Ultimate travel guide for your long weekends: Exploring Umbria and Tuscany

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Last weekend, I had the pleasure of escaping to the amazing countryside around Tuscany & Umbria. So, the plan was to go around by motorbike, but the weather was not good… cold temperatures and rainy days, so I changed the plan and move around by car. But still, it was amazing! Stay here till the end to discver my ultimate travel guide for your long weekends: exploring Umbria and Tuscany!

Embarking on a memorable long weekend adventure through the picturesque landscapes of Tuscany and Umbria was an absolute delight. From the tranquil shores of Lake Bilancino to the medieval charm of Monteriggioni, each destination offered its own unique allure and captivating experiences. Actually, exploring the ancient walls and cobbled streets of Monteriggioni felt like stepping back in time, while the serene beauty of Lake Bilancino provided the perfect setting for relaxation and outdoor activities. San Casciano in Val di Pesa charmed with its rolling hills and vineyard-dotted countryside, inviting us to savor the flavors of Tuscan wine and cuisine.

And more: venturing further into Umbria, the hilltop town of Orvieto mesmerized with its stunning cathedral and panoramic views of the surrounding countryside. Finally, the coastal town of Livorno captivated us with its vibrant waterfront, bustling markets, and delicious seafood delicacies. Each destination left an indelible impression, weaving together a tapestry of unforgettable moments and cherished memories that will linger long after our journey has ended.

Finally, to see more about this amazing long weekend in the countryside, go to my Instagram profile and discover the photos! So, let’s start this ultimate travel guide for your long weekends: exploring Umbria and Tuscany with me!

Introduction

Immersing oneself in the enchanting countryside of Tuscany and Umbria offers an array of captivating activities that appeal to all senses. From leisurely hikes through rolling hills adorned with vineyards and olive groves to exhilarating bike rides along scenic trails, there’s no shortage of outdoor adventures to embark upon. The lush landscapes provide the perfect backdrop for exploration, whether it’s wandering through charming medieval villages or discovering hidden gems nestled amidst the countryside.

Especially, for those seeking a taste of local culture and gastronomy, wine tasting tours offer an opportunity to indulge in the region’s renowned wines, accompanied by delectable Tuscan and Umbrian cuisine. Delving into the art of olive oil production with guided tastings and farm visits provides insight into the region’s rich agricultural heritage. Additionally, hands-on cooking classes offer a chance to learn the secrets of traditional Italian recipes, using fresh, locally sourced ingredients.

As the sun sets over the rolling hills, picturesque vineyards, and ancient olive groves, there’s no better way to unwind than with a leisurely stroll through the countryside, basking in the tranquility and beauty of these timeless landscapes. Whether it’s hiking, biking, wine tasting, or culinary experiences, the countryside of Tuscany and Umbria beckons with endless opportunities for exploration and discovery.

So, I’m excited to share a treasure trove of travel tips and recommendations for exploring the enchanting regions of Tuscany and Umbria. Whether you’re planning a leisurely countryside retreat, a cultural exploration of historic towns, or an epicurean adventure through vineyards and olive groves, I’ve got you covered. Join me as I delve into the hidden gems, picturesque landscapes, and captivating experiences that await you in these iconic Italian destinations. So sit back, relax, and let me  guide you on your next unforgettable adventure through Tuscany and Umbria! Here my ultimate travel guide for your long weekends: exploring Umbria and Tuscany!

What to do around Bilancino Lake

The first stop of my trip was in the charming town of Barberino del Mugello. Nestled in the heart of Tuscany, this picturesque town is the perfect introduction to the region’s beauty. Just a short distance away, I discovered the stunning Bilancino Lake. This serene lake offers a refreshing escape with its clear waters, ideal for a leisurely swim or a peaceful paddle. Surrounded by rolling hills and lush greenery, Bilancino Lake is a hidden gem that perfectly captures the tranquil essence of the Tuscan countryside.

So, here my selection of best-things to do around Bilancino Lake:

• Explore the serene shores of Lake Bilancino, nestled amidst the rolling hills of Tuscany.
• Enjoy a leisurely stroll along the lakeside promenade, soaking in the picturesque views of the surrounding countryside.
• Take a dip in the crystal-clear waters of the lake, perfect for swimming and cooling off on a hot day.
• Rent a kayak, paddleboard, or canoe and embark on a peaceful excursion across the tranquil waters, admiring the natural beauty of the lake and its surroundings.
• Set up a picnic along the shoreline and savor a delicious meal amidst the scenic backdrop of the lake and surrounding hills.
• Go fishing and try your luck catching freshwater fish such as carp, pike, and perch, abundant in the lake’s waters.
• Explore the nearby hiking and biking trails that wind through the lush forests and meadows surrounding the lake, offering stunning views and opportunities for wildlife spotting.
• Visit the nearby Mugello Circuit, home to various motorsport events and offering adrenaline-pumping experiences such as karting and driving experiences.
• Discover the local cuisine and culture by visiting nearby towns and villages, where you can sample traditional Tuscan dishes and wines, browse local markets, and immerse yourself in the region’s rich history and heritage

I spent a night here, in a beautiful villa near the lake. The day after I had a long relaxing breakfast before leaving. Next stop: Monteriggioni.

