Top Florence Holidays in 2026

Sharpen your Italian cooking skills during a small-group class in Florence. Learn about the staple ingredients that make up Italian cuisine during visits to markets and artisan shops. Practice cooking techniques essential to making Tuscan dishes under the guidance of a professional and get live feedback.

Experience Tuscany on a private full-day Montepulciano and Pienza tour from Florence, traveling in comfort with an English-speaking chauffeur in a luxury Mercedes-Benz vehicle. This itinerary combines medieval towns, world-class wine, and iconic Tuscan food traditions. Explore the elegant streets of Montepulciano, enjoy a winery visit featuring the renowned Vino Nobile di Montepulciano, and continue through the Val d’Orcia for a cheese tasting centered around Pecorino di Pienza. Unlike group tours, this experience is fully private and customizable, offering door-to-door service, relaxed pace, and the flexibility to adapt the day to your interests. While visits are unguided, your chauffeur will share local knowledge, history, and cultural insights throughout the journey. Operated by Best Rome Driver, a trusted Italian company with nearly 20 years of experience, this tour guarantees reliability, professionalism, and a high standard of service throughout your day in Tuscany.

Chianti is known for its wines, but exploring this picturesque region of Tuscany isn’t easy without your own transportation. Experience Chianti’s famous flavors and beauty on this small-group wine-tasting tour from Florence. During visits to two traditional wineries, learn to sample wines like a true Italian. Savor Tuscan products during a light meal. A wine-loving guide arranges all logistics, so you can enjoy a carefree day.

Join an exclusive Italian wine tasting in Florence and explore Italy’s finest wines with a professional wine expert. Taste 8 premium wines, discover regional flavors, and enjoy gourmet pairings in a small-group setting: - A sensory journey through Italy with a selection of unique wines - Discover the terroir and traditions behind every glass - Learn to identify aromas, flavors, and distinctive characteristics of Italian wines - Enjoy an engaging experience, perfect for wine lovers and curious enthusiasts - Delight your palate with gourmet pairings that enhance each wine - Become a true connoisseur with the insights of a wine expert

Enjoy an evening of wine and opera in the Tuscan countryside. Join a small group at a scenic villa with views of the Chianti vineyards as a professional sommelier guides you through a tasting of four classic Chianti wines, paired with a selection of finger foods and accompanied by a live opera performance.

The UNESCO-listed Val d’Orcia is one of the most picturesque corners of Tuscany, but visiting by public transport is almost impossible. Set off with a private driver from Florence and enjoy the views on the way to visit Montepulciano and Pienza. Visit a winery for a tour and tasting as well as an organic estate for a farm-to-table lunch featuring traditional Tuscany dishes and specialties.

Discover the beauty of Tuscany on this evening tour from Florence, featuring a visit to the Chianti countryside and a 4-course dinner. Head to a charming farmhouse winery to sample up to three glasses of Tuscan wine. Then head to a second estate to enjoy a relaxing evening of wine, dinner, and stunning views before returning to Florence.

Florence sits just north of the Chianti wine region, but exploring this rural area on your own can be tricky. On this wine tour, leave the navigating to a professional and focus on the views as you drive from Florence through the Chianti hills. Stop for tours and tastings at three traditional, family-owned wineries to learn about their history and production and sample prestigious reds and whites. You'll also enjoy a full Tuscany lunch and plenty of time to snap photos along the way.

Discover Florence's rich wine history on this urban wine tour that leads you through the heart of the city. As you stroll through the cities winding cobblestone streets, enjoy tastings at everything from historic wine shops to modern wine boutiques. Admire the beautiful architecture and culture of Florence as your guide shares local wine-making traditions. Learn about the fascinating history of Florence's wine windows, known as "buchette del vino". These small openings in the walls were once used by winemakers to sell their wines for centuries. On this wine tour, you'll get a chance to sample some of the best classic wines produced in this region as well as other lesser-known wines. Whether you're a wine enthusiast or just looking for a unique way to experience Florence's rich wine culture, this urban wine tour is sure to leave you with a new appreciation for this historic city's wine-making traditions!

Semi-private tour to Discover the enchanting Chianti Classico region on a meticulously crafted wine tour that immerses you in Tuscany's lush vineyards and celebrated wineries. Enjoy scenic drives in a luxury minivan, visit two organic wineries, and indulge in a delightful lunch paired with exquisite local wines. Led by expert guides with deep local knowledge, this tour offers insights into the winemaking process from passionate artisans. Perfect for wine lovers and food lovers, this experience caters to small groups and ensures a personalized itinerary for a memorable day in Tuscany. - Enjoy a full 5-hour tour of the Chianti Classico region - Semi-private for a maximum of 7 guests. - Visit 2 organic wineries with exclusive tastings of Chianti Classico and supertuscans wines - Savor a delicious locally-sourced lunch at a winery - Travel in luxury transportation from Florence with an expert guide -Scenic roads for a great experience - No pressure on buy wines

Make your journey just as exciting as your destination on a private 3-hour Tuscany tour in a vintage Fiat 500. You'll indulge in wine tasting at a family-run vineyard in Chianti without having to worry about driving afterward—your private guide takes the wheel to allow you to soak up the scenery.

The ideal path to fully experience the Estate with an exclusive tasting in the wine bar overlooking the vineyards and the surrounding countryside. The Wine Tour Experience is dedicated to all wine lovers who wish to learn more about the traditional production of Capezzana wines and the traditional production of Vin Santo through a unique and emotional experience; a sensorial journey to discover the history of the Tenuta and the Contini Bonacossi family.

