Top Florence Holidays in 2026

Explore the Italian Riviera without having to rent a car on this day trip to the Cinque Terre from Florence. Follow your guide to each fishing village, from the beaches of Monterosso to the charming streets of Riomaggiore. Swim in turquoise waters and soak up all the character of this UNESCO-listed region before heading back to Florence. Upgrade to include a delicious street food lunch or a visit to Pisa.

Don’t just feast on pasta during your time in Italy—master the basics of making one of the country’s most iconic dishes during a Florence cooking class that includes unlimited wine. Prepare and cook a selection of dishes under the expert guidance of your group leader, and sit down to enjoy the fruits of your labors among other food lovers once you’ve cooked.

Join other young and curious travelers on a laid-back afternoon tour of Chianti from Florence. Visit two family-run wineries, sip your way through local reds and whites, and snack on truffle-infused treats, meats, cheeses, and olive oil straight from the source. Take photos of the vineyard views, learn a bit about Italian wine culture, and buy a bottle or two to ship home.

Combine Chianti countryside with a thrilling Vespa ride and a winery lunch on this small-group excursion from Florence. Hop onto a traditional Italian Vespa and zip past vineyards, olive groves, and picturesque villages, pausing to take photos of the landscape. Arrive at a working winery for a guided wine tasting and sit-down Tuscan lunch.

Visit a 900-year-old Tuscan castle, where you can learn how to make pasta and taste wine from the historic cellars, on this half-day tour. With a small group, eat a lunch of pasta you made by hand and taste three wines. After lunch, enjoy free time to explore the vineyards and wander the castle's grounds.

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.

Skip the guidebooks and immerse yourself in Florence's history on this walking tour. Learn facts and anecdotes about the Duomo, Ponte Vecchio, and bustling Piazza della Signoria that you would miss if exploring on your own. Plus, enjoy stories of the city's famous artists and rulers. Upgrade to include a glass of wine or a wine-and-food pairing from one of Florence's wine windows to cap off your tour.

Get a taste of Tuscan landscape, wine, and food on this full-day private tour from Florence. Led by an English-speaking driver, discover the regions of Chianti and Val d’Orcia, soaking up the local flavor with several wine tastings. Explore the charming towns of Castellina and Montepulciano, and savor a traditional Tuscan lunch at a farmhouse in Montalcino.

Rest your feet and enjoy a glass of fine wine during this private panoramic tour of Florence by boat. Step aboard a vintage wooden vessel and embark on an exploration of this historic city while you gently cruise on the Arno River. This private tour allows you to immerse yourself in the beauty of Florence while relaxing at the same time.

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.

What makes us unique? It’s the ultimate hands-on experience with an unlimited twist! Forget watching! You're the chef here. You'll master two authentic fresh pastas (including delicate Spinach & Cheese Ravioli and classic Pappardelle) plus the perfect Tiramisu, guided by a passionate local expert. But the real difference is the atmosphere: we keep the unlimited regional wine flowing from start to finish! It's a complete, joyous Tuscan culinary feast where you cook, connect, and immediately feast on your creations. Roll, stuff, sip, and savour the true dolce vita!

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.

Enjoy a personalized sightseeing experience—and the opportunity to discover bites and restaurants you’d miss if exploring alone—on this private Florence tour. Choose between lunch and dinner options, meet your guide in the city’s buzzy Oltrarno neighborhood, and set off on foot following a welcome prosecco toast. You can look forward to sampling local favorites from gnudi and bruschetta to Parmigiano Reggiano, gelato, fine wine, and more.

Chianti wine country is known for its magical scenery, but exploring the area can be tricky for out-of-town travelers. Leave traffic and navigation to your private driver as you sit back and enjoy the ride on this half-day wine-tasting tour. Savor both red (Chianti Classico) and white (Vernaccia) wines, capped off by the chance to explore the beautiful medieval town of San Gimignano.

Tuscany is full of vineyards and olive groves, and the area of Chianti is world-famous for its wine. Take a tour of a winery to learn all about its history and production techniques, with the option for a walk in the vineyards. Then, sit back and taste four of its best wines, accompanied by two different olive oils also made on site served on toasted bruschetta.

Visit two of Florence’s top museums, the Accademia and the Uffizi Gallery, in one small-group tour with timed entry tickets. Admire Michelangelo’s "David" and other masterpieces at the Accademia, then explore at your own pace after the guided portion. Continue to the Uffizi Gallery for a guided tour of highlights, including Botticelli’s "Birth of Venus."

Discover Florence’s rich flavors and iconic landmarks on this lively group food and wine tour. Led by a local Florentine guide, you’ll wander through the charming streets from the city center to El Duomo, stopping at handpicked spots to savor authentic regional dishes and local wines. Comfortable shoes are a must—you’ll be exploring plenty!

Savor premium Florentine cuisine without spending hours researching the city's top restaurants on this exclusive small-group food tour. Join your gourmet guide to bypass the tourist-trap eateries and instead feast on fragrant truffle pasta, authentic Florentine steak, and other Tuscan delicacies as you stroll through the heart of the old town. Sip fine wines in a historic cellar, discover landmark food shops and charming wine windows, and learn about Florence's culinary treasures. Cap off your decadent walk at one of the best gelato spots in town.

Soak up the Tuscan sun, and delve into Chianti's cuisine, without the hassle of navigating on this open-top minivan tour. Enjoy a scenic drive through the countryside, stopping for a tour and tasting at a local cellar. Take a stroll through the villages of Montefioralle and Greve in Chianti before sitting down to a Tuscan lunch at a second cellar featuring a multi-course meal with wine pairing.

Embark on an intimate adventure from Florence through the stunning Chianti hills in an open-air tuk tuk, perfect for two. Feel the fresh breeze in your hair as you pass by charming vineyards and olive groves, with your guide sharing enchanting local tales. End the day at a picturesque winery, where you'll enjoy a guided tour, wine tasting, and a delicious homemade Tuscan lunch.

This small-group workshop offers a quick but comprehensive guided wine tasting in Florence, ideal for time-pressed travelers. Featuring exclusive wines not exported outside Italy, guests can experience organic, biodynamic, or natural wines from small production wineries. Hosted by a sommelier in a wine cellar with Roman pavement, this experience pairs rare gem wines with traditional gourmet appetizers.

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.

Experience Tuscany's wine culture on this private wineries tour. Ideal for travelers based in Florence, explore beyond the city without having to hire a car. Travel with a knowledgeable sommelier guide through rolling hills and vineyards, visiting three estates to sample regional wines and olive oil. Enjoy a traditional Tuscan lunch at a family-owned winery paired with wine. Perfect for food lovers looking to immerse themselves in local flavors.

Tuscany is famed for its stunning landscapes, but visitors often find themselves admiring the countryside only from a fogged bus window. Immerse yourself in rolling hills and historic vineyards during this full-day bike tour through the Chianti wine region. Once you’ve pedaled up an appetite, sit down for a wine and olive tasting at a farm, followed by a multi-course Tuscan lunch.