Top Florence Holidays in 2026

Experience the beauty of Tuscany on a guided hike through vineyards and olive groves, just outside Florence in the scenic Mugello area. Visit a family-run organic farm, enjoy wine and olive oil tastings, and savor a light Tuscan lunch. This tour offers a perfect blend of nature, history, and authentic local flavors.

The rural hills of Chianti are almost impossible to explore with public transport and navigating the country roads on your own can be frustrating. With this private tour, set off for an afternoon with a professional driver to take in the iconic landscape, hilltowns, and wine country stress-free. Visit the historic villages of Castellina, with a stops at exclusive wine estates.

Delight in the flavors of Tuscany on a small-group wine-tasting tour from Florence. Start the tour with a stroll through San Gimignano, a medieval hilltop town with spectacular views. Afterward, continue to two wineries in the Chianti region, where you sample Tuscan wines, food, and olive oils. Group size is limited for a more personalized experience.

Siena and San Gimignano are two of the most stunning locations in Tuscany, but a driver is essential for visiting them in a single day. Discover both during this full-day private tour, which includes round-trip transportation offered from either Florence or Livorno Port. Travel through rolling hills, vineyards, and villas. Tours include a Tuscan lunch and wine tasting at a hand-picked estate.

Discover the Chianti wine region, direct from your Florence address, on this private wine tour. Travel with a driver who handles all transportation for you, so you don't need to rent a car or go looking for a designated driver. Enjoy the flexibility of paying for lunch and wine tastings at each location, including Super Tuscans and Chianti Riserva, and taste extra virgin olive oil and balsamic vinegar.

Discover the enchanting Chianti wine region and its picturesque rolling hills on this full-day tour from Florence. Explore the medieval village of San Gimignano, climb its tallest tower for panoramic views, and capture photos among the vineyards. Savor a homemade pasta lunch and taste five Tuscan wines, including Chianti and Super Tuscan, at a family-run farm in Badesse to complete your Tuscan journey.

Explore Florence’s vibrant Oltrarno district on this guided walking tour. Stroll across Ponte Vecchio, visit artisan neighborhoods, and relax in Piazza Santo Spirito. Enjoy a delightful wine tasting paired with local foods. Perfect for all ages, with light refreshments for younger guests. Discover Florence’s hidden gems and local culture through its iconic landmarks and flavors.

Experience the true essence of Tuscany on this private day tour to Volterra and San Gimignano, complete with a 3-course lunch and wine tasting. Discover Volterra's Roman Theater and the beautiful towers of San Gimignano. Enjoy local cuisine and wines while surrounded by rolling vineyards, olive trees, and cypress trees in the Tuscan countryside.

Explore the Tuscan countryside near San Gimignano on a classic Ape Calessino—a 3-wheeled Italian tuk-tuk. Depart from San Gimignano or nearby and travel the panoramic roads of Tuscany and the Chianti hills, passing vineyards, cypress forests, and rural houses. Stop at a local winery for an authentic Tuscan meal with wine and olive oil tastings.

Exploring Chianti’s famed wine country from Florence can be a hassle, as there is little public transport and it’s easy to lose your way on the winding country roads. With this tour, set off by minivan directly from Florence, then switch to a vintage off-road 4x4 at a Chianti winery for a scenic jaunt through the rolling vineyards. After taking in the view, relax over a wine-tasting lunch at the cellar.

Leave the city’s clatter behind for the serene hum of Tuscany! What sets us apart? First, the "Visual Wine Story": inside a historic family cellar, history literally shimmers on the ancient stone walls through an enchanting interactive projection. You won’t just taste wine; you’ll see its soul come to life. Second, the effortless "zip": our premium e-bikes do the hard work. You’ll glide up to Piazzale Michelangelo for that "wow" skyline shot and through rustling cypress lanes without breaking a sweat. Finally, the "Golden Schedule": we start at 9:30 AM and breezy-glide back by late morning. While others are just starting their bus tours, you’ve already savored 3 boutique wines and a fragrant farm lunch. You return refreshed, inspired, and with the entire afternoon free to roam Florence. It’s the ultimate time-saver with zero compromise on authenticity!

Explore the Tuscan countryside on this full-day outing to the Italian countryside from Florence to discover the region's wine-making culture. Visit the medieval hill town of Montalcino for a stroll through its streets. Then, continue to Montepulciano—which is famous for the variety of grapes that bear its name—for a wine tasting and a visit to the underground city. On the return journey, drive through the UNESCO-listed Val d’Orcia and make a couple of panoramic stops.

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.

