with a luxury villa, quaint chapel and swimming pool. The villa has been completely renovated respecting their original architecture and charm while adding comfort and modern amenities. During your stay learn to cook Tuscan, discover Montalcino, Pienza and Montepulciano just a few miles away. Explore historic landmarks, artisan shops and wine tasting cellars while meandering cobblestone streets and ancient paths. Discover San Quirico d’Orcia, Monticchiello and Castiglione d’Orcia, the small Tuscan villages in the Val d’Orcia, while awakening the senses in bella Tuscany.
Tuscany Cooking Classes
In the Tuscan kitchen, Chef Massimo uses farm-to-table fruits, vegetables and produce in each hands-on cooking classes. He shops daily selecting local produce, meats, cheeses, pasta, and truffles the nearby farms and artisans and then transforms them into full-course Tuscan menus. Sharing his Nonna’s recipes while incorporating professional technique, he leads in kneading flour and farm eggs; then rolling the dough into tagliatelle, agnolini and sheets of pasta that will be filled with herbs and light ricotta cheese and folded into ravioli. Learn the cuts of Florentine beef and names of Tuscan beans while you slice, dice and grill and sauté. You will also sip and swirl Brunello of Montalcino, the world-famous Brunello red wine of the region – the vineyard and cantina are on the property and the property produces its own wine.
Tuscan cooking is simple and always in-season using peas and fava beans in the spring, summer squash flowers and zucchini in the summer, and yellow and green squash during the cold months of winter. Genuine organic ingredients go into creating antipasto, fresh pasta and sauces, main courses, and desserts. Grilled meats, such as the classic Fiorentina steak, are a tradition, as are pappardelle, gnocchi, crostini, and torta di olive di olio, Tuscan olive cake.
Tuscan antipasti begins with bruschetta, toasted bread garnished with grilled eggplant, zucchini or garlic, olive oil or herbs. Antipasto platters brim with prosciutto, salumi, and artisan Pecorino cheese, and crostini toscani, Tuscan bread garnished with creamy chicken liver, is every Tuscan’s favorite.
Learn to prepare handmade pici all’alglione, a rustic pasta served in a creamy tomato and garlic sauce, or gnudi, naked ravioli, prepared in a light Parmigiano cream sauce with roasted chestnuts. You will learn to make cannelloni, thin sheets of pasta filled with ricotta cheese, mushrooms and roasted squash. Tuscan ravioli filled with ricotta and spinach served with butter, sage, and aged parmesan, also a classic, wow every time!
Traditional Tuscan main courses include Bistecca alla Fiorentina, a special cut of steak from the Chianina cattle – an ancient Tuscan breed known for its precious meat and delicate taste grilled over red-hot coals rare. Rabbit breast stuffed with pork sausage are loved by every Italian while beef spezzatino, a Tuscan stew slow-cooked in white wine, wows everyone! There’s farmer’s pollo alla Cacciatora, a hunter’s chicken stew with cabbage, tomato, and black olives. Fish lovers will applaude branzino al cartoccio, a local sea bass served with parsley, garlic, and capers and slow cooked inside an envelope of parchment paper. Ribolitta, a hearty slow-cooked bean stew made with white cannellini beans, seasonal vegetables served with grilled Tuscan bread, is the pièce de resistance.
Discover and prepare classic Tuscan desserts such as ricciarelli, a delicate and dense almond cookie tradition with a crispy meringue exterior. Also on the menu is castagnaccio, Tuscany’s famous chestnut cake prepared with walnuts, pine nuts, and rosemary. Cantucci, twice-baked biscuit, whose main ingredients is almonds are a classic Tuscan tradition – dipped in Vin Santo, the blessed wine. Autumn menus include schiacciata alla Fiorentina, a sweet flat Tuscan cake garnished with grape must.
Montalcino
Montalcino is a quaint medieval town set on a hilltop overlooking the Val d’Orcia filled with fields of yellow sunflowers, rolling fertile vineyards and silvery-green olive orchards. Centuries-old cypress trees planted by the Romans hundreds of years ago pepper the the UNESCO town.
An endless 360-degree circle showcases Mother Nature’s best beauty. Sleepy farmhouses and vineyards dot the distance. Inside the village, artisan shops along the via Mazzini sell Italian linens, tablecloths, dinner napkins, table runners and fabric by the meter. An artisan cheese and salumi shop showcases fennel salumi and goat cheese aged under Sangiovese grape must, and offers complimentary tastings. The scent of panforte, a dark and dense Sienese cake made with almonds, candied orange, cinnamon, cloves, cardamon and honey, fills the air. The concept of Slow Food and la bella vita, beautiful life is everywhere.