A quick stop in San Casciano in Val di Pesa

As I made my way to the enchanting medieval village of Monteriggioni, I took a delightful detour to San Casciano in Val di Pesa. Nestled in the rolling hills of the Chianti region, San Casciano is a quintessential Tuscan town brimming with history and charm. The town itself is a picturesque blend of narrow cobblestone streets, rustic stone buildings, and inviting piazzas, where locals and visitors alike gather to enjoy the laid-back Tuscan lifestyle. One of the highlights of my visit was the Church of Santa Maria del Prato, with its beautiful frescoes and serene atmosphere. Just outside the town, the surrounding countryside offers an array of activities for nature and wine enthusiasts.

Unfortunately, I spent only a few hours here, but if you have more time I highly suggest to have a memorable afternoon touring local vineyards and indulging in some of the finest Chianti wines, accompanied by traditional Tuscan fare. The rolling vineyards, olive groves, and cypress-lined roads provided a stunning backdrop for leisurely walks and bike rides, offering a true taste of the region’s natural beauty. San Casciano in Val di Pesa proved to be a delightful and enriching stop, perfectly capturing the essence of Tuscany’s rich cultural and natural heritage.

Time to leave San Casciano and go to the beautiful town of Monteriggioni. Let’s continue with my ultimate travel guide for your long weekends: Exploring Umbria and Tuscany!

Discovering Monteriggioni

Welcome to Monteriggioni, a jewel to discover! Lastly, I arrived here at lunch time, so I enjoyed the lunch outdoor in the main square, tasting typical cousine: it was amazing! Here what you can visit in this beautiful town:

• Wander through the ancient walls of Monteriggioni, a perfectly preserved medieval hilltop town encircled by impressive defensive walls.
• Explore the picturesque Piazza Roma, the heart of Monteriggioni, adorned with charming cafes, shops, and the iconic Well of the Artichoke.
• Climb the Torre del Castello for panoramic views of the surrounding Tuscan countryside and the rolling hills of Chianti.
• Visit the Monteriggioni Castle, a formidable fortress that once served as a crucial defensive stronghold for the Republic of Siena.
• Discover the history and heritage of Monteriggioni at the Monteriggioni in Arme Museum, showcasing weapons, armor, and artifacts from the Middle Ages.
• Take a leisurely stroll along the walls of Monteriggioni, enjoying breathtaking vistas of the surrounding vineyards, olive groves, and cypress trees.
• Attend one of Monteriggioni’s medieval festivals or events, such as the Medieval Harvest Festival or the Medieval Christmas Market, for a taste of the town’s vibrant cultural heritage.
• Explore the scenic hiking trails surrounding Monteriggioni, offering opportunities to immerse yourself in the natural beauty of the Tuscan countryside and encounter local wildlife.
• Indulge in Tuscan cuisine and wine at one of Monteriggioni’s traditional trattorias or enotecas, savoring regional specialties such as ribollita, pici pasta, and Chianti Classico wine.
• Shop for unique souvenirs and artisanal products in Monteriggioni’s quaint shops and boutiques, showcasing locally made ceramics, leather goods, and food products.

Beautiful town Orvieto

I finally arrived in Orvieto just before sunset. I was greeted by the warm hues of the evening sky casting a golden glow over this historic hilltop town. After a day filled with exploration, I checked in at the charming Agriturismo Cuccioleta. This is a beautifully restored farmhouse nestled just outside the ancient walls of Orvieto. The agriturismo, surrounded by lush vineyards and olive groves, offered a perfect blend of rustic elegance and modern comfort, providing a serene retreat after a day on the road. Eager to experience the magic of Orvieto at dusk, I quickly made my way to the town’s summit.

From the top, the panoramic views were nothing short of breathtaking. The fading sunlight bathed the medieval rooftops and the majestic Orvieto Cathedral in a soft, amber light, creating a picturesque scene that felt almost timeless. As I stood there, taking in the sweeping vistas of the Umbrian countryside, I couldn’t help but feel a profound sense of peace and wonder. The serene beauty of Orvieto at sunset was the perfect culmination of a day spent traversing the enchanting landscapes of Tuscany and Umbria.

On your trip to Umbria, you can’t miss to visit Orvieto, indeed! Here my personal tips about what to do in this beautiful town!

