Join me on an unforgettable virtual family holiday tour through the sun-drenched landscapes and charming villages of Tuscany!

Following up on my Postcard From Florence, I’m thrilled to finally share the heart of our Tuscan adventure. After carefully sifting through countless cherished photographs, I’m excited to bring you a truly immersive taste of Tuscany. This journey is packed with breathtaking visuals and heartwarming anecdotes, so I invite you to settle in, perhaps with a comforting cup of tea or a sparkling glass of Italian Prosecco. I promise it’s worth the read.
Our transition from the vibrant city of Florence to our tranquil farmhouse in the Tuscan hills was an experience in itself. The drive, a mere 40 minutes, brought us deeper into the countryside, but not without a crucial piece of advice: if you’re planning to stay in Florence and venture out to the countryside, I strongly recommend avoiding renting a car for city driving. Florence, a city steeped in history and founded by Julius Caesar in 59 BC, boasts ancient, narrow cobblestone streets that were simply not designed for modern vehicles. While this makes Florence a wonderfully walkable city – one of its most endearing qualities – attempting to navigate out of its historic core by car can feel like traversing an intricate, winding maze. Trust me, it’s a challenge best avoided.
Our chosen haven for a month was a beautifully restored 16th-century farmhouse, nestled amidst the rolling hills just south of Florence. It offered an ideal base, perfectly situated about halfway between Florence and the equally captivating city of Siena. Let me take you on a guided tour of our exquisite home away from home and the magical surroundings that captured our hearts!
Discovering Montefioralle: Our Ancient Tuscan Sanctuary
Our farmhouse was idyllically located in Montefioralle, a tiny, almost perfectly preserved medieval village within the larger commune of Greve in Chianti. Montefioralle holds the distinction of being considered the most ancient of the towns in the Chianti region. What truly sets it apart is its intact original circular walls and its complete liberation from cars, transforming it into a wonderfully serene and safe haven for leisurely strolls. The quietude allows one to truly absorb the centuries of history embedded in every stone.
There’s something profoundly captivating about wandering through old cobblestone streets, allowing your imagination to drift back in time. As the saying goes, not all those who wander are lost, and for me, travel isn’t about escaping the world, but rather ensuring the world doesn’t escape us. To think about the sheer human effort involved in constructing a village like this, predating 1085, without any modern cranes or heavy machinery – each stone meticulously laid by hand – is truly awe-inspiring. Montefioralle also boasts a fascinating historical connection as the birthplace of Amerigo Vespucci, the explorer after whom the Americas are named, adding another layer of intrigue to its ancient charm.

Within the intimate confines of Montefioralle village, there’s just one cozy restaurant and one charming cafe. We found ourselves drawn to the little cafe on several occasions, savoring perfectly crafted cappuccinos and indulging in delightful gelati. I particularly adored my cappuccino cup, adorned with a miniature depiction of Florence’s iconic Duomo – a lovely reminder of our earlier city explorations.

Every corner of Montefioralle seemed to offer a picturesque scene, like this charming front stoop, inviting you to pause and appreciate the simple beauty of Tuscan village life.
Our Tuscan Farmhouse: A Sanctuary for Family Relaxation

While exploring the surrounding villages was certainly a highlight, a significant portion of our time was happily spent right at our farmhouse, particularly floating lazily on donut inner tubes in the glorious pool. Unlike my pre-children European travels, which often involved a fast-paced dash from one city to the next, this trip was designed for a different kind of immersion. Our intention was to truly settle into one place, embracing a more normal, yet infinitely more beautiful, rhythm of life. This meant grocery shopping at local markets, cooking delicious meals with fresh ingredients, playful afternoons by the pool, and even working under the warm Tuscan sun. Even the simple act of doing laundry, hanging our clothes on a line to dry and flutter in the gentle Tuscan breeze, became a delightful, almost therapeutic, change of pace.

Many of my friends and followers on Instagram have inquired about the logistics of renting a farmhouse in Tuscany for an extended period, like a month. As someone who works remotely from my computer, the flexibility of spending a month away is a huge perk. And honestly, my ‘office’ has never boasted such a stunning view as this beautiful pool! We’ve had consistently positive experiences with vacation rentals through platforms like VRBO, which is precisely how I discovered this particular gem. My top advice for anyone considering a similar trip is to exclusively rent homes that come with a good number of positive reviews and always adhere to the company’s safety guidelines. While exquisite vacation homes might not be “cheap” in the traditional sense, they often prove to be significantly more affordable than hotels, especially when you consider the expansive space and amenities they offer for a family. In fact, our previous Italian adventure involved a home swap with another family, which meant our lodging costs were virtually eliminated! I even have a friend who cleverly rents out her own house for a month while her family enjoys their vacation abroad. Furthermore, we consistently found that food and groceries in this charming part of Italy were notably less expensive than back home, making the overall experience even more appealing.
A Culinary Journey: Savoring Tuscany’s Flavors
La Cantinetta di Rignana: A Tuscan Dining Gem

