Day Trips from Tuscany to Florence

Experience the beauty of Tuscany on a scenic drive along the ancient Cassia Vetus. Starting in Florence, your English-speaking driver will take you to Greve, the “Capital of Chianti Classico,” and the medieval village of Montefioralle. Enjoy a farm-to-table Tuscan meal and tastings of premium Chianti Classico wines and extra-virgin olive oil at a historic wine estate, making for an unforgettable day amidst rolling hills and vineyards.

Wine lovers, this trip into Tuscany from Florence is designed just for you. You’ll leave the city behind and head to the Chianti region, known around the world for its red wines. You’ll be picked up from the meeting point in Florence and driven to Tuscany and the Chianti region. Your first stop is the Medieval village of Greve. Then, you’ll head to Montefioralle, which has been perfectly preserved since the 12th century. Chianti Classico, one of the most iconic Italian red wines, has a black rooster on its label – you’ll hear the backstory for this during your time in Montefioralle. From here, you’ll head to a family-run wine estate for lunch and a wine-tasting session. The cellars have been around since Medieval times, and they use oak barrels to do a lot of their aging. You can expect Italian classics prepped with ingredients grown on the property. You’ll have three different Chiantis to sample. This region is also known for its olive oil, so you can try some of that, too.

Embark on a private journey through the heart of Chianti along the iconic Chiantigiana Road, with scenic views of rolling hills, vineyards, and olive groves. Before leaving Florence, we will stop at Piazzale Michelangelo to admire the stunning view of the city. Our first stop is Greve in Chianti, where we will visit the main square and a famous grocery store to sample typical Tuscan products like salami and cheese. We will then continue through picturesque villages like Montefioralle and Badia di Passignano. Next, we’ll visit the medieval town of San Gimignano, a UNESCO World Heritage Site, known for its 13 towers. After free time to explore, we’ll head to a local farmhouse for a 2-hour group cooking class, followed by a delicious lunch and generous wine tasting. At the end of this unforgettable experience, we will return to Florence.

On this wine-tasting tour, you will sample some of the region’s best Tuscan wines. Every glass is perfectly paired with local cured meats, cheeses, and a homemade pasta dish, or a full course meal, depending which wine tasting experience you choose (please inform us if you have any dietary restrictions).

Escape the crowds and step back in time with our exclusive 'Medieval Villages' tour—a journey designed for those who want to experience the true soul of Tuscany. Beyond the typical tourist path, this intimate, small-group adventure invites you to walk the storied, tower-lined streets of San Gimignano, uncover the mysterious Etruscan roots of Volterra, and explore the poetic, cobblestoned alleys of Certaldo, home of the legendary writer Boccaccio. This isn’t just sightseeing; it’s a sensory deep-dive into history, perfectly punctuated by an authentic Tuscan lunch and wine tasting at a local estate.

A culinary journey through Tuscany unveils the region's rich flavors and traditions. Start at a vibrant city market, where local producers showcase their exquisite ingredients. Delight in hands-on experiences, including a traditional lunch and a delectable gelato. Visit centuries-old vineyards and an olive oil mill, where time-honored methods are used to create top-quality products. Engage with passionate winemakers who share their stories and craft, culminating in a memorable wine tasting amidst the vines. This immersive experience promises authentic Tuscan tastes in a stunning landscape, perfect for food enthusiasts and cultural explorers alike.

Discover the heart of Chianti on this private 7-hour tour filled with wine and history. Visit a family-owned winery for an insightful guided tour of the vineyard and cellar, where you’ll learn about traditional wine production methods. Enjoy a delightful wine tasting featuring the iconic Chianti Classico and a traditional Tuscan lunch made with local ingredients **Lunch is not included in the tour price, an additional €60 per person will be charged from the winery** Explore charming medieval villages like Greve,Castellina, and Panzano, each offering stunning views and rich cultural heritage. This tour is perfect for wine enthusiasts and history lovers alike, providing an intimate experience of the beautiful Chianti region. - 7-hour private tour exploring Chianti's wineries and villages - Guided tour of a family-owned winery with wine tasting and a traditional Tuscan Lunch**not included in the price** - Visit picturesque villages with rich history and incredible views

