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Tuscany Tours from Florence

Tuscany Tours from Florence

While there’s no lack of things to do and see in Florence, the city is well situated to allow for further Tuscan exploration on day trips to picturesque hilltop towns, vineyards, and famous monuments. Choose from any of the popular options below.

Chianti — 31 miles (50 km) away

Tuscany’s Chianti region is known the world over for its namesake wine, and day tours from Florence often include a visit to a winery or two for tastings. The area’s hilltop towns offer particularly great views over the vineyard-covered hills and are sometimes difficult to reach without a car or guided transportation. Taking a wine tour in Chianti means you get to relax while a knowledgeable local does all the navigating through Tuscany’s winding back roads.

San Gimignano — 35 miles (56 km) away

San Gimignano’s many medieval towers stand out against the surrounding Tuscan hills and give the small walled town its nickname of “Tuscany’s Manhattan.” You can climb some of the towers in the city walls for great views, browse the charming shops, or stroll the pedestrian-friendly historic center. Full-day tours to San Gimignano from Florence often include a visit to Siena or wine tasting in Chianti as well.

Siena — 45 miles (71 km) away

Siena’s historic center is focused on its multicolored hilltop Duomo and Piazza del Campo, the main square that hosts the annual Palio horse race. Popular Siena is often included on full-day tours from Florence, along with San Gimignano or the nearby Chianti wine region. The city can just as easily be the sole destination on a half-day trip.

Lucca and Pisa — 48 miles (77 km) and 51 miles (82 km) away

Pisa’s claim to fame is its eponymous leaning tower, but don’t overlook the beautiful cathedral and enormous baptistery nearby. And if you make it to tiny Lucca, check out its famous intact city walls, which are so wide that the tops used to be a road. Today, it’s a walking path around the whole town. The two cities are in the same direction from Florence, so they are often paired on day tours from the regional capital.

Tuscany in One Day Tours

If you really want to see it all, opt for a full-day tour that covers multiple destinations in Tuscany. You’ll see more places, though you won’t have as much time in each one—Tuscany is the fifth-largest region in Italy. These trips tend to be long days, covering a lot of ground and routinely running for 11 to 12 hours, with some at 14 hours or more. Itineraries can vary, but tours tend to include stops in Siena, San Gimignano, Pisa, Lucca, and Monteriggioni, plus wine tasting in Chianti and lunch or dinner.

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32 Tours and Activities

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Pisa, Siena and San Gimignano Day Trip from Florence Including Lunch
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Pisa, Siena and San Gimignano Day Trip from Florence Including Lunch

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1770
See all that Tuscany has to offer on this day trip to Pisa, Siena, and San Gimignano from Florence. Led by an expert guide, explore the main square and Gothic cathedral in Siena, followed by a traditional, 3-course lunch with wine. Afterward, enjoy free time to stroll the medieval streets of San Gimignano independently, as well as the city of Pisa, famous for its UNESCO-listed Leaning Tower. Your full day of sightseeing concludes with transportation back to Florence.
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  • 12 hours
  • Free Cancellation
From
$69.69
From
$69.69

Tuscany in One Day Sightseeing Tour from Florence

Tuscany in One Day Sightseeing Tour from Florence

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9725
Art, history, countryside, food. Tuscany has it all. If you only have one day free, book this Tuscany day trip from Florence to discover the region’s highlights with a local guide. Explore the city of Siena and the cathedral, and then take to the Chianti hills for a Tuscan lunch and wine tasting. 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 skip-the-line entry, if you wish.
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  • 11 to 12 hours
  • Free Cancellation
From
$67.64
From
$67.64

Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from Florence

Chianti Safari: Tuscan Villas, Cheese, Wine and Lunch from Florence

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1720
Get a true taste of Italy's famous Chianti region on this full-day wine and food tour departing from Florence. Led by a guide, travel through the Tuscan hills by a 4x4 off-road vehicle, stopping to visit a wine estate and historic villa, and a cellar specializing in bottles of Chianti Classico. Sample the finest specialties at each stop, and save room for a 3-course meal in the Chianti countryside before making the return trip to Florence.
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  • 9 hours
  • Free Cancellation
From
$184.47
From
$184.47

