Top Tuscany Spring Break

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.

There are many ways to spend an evening in Tuscany, but few allow you to experience it from the inside. Just a few minutes from Siena, between Chianti and the Crete Senesi, this experience takes you through vineyards, cellars, and history, guided directly by the people who produce the wine every day. What makes it special is the combination of a visit to a family-run winery, a tasting of our wines, and a traditional Tuscan dinner served at sunset on a panoramic terrace overlooking two of the most fascinating landscapes in the Siena area. It is not just a wine tasting or a dinner, but an authentic experience where wine, territory, tradition, and hospitality come together in a relaxed and genuine atmosphere.

Spend a day sipping one of Italy’s top wines, Brunello di Montalcino, on this trip from Siena to Montalcino. Travel first to a small winery to explore the vineyards and cellars and taste the famous Rosso and Brunello di Montalcino wine. Then, visit a family-run winery in Montalcino, where you tour the grounds and sit down for a classic Tuscan meal with more wine. Visit the Abbey of Sant'Antimo before tasting even more wine at your third and final winery of the day.

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.

A sunset dinner with panoramic views over San Gimignano. As golden light falls over the medieval towers, the terrace becomes an intimate setting where wine, cuisine, and landscape come together. What makes it special: Exclusive panoramic terrace at sunset overlooking San Gimignano Guided tasting of 8 wines, including Chianti Classico Riserva and Supertuscan Selection of premium olive oils and balsamic vinegars Full Tuscan dinner with appetizers, homemade lasagna, and a traditional meat course Dessert with Vin Santo to conclude the experience A refined and atmospheric evening, perfect for those who want to experience Tuscany at its most scenic and authentic moment.

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.

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.

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.

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.

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.

What makes this experience truly unique is the perfect combination of exceptional Brunello wines, authentic Tuscan cuisine and the intimate atmosphere of Paradiso di Cacuci, a family winery surrounded by the rolling hills of Montalcino. Guests are guided by expert sommeliers through the vineyards and ageing cellar, discovering the traditions, craftsmanship and passion behind Brunello di Montalcino production. The experience continues with a carefully curated tasting of premium Tuscan wines paired with a traditional Tuscan lunch featuring local specialities and fresh handmade pasta, creating a journey that combines wine, food and landscape in a truly authentic way. Far from crowded commercial tours, this immersive experience offers a refined and memorable taste of Tuscany in a relaxed and elegant setting. Each tasting is led by expert sommeliers, transforming every glass into a deeper journey through the world of Brunello di Montalcino.

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.

Immerse yourself in Florence’s food and wine scene on this tasting tour. Uncover the city's culinary scene without having to plan a thing yourself. Enjoy carefully selected Tuscan specialities and expertly paired wines, including the city’s notable Negroni cocktail. Dine in comfort at sit-down stops, experience the atmosphere of a centuries-old wine cellar, and learn about the history of Florence’s wine windows.

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.

Take a break from sightseeing in Florence, and spend some time inside cooling off from the daytime heat, with this gelato and pizza cookery class. Under the guidance of a chef, learn how to make these Italian dishes whilst getting insight into the country's culinary traditions along the way. Feast on what you have made after the class has wrapped up and celebrate with unlimited wine and soft drinks.

Tick off more highlights of Tuscany in less time—and enjoy a more personalized way to travel—on an activity-packed day trip great for first-time visitors. With just your guide (or small group, if option selected) for company, zip between highlights from Siena and Monteriggioni to San Gimignano and the Chianti wine region. Benefit from the included transit and your guide's insider knowledge along the way, and even enjoy a wine tasting and lunch.

Learn the art of authentic Italian cuisine in the heart of Florence’s historic center. Guided step by step by expert chefs, you’ll learn how to make fresh, homemade pasta and classic tiramisu. Enjoy a complete cultural and culinary experience as you create your own dishes, sip excellent wine, and share an unforgettable meal at a historic restaurant—taking home cherished memories and new culinary skills.

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.

Riding a Vespa is a quintessential Italian experience and, with this small-group tour, you don’t need a motorbike license to enjoy it. Simply join an intimate gathering of like-minded folk, meet your personal driver, don your helmet, and hop aboard. See Florence’s UNESCO World Heritage–listed center up close and enjoy stunning city views from Piazzale Michelangelo, the village of Fiesole, and a hilltop church.

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.

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.

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.

Soak up the charm of the Tuscan countryside on a half-day trip to San Gimignano from Florence. Follow your multilingual guide around the UNESCO-listed medieval town to learn about its history and culture and enjoy free time to wander its scenic streets or take in the sweeping view from its hillside vantage point. End the experience with a picnic among the vineyards, savoring local Tuscan specialties paired with regional wine.

Off-road mini tour in a vintage Jeep through the landscapes of the vineyards. Taste Poggio ai Laghi premium wines, oils & vinegars. Enjoy the Tuscan Appetizers that enhance the flavors of each wine. Our wine expert will enhance this experience with Art & History.