Day Trips from Tuscany to Chianti

we will make you experience Chianti as we do, in its beauty, goodness and simplicity, with fun and light-heartedness

Escape the bustle of the city and immerse yourself in the serene beauty of the Tuscan countryside on this unforgettable half-day tour through the rolling hills of Chianti. Departing from Florence, you'll journey through a postcard-perfect landscape of olive groves, cypress-lined roads, and sun-drenched vineyards that have made this region world-famous. Your destination is a charming, family-run vineyard nestled in the heart of Chianti. Here, you'll enjoy a guided tour of the estate, learning about traditional winemaking methods and the region’s deep-rooted viticulture history. Stroll through the vineyards, explore the cellar, and savor a curated tasting of Chianti wines—paired with locally-produced olive oil, cheeses, and cured meats.

Experience Tuscany’s highlights on a private day trip from Florence to Siena, San Gimignano, and Pisa. In Siena, explore the UNESCO-listed historic center, admire its Gothic cathedral, and visit the famous Piazza del Campo, home of the Palio horse race. Continue through the rolling hills to San Gimignano, the “Town of Towers,” where medieval skyscrapers, cobbled streets, and artisan shops await. Finish in Pisa, marveling at the iconic Leaning Tower and the stunning monuments of the Piazza dei Miracoli. With comfortable transport, a private guide, and flexible pacing, this exclusive Florence day tour offers a personalized way to see Tuscany’s most famous landmarks.

Take a day excursion to San Gimignano, Chianti, and Montalcino to experience the charm of the Tuscan countryside. Savor the best local blends during a wine tasting at a renowned Chianti winery. Optional lunch for an authentic gastronomic experience. Begin your full-day journey by seeing San Gimignano, well known as the City of Fine Towers. With your tour guide's insights, take advantage of your free time to explore the historical center and its artisan stores. Explore the birthplace of Vernaccia, the renowned white wine that is regarded as Italy's first DOCG wine, after that. Enjoy a sample of Chianti and you can choose to buy the optional lunch at a nearby winery. Discover the UNESCO World Heritage Site of Val d'Orcia before continuing on to Montalcino, which is famous for its panoramic vistas of Brunello grapes. Finish your tour by visiting a local wine cellar to experience the renowned Brunello di Montalcino.

E-bike tour that takes you through the fascinating hills of the Chianti, crossing the iconic gravel roads of the Eroica, revealing, in a slow and contemplative way, an area rich in food and wine traditions, cradle of the famous Chianti Classico wine and proud of its tradition and culture linked to the long rivalry between Siena and Florence. In addition to it, this tour has an Arts footprint. We'll lead you through some hidden sculptures, located throughout the landscape, as a warm up to our stop at the Chianti Sculpture Park, where you'll visit some contemporary sculptures and installations. We'll build on to the arts experience by stopping at the hamlet of Scopeto, where the film "Letters to Juliet" has been shot. Least, but not last, it will be wine time right after at the Scopeto Winery, where you can further develop your reconnaissance of the territory by tasting one of its maximum expression: the Chianti Classico. We then, climb back to our comfortable ebikes to return to Siena

A wine tour in Chianti is an unforgettable experience for wine lovers and scenic beauty. This region, located between Florence and Siena, is famous all over the world for the production of Chianti Classico, a high quality red wine.

Sip wine and go back to medieval times during this small-group guided tour that includes an authentic Tuscan lunch. Wander the streets of the ancient, hilltop town of Montalcino known for its wine before touring the Brunello di Montalcino winery. Learn how biodynamic wines are made and sample varieties straight from the barrel. After lunch, visit a second winery to sip samples and eat Tuscan fare.

Leave the busy streets of Florence behind and soak up Tuscany's views on this small-group Vespa tour. Hop onto your scooter once you reach the beautiful country roads of Chianti, so you don't have to navigate inner-city traffic. Stop for a traditional Tuscan meal at a farmhouse and taste olive oils and Chianti wines for an authentic taste of Florence's culinary scene. You can also enjoy the journey in a Fiat Topolino e-car.

Leave Florence behind and discover the essence of Tuscany on this half-day Chianti wine tour. Travel in comfort by luxury minivan as vineyards, olive groves, and cypress-lined roads unfold before you. Learn about Chianti’s history and traditions from your escort while enjoying the scenic drive. Visit a family-run boutique winery where cool cellars filled with oak barrels set the stage for your first tasting of Chianti wines, rich with notes of cherry, spice, and Tuscan sunshine. Continue to a medieval village, strolling cobblestone lanes and capturing postcard-perfect views of the rolling hills. At a second winery, savor Tuscan Tuscan Food Tastings prepared with seasonal ingredients: rustic bread with olive oil & cured meats, each dish paired with estate wines. End your afternoon at Piazzale Michelangelo, where Florence greets you with sweeping views glowing in golden or evening light—the perfect ending to your Tuscan escape.

Learn to appreciate some of the most prestigious reds from the Chianti region without the logistical hassle of getting around the countryside on your own on this full-day wine tasting tour from Florence. Join a small group and take a deep dive into the ‘Supertuscan’ world, plus get tips on developing your palate from a wine expert. Taste regional varietals at three different wineries, learn about wine-food pairings, and top it off with a Tuscan lunch at a boutique winery paired with more wine.

Explore the highlights of Tuscany, without the hassle of logistics, on this full-day tour of Siena, San Gimignano, Chianti, and Pisa from Florence. Travel in a comfortable minibus and enjoy a guided tour of Siena's medieval streets, plus free time in San Gimignano. Take a break for lunch and wine at a Chianti winery, then admire the Leaning Tower of Pisa.