Just a few miles up the winding hill from our farmhouse, we stumbled upon what quickly became one of my all-time favorite restaurants in the entire world: La Cantinetta di Rignana. We were so utterly captivated by its charm and exquisite cuisine that we returned for dinner three times during our stay. This exceptional restaurant is housed within an ancient stone structure, offering sweeping, panoramic views of lush vineyards and the quintessential Tuscan hills. The ambiance, combined with the incredible food, makes La Cantinetta an absolute must-visit if you ever find yourself in the area. It’s more than just a meal; it’s an experience.
Tuscany proved to be a paradise for vegetarians, with almost every restaurant offering a delectable array of plant-based options. However, this particular potato ravioli, generously topped with fresh spinach and the most incredibly flavorful tomatoes, stole my heart and became my absolute favorite dish. Beyond this culinary masterpiece, we indulged in a variety of other Tuscan delights, including crisp white bean bruschetta, perfectly grilled artichokes, an abundance of truffle-infused dishes (truffles truly are everywhere here!), and copious amounts of the estate-grown vino. Each meal was a celebration of fresh, local ingredients and traditional Italian cooking at its finest.
Altiero Winery: A Family-Friendly Discovery

For miles around our farmhouse, the landscape was primarily characterized by endless rolling hills and picturesque vineyards, a true testament to the Chianti region’s agricultural heritage. Yet, tucked away as one of our closest neighbors, we discovered the truly amazing Altiero Winery. A visit to this family-run wine and olive oil estate proved to be an unexpected highlight for everyone, even the kids. The Baldini family, who own and operate the winery, extended such incredible kindness and warmth to us. My children particularly enjoyed meeting their little girl, playing with their pets, and exploring the charming farm. It was a wonderful opportunity to experience the authentic, family-oriented side of Tuscan winemaking.
Other Engaging Activities Around Montefioralle:
- Take a Cooking Class: Immerse yourself in Italian culinary traditions by joining a cooking class at Pasta al Pesto. Learning to craft authentic Italian dishes with fresh local ingredients is an experience you won’t soon forget.
- Cycle the Tuscan Hills: For the more adventurous and experienced cyclists, the Tuscan hills offer breathtaking routes. My husband, a keen cyclist, rented a bicycle from Officina Ramuzzi in Greve and embarked on early morning rides to a different charming village each day. A word of caution: the undulating Tuscan terrain is quite challenging and not recommended for beginner cyclists. However, several guided bike tours cater to casual riders, offering a more relaxed way to enjoy the stunning scenery.
Exploring Greve in Chianti: The Heart of the Region

Greve in Chianti, much like other captivating parts of Tuscany’s renowned Chianti region, proudly embodies its local identity. It’s a place where the iconic Chianti Classico rooster symbol is ubiquitous, where bikes and motorbikes weave through historic streets, and where the air is infused with the aromas of fine wine and earthy truffles. And, well, on occasion, one might encounter unexpected artistic expressions, like those famed nude statues that add a touch of playful eccentricity! It’s a town that truly celebrates its rich heritage and vibrant culture.

The central piazza of Greve is home to a delightful handful of boutique shops and welcoming restaurants. During our visit, I was particularly enchanted by the artisanal baskets on display in one shop – I wished I could have brought every single one home as a memento of Tuscany’s rustic charm!
The Vibrant Greve Farmers Market

A true highlight of our time in Greve was experiencing the Saturday morning farmers market. The normally tranquil town center undergoes a magnificent transformation, bursting into a bustling hub of activity. Stalls overflow with the most gorgeous, vibrant produce imaginable, alongside an enticing array of artisan food products, fragrant flowers, and even unique clothing items. It’s a feast for the senses and a fantastic way to engage with local life.

The market also offered a memorable, albeit humorous, language lesson. One farmer and I shared a hearty laugh when I inadvertently asked for “cinque pesci” (five fish) instead of “cinque pesche” (five peaches) in Italian. Oops! I was incredibly grateful for his understanding and quick, kind Italian lesson. This experience underscored a valuable travel tip: when abroad, locals genuinely appreciate it when you make an effort to speak their language, even if your attempts aren’t perfectly polished. It shows respect and opens doors to wonderful interactions.

Rows of baskets brimming with an incredible variety of seeds, nuts, and spices were a sight to behold. A scoop of each, “per favore,” felt like the only reasonable request!