The town is protected by the Fortezza di Montalcino, a military fortress, on the highest point of the town. The fortress, designed by Sienese architects Mino Foresi and Domenico di Feo, has been constructed in the shape of a pentagon with four towers on each end. It’s set on via Francigena, the pilgrimage route from England to Rome. Historians say the town dates to the Etruscans and Romans. Although there were many Sienese and Florentine sieges during its history, the fortress and town were never conquered.
In the center of the village, there’s Piazza del Popolo, meaning square of the people, and the Palazzo Comunale, also called the Palazzo dei Priori, a 13th century building decorated with the coats-of-arms of governors who have been in office through time. An ancient bell tower sits center in the square and defines the town’s skyline. La Loggia, an open-area terrace, covered under a vaulted ceilings and built in the 14th century is everyone’s favorite place to sit and converse with locals. Italian Renaissance author and architect Leon Battista Alberti once wrote, “there should be a loggia in every piazza for young and old, babies and elderly men, to meet and sit.”
The Piazza del Popolo is charming and filled with small trattorias that serve traditional fare, the Duomo, Cathedral of the Holy Savior, dedicated to San Salvatore built in the 14th century and the Civic Diocesan Museum of Sacred Art located inside the former convent of Sant’Agostino.
Montalcino is famously known for its precious Brunello di Montalcino, the most famous red wine of Italy known around the world. The Consorzio del Vino Brunello di Montalcino has a serious long list of rules and protocol that must be followed when making the prized wine. The most important, the Brunello di Montalcino must be made from 100% Sangiovese grapes, and the date of the wine being put on the marketplace for sale must be January 1st of the fifth year after harvesting. During this time, the wine must be aged five years, two of which must take place in oak barrels. Brunello literally translates to little brown one, referring to the color of the grape.
Montalcino Accommodations
Check into the charming villa set in a small hamlet and just minutes from Montalcino. The property dates to 1672 and includes a main farmhouse, a wine-growing estate, a cantina, wine tasting dinning room, and the magical villa. A serene, verdant landscape of vineyards, fields and olive groves surrounds the property. The villa farmhouse has been completely renovated with modern amenities while still retaining a classic ambiance. Guests can cool off in the swimming pool or explore the walking and biking paths. Each accommodation offers fully equipped apartment with private kitchens, spacious living rooms with satellite TVs, Wi-Fi access, outdoor barbecues, and expansive views over the green vineyards. Rooms are fully furnished and spotless with comfortable bedding, Italian linens, and private ensuite bathrooms with toiletries. The property has every amenity to serve your need including a beautiful swimming pool. The only sound you’ll hear is the music of Tuscan wind to your ears.
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Itinerary: 6 Days, 5 Nights
Day 1: Check-In, Chef’s Welcome Wine Dinner with Brunello di Montalcino
•Transfer to the property from the Chiusi Train Station.
• Check-in to the villa and enjoy your Cooking Vacations Welcome Bag and Prosecco toast.
• Later in the evening, enjoy a Chef’s Welcome Dinner featuring an antipasto, fresh pasta and seasonal sauce, main course and dessert with the property’s Montalcino Brunello wine.
Day 2: Cooking Class 1 and Brunello di Montalcino Wine Tasting at Property
• Enjoy a Tuscan breakfast basket prepared by the Chef.
• After your breakfast, discover the property’s wine on a Wine Tour and Tasting. Meander through the the organic vineyard, then visit the cellar where you will learn about bottling, aging and the history of winemaking. Following the tour, everyone will taste the wine of the property in the wine tasting room with Tuscan snacks. Following your wine tasting, take a walk through the property or relax by the swimming pool before your cooking class.
• Tie on your aprons for your first cooking class. Learn how to prepare a full course menu with Chef Massimo using farm-to-table ingredients including an antipasto, fresh pasta and sauce, main course with dessert. Following the cooking class, everyone enjoys lunch with the food made together in the class with wine from the property.
• In the evening, enjoy dinner on your own with suggestions provided. Or, you can relax by the property, and order a bottle of Brunello and Tuscan cheese and salumi.
Day 3: Visit to Montalcino, Wine Tour and Tasting at Brunello Vineyard and Cantina
• Enjoy a Tuscan breakfast basket prepared by the Chef.
• Following breakfast, discover an ancient medieval vineyard and cantina dating back to the 11th century, and just a few kilometers north of Montalcino. Tour the vineyards and learn about Montalcino di Brunello, the vineyard terrain, and the requirements of producing the wine by the consortium. Following the tour, visit the cantina and enjoy a wine tasting of Brunello di Montalcino wine, paired with Tuscan bites on the property.
• Continue to Montalcino village for a wow view over the Val d’Orcia Valley where infinite landscapes in hues of green take your breath away. Once inside the villa, walk along cobblestone pathways in the quaint town steeped in history and known for Brunello. Stroll the medieval town and discover its enotecas, wine shops, artisan leather shops, Italian linen makers and gelaterias. Take time for lunch on our own with suggestions provided.
