WORLDWIDE CULTURAL AND CULINARY VACATIONS
Home | Contact Us
Edible Destinations Logo
1-800-390-3292
Mon-Fri:9AM - 6PM ET
Closed Saturday & Sunday
Edible Destinations Logo

A Tuscan Culinary Retreat from Vineyard to Villa

(Experience Tuscany's Art of Living, Local Wines, & Slow Food Cooking)

Priced From
$3,798 USD *
(Price Per Person, Double Occupancy)
* Plus taxes. Tours sold on an availability basis.
Check Pricing & Dates
6 days | 5 nights

From Market to Table & Harvest to Hearth
Savor this Tuscan Villa-Based Culinary Immersion

More than a cooking vacation, a Tuscan culinary retreat offers a way of life - embracing seasonal eating, local relationships, and the pleasure of shared meals, allowing you to experience Tuscany not as a tourist, but as temporary locals living well, eating beautifully, and savoring every moment. This Villa-based culinary retreat is an immersive, slow-paced experience designed to connect guests deeply with the food, culture, and rhythms of Tuscany. Centered at a countryside villa, the retreat blends hands-on cooking, local sourcing, and authentic regional living into a refined yet relaxed journey. Live like a local in the heart of Tuscany with an exclusive escorted stay at a historic villa where authentic Italian life unfolds with comfort, charm, and style. Surrounded by rolling hills, vineyards, and olive groves, this carefully curated experience invites you to slow down, settle in, and savor Tuscany as only locals do. From the moment you arrive, the Villa becomes your personal haven. Enjoy morning espresso in the courtyard, stroll through the villa's lush gardens, and unwind each evening with a glass of wine and sweeping countryside views. Each day is seamlessly planned with guided excursions to nearby medieval towns, artisan markets, wineries, and cultural treasures—always returning "home" to the warmth of the Villa. Whether you're learning to cook with local ingredients, sharing stories over a long table dinner, or discovering hidden gems with your expert guide, this journey is more than sightseeing—it's living la dolce vita!
Small Group Friendly
VACATION HIGHLIGHTS
Please note: Tour inclusions can change depending upon seasonality and weather conditions.
5 Nights Villa Accommodations
Round-Trip Rome Airport Transfers
All Transfers for Included Tour Activities
English-Speaking Tour Leader & Guides
Italian Breakfast Buffet Each Morning
2 Lunches, 3 Tastings, 2 Dinners
Arrival Wine Tasting & Estate Tour
Guided Florence Food Tour & Tasting Lunch
Guided tour of San Gimignano
Olive Oil and Wine Tasting with Lunch
Hands-On Pasta Class with Dinner
Guided Tour of Pienza with Cheese Tasting
Guided Montepulciano Tour
Tuscan Farewell Villa Dinner
While our tours are designed as soft adventure experiences, walking, climbing stairs, and in rare cases mild hiking may be required. If you have mobility issues, you should speak with one of our culinary travel specialists to determine if this tour is appropriate for your situation.
AVAILABLE DATES
This tour runs in April, May, June, September and November.
SAMPLE ITINERARY
Please note: Actual itineraries are subject to change due to seasonality.
Click arrows () to show details
Day 1
Arrival and Airport Pickup & Check-In
Upon arrival at Fiumicino Airport, at the designated time, you will be transferred to your accommodations in the Tuscan countryside.
Orientation with Wine Tasting
In the afternoon your tour host will provide a brief orientation and introduction of the charming town of Figline Valdarno. Following your check-in, you will be guided through this noble estate, its museum and wine cellar, followed by a tasting of hand-selected Chianti produced by Casagrande. Dinner this evening is on your own in the village or at the Villa's restaurant. (T)
Day 2
Tuscan Breakfast Indulgence
Breakfasts at the Villa offer a delicious and varied buffet with typical Italian and international options, including fresh pastries, fruits, cheeses, cured meats, eggs, yogurt, juices and coffee – served a big helping of gorgeous views. The Villa's estate breakfast reflects the quiet luxury of authenticity, simple flavors, beautiful surroundings, and the pleasure of beginning the morning immersed in the relaxed and unhurried cadence of Tuscany.
Guided Florence Food Tour | Tasting Lunch