A small but important cultural note for market shopping in Italy: typically, shoppers should refrain from touching produce with bare hands. This is usually because the fresh items have often been pre-washed, and vendors prefer to handle them themselves to maintain hygiene. However, at this particular stand, the friendly farmer graciously handed me a bag and indicated it was perfectly fine to select my own items, making for a pleasant and authentic interaction.
Pizzeria La Cantina: A Slice of Tuscan Perfection

La Cantina Pizzeria, conveniently located in the Greve town center, quickly became our go-to spot for a delicious lunch, dinner, or even a quick take-away pizza. The owner, Alessandro, is a truly delightful host, always eager to welcome guests with a complimentary glass of Prosecco – a tradition I deeply wish would catch on in the US! The pizzas here are simply sublime, featuring a perfectly thin crust adorned with the freshest, most flavorful toppings. I was also pleased to notice several gluten-free options clearly marked on their menu, catering to various dietary needs.
Radda in Chianti: A Picturesque Stop

Among the many beautiful towns we explored, Radda in Chianti arguably stood out as the most picturesque. We made a delightful stop here, enjoying a leisurely lunch and browsing its charming shops for souvenirs that would remind us of its unique beauty.

I still regret not purchasing a couple of these exquisite handmade ceramic espresso cups in Radda. The town boasts several beautiful artisan shops, and this particular ceramics store was a treasure trove of unique, handcrafted pieces, each telling a story of Tuscan craftsmanship.


Is there a scene more quintessentially Italian than vibrant red Vespas parked against an ancient stone wall? This iconic image perfectly captures the spirit of the region. For lunch, we dined at Le Forchette dei Chianti, where the food was absolutely delicious and the panoramic view of the verdant Tuscan valley was simply enchanting. I enjoyed a fantastic Italian chickpea salad there, a dish so good I’m inspired to recreate it for you someday soon.
Life Around the Villa: Cooking & Aperitivo

One of my favorite aspects of any vacation, particularly in a region as culinary rich as Tuscany, is the opportunity to explore local markets and experiment with cooking. We embraced this wholeheartedly, creating numerous memorable meals with the incredible local produce. Above, you see a delightful risotto, prepared with fresh spinach and generously topped with shaved truffles. Indeed, if I had to pinpoint one single, most popular Tuscan food item, it would undoubtedly be truffles – they seem to appear on every menu, in every conceivable form, a true staple of the region.

Tomato bruschetta is another quintessential Tuscan dish, omnipresent on menus and a simple pleasure I recreated countless times at the villa. The combination of crusty bread, ripe tomatoes, fresh basil, and a drizzle of olive oil is perfection. For those eager to try it themselves, here’s an authentic Tuscan bruschetta recipe that captures the essence of this beloved appetizer.

Tuscan summer days are characterized by their beautiful length and warmth, making an Aperol Spritz on the patio the absolute perfect aperitivo before dinner! This refreshing, slightly bitter, and beautifully orange cocktail truly embodies the relaxed Italian evening vibe. If you’re keen to learn how to craft this iconic Italian drink yourself, you can find a recipe at the end of THIS post.

As you might well imagine, the pasta in Italy is utterly unparalleled. We made this delightful, thick spaghetti, cooked perfectly al dente, with sweet peas and, naturally, more delicious truffles. The simplicity of the ingredients, combined with their incredible freshness, elevated this dish to something truly special.

One evening, inspired by the bounty of the farmers market, I experimented with stuffing delicate zucchini blossoms. Instead of the traditional ricotta, I created a flavorful mash-up of creamy white beans, pungent garlic, and fresh basil. The results were absolutely delicious and surprisingly elegant, though I regret not jotting down the exact recipe. It’s definitely something I’ll have to try recreating next summer.

A simple bowl of gorgeous summer fruit became a daily indulgence. These small, golden plums, in particular, were utterly amazing – bursting with sweetness and sunshine, a true taste of the Tuscan harvest.

I was captivated by the sight of these wild artichokes, growing robustly in our backyard. Their sculptural beauty was undeniable. Although I never quite got around to cooking them myself, we savored some truly incredible grilled artichokes at local restaurants, marveling at their tender texture and earthy flavor.

For a lighter, yet equally satisfying lunch, I often prepared myself a vibrant “power bowl” salad. This typically featured a generous bed of fresh greens, hearty chickpeas, juicy tomatoes, fluffy quinoa, creamy avocado, briny olives, crisp carrots, and aromatic basil, all brought together with a few generous splashes of quality balsamic vinegar. It was a perfectly balanced and utterly delicious meal I could happily eat every single day.
I sincerely hope you’ve enjoyed this detailed virtual Italian excursion through the heart of Tuscany. It was an experience filled with beauty, flavor, and precious family moments, and I loved sharing it with you. If any questions about planning your own Tuscan adventure have popped into your mind, please don’t hesitate to ask – I’d be more than happy to help!
Ciao for now!