• Marvel at the magnificent Orvieto Cathedral, a masterpiece of Italian Gothic architecture renowned for its intricate facade adorned with colorful mosaics and sculptures.
• Descend into the depths of the Orvieto Underground, a fascinating network of tunnels, caves, and wells that reveal the city’s ancient Etruscan and medieval past.
• Visit the Pozzo di San Patrizio (Well of St. Patrick), an engineering marvel built in the 16th century to provide the city with a reliable water supply during times of siege.
• Explore the historic center of Orvieto, characterized by its charming cobblestone streets, medieval buildings, and picturesque piazzas such as Piazza della Repubblica and Piazza del Duomo.
• Admire the stunning frescoes adorning the walls of the Orvieto Cathedral’s interior. Including Luca Signorelli’s masterpiece, the Last Judgment, in the San Brizio Chapel.
• Take a scenic stroll along the medieval city walls, offering panoramic views of the surrounding Umbrian countryside and the rolling hills dotted with vineyards and olive groves.
• Discover Orvieto’s rich artistic heritage at the Orvieto Museum of Modern Art, housed in the Palazzo Soliano and featuring works by renowned Italian artists such as Morandi, De Chirico, and Burri.
• Sample Orvieto’s culinary delights at local trattorias and osterias. Indulging in traditional Umbrian dishes such as wild boar stew, truffle pasta, and porchetta.
• Visit the Orvieto Underground Ceramic Museum to learn about the city’s long tradition of pottery making and admire a diverse collection of ceramics dating back to the Etruscan era.
• Attend one of Orvieto’s annual festivals and events, such as the Corpus Domini procession or the Umbria Jazz Winter festival, for a taste of the city’s vibrant cultural scene.

Fiorentina experience in Livorno

As my journey through the enchanting regions of Tuscany and Umbria began to wind down, it was time to start heading back north. I am almost at the end of my ultimate travel guide for your long weekends: Exploring Umbria and Tuscany!

Leaving the picturesque town of Orvieto behind, I embarked on a scenic drive towards the countryside near Livorno. The rolling hills and lush vineyards provided a stunning backdrop for the journey, making the drive as enjoyable as the destinations themselves. Upon arriving in the Livorno countryside, I checked in at a beautiful agriturismo. This rustic yet elegant farmhouse offered a perfect blend of tranquility and comfort, surrounded by idyllic landscapes that seemed straight out of a postcard.

As evening fell, I ventured out for a culinary experience that was nothing short of extraordinary. I dined at a renowned “macelleria”, known for its exceptional Fiorentina steak. The atmosphere was warm and inviting, with the mouthwatering aroma of grilling meat filling the air. The Fiorentina steak, famous for its tender, juicy texture and rich flavor, lived up to its reputation, providing a truly memorable dining experience. Sitting there, savoring each bite, I reflected on the incredible journey I had just completed, filled with beautiful sights, delicious food, and unforgettable experiences. The Livorno countryside, with its welcoming charm and culinary delights, was the perfect finale to my adventure through Tuscany and Umbria.

So, here what you can’t miss in Livorno:

• Explore the historic district of Venezia Nuova, known for its charming canals, colorful buildings, and lively atmosphere.
• Visit the Fortezza Nuova, a 16th-century fortress built to protect Livorno from pirate attacks, and enjoy panoramic views of the city and the sea from its ramparts.
• Wander through the Mercato Centrale di Livorno, a bustling indoor market offering a wide range of fresh produce, seafood, meats, and local delicacies.
• Admire the architecture of the Cathedral of Livorno, also known as the Duomo, with its impressive Baroque facade and ornate interior.

And more to do:

• Spend a relaxing afternoon at the Terrazza Mascagni, a stunning seafront promenade adorned with elegant Art Nouveau-style balustrades and offering sweeping views of the Ligurian Sea.
• Discover Livorno’s maritime heritage at the Museo della Città e della Marineria, housed in a former naval arsenal, and learn about the city’s rich history as a major port and shipbuilding center.
• Take a boat trip to the nearby islands of Capraia, Elba, or Gorgona, and explore their pristine beaches, rugged coastlines, and picturesque villages.
• Indulge in Livorno’s culinary delights, including cacciucco (traditional seafood stew), torta di ceci (chickpea flour tart), and fettunta (grilled bread rubbed with garlic and olive oil), at one of the city’s many trattorias and seafood restaurants.

See you in the next trip

So, I’m in conclusion of my ultimate travel guide for your long weekends: Exploring Umbria and Tuscany! My weekend journey through the captivating regions of Tuscany and Umbria was nothing short of amazing. From the charming towns and picturesque landscapes to the rich history and delectable cuisine, every moment was filled with wonder and delight. Exploring the hidden gems of Barberino del Mugello, San Casciano in Val di Pesa, Orvieto, and Livorno countryside provided me with unforgettable experiences and memories that I will cherish for a lifetime. As I reflect on the breathtaking sunsets, the savory flavors of local dishes, and the warm hospitality of the people I met along the way, I am reminded of the beauty and magic that can be found in every corner of Italy.

Therefore, for those eager to embark on their own adventure, I invite you to explore the photo gallery on my blog. There you can glimpse the stunning landscapes and vibrant culture that await you in Tuscany and Umbria. With each photograph, may you feel inspired to set out on your own journey and discover the wonders of this enchanting region for yourself.

Ultimately, if you need more information and tips, don’t hesitate to write me.

Till the next adventure!