Escape to Tuscany's Chianti Hills from Florence for a wine lover's paradise. Roam vineyard-covered landscapes, taste Chianti's renowned wines, and uncover the artistry behind each bottle. A toast to unforgettable memories! Be prepared to be mesmerized by a tapestry of natural beauty. Endless vineyards dressed in vibrant greens stretch towards the horizon, while the ancient olive groves and charming medieval towns provide a sense of timelessness. The countryside whispers stories of generations who have toiled to create this captivating vista. Chianti is more than just a wine it's a testament to the harmony between the land and the hands that nurture it. Traverse the vineyards, touch the soil, and grasp the meticulous care that goes into every grape. Expert vintners will guide you through tastings that allow the flavors to unfold on your palate, showcasing the nuances that make Chianti wines revered worldwide.

Explore the enchanting Chianti region with a private tour that offers personalized wine tastings at family-run wineries and cultural experiences in historic towns. The tour provides a unique opportunity to visit two secluded vineyards, learn about the winemaking process, and enjoy a delicious lunch featuring local cuisine. With a knowledgeable driver, gain insider access to the best sights and hidden gems of Tuscany, ensuring an unforgettable experience tailored to your interests. Perfect for wine enthusiasts and culture lovers alike, this tour promises comfort and authenticity in every aspect. - Private wine tastings at charming family-owned wineries - Enjoy a local lunch at one of the vineyards - Flexible itineraries designed to suit your preferences

Experience the perfect blend of iconic Italian culture and pure seaside relaxation on this private full-day tour from Florence. Leave the navigation and logistics to your professional driver and travel comfortably in a luxury climate-controlled van. Marvel at the world-famous Leaning Tower of Pisa and the stunning Square of Miracles in the morning. Then, escape the city heat and head to the Tuscan coast for a VIP afternoon at an exclusive Beach Club in Tirrenia. With guaranteed sunbed reservations and hassle-free door-to-door transport, this is the ultimate "Bella Vita" experience.

Immerse yourself in the enchanting beauty and rich history of southern Tuscany with this meticulously crafted one-day journey through some of the region's most iconic landscapes. Your adventure begins at the breathtaking Saturnia hot springs, where you can unwind and rejuvenate in soothing, mineral-rich natural thermal waters. From there, journey to the dramatic hilltop village of Pitigliano—often called the "Little Jerusalem"—carved directly into ancient tufa cliffs. Continue your exploration to the picturesque medieval walled town of Monteriggioni, where history comes alive along its perfectly preserved ramparts. Along the way, delight your senses with authentic local wine tastings, savoring the renowned flavors of the Tuscan countryside, and experience an unforgettable blend of relaxation, culture, and timeless scenery.

This experience is 100% private and designed exclusively for you and your group. From private transportation to a dedicated local tour leader, every detail is tailored to your pace and interests: no crowds, no fixed group schedules, just a relaxed and authentic Tuscan wine experience. Unlike standard wine tours, you’ll be accompanied throughout the day by a local tour leader who connects you with the wineries and the region itself. Through stories, insights, and insider knowledge, they transform simple tastings into a deeper cultural experience. You’ll visit carefully selected, family-run wineries in the Chianti countryside, enjoying tastings, hospitality, and stunning landscapes. Whether you’re celebrating a honeymoon, with family, or with friends, this tour offers exclusivity, flexibility, and a truly local perspective.

Indulge in the perfect tour for those seeking to explore the Tuscan Countryside. Your private driver, at your disposal for the day, will guide you through the picturesque Tuscan hills adorned with historic olive groves, expansive vineyards and charming towns. Several quaint towns will be part of your itinerary, with Greve in Chianti standing out as the renowned "wine town". Here, explore typical shops offering "vino for sale" and visit the unique triangular square hosting the local market. A visit to a local vineyard awaits, where you will gain insights into the winemaking process and indulge in a tasting of various wines, followed by a delightful Mediterranean light lunch. San Gimignano, a UNESCO Heritage Site known for its medieval charm and iconic skyline of tall towers, will be a highlight. Enjoy a leisurely stroll along its streets, and do not miss the Duomo, adorned with frescoes covering its walls.

