Top Tuscany Holidays - page 2

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.

Swap the sightseeing bus for the chance to feel like a local as you ride your own Vespa through Tuscany on a tour from Florence. A local guide leads the way up through the scenic hills, where you pass the famous Piazzale Michelangelo and the Church of San Miniato al Monte. Afterward, head back to a country estate for a traditional Italian meal to top off your journey.

San Gimignano is surrounded by quiet countryside dotted with small wine estates. Visit one of these traditional farms and connect with local hosts on this tour and wine tasting experience. Take in the organic farm's garden, orchard, vineyard, olive grove, "vinsantaia" aging room, and cellar. Then enjoy a tasting of eight organic wines of your choice paired with the farm's own olive oil plus local cheeses and cold cuts and other culinary combinations.

Avoid spending hours on a tour bus and instead see Italy from behind the wheel of a retro Fiat 500 on this small-group, self-drive tour through Tuscany. Take a spin around the countryside—staying in touch with your guide via 2-way radio— and enjoy panoramic views of Florence and a stop at the Church of San Miniato al Monte. Your guide leads the way to a private terrace for a delicious Tuscan lunch before returning to Florence.

Experience the true flavor of the Tuscan countryside—and enjoy wine tasting without designating a driver—on this Chianti wine tour from Florence. Visit local wineries in scenic villages to sample revered Tuscan wines and learn winemaking secrets. Alternatively, enhance your day with a morning cooking class preparing traditional Tuscan recipes paired with premium wines.

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.

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.

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.

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.

Explore the Tuscan countryside during a full-day tour from Florence with horseback riding. Your guide provides a gentle horse and riding gear, then leads you through the vineyards, olive groves, and rolling hills of the Chianti region. Afterward, visit the medieval town of San Gimignano, and enjoy a typical Tuscan light lunch with a wine pairing. Option available to substitute a farm tour for the horseback ride if desired.

If there's one thing better than exploring the beautiful city of Florence, it's exploring it while sampling its finest food and wine. This tour helps you discover the city's best trattorias without spending hours researching. Feast on cheese, wine, prosciutto, truffles, fresh pasta, a 4-course dinner, gelato, and cannoli. Learn about the city and its cuisine from your guide as you go, so you leave feeling like a gourmet expert.

The Tuscan countryside is a gourmet paradise, but few transportation options keep many travelers limited to Florence. Explore Siena, home to a magnificent cathedral and the famous Palio horse race, and the storybook village of San Gimignano (a UNESCO World Heritage Site) during this small-group tour. A seasonal lunch and Chianti wine tasting at a family-run vineyard are included.

Learning how to prepare handcrafted pasta in Italy is a quintessential travel experience—but for travelers who are gluten-sensitive or gluten-intolerant, culinary workshops are usually off limits. During this special pasta-making class in Florence, get hands-on instruction in making three types of traditional pasta shapes, all using gluten-free flour. Then, sit down to enjoy your freshly prepared meal paired with unlimited Tuscan wine.

Discover the best of Tuscany in this immersive tour. Enjoy a serene horseback ride through vineyards and olive groves, visit the medieval gem of San Gimignano, and explore the fascinating 1300 Museum. Indulge in a guided wine tasting paired with a Tuscan lunch at a local winery. This small-group tour is a perfect blend of history, scenery, and flavors.

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.

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.

Tuscany is world-renowned for its wine, so ensure you get an insider’s glimpse into the industry during a tasting tour of the vineyards surrounding Siena. Receive personalized attention in a small group as you visit a historical cellar and educate your palate to recognize subtle flavors with the help of a sommelier.

Discover three of Tuscany’s most iconic destinations all in one day—and benefit from hassle-free transit—on this time-saving four from Florence. Snap photos of the famous Leaning Tower and Piazza dei Miracoli in Pisa, stroll through the UNESCO-listed hill town of San Gimignano, and step inside Siena’s cathedral. This tour also includes bonus experiences, such a wine tasting in Chianti and a traditional Tuscan lunch.

Explore Siena and San Gimignano without the self-drive stress, on a tour from Florence. See medieval landmarks, enjoy a guided walking tour of Siena, and savor a delightful Tuscan lunch at a winery. Visit the Piazza del Campo, Siena Cathedral, and the historic center of San Gimignano. Relax and soak in the stunning countryside views, with ample free time for exploration and gelato.

Spend a day in the beautiful Tuscan countryside sipping wine without needing to rent a car. Visit wineries for tours and generous tastings of world-famous varietals such as Chianti Classico and Super Tuscan. Learn about wine production and flavor profiles, and round out your palate with samplings of high-quality balsamic vinegar and olive and truffle oils. Also, visit the charming medieval village of San Gimignano for free time to explore.

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.

Combine two of the most popular day trip destinations from Florence in one convenient tour on this small-group tour to the Cinque Terre and the Leaning Tower of Pisa. Visit three of the five villages of Cinque Terre, traveling by car, boat (or optional hike), and train. Then stop in Pisa on the way back to Florence to see the famous leaning tower.

Knowing where to visit in the Tuscan countryside can be daunting for first-timers, especially if you're starting off in Florence. Simplify your day out with this group tour. Once you've boarded your coach, sit back knowing the transportation and activities are covered, meaning you can fully immerse yourself in the experience. Enjoy visiting Pienza, Montalcino, and Montepulciano, the Orcia Valley, and taking part in a wine and cheese tasting.

Experience the sights and flavors of Tuscany on a full-day tour from Florence that takes you through the Val d'Orcia region to three historic villages. Admire the elegant Renaissance architecture, explore the village of Pienza independently, and savor the bounty of the region with tastings of local wines in Montepulciano.