While standard Chianti tours take you through the region in a coach or minivan, this full-day excursion puts you behind the wheel. After a transfer from Florence, hop into your own electric Fiat Topolino and follow your guide in a lead car through vineyards and olive groves, stopping in Impruneta for a winery visit and a three-course Tuscan lunch.

Leave the driving to someone else and get a taste of Tuscany's culinary legacy on this wine and food tour from Florence. Led by a guide, travel through the Tuscan hills in a 4WD vehicle, stopping to visit historic wine estates and cellars along the way. Sample specialities at each stop, and enjoy a 3-course meal in the Tuscan countryside before returning to Florence. With several touring options available, you can find one to suit your schedule and budget.

Avoid spending hours on a tour bus and see Tuscany from behind the wheel on this small-group, self-drive tour from Florence. Choose a vintage Fiat 500 with a manual transmission or an easy-to-drive automatic Fiat Topolino E-car, and stay in touch with your guide via two-way radio as you explore the countryside. Your guide leads the way to a private terrace for a Tuscan lunch before driving back to Florence.

Shun the beaten track and discover the Tuscany most travelers rarely see on this private 4WD wine safari direct from your Florence hotel. Taste nine different wines as well as cheese, cured meats, and olive oil as you explore three separate Chianti wineries, two set in historic villas. Along the way, get off-road amid cypresses, farms, and churches, explore ancient cellars and an olive mill, and savor a Tuscan lunch.

The Tuscan region of Chianti is known for its wine, but sussing out the best wineries on your own can take hours of research. Skip the hassle and head straight to three hand-picked wineries to tour the wine cellars and taste different varietals on this group wine tour from Florence. Midday, treat your senses to a light lunch of fresh regional products like bruschetta, handmade pasta, cheese, and salami. You'll also travel through the Tuscan countryside dotted with vineyards, olive groves, and villas, stopping to explore the traditional village of Greve.

Ride through the rolling hills of Montalcino on a private e-bike experience for travelers seeking authenticity, exceptional wines, and a deeper connection with Tuscany.Set in the UNESCO-listed Val d’Orcia, the journey unfolds at a relaxed, immersive pace. Premium e-bikes ensure effortless riding, and scenic routes along the Via Francigena offer photo spots, storytelling, and local legends far from crowds. Discover hidden corners and panoramic vineyards on a private, immersive tour for lasting memories.Led by a certified guide, you explore the history, culture, and atmosphere of this region beyond a standard tour.The experience culminates with an exclusive winery visit, followed by a refined Tuscan lunch and curated wine pairing. Savor Brunello and Rosso di Montalcino, both organic certified, in a private, intimate setting. Designed for couples, families, and discerning travelers, this is an elevated, immersive way to discover Montalcino — private, seamless, far from ordinary tours.

Pienza and Montalcino are top foodie destinations, but getting there by train and bus can eat hours out of your day. Experience the area's top cheese and wine with ease on this private tour from Siena. Admire the Val d’Orcia scenery, learn about cheese making during an organic dairy farm tour, visit the World Heritage–listed town of Pienza, and enjoy tastings of the region’s renowned Brunello wine at a Montalcino winery.

Discover the best of Tuscany on an unforgettable journey through medieval landscapes, renowned wines, and charming historic towns. The tour begins in Pisa, where you can admire the famous Leaning Tower of Pisa and the impressive monuments of the Piazza dei Miracoli (Square of Miracles). The experience continues along scenic roads surrounded by the Tuscan hills until you reach San Gimignano, known for its medieval towers and unique atmosphere. Take the opportunity to explore historic streets, artisan shops, and savor traditional Tuscan cuisine paired with local wines. Finally, be enchanted by Siena, one of the most fascinating cities in the region, rich in art, culture, and breathtaking views. As a special bonus, you will receive an exclusive ebook with historical trivia, cultural tips, information about the destinations, and suggestions to further enhance your Tuscan experience.

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.

Tour with a certified sommelier guide expert on Brunello. Discover Tuscany with local expert out of beaten path. learn the history of Brunello wine making and visit historical wineries.

“Enjoy a fully private wine tour in Tuscany, completely tailored to your preferences. Choose your ideal destination among iconic regions such as the Cinque Terre, Montalcino, Montepulciano, Chianti, or San Gimignano. Accompanied by a local wine expert, you will visit carefully selected, enchanting family-run wineries chosen exclusively for you. Each experience is designed to be intimate and authentic, offering a deep connection with the land, the people, and their wines — for a truly unforgettable Tuscan wine journey.

Here are some aspects that make a Tuscany and Chianti wine tour unique: # Authentic Tuscan Experience - *Scenic drives*: Take in the breathtaking views of the Tuscan countryside, with its rolling hills, charming villages, and vineyards. - *Local cuisine*: Savor traditional Tuscan dishes, made with fresh, locally-sourced ingredients. - *Cultural insights*: Learn about the history, traditions, and customs of Tuscany and its people. # Expert Guidance - *Knowledgeable guides*: Enjoy the expertise of local guides who are passionate about Tuscan wine, history, and culture. - *Personalized attention*: Receive personalized attention and guidance throughout the tour. # Small-Group Tours - *Intimate group sizes*: Join a small group of like-minded travelers, ensuring a more personalized and immersive experience This unique combination of immersive wine experiences, authentic Tuscan culture, expert guidance, and unique activities makes for an unforgettable Tuscany and Chianti wine tour.

The tour is provided and focused to give you the best, during the driving, the driver is prepared and trained to provide description on Hystory and places reached, and ready to answer to your questions. It's an immersive cultural experience , inside knowledge and memorable encounters with local traditions. Full assistance during the trip is also provided. Changments on itinerary are also avalaible. Believe it or not, the Val d'Orcia experience is both relaxing and exciting!