Fiat 500 represents the emblem of Italian Style. Shape, size and its unique charm make of this car a special and authentic symbol beyond it’s simple use as a vehicle. Ideal both on city’s tiny alleys and on the famous country-side windy roads. We will be visiting typical medieval villages, get in touch with local wine and food producers as well as artisans, and stop along the way to take some picturesque photos that will become indelible memories. An experienced tour guide will lead you around and show you the way as only a local can. The tour ends in a local farm where we will be hosted by a family that has been living there since centuries, producing their own wine, Chianti Classico. We will have the chance to visit the property including the cellar and then relax where a traditional Tuscan lunch will be served, all accompanied by their wines. Pick up and drop off from your accomodation in Siena included.

Take an early high-speed train from Rome to Florence, where your driver will meet you outside the station. Enjoy a full-day journey through the stunning Val d’Orcia, a UNESCO World Heritage Site. Visit Montepulciano and explore its fascinating underground cellars while tasting local wines and specialties. Continue to Pienza, the charming Renaissance village famous for Pecorino cheese, where you'll enjoy a seasonal lunch. In the afternoon, discover a prestigious Brunello di Montalcino winery with a guided visit of the vineyards and cellars, followed by a premium wine tasting. Travel comfortably throughout the day in a premium minivan with an English-speaking driver before returning to Florence station for your train back to Rome. For operational reasons, the order of visits between Montepulciano and Montalcino may vary.

This VIP tour has a bit of everything. Begin with private transport to Pisa, where you’ll tour the highlights with your guide. Visit the Square of Miracles, the Leaning Tower, and other architectural masterpieces. Then enjoy a scenic ride through Tuscany to Florence where you’ll view the highlights of the city. Have lunch at a local restaurant and conclude with a private wine tasting in the Chianti hills.

Explore the enchanting medieval towns of San Gimignano and Certaldo on this full-day Tuscany tour. Begin with an early visit to San Gimignano, allowing you to wander its stunning streets and iconic towers before the crowds arrive. Then, head to Certaldo, known for its authentic charm and rich history as the birthplace of Giovanni Boccaccio. Enjoy a leisurely lunch at an organic winery, savoring delicious local dishes paired with exquisite wines while soaking in views of the picturesque Tuscan landscape. - Tour duration: 7 hours with a semi-private setting for up to 8 guests - Luxury transportation from/to Florence included - Visit two unique towns: San Gimignano and lesser-known Certaldo - Indulge in a farm-to-table lunch at an organic winery overlooking the hills - Guide for the day always with you

This tour combines two of Tuscany’s most authentic medieval towns in a single day. In Volterra, you’ll enjoy a live alabaster carving demonstration in a traditional artisan workshop before exploring the historic center at your own pace. The experience continues in the perfectly preserved walled village of Monteriggioni, one of the most iconic sights in the Tuscan countryside.

Explore the heart of the Tuscan countryside on this delightful tour that combines cheese, olive oil, and medieval charm. Visit a family-run farmhouse, where you'll discover the art of cheese-making and enjoy a tasting of high-quality cow and goat's milk cheeses. Stroll through the picturesque streets of San Gimignano, learning about its rich history and indulging in a gelato (not included) made with fresh milk produced by the farmhouse visited int he morning. Alternatively, opt for a visit to the enchanting village of Certaldo. Conclude your day at a family-run olive oil mill, where you'll learn about olive oil production and enjoy a light lunch with an informative and delicious olive oil tasting. - Discover the art of cheese-making at a family-run farmhouse - Stroll through the medieval streets of San Gimignano or Certaldo - Indulge in a light lunch and olive oil tasting at the mill

We will spend an entire day crossing the most characteristic and beautiful part of the Tuscan countryside: the Chianti. Here we will visit small villages and admire unique landscapes ... without forgetting to taste some good wine!

Escape to Tuscany's Chianti Hills from Florence for a wine lover's paradise. Roam vineyard-covered landscapes, taste Chianti's renowned wines, and uncover the artistry behind each bottle. A toast to unforgettable memories! Be prepared to be mesmerized by a tapestry of natural beauty. Endless vineyards dressed in vibrant greens stretch towards the horizon, while the ancient olive groves and charming medieval towns provide a sense of timelessness. The countryside whispers stories of generations who have toiled to create this captivating vista. Chianti is more than just a wine; it's a testament to the harmony between the land and the hands that nurture it. Traverse the vineyards, touch the soil, and grasp the meticulous care that goes into every grape. Expert vintners will guide you through tastings that allow the flavors to unfold on your palate, showcasing the nuances that make Chianti wines revered worldwide.