Top Tuscany Tours, Sightseeing & Cruises

Venture into Tuscany on this day trip from Florence and discover the region's highlights with the help of a local guide. Explore the medieval city of Siena and its cathedral before heading to the hills of Chianti for a Tuscan lunch and wine tasting (optional). Roam the streets of San Gimignano and travel to Pisa to admire the architectural drama of Cathedral Square—home to the UNESCO-listed Leaning Tower of Pisa. Upgrade to include admission to climb the tower.

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.

Skip the hassle of renting a car and explore the Tuscan countryside on this full-day tour to Pisa, Chianti, and San Gimignano. Enjoy an itinerary that includes the Leaning Tower and its cathedral, as well as a tour of the UNESCO-listed medieval town of San Gimignano. Opt to have a typical Tuscan lunch with wine tasting, and conclude with a walking tour of the historic center of Siena.

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.

Combine medieval history, regional wine, and UNESCO-listed monuments on this full-day tour from Florence. This is an ideal choice for anyone who wants to experience wine tasting without getting behind the wheel afterwards. Visit Monteriggioni's medieval castle, explore Siena's historic architecture, and admire San Gimignano's skyline. End with a tasting of three Chianti wines and an opportunity to savor authentic, local flavors.

Immerse yourself in the artistic heritage of Florence on this tour of the Uffizi Gallery. Timed entry tickets to allow you to bypass the crowds and proceed directly inside. With your guide, explore the oldest museum in the world, home to works like Michelangelo's 'Tondo Doni,' 'Annunciation' by Leonardo and Botticelli's 'Birth of Venus.' Entrance fees and audio headsets are included.

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.

Home to masterworks from Botticelli and Michelangelo (including the original 'David' sculpture), the Accademia Gallery in Florence draws significant crowds. That's not a problem on this group tour, however. Beat the crowds with skip-the-line admission, which maximizes your time to explore. Plus, you’ll tour the gallery with a guide—audio headset included—and learn insights about the masterpieces that you'd never get on your own.

Avoid wasting time in the notoriously long lines at Florence’s Accademia Gallery and spend more time in the home of Michelangelo’s David. Navigate the museum’s vast halls under the guidance of an expert guide, who will provide richness to your experience through informative narration. After your tour, feel free to stay on as long as you want to explore independently.

Experience the true flavor of the Tuscan countryside and go wine tasting without having to drive on this Chianti wine tour from Florence. Led by a professional tour escort, 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.

Get a comprehensive tour of Miracle Square on this walking excursion in Pisa. With a guide leading the way, you'll follow a carefully curated itinerary that ensures you hit all the landmarks, such as the Cathedral and the Baptistery. This tour includes the option to enter the Leaning Tower (added cost), and admission to the Campo Santo Cemetery and the OPA and Sinopie museums.

Experience the Tuscan capital's top attractions on this walking tour through Florence. Begin with skip-the-line access to view Michelangelo's 'David' in the Accademia Gallery, and learn how the House of Medici shaped Florence into a helm of arts and humanities. You'll also skip the lines at the Duomo, the city's iconic, Gothic-style cathedral. Afterward, stroll the local streets, taking in landmarks like the Piazza della Signoria and Ponte Vecchio bridge.

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.

Discover Florence at your own pace with this hop-on, hop-off bus tour. Choose from 1-, 2-, or 3-day passes to suit your vacation schedule and budget. Then enjoy the flexibility to decide which stops to get off at. Explore landmarks including Teatro Verdi, Piazzale Michelangelo, Santa Croce, and more as you go. With frequent departures and panoramic views, this tour offers the perfect overview of what Florence has to offer.

Plan ahead and make the most of your visit to Florence’s world-famous Uffizi Galleries with a small-group guided tour. Head inside the historic galleries with a guide who leads you straight to must-see highlights, such as Botticelli's “Birth of Venus” and Caravaggio’s “Medusa,” plus hidden treasures you might miss on your own. After this insightful art history tour, continue exploring the museum at your leisure.

Spend a day in the beautiful Tuscan countryside sipping wine and making new friends. Visit authentic wineries for tours and generous tastings of world-famous varietals like 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 the winding streets and artisan shops.

If you've only got limited time in Siena, make sure you maximize your experience of the Tuscan hot spot on a sightseeing tour that includes skip-the-line entry. An expert guide gives you an insider's view of this UNESCO World Heritage-listed town. Linger for a while in Piazza del Campo and stroll the streets with your guide, learning about the history of the place and leaving the navigating to someone else. Visit the Duomo, Siena's stunning cathedral, and stroll right in thanks to your skip-the-line ticket.

Enjoy the benefits of a small-group tour on this best-of-Florence half-day highlights tour limited to a small group. Hear the stories behind Michelangelo’s “David” at the Accademia, marvel at the massive Duomo, and step inside the palatial Uffizi Galleries, all without getting lost or overwhelmed. Headsets and a smaller group size mean you won't miss a word of your guide’s insightful commentary.

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.

One of the best ways to see the Tuscan countryside is up close by bike. This half-day small-group bike tour conveniently departs from Florence and takes care of the itinerary and equipment rentals for you. Focus on sightseeing while your guide handles the navigation. Enjoy a tasting of local foods such as olive oil, fresh bread, and Tuscan cold cuts paired with a glass of Chianti wine.

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.

Discover some of the highlights of Tuscany on this day trip from Florence by coach. Visit historical hill towns Pienza, Montalcino, and Montepulciano; admire the gorgeous, vineyard-covered scenery of Orcia Valley (Val d’Orcia); and enjoy cheese and wine tastings as you stop at local wineries and other venues. It’s a great day out in the Italian countryside.

Ride your own Vespa through Tuscany on this group 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.