Chianti Rufina is one of Tuscany’s premier wine-producing areas, but not all cellars are open to the public. Take the guesswork out of exploring this area with this pre-booked tour and tasting at one of the top historic cellars. Visit the vineyards, production areas, and barrel room with a guide to learn about the estate’s history, then sample three red wines paired with local specialties like cheeses and cold cuts.

Embark on a private adventure through the beautiful Chianti wine region, accompanied by an expert local guide and driver in an exclusive vehicle. Begin at Tenuta Le Lame, a historic family-run winery surrounded by rolling Tuscan hills. Discover the region’s winemaking traditions before enjoying a traditional lunch at La Cantinetta di Rignana, a charming restaurant in Greve in Chianti. Savour local specialities, including cured meats, cheeses, Tuscan crostini, extra virgin olive oil, homemade pasta, and meat dishes, paired with regional wines. Continue to Brolio Castle for a private tour of the historic castle and its vineyards. Discover the legacy of the Ricasoli family, renowned for producing wine since the 12th century. Conclude with a wine tasting at the exclusive wine shop at the foot of the castle. Experience Tuscany’s finest flavours, historic estates, and breathtaking landscapes on this private tour.

Enjoy a full-day private Chianti wine experience from Florence, traveling in comfort with your English-speaking chauffeur in a luxury Mercedes-Benz sedan or van. Your driver will pick you up directly from your accommodation in Florence and escort you through the rolling hills, vineyards, and medieval villages of the Chianti Classico region, sharing historical insights, local knowledge, and insider tips along the way. The day includes visits to two local wineries for Chianti wine tastings, time to explore Greve in Chianti, and a scenic stop in the charming hilltop village of Montefioralle before returning to Florence. This is a fully private and customizable experience, ideal for couples, families, or small groups seeking a relaxed and authentic Tuscan wine day without rigid schedules or large groups. Wine tastings are not included in the tour price. We pre-book winery visits for you, and tastings are paid directly at the wineries on the day.

We invite you to join us for one of our wine and food experiences at Lanciola. Learn more about our winemaking process with a visit to our winemaking facility and cellar followed by a guided tasting of the our wines. You can enjoy the wines out on the winery terrace or in our tasting room while a member of the family tells you the story behind each wine with a plate of Tuscan flavours will be served.

Experience the best Tuscany has to offer in just one day, with a private tour taking in Pisa, Siena, Diborrato Waterfall, and a wine tasting of local Chianti wines. After being picked up from your accommodation in Florence, explore historic Pisa and get those all-important pictures with the famous Leaning Tower. Discover beautiful San Gimignano and Diborrato Waterfall, before arriving at Siena. Here, your private guide explains the local history and enjoy a tasting of Chianti wine in a traditional bar or restaurant.

The Chianti region of Tuscany is famed for its wines, but getting there is a hassle without transportation. During this small-group tour from Florence, you’ll enjoy a bespoke visit to two family-owned wineries with round-trip transfers included. Visit wine cellars and vineyards and listen to stories from winemakers. Tours include a home-cooked Tuscan lunch.

With the help of our chef, you'll create Tuscan typical dishes giving them your own touch. Tuscan cuisine is an experience full of celebration and satisfaction, that you can enjoy with your family or with your partner. Fun and passion will be the real ingredients of this fantastic cooking class! A Semi-Private Cooking & Wine Experience

Experience Florence not as a tourist, but as a privileged guest. This is not a standard walking tour; it is a private, tailor-made experience designed to reveal the authentic soul of the Renaissance capital, curated personally for you. As your local host and Travel Designer, I have crafted an itinerary that balances the city's iconic highlights with its best-kept secrets. From the architectural marvel of the Duomo to the hidden artisan workshops of the Oltrarno, every step is part of a seamless journey managed on your behalf. Perfect for first-timers or seasoned travelers seeking an immersive and delicious experience. We won't just see the sights; we will live them. Enjoy a curated stop for an authentic gelato or a glass of Chianti at a historic "buca," precisely where the locals go.

Enjoy a scenic horseback ride through the Tuscan countryside, guided by an experienced instructor and fully immersed in nature. Visit a historic winery, discover the art of winemaking, and taste local wines—optionally paired with traditional Tuscan meats and cheeses—before riding back through the hills.

Experience art, wine and tradition in the heart of Chianti. Our artisan workshop will open the doors for you to discover the ancient techniques of Tuscan ceramics. You will not be just spectators: guided by our experts, you can decorate your personalized ceramic object, creating a unique souvenir to take with you. The object will then be baked in our oven and will be ready after 3 days. It can be picked up at our store or shipped to your home (cost not included) The experience will continue with a guided tasting at the wine shop located opposite the workshop, where you will taste three local wines accompanied by a platter with cold cuts, cheeses and typical Tuscan bread. The qualified staff will accompany you to discover the combinations and stories that make these products an authentic expression of the territory. Do not miss the opportunity to experience the truest Tuscany, between creativity, flavors and tradition.

Immerse yourself in the heart of Chianti with a private wine and olive oil tasting experience. In a picturesque vineyard surrounded by rolling hills, cypresses and olive groves, this exclusive journey begins with a guided tour of the winery. Learn about the meticulous winemaking techniques used on site and then indulge in a tasting of local wines accompanied by freshly baked Tuscan bread, marinated olives and traditional pecorino cheese. This is the perfect opportunity to savor the rich flavors of Tuscany in a serene and suggestive setting.

Immerse yourself in a curated Tuscany Wine Discovery. This private experience features a deep dive into three boutique estates, including a gourmet vineyard lunch. Expertly designed for wine lovers who value intimacy and seamless logistics. As your Travel Designer, I coordinate every detail of your journey for an authentic, crowd-free escape.