Day Trips from Florence to Siena

Florence might be the capital of Tuscany, but there’s lots more for curious travelers to discover in the Tuscan countryside. On this full-day tour, board a coach for a trip to the historic streets of Siena and the medieval town of San Gimignano, stopping along the way to indulge in a few glasses of locally made wine at a Chianti winery.

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.

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.

Venture to the notable wine regions of Tuscany on this private day trip from Florence. Enjoy the scenic drive through the Tuscan countryside and hop out to capture photos along the way. Venture into Siena and San Gimignano to explore must-see medieval landmarks at your own pace and finish your experience in Chianti with an optional wine tasting at a local winery.

Discover the beauty of Tuscany on this evening tour from Florence, featuring a visit to the Chianti countryside and a 4-course dinner. Head to a charming farmhouse winery to sample up to three glasses of Tuscan wine. Then head to a second estate to enjoy a relaxing evening of wine, dinner, and stunning views before returning to Florence.

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.

The Chianti hills are home to some of Tuscany's most prestigious wineries and picturesque villages, but getting around by public transportation is practically impossible. On this wine tour, leave the driving to the professionals as you travel on a comfortable coach directly from Florence. Visit two traditional wineries for guided tours and tastings to learn more about local wine history and production, plus stretch your legs with a stroll through San Gimignano or Monteriggioni (depending on the departure time) to sightsee and shop at your own pace.

Experience the best of Tuscany on a full-day tour from Florence. Begin in Pisa at the UNESCO-listed Piazza dei Miracoli to admire the legendary Leaning Tower, the Cathedral, and the Baptistery, with plenty of free time for your bucket-list photos. Next, journey into the rolling hills of the Chianti wine region for an authentic winery lunch paired with a guided tasting of fine local blends. Continue to medieval Siena to stroll its historic streets and the unique, shell-shaped Piazza del Campo, soaking in the atmosphere of one of Italy's most beautiful squares. In the Full Tour option an official English-speaking guide will lead you through a city tour of Siena. Conclude your Tuscan adventure in the hilltop town of San Gimignano, famous for its skyline of medieval towers, panoramic views, and award-winning gelato, before a comfortable ride back to Florence. Please note: The order of the itinerary may vary to optimize your experience, but all scheduled destinations will be visited.

Discover the art, history, and culture of Siena, Monteriggioni, and San Gimignano on a private tour. Listen to in-depth commentary from your driver, then explore each location on your own. Because it’s a private tour, you get to travel in comfortable transportation and enjoy a completely immersive experience without spending a moment waiting on other people.

Immerse yourself in the scenic Chianti Classico hills, without the hassle of driving, on a full-day private wine adventure from Florence. Discover the heart of Tuscany’s famous wine district, savoring organic wine tastings and enjoying a light lunch of authentic Tuscan delicacies at a typical farmhouse. Led by a guide, this tour is perfect for wine lovers eager to experience the charm and flavors of Chianti.

Immerse yourself in the unique history of this pristine territory and taste some of the most excellent wines ever bottled. We have selected for you the "best of the best", no discussion. Visit an excellent Chianti wine producer and taste its great wines with a private tour of the winery. Spend the afternoon in a historic boutique winery of Chianti. Learn from the staff of this famous Chianti Winery where the story of this wine began, and the atmosphere of the old cellars will be an indelible memory of your once-in-a-lifetime wine tour Luxury transportation is included.

When visiting Florence (or Siena), spend a delicious day winery hopping in the renowned Chianti wine region. Visit two of the best estates for tastings of Chianti Classico and other top varietals, and enjoy a gourmet lunch of Tuscan specialties. There's also time to soak up countryside culture and history with a stop in San Gimignano or Monteriggioni, two of the best-preserved medieval towns in Tuscany.

Our driver guide will collect you at your accommodation, ( No meeting points, we pick you up at your place! ) setting off toward the heart of Chianti Classico. Experiences 1 day exciting trip in the heart of Chianti and visit the most beautiful village in the region. > Step 1 - Private Guided Tour of Siena > Step 2 - Lunch in a Chianti Winery > Step 3 - San Gimignano Afternoon Stroll Tour Length: 7/8 hours. Departure Time: From Florence 9.30 AM - From Siena 10.00am Note: During this excursion, transport will be made in a Mercedes 9 seat minivan which offers the maximum comfort, with air-conditioning, large panoramic windows and comfortable seats. Unless you don't specify you want to remain private, is possible to be joined with some other people in the party ( maximum 1 van ) Popularity: ***** (best seller wine and food tour in Tuscany)

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.

