Top Tuscany Holidays

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.

Pizza is an Italian staple, and different regions of Italy have their own styles for food lovers to enjoy. In this half-day small-group cooking class in Florence, learn to knead pizza dough from scratch, prepare authentic Italian gelato, and cook your creations in a local pizzeria. After the hands-on workshop, enjoy a meal paired with a selection of Chianti red wines.

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.

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.

Guarantee your entry to Florence's famed Uffizi Gallery and save waiting time with a timed entry ticket. Explore at your own pace independently, or upgrade to see the Renaissance masterpieces with a guide. In a small group, see highlights including Botticelli’s "Birth of Venus" with added insights from an expert.

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.

Master the art of making fresh pasta just like Italian grandmothers did with this group cooking class. Your instructors guide you through every step, from preparing various pasta shapes to crafting delectable sauces. No need to bring anything, as all the necessary equipment and ingredients are provided. After cooking, savor your creations over fine Tuscan wine.

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.

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.

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.

Cover several Tuscan towns without the need to rent a car on this group tour from Florence. Stop in the medieval hilltop town of San Gimignano before seeing the intact walls of Monteriggioni. Then enjoy a typical Tuscan lunch at a Chianti winery that includes a guided wine tasting and “vin santo." Top off your trip in Siena to explore its historic city center with a stop at the Duomo.

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.

Immerse yourself in the beauty of the Tuscan countryside and sample a range of local wines and delicacies on this group farm and winery visit. Enjoy a light lunch featuring homemade pasta, cantuccini, vinsanto, and grappa, with convenient hotel pickup from your accommodation. Upon arrival, meet your host, enjoy aperitivo snacks with a range of local wines, and then dig into plates of pasta and other Tuscan specialties.

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.

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.

The dome atop Florence's Duomo offers unique views of the city, but tickets sell out long in advance. Secure your spot with pre-booked entry on this guided tour. Head straight into the church with skip-the-line access, bypassing the long wait. After touring the cathedral, make your way up the staircase and along corridors that have been closed to the public for centuries. Then continue to the top of Brunelleschi’s Dome, if you wish.

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."

Immerse yourself in Florence’s rich history, art, and architecture on this comprehensive small-group walking tour. Gain access to the Uffizi Gallery and skip-the-line tickets to the Accademia Gallery to marvel at masterpieces like Michelangelo’s "David" and Renaissance paintings. Stroll through Florence’s historic streets with your guide, visiting landmarks like the Duomo, Ponte Vecchio, and Piazza della Signoria, while uncovering the stories that make the city unforgettable.

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.

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.

The Uffizi Gallery is home to hundreds of Renaissance-era masterworks, including pieces from Michelangelo, Botticelli, and Caravaggio. Enjoy an intimate introduction to the iconic collection in a group of a maximum of fifteen people during this small-group guided tour, which includes fast-track admission tickets and audio headsets, so you can move freely without missing a word.

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.

Embark on a delightful day trip through Tuscany's iconic Val d'Orcia, a UNESCO World Heritage Site. Visit Montalcino, home of Brunello wine, Pienza, famed for Pecorino cheese, and Montepulciano, celebrated for Nobile wine. Enjoy breathtaking views, rich culture, and mouthwatering food. Travel in comfort aboard a premium minivan with an English-speaking driver. Indulge in wine tastings, a superior lunch with a view (seasonal), and guided vineyard and cellar tours.