In the late morning you will walk with your host to the railway station in Figline Valdarno bound for Florence, birthplace of the Renaissance. Florence is a city that celebrates food at every turn, and what better way to experience it than through a guided food tour? A Florence Food Tour takes you off the beaten path, exploring the city's best food spots, from traditional trattorias to bustling local markets. Led by a knowledgeable guide, you'll visit local shops, eateries, and hidden gems that showcase the best of Tuscan cuisine. On your tour, you'll sample a wide variety of Tuscan dishes, starting with crostini and cicchetti (small snacks) paired with a glass of local wine, before moving on to iconic pastas like pici and tortelli maremmani. You'll also have the opportunity to taste traditional soups like ribollita and pappa al pomodoro, as well as cold cuts and fresh cheeses that are staples of Florentine dining. You will have more than enough tastings during this extraordinary experience to serve as lunch. In the late afternoon you will return to the Villa where you can choose to relax at your own pace, unwind by the pool, explore the beautiful gardens, or simply soak in the stunning Tuscan countryside views. Dinner this evening is on your own. (B/L)
Day 3
Tuscan Breakfast Indulgence
Breakfasts at the Villa offer a delicious and varied buffet with typical Italian and international options, including fresh pastries, fruits, cheeses, cured meats, eggs, yogurt, juices and coffee – served a big helping of gorgeous views. The Villa's estate breakfast reflects the quiet luxury of authenticity, simple flavors, beautiful surroundings, and the pleasure of beginning the morning immersed in the relaxed and unhurried cadence of Tuscany.
Guided Tour of San Gimignano
After breakfast, journey into one of Tuscany's most evocative medieval towns, renowned for its soaring stone towers, preserved historic center, and timeless atmosphere. With a knowledgeable local guide, the town's layered history and living traditions come vividly to life. The hilltop UNESCO World Heritage town of San Gimignano is famous for its medieval towers, cobblestone streets, and breathtaking views. Walk with you tour host to explore the town's charming shops, snap photos of its iconic skyline, and don't miss the chance to taste one of Italy's most award-winning gelatos — yes, it's totally worth the hype! Your tour begins at one of the town gates, where you'll learn how San Gimignano rose to prominence along the Via Francigena, prospering as a stop for pilgrims, merchants, and nobles. As you stroll through narrow cobblestone streets, your host explains the significance of the famous tower houses — symbols of wealth and power during the Middle Ages — and how rival families shaped the town's skyline.
Olive Oil and Wine Tasting | Wine Estate Lunch
After soaking up the local charm, continue to a special Tuscan winery, where a warm welcome awaits. Indulge in a guided wine tasting featuring locally produced wines and sample extra virgin olive oil and truffle oil straight from the source. A lunch of regional specialties will be served, perfectly paired with the estate's best vintages. Return to Villa Casagrande in the afternoon for some free time. Dinner this evening is on your own. (B/T/L)
Day 4
Tuscan Breakfast Indulgence
Breakfasts at the Villa offer a delicious and varied buffet with typical Italian and international options, including fresh pastries, fruits, cheeses, cured meats, eggs, yogurt, juices and coffee – served a big helping of gorgeous views. The Villa's estate breakfast reflects the quiet luxury of authenticity, simple flavors, beautiful surroundings, and the pleasure of beginning the morning immersed in the relaxed and unhurried cadence of Tuscany.
Free Morning to Explore
Enjoy a relaxing morning at your own pace in the serene surroundings of Villa Casagrande. Whether you choose to unwind by the pool, explore the charming village of Figline Valdarno, or simply soak in more stunning Tuscan countryside views, this morning is all about you.
Hands-On Pasta Class at the Villa
