Top Tuscany Seasonal & Special Occasions

Explore a wine cellar in Montepulciano with this tasting and tour. See rows of large oak barrels full of aging wine and learn about how it is made. Taste 3–6 local wines— Supertuscan, Nobile, and Nobile Riserva—alongside a food tasting or bruschetta with extra-virgin olive oil.

Savor Florence's celebrated cuisine on an evening food tour featuring Florentine steak and Tuscan wine. Explore the vibrant districts of Oltrarno and Santo Spirito, making stops at five carefully selected foodie hotspots. With 14 delicious tastings—including tomato bruschetta, two paccheri pasta dishes, and a sit-down Tuscan dinner—this experience offers a flavorful escape from typical tourist traps.

Sample Italy's flagship Brunello di Montalcino wine in the hills where it’s produced with this exclusive winery tour and tasting at a medieval castle. Join a sommelier for a stroll through the vineyards to learn about the history and production of Brunello at this family-run estate, then relax over a tasting that pairs three different wines with local specialties. Cap off your experience with a three-course Tuscan lunch.

Discover the secrets of making fresh pasta just like Italian grandmothers do during this half-day cooking class in Florence. Meet inside a medieval tower near Brunelleschi's Dome. Guided by a professional chef, master each step of the pasta-making process, including ravioli, tortelli, and pappardelle, while immersing yourself in this historic setting. Everything you need for the course will be provided, culminating in a delightful meal experience paired with Tuscan wines.

Explore some of the most popular Tuscan hill towns on this day trip to Siena, San Gimignano, and Monteriggioni from Florence. Enjoy visiting each town independently while also having the round-trip transportation organized in advance. Learn about the famous region from the tour leader on board the bus, listening to informative commentary as you travel.

Take a break from sightseeing and head to the hills surrounding Lucca to sample the area’s excellent wines. Connect with a winemaker at a boutique winery for a relaxed private tour through the vineyards and cellar, with plenty of time to ask questions about the history and production of the local vintages. Then relax on the terrace overlooking the rolling countryside to sample the estate’s wines and olive oil while enjoying the view.

See what Tuscany has to offer without breaking the bank on this budget-friendly day trip to the region's highlights from Florence. Save hours with coach transportation and enjoy free time to explore the medieval old towns of Siena and San Gimignano, plus the sights of Pisa. Upgrade to a guided tour of Siena, or add-on a 2-course lunch with wine pairing for a hassle-free, all-inclusive day.

Visit a family-run winery in Chianti to experience the traditional side of local winemaking. With an included tasting of several house wines, this tour of Montefioralle Winery goes from Chianti classic to sweet vin santo. In warm weather, you can sample the wine in a scenic outdoor spot with views of the vines and the surrounding historic village.

Learn the secret to preparing pasta from scratch like a true Italian “nonna” in the heart of Florence with this hands-on pasta cooking class. Make three types of fresh pasta plus traditional sauces with guidance from your instructor as you sip unlimited Tuscan wine and connect with fellow foodies. Then cap off your lesson by sampling your creations with a celebratory meal served with even more wine.

Try your hand at some of Italy’s best-loved dishes in this small group cooking class in Florence. Guided by a local chef, learn how to make tagliatelle, ravioli, and tiramisu from scratch. Nibble on appetizers during the workshop and finish by savoring your creations with a glass of wine. The morning session includes a visit to the city’s bustling Sant’Ambrogio food market to join your chef in sourcing ingredients for the day.

Experience the heart of Tuscany with ease on a guided tour from Florence to Siena, San Gimignano, and a charming Chianti winery for lunch. Enjoy the convenience of round-trip transportation as a knowledgeable tour leader showcases the region’s must-see sights. Begin in Siena, where you’ll explore the historical Piazza del Campo. Next, indulge in a delightful 3-course lunch and 6 local wines at a traditional winery, savoring the authentic flavors of Tuscany and stroll its vineyards. Finally, take in the stunning views of San Gimignano, renowned for its striking medieval towers and nickname, the "Medieval Manhattan."