Immerse yourself in Italian wine culture on this half-day tour around the revered Chianti Classico wine region. There’s no crowding into cellar doors on this small-group tour of the region. Instead, spend your afternoon exploring the cellars and sampling the products of some of the region’s vineyards. All transport is provided, so you can fully enjoy your tastings.

Tuscany has played backdrop to countless movies, but getting around the stunning region—and knowing where to find filming locations—takes local know-how. Discover a hand-picked selection on this full-day, small-group adventure. From the vampires of the Twilight saga to Diane Lane in "Under the Tuscan Sun," you’ll enjoy free time to explore iconic sites in Siena, Montepulciano, and Cortona. Even better, a light lunch and wine tasting are included.

Explore the rolling hills, sun-blushed vineyards, and winding country lanes of Tuscany from a classic Italian Vespa. Hop aboard your own 50cc Original Piaggio Vespa scooter or share one with a friend, and follow your guide on a scenic tour of the Chianti region. Enjoy the views of the skyline of the Medieval walled city of San Gimignano, jump off to admire the views, and enjoy a delicious wine-tasting lunch at a Tuscan winery.

Experience the allure of Tuscany without the hassle of tricky logistics with this all-inclusive day trip from Rome. Save time with a high-speed train to Florence, where you’ll hop on a minibus with your tour leader and small group to visit Monteriggioni, Siena, and San Gimignano. End your Tuscan adventure with a wine and olive oil tasting in Chianti before heading back to Florence for the return train to Rome.

Your experience begins early in the morning with a free tour of Pisa, here you will have time to admire the magnificent Cathedral, the Baptistery, the Monumental Camposanto and of course the famous Tower of Pisa. Afterwards, we will move to a rustic winery in Chianti, on the slopes of San Gimignano, where you will be waiting for a typical Tuscan light lunch enriched by a tasting of good wine. After lunch you will discover one of the most beautiful medieval villages perched, San Gimignano, also known as the Medieval Manahattan for the many towers that distinguish it. We will then arrive in Siena, where our expert guide will lead us from Piazza del Campo, up to the Cathedral, crossing the most beautiful Contrade that characterize this city. At the end of the tour, there will be free time to enjoy a coffee and some shopping in the typical local shops. Our return to Florence will have as its scenery a magnificent sunset, a perfect conclusion to an unforgettable day spent in Tuscany.

If you want to discover Chianti and fully enjoy its flavors whether you are a wine lover or not our tour will involve you at 360 °! Our afternoon excursion Depart comfortably from Florence together with a tour leader who during the bus journey will introduce you to the history and curiosities of this enchanting area of Tuscany, rich in vineyards and verdant hills that you can admire during the journey comfortably seated in minivan. Once you arrive in Chianti area you enjoy in two different typical farms, visits and wine tastings of selected wines, including fresh whites, important reds, elegant sparkling wines and a precious vin santo. Each glass is accompanied by typical local products: the ingredients and dishes vary according to the season, so you can find among others local cold cuts and cheeses, organic extra virgin olive oils flavored with white truffle and chilli, aged balsamic vinegar. At the end, for those who wish, there will be the possibility to buy the tasted products.

Make the most of your day in Tuscany with this all-in-one adventure from Florence. Skip the hassle of planning and enjoy a curated route through Pisa, San Gimignano, Siena, and the Chianti Hills. Get up close to the Leaning Tower, sip wine and tuck into lunch at a rural vineyard and wander quaint medieval towns your own pace. Upgrade to add a guide or tower climb if you want to go all in.

Take a breather from the hustle and bustle of Florence on this trip to Chianti. Perfect for foodies and wine enthusiasts, this itinerary includes stops at a local vinegar distillery and a winery that includes multiple wine tastings. Don't worry about finding a designated driver; a coach driver will take on travel duty. Relax in the rolling countryside and take in the picturesque scenery throughout your trip.

Experience medieval Tuscany on a group day trip. Visit the fortified town of Monteriggioni with tickets to its Templar Museum and access to its medieval walls. Continue on to the UNESCO heritage area of Val d'Orcia and stop at the medieval village of Montalcino for an optional taste of local wine and nibbles. Finish your tour with a wander through Pienza before the scenic drive back to Florence.

Discover Tuscany on this private day tour to San Gimignano and Siena from Florence. Explore the hillside town of San Gimignano, known for its many towers, with a guide and enjoy free time for shopping. After lunch with wine tastings near San Gimignano (own expense), visit Siena and discover one of Italy’s finest Gothic churches, the Cathedral of Siena (Duomo di Siena). Hotel pickup is included for added convenience.