• Following lunch, explore the majestic Fortress of Montalcino, which was the last bastion of the Republic of Siena against Florence during the 14th century. The structure is truly a a shining example of military architecture. Visit the Piazza del Popolo, the main square.
• Following your excursion in Montalcino, return to the property with your driver.
• In the evening, enjoy dinner on your own with suggestions provided. Or, you can relax by the property, and order a bottle of Brunello and Tuscan cheese and salumi.
Day 4: Cooking Class 2
• Enjoy a Tuscan breakfast basket prepared by the Chef.
• Tie on your aprons for your second cooking class. Learn how to prepare a full course menu with Chef Massimo using farm-to-table ingredients including an antipasto, fresh pasta and sauce, main course with dessert. Following the cooking class, everyone enjoys lunch with the food made together in the class with wine from the property.
• Following the cooking class, relax at the property, walk the gardens or sit by the swimming pool.
• In the evening, enjoy dinner on your own with suggestions provided. Or, you can relax by the property, and order a bottle of Brunello and Tuscan cheese and salumi.
Day 5: Discover Pienza and Montepulicano
• Enjoy a Tuscan breakfast basket prepared by the Chef.
•Following, meet your driver for a full day to Pienza and Montepulicano. Enjoy the landscape as your English-speaking driver cuts through the Val d’Orcia, a surreal landscape of vineyards, sunflowers and heavenly green fields. From Pienza you can see forever fields of green, then enter the city and you are welcomed by artisan shops and venders selling handmade cheese produced in the area. Following Pienza, we visit Montepulciano, a Medieval town with wine shops and wine bars, artisan home good stores and some of the best trattorias serving local fare.
• Following your full day, return to the villa. Dinner on your own. Take time out for lunch on your own. Or, you can relax by the property, and order a bottle of Brunello and Tuscan cheese and salumi.
Day 6: Cooking Class 3
• Enjoy a Tuscan breakfast basket prepared by the Chef.
• Tie on your aprons for your second cooking class. Learn how to prepare a full course menu with Chef Massimo using farm-to-table ingredients including an antipasto, fresh pasta and sauce, main course with dessert. Following the cooking class, everyone enjoys lunch with the food made together in the class with wine from the property.
• In the evening, enjoy a Chef’s Tasting Menu featuring Bistecca alla Fiorentina, a special cut of steak from the Chianina cattle – an ancient Tuscan breed known for its precious meat and delicate taste grilled over red-hot coals rare. Begin with antipasto, fresh pasta and seasonal sauce, the Bistecca alla Fiorentina with farm-to-table seasonal vegetables, next dessert accompanied with the property’s wine. Vegetarian options are available.
Day 6: Arrivederci!
- Enjoy a Tuscan breakfast basket prepared by the Chef.
- Check out and transfer to Chiusi Train Station.
- Arrivederci!
Program Includes
6 Nights and 7 Days in the luxury Villa set on a vineyard and with swimming pool. Daily breakfast basket prepared by the Chef is included.
Welcome Dinner featuring a full course Chef’s Tasting Menu with antipasto, fresh pasta, main course and dessert with the property’s wine included.
3 Hands-on cooking classes on the villa preparing full course menu with antipasto, fresh pasta, main course and dessert with wine included. Everyone enjoys the food that was prepared in the cooking class followed by lunch or dinner with the property’s wine.
Wine Tour and Tasting at the Villa. Visit the property’s vineyard and cantina with English-speaking host-guide, followed by a tasting of Brunello di Montalcino wine with Tuscan food.
Full day excursion with driver to a Montalcino vineyard visiting the vineyard and cantina with a wine tasting of Brunello di Montalcino, Tuscan finger food with a driver and English-speaking host and guide. Following the wine tour, visit the ancient hilltop town of Montalcino. Visit the artisan wine shops, linen and home goods stores, and interesting bakery, and speciality food stores with local traditional food.
Full day excursion with driver to Montepulciano and Pienza with aperitivo included. Visit the artisan wine shops, linen and home goods stores, and interesting bakery, and speciality food stores with local traditional food.
Chef’s Tasting Menu featuring Bistecca alla Fiorentina.
Round trip transfers to and from Chiusi Train Station to the property.
Cooking Vacations Welcome Bag with chef’s apron, Prosecco and recipe book.
A copy of Lauren’s book, “It’s A Dream Place – Stories & Recipes of Food, Love and The Amalfi Coast,” one for each couple and one for the single guest.
Program Price
$4,995 based on two guests at the Villa in a Luxury room with ensuite private bath.
For Single Guests: If you are traveling on your own, please call us for the best group price. We are happy to welcome you into an already scheduled group.

