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

San Gimignano, Siena, Monteriggioni, Chianti Day Trip with Lunch & Wine Tasting

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1877
See the Tuscan gems of San Gimignano, Siena, and Chianti on a day trip from Florence. Stop first in the city the medieval hilltop town of San Gimignano. Then it's off to the village of Chianti for a tasting of local blends and delicious lunch at a winery. Top off your trip in Siena to explore its historic city center with a stop at the Duomo.
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  • 11 hours
  • Free Cancellation
From
$68.67
From
$68.67

Siena and San Gimignano: Small-Group Tour with Lunch from Florence

Siena and San Gimignano: Small-Group Tour with Lunch from Florence

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401
Get a taste of the Tuscan countryside on this full-day tour from Florence. Take a guided walking tour of Siena, home to the famous Palio horse race, and explore the medieval hill town of San Gimignano. Midday, visit a family-owned winery for a lunch of seasonal Tuscan delicacies paired with local wines. Tour size is limited to a maximum of 25 people.
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  • 9 hours
  • Free Cancellation
From
$132.21
From
$132.21

Florence Day Trip: Pisa, San Gimignano, and Siena with Lunch

Florence Day Trip: Pisa, San Gimignano, and Siena with Lunch

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607
Discover three of Tuscany’s most iconic destinations on a full-day tour from Florence by coach. 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. Enjoy a traditional Tuscan lunch in Piazza del Campo.
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  • 12 to 13 hours
  • Free Cancellation
From
$69.69
From
$69.69

Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence
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Siena, San Gimignano, Monteriggioni and Chianti Wine Tasting Tour from Florence

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605
Combine medieval gems, fine wines, and UNESCO-listed monuments on this full-day tour of central Tuscany from Florence. Marvel over the medieval castle of Monteriggioni; explore the architectural wonders of historic Siena; and admire the striking skyline of hilltop San Gimignano. Enjoy Siena and finish your tour with a wine tasting at a local winery in the Chianti region.
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  • 10 hours 30 minutes
  • Free Cancellation
From
$51.24
From
$51.24

Sunset Siena and Chianti Wine Tour with Dinner from Florence

Sunset Siena and Chianti Wine Tour with Dinner from Florence

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138
Experience Siena and the Chianti region on this evening excursion, departing from Florence. Bypass the daytime crowds and arrive in Siena in the late afternoon to explore the Piazza del Campo. From there, visit a Tuscan wine cellar in the famous region of Chianti and enjoy a 4-course meal paired with local wines. After a romantic evening in the Tuscan countryside, return to central Florence.
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  • 7 hours
  • Free Cancellation
From
$71.74
From
$71.74

Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery
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Highlights of Tuscany: Siena, San Gimignano, Chianti, Pisa & Lunch in a Winery

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137
Visit the highlights of Tuscany in a single day on a tour from Florence. Explore Pisa, Chianti, San Gimignano, and enjoy a guided walking tour and entrance ticket to the cathedral Siena. Then visit a family-run Chianti winery for a traditional Italian lunch accompanied by a Chianti tasting. 
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  • 12 hours
  • Free Cancellation
From
$85.06
From
$85.06

Pisa from Florence afternoon Tour including Skip-the-Line Leaning Tower Ticket
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Pisa from Florence afternoon Tour including Skip-the-Line Leaning Tower Ticket

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Skip the line to see the famous Leaning Tower and other top attractions on this day trip to Pisa from Florence. Led by an expert guide, travel through the Tuscan hills to explore Pisa, visiting the Cathedral Square, where the impressive Baptistery sits. Then soak up incredible views with priority access to the top of the Leaning Tower before making your way back to Florence.
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  • 6 hours
  • Free Cancellation
From
$80.96
From
$80.96

Pisa and the Leaning Tower Afternoon Tour from Florence
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Pisa and the Leaning Tower Afternoon Tour from Florence

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780
See the iconic Leaning Tower on this half-day trip to Pisa from Florence. Admire Cathedral Square and the Pisa Baptistery as you follow an expert guide past the city’s main attractions. After posing with the UNESCO-listed Leaning Tower of Pisa, some time to explore the area independently. Your trip concludes with transportation back to Florence.
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  • 6 hours
  • Free Cancellation
From
$36.89
From
$36.89

Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano

Florence Small Group Tuscany Day Trip with Chianti, Siena & San Gimignano

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114
When visiting Florence, don’t miss a day trip to the scenic, gourmet paradise of the Tuscan countryside. On this small-group tour, visit the remarkably well-preserved medieval town of Siena, home to a magnificent cathedral and the famous Palio horse race. Indulge your taste buds with a seasonal lunch and wine tastings at a family-run farm in the Chianti region, and wander the storybook streets of the UNESCO-listed village San Gimignano. Group size is limited to 14 for a more personalized experience.
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  • 10 hours
  • Free Cancellation
From
$162.95
From
$162.95

Pisa and Lucca Day Trip from Florence
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Pisa and Lucca Day Trip from Florence

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145
Explore the Italian gems of Pisa and Lucca on a day trip departing from Florence. Head to Pisa first, admiring the impressive square of Piazza dei Miracoli as your local guide discusses the historic buildings around you. See the Baptistery, the Duomo and the city’s most iconic attraction, the UNESCO-listed Leaning Tower of Pisa. Afterward, journey to Lucca for a walking tour of the Cathedral and Piazza dell 'Anfiteatro. Top off the day with a sweet slice of Lucca’s signature cake before traveling back to Florence.
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  • 9 hours
  • Free Cancellation
From
$53.29
From
$53.29

Typical Chianti Villages San Gimignano and Wine Roads by Minivan
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Typical Chianti Villages San Gimignano and Wine Roads by Minivan

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37
Spend a day in the Tuscan countryside with this day trip from Florence to San Gimignano and the Chianti area, including a wine tasting. Enjoy a stroll in the charming town of San Gimignano before trying wine at a local farmhouse. Then, explore Greve in Chianti and visit some local food shops.
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  • 6 hours 30 minutes
  • Free Cancellation
From
$137.33
Price varies by group size
From
$137.33
Price varies by group size

Private Chianti Tuscany Wine Tasting Tour from Florence
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Private Chianti Tuscany Wine Tasting Tour from Florence

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2
Explore the Tuscan countryside on this private day trip from Florence. With a wine expert as your personal guide, you’ll travel by minivan through the landscape of the Chianti region, with stops in Greve, Panzano, and Montefioralle. Learn the secrets behind the winemaking process as you go, and visit a winery for tastings plus lunch. You’ll have time to browse traditional artisan workshops, too. Please note: pricing is per group, limited to seven people.
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  • 7 hours
  • Free Cancellation
From
$307.46
Price varies by group size
From
$307.46
Price varies by group size

Small-Group Siena and San Gimignano with Dinner in a Boutique Winery

Small-Group Siena and San Gimignano with Dinner in a Boutique Winery

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83
Get a true taste for the Tuscan countryside with this day trip to Siena, San Gimignano and a Chianti winery for dinner. Departing from Florence, venture first to the city of Siena for a guided tour through the Piazza del Campo, the site of the renowned Palio horse races, as well as a surprise food tasting. Afterward, wander the hilltown of San Gimignano before heading to a Chianti winery for a delicious 3-course dinner, complemented by fine local wine. Your trip is reserved to 16 people to keep the experience intimate.
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  • 8 hours
  • Free Cancellation
From
$203.95
From
$203.95

Siena, San Gimignano and Pisa: Fully Escorted Tour from Florence with Lunch

Siena, San Gimignano and Pisa: Fully Escorted Tour from Florence with Lunch

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55
Visit three of Tuscany’s top destinations on this day trip from Florence that introduces you to the history and culture of this favorite Italian region. You’ll travel by bus to Siena, San Gimignano and Pisa, where you have free time to explore each city independently. Admire the vineyards of Chianti, the Piazza del Campo, the Learning Tower of Pisa, UNESCO World Heritage–listed attractions and more. Lunch is included at a winery in the Tuscan countryside.
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  • 12 hours
  • Free Cancellation
From
$69.69
From
$69.69