This is not a “watch and copy” cooking class—it’s a chef-led, technique-first experience designed to give you results you can recreate at home. You’ll learn the small details most classes skip: how pasta dough should feel at each stage, how thin to roll it, how to seal ravioli cleanly, and how to build a tiramisu that stays silky and stable. Our chefs guide you with personal checkpoints throughout the class, keeping it hands-on, clear, and enjoyable—whether it’s your first time or you love to cook. Ingredients are fresh and local, the atmosphere is warm and refined, and dietary needs (including gluten-free options) can be accommodated. You’ll finish by sitting down to enjoy your meal together, paired with good wine—leaving Florence with real skills, not just photos.

Learn to cook authentic Italian recipes firsthand with this interactive, hands-on cooking class in Florence, set in a traditional restaurant a few minutes from the Duomo. Your professional chef guide will teach you how to make fresh pasta, ravioli, and tiramisu from scratch, sharing the rich cultural stories behind each dish. Enjoy a full meal with accompanying wine and take home recipe packs to recreate the experience at home.

Pair an e-bike tour with a wine tasting to put a fun twist on your Lucca sightseeing plans. This half-day tour takes place in a small group of just 10 people with a local guide, meaning you'll pedal around the walls and cycle paths of Lucca with less rush. Let your bike's electric motor do the hard work on any hills beyond the city, and finish on a high note with a wine tasting at a local wine estate.

Learn how to prepare food like a local with this hands-on cooking class in Florence, revealing the art of pasta-making and tiramisu creation. Roll up your sleeves in a beloved local restaurant, then feast on your creations with included wine and coffee while chatting with your host and fellow classmates about Italian cuisine.

Discover the many delights of Tuscany’s wine country on this small-group tasting tour from Florence. Travel along beautiful hillside roads through vineyards, olive groves and cypress trees. Visit 2 top-rated wineries in the famed Chianti Classico region, tour the cellars and learn how wine is produced using traditional methods. Taste different wines, along with olive oil and Tuscan specialties like fresh cheeses and bruschetta. Group size is limited to twenty-five participants for a more personalized experience.

Avoid the hassle of organizing transport and winery visits in Tuscany on your own. This small-group experience simplifies a day in Chianti, combining scenic travel with curated tastings at local wineries and time to explore Monteriggioni’s medieval charm. Enjoy a relaxed, well-paced outing that lets you focus on the region’s flavors and landscapes rather than the logistics.

Learn how to make pasta and tiramisu in a popular Siena restaurant. Enjoy a glass of Prosecco upon arrival, and a glass of wine with your meal.

Reaching Siena and San Gimignano from Florence by public transport requires separate connections to two different destinations—and coordinating a return journey from both in a single day takes planning that most visitors don't have time for. This full-day tour covers both UNESCO World Heritage-listed towns and offers free time in each to explore Piazza del Campo and San Gimignano's medieval towers independently.

Tick off several of Tuscany's most renowned locations during this full-day Vespa tour. Enjoy some photo stops in the vineyards and take a guided stroll through the picture-perfect village of San Gimignano, with free time to explore. The tour includes a typical Tuscan light lunch paired with a tasting of some local wines and olive oils.

Avoid the tourist traps and explore Florence’s food scene like a local on this small-group tasting tour. Sample treats that locals love in the Sant’Ambrogio market area, with a guide on hand to show you where to visit and what to eat. From gourmet fare to street vendors and wine bars, savor the best of the city’s food and drink like a true Florentine.

Get a taste of Tuscany's culinary legacy on this wine and food tour from Florence. Led by a sommelier guide who provides insights that you'd miss on your own, 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.

Get more familiar with the Chianti wine region, without the hassle of figuring out how to visit it from Florence, on this group tour. Well-suited for travelers looking for a streamlined experience, relax knowing your transportation and activities are all pre-arranged. Enjoy visiting two winery estates and their vineyards, local wine tastings, and the opportunity to try regional snacks including bruschetta and cheese.