This afternoon you will join your group for a Pasta Class in the Villa kitchens. Roll up your sleeves and get ready to dive into a delicious hands-on experience! Learn the secrets of crafting authentic Tuscan pasta from scratch. Laugh, knead, and shape your way to pasta perfection under the guidance of our expert chef — no prior cooking skills required! From mixing the dough to mastering the perfect cut, this class is as much fun as it is tasty. Plus, you get to enjoy your homemade creation paired with local wine. It's the ultimate recipe for a memorable—and mouthwatering—Tuscan afternoon and evening! (B/D)
Day 5
Tuscan Breakfast Indulgence
Breakfasts at the Villa offer a delicious and varied buffet with typical Italian and international options, including fresh pastries, fruits, cheeses, cured meats, eggs, yogurt, juices and coffee – served a big helping of gorgeous views. The Villa's estate breakfast reflects the quiet luxury of authenticity, simple flavors, beautiful surroundings, and the pleasure of beginning the morning immersed in the relaxed and unhurried cadence of Tuscany.
Guided Tour of Pienza with Cheese Tasting
After breakfast at the Villa, your Tuscan adventures begin with a journey to Pienza UNESCO World Heritage site and Renaissance architectural gem. Explore its harmonious streets and squares before participating in an artisanal cheese tasting featuring Pecorino di Pienza, a traditional sheep's milk cheese renowned for its distinctive character. Don't worry, you'll have plenty of free time to stroll through the streets and visit the fabulous shops.
Guided Tour of Montepulciano | Farewell Dinner at the Villa
In the afternoon your host provides a guided tour of Montepulciano, introducing you to one of Tuscany's most elegant hill towns, celebrated for its Renaissance architecture, dramatic setting, and world-class wine heritage. Walking along the town's sloping main street, your host shares stories of noble families, civic pride, and the centuries-old traditions that shaped Montepulciano's cultural and culinary identity. Highlights include Piazza Grande, with its harmonious palazzi and cathedral, as well as hidden lanes, artisan shops, and historic wine cellars carved deep into the hillside. A walk around this medieval town with its unique historical center provides some of the best panoramic views of Tuscany. Visits to most of the cellars of the historical center are free (wine tasting not included due to the many options...you will find wine everywhere!) Return to the Villa in the evening, perhaps with a bottle of Vino Nobile di Montepulciano as a memento of your gastronomic adventure through Tuscany. This evening you will join your newfound friends for a fabulous farewell dinner at the Villa! (B/T/D)
Day 6
Tuscan Breakfast Indulgence
Breakfasts at the Villa offer a delicious and varied buffet with typical Italian and international options, including fresh pastries, fruits, cheeses, cured meats, eggs, yogurt, juices and coffee – served a big helping of gorgeous views. The Villa's estate breakfast reflects the quiet luxury of authenticity, simple flavors, beautiful surroundings, and the pleasure of beginning the morning immersed in the relaxed and unhurried cadence of Tuscany.
Check-Out and Departure | Transfer from Tuscany to Rome Airport
All good things must come to an end - and so does your unforgettable Italian adventure. This morning, say "arrivederci" to the beauty of the Tuscan Countryside, and transfer to Rome Fiumicino Airport with plenty of time to check in, breeze through security, and maybe even grab some last-minute souvenirs (because there's always room for one more magnet or bar of Italian chocolate). As you board your flight and soar westward over the Atlantic, you carry with you more than just luggage - you return with memories of pasta, piazzas, laughter, and new friendships that will last a lifetime. Until next time... Ciao, Bella Italia! (B)
Rome, ItalyFigline Valdarno, ItalyFlorence, ItalySan Gimignano, ItalyPienza, ItalyMontepulciano, Italy
Member of NTA Logo Member of ASTA Logo Member of ATTA Logo Member of GSTC Logo

Ask a Question

A Tuscan Culinary Retreat from Vineyard to Villa

Email a Friend

A Tuscan Culinary Retreat from Vineyard to Villa

Fill in the form below to send a link to this page to a friend.
Seperate multiple email addresses with commas.
Facebook Pintrest Twitter YouTube Instagram
EdibleDestinations Logo
Truly Exclusive Deals
Special offers are for subscribers only.
We never sell or share your email address.