Pisa, Siena, San Gimignano, Chianti & Monteriggioni: Tuscany Day Trip by minivan

Pisa, Siena, San Gimignano, Chianti & Monteriggioni: Tuscany Day Trip by minivan

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41
Experience the architecture, landscape, and local flavors of Tuscany on a day trip departing from Florence. Led by a professional driver-guide, visit San Gimignano, Siena, Monteriggioni, Pisa, and Chianti’s famous wine region, soaking up each town with a walking tour. Admire the Leaning Tower of Pisa, the Siena Duomo, and relax with lunch and a Chianti wine tasting on this comprehensive exploration of Tuscany. This small-group tour is limited to eight people to ensure an intimate experience.
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  • 11 hours
  • Free Cancellation
From
$250.07
From
$250.07

Private Day-Trip to Siena and San Gimignano
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Private Day-Trip to Siena and San Gimignano

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3
Enjoy personalized attention as you explore Siena and San Gimignano on this 6-hour private day trip from Florence. Skip the hassle of renting a car, as this tour provides round-trip transportation to both locations. Hotel pickup and drop-off is included.
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  • 6 hours
  • Free Cancellation
From
$379.20
Price varies by group size
From
$379.20
Price varies by group size

Private Minivan Tour to Siena and San Gimignano from Florence
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Private Minivan Tour to Siena and San Gimignano from Florence

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5
Discover Siena, Monteriggioni, and San Gimignano on a day trip from Florence, and indulge in a Tuscan wine tasting, too. The day-long tour starts with a guided walk around Siena’s historical center with admission to Siena Cathedral, the city’s Gothic masterpiece. In the afternoon, you’ll visit Monteriggioni for photos, stop at a Tuscan estate for lunch and wine, then amble the streets of San Gimignano at your own pace.
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  • 8 hours
  • Free Cancellation
From
$230.59
Price varies by group size
From
$230.59
Price varies by group size

Private VIP Exclusive Tour to Siena and San Gimignano with Wine Tasting & Lunch

Private VIP Exclusive Tour to Siena and San Gimignano with Wine Tasting & Lunch

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12
Visit two of the most picturesque towns in Tuscany and taste authentic Chianti wine on this private day trip from Florence. Travel through a landscape of rolling hills, olive groves, and ancient villas on the way to Siena, known for its remarkable cathedral and the famous Palio horse race. After a delicious Tuscan lunch and wine tasting at a hand-picked estate, continue on to the medieval hilltop village of San Gimignano, where more than a dozen surviving towers stand sentinel over the beautiful countryside below.
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  • 8 hours
  • Free Cancellation
From
$394.57
From
$394.57

Small-Group Tuscany Grand Tour: Siena, San Gimignano, Chianti and Pisa

Small-Group Tuscany Grand Tour: Siena, San Gimignano, Chianti and Pisa

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38
Explore the highlights of Tuscany with this full-day tour of Siena, San Gimignano, Chianti, and Pisa from Florence. Walk through medieval streets in Siena and San Gimignano. Have lunch and wine at a Chianti winery. See the town where Leonardo was born and admire the famous Leaning Tower of Pisa.
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  • 12 hours
  • Free Cancellation
From
$244.94
From
$244.94

Lucca Round Trip Experience from Florence

Lucca Round Trip Experience from Florence

When visiting Florence, don’t miss the chance to visit one of Tuscany’s other most enchanting destinations with this private, half-day tour to Lucca. Travel in a Mercedes through the beautiful countryside to arrive at the Renaissance city, famous for its preserved medieval walls that encircle the old city center. Enjoy several hours of leisure time to spend as you please, whether you want to grab lunch at a local cafe, stroll along the promenade atop the walls or explore local attractions like Puccini’s former home and Piazza del Giglio. Price is per group, based on a maximum of three passengers per vehicle.
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  • 4 hours
  • Free Cancellation
From
$563.67
per group
From
$563.67
per group

Private Excursion to Pisa and the Leaning Tower from Florence
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Private Excursion to Pisa and the Leaning Tower from Florence

star-4.5
19
See the world-famous Leaning Tower on a 4-hour private tour of Pisa. Departing from Florence, take a scenic drive along the Arno Valley, traveling by private vehicle to Pisa. Explore the exterior of the Leaning Tower, pass the Baptistery and check out the Scuola Normale, Pisa’s renowned university, with your guide. Your tour can be customized to your interests and concludes with drop-off at your hotel in Florence.
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  • 4 hours 15 minutes
  • Free Cancellation
From
$306.43
Price varies by group size
From
$306.43
Price varies by group size