Travel from Florence to the hills of San Gimignano for a magical dining experience in a historic winery—in the garden during summer, by the fire in winter. Feast on a Tuscan menu that features local cheeses and charcuterie, and the famous Bistecca alla Fiorentina (Florentine steak). Taste at least 11 wines during a guided tasting, including the sought-after Brunello di Montalcino, a Chianti Classico Riserva, and a dessert wine to pair with your Cantuccini cookies.

Experience Tuscany’s iconic Chianti wine country without the hassle of navigating the country roads on your own with this private tour from Florence. Head directly to a historic winery in the Chianti hills for a visit and tasting, then continue on to a boutique winery overlooking San Gimignano. Stop for a tasty lunch overlooking the medieval hill town featuring classic Tuscan specialties.

Visit two of Tuscany’s most renowned wine regions—without worrying about bus schedules or taxi fares—during this full-day small-group wine tour from Florence. Ride in a comfortable, climate-controlled minivan with a group of wine-lovers capped at just eight people. Explore the hilltop town of San Gimignano, visit one of the oldest wineries in Chianti, and sit down to a two-course Tuscan lunch, all in just one day.

Trade Florence’s bustle for a day in the picturesque Chianti wine region: this small-group tour makes it easy to explore the Italian countryside. Meet your group in central Florence and head out of town in the comfort of an air-conditioned minivan. Over the course of the day, you’ll visit two esteemed area wineries, will go behind the scenes and learn how wine is produced and aged, and will enjoy ample opportunities to taste the region’s varietals. This tour also includes a delectable, 2-course lunch.

We offer an experience, not just a tasting. First of all we are biodynamic wine producers. We therefore produce very special artisanal wines. We want to offer those who visit us the opportunity to understand the world of natural wine and for this reason we want to ensure that in the company the visitor comes into direct contact with those who produce. In the tasting we explain many interesting aspects about winemaking, agriculture, the world of wine. In fact, those who present wine to the visitor are always either one of us 2 brothers (partners and producers) or a person who works directly in the company in order to give a truly important experience to those who come to visit us. It is also a "slow-drink" tasting, that is to say, a tasting in which the person will calmly enjoy a beautiful panorama of pure Tuscany in front of our vineyards on our panoramic terrace without haste.

Tuscany is home to some of Italy’s premier wine country, but taking on the rural roads to reach the top wineries on your own can be a challenge. Skip the hassle of navigating the Montalcino countryside and set off directly from Florence with a private driver. Stop for tours and tastings at three award-winning wineries (tastings are an additional expense) plus visit the top wine shop in Montalcino’s medieval old town.

Go “under the Tuscan sun” like absolute royalty on this exclusive private tour of the local vineyards and countryside. Escorted by your driver, you’ll travel between the Chianti hills and San Gimignano, sampling exquisite wines and local goodies—think olive oil, sweets, cheeses, and truffles—and exploring vineyards, villages, and more. You’ll also sit down to a delicious 3-course lunch (included), getting a taste of rural Tuscan life.

Devote a day to discovering Siena and the Chianti Classico wine region on a private tour. Following a carefully crafted itinerary around Tuscany, you’ll check off highlights like Siena Cathedral and Piazza del Campo, along with picturesque villages like Castellina in Chianti. Enjoy a meal at a Tuscan farm, prepared by the farm owners themselves, to complete your authentic experience.

Taste the famous flavors of Tuscany's wines and olive oils on this private tour from Florence. Travel through the Chianti region in a luxury tour vehicle, taking in the sights of the rolling hillsides covered with groves of olives and grapes. Take tours of several vineyards and learn about their production through guided commentary. Enjoy tastings of Chianti varietals and tuck into a tasty 3-course lunch with more wine.

Trade the busy streets of Florence for the ancient vineyards, medieval villages, and scenic landscapes of the Chianti wine region on this half-day tour. Let a knowledgeable local driver take you to some of the area’s best family-run wineries, where you can learn about traditional production methods and taste the local bounty like extra-virgin olive oil and renowned wine varietals like Chianti Classico. The private tour can be customized to suit your interests, such as a stop for an authentic Tuscan lunch at a local farm.

Chianti is known for its beauty and gastronomy, but a driver is essential to explore this iconic Tuscan region. Experience rolling hills, medieval villages, and historic vineyards during this full-day private excursion from Florence. Bespoke itineraries can be completely customized. Stroll through historic Greve, Pranzano, or Castello di Montefioralle, and visit family-run wineries. Door-to-door Mercedes transfers and a tasting of typical Tuscan delicacies are provided.