Discover the enchanting allure of Tuscany on this private full-day tour from Florence. Explore the historical gems of Siena, Monteriggioni, San Gimignano, and Pisa, while indulging in the region’s culinary delights and captivating landscapes. With a sumptuous Tuscan lunch and wine tastings, this exclusive experience promises an unforgettable journey through the heart of Italy’s most picturesque countryside. What secrets might these Tuscan jewels unveil?
Key Points

- This private full-day tour from Florence showcases the medieval charm and picturesque landscapes of Tuscany, including visits to Siena, Monteriggioni, San Gimignano, and Pisa.
- Highlights include exploring the historic Piazza del Campo in Siena, strolling the well-preserved walls of Monteriggioni, and photographing the iconic Leaning Tower of Pisa.
- The tour includes a Tuscan lunch and local wine tastings, immersing guests in the region’s culinary delights and renowned Chianti and Vernaccia wines.
- Free cancellation up to 24 hours in advance allows for flexibility and peace of mind.
- The 12-hour tour experience is priced at $569.06 per person, providing an opportunity to discover the Tuscan Jewels in-depth.
Tour Overview and Pricing

This private full-day tour from Florence offers an immersive exploration of the region’s captivating towns, UNESCO World Heritage sites, and picturesque Chianti countryside.
Priced from $569.06 per person, the 12-hour experience includes visiting charming Siena, Monteriggioni, San Gimignano, and Pisa. Guests can photograph the iconic Leaning Tower and enjoy a delightful Tuscan lunch with local wine tastings.
A private vehicle with pickup and drop-off in central Florence is provided, along with an English and Italian-speaking live guide. Guests can reserve now and pay later, with free cancellation up to 24 hours in advance for a full refund.
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Itinerary Highlights

Visitors embark on a captivating journey through the region’s charming towns and UNESCO World Heritage sites.
Explore the medieval splendor of Siena, admiring its stunning Piazza del Campo and Gothic cathedral.
Stroll through the well-preserved walled town of Monteriggioni, marveling at its tower-crowned ramparts.
In San Gimignano, gaze upon the iconic skyline of towering medieval skyscrapers.
Witness the world-famous Leaning Tower of Pisa, a marvel of engineering.
Throughout the day, guests enjoy the picturesque Chianti countryside, capturing the essence of Tuscany’s breathtaking landscapes.
Exploring Siena

The medieval city of Siena captivates visitors with its stunning Piazza del Campo, a striking example of Italian Gothic architecture. Here, the famous biannual Palio horse race takes place, drawing crowds who watch from the sloped, shell-shaped square.
Visitors can explore the city’s winding, cobblestone streets, discovering charming cafes, boutiques, and historic sites like the Siena Cathedral, a magnificent marble structure adorned with intricate carvings and statues.
The tour also ventures to the nearby town of Monteriggioni, whose imposing medieval walls and towers transport travelers back in time, offering a glimpse into Tuscany’s storied past.
Discovering Monteriggioni

After departing Siena, the tour ventures to the nearby town of Monteriggioni, whose imposing medieval walls and towers immediately captivate visitors.
Perched atop a hill, this well-preserved 13th-century fortress offers a glimpse into the region’s rich history. Guests explore the walkable ramparts, marveling at the panoramic views of the surrounding Tuscan countryside.
Perched atop a hill, the well-preserved 13th-century fortress offers stunning panoramic views of the Tuscan countryside.
Inside the walls, the quaint streets and piazzas showcase the town’s architectural gems, including the Romanesque parish church.
Wandering through Monteriggioni is like stepping back in time, providing a tranquil respite from the bustle of the modern world.
More Great Tours NearbyVisiting San Gimignano

Next, the tour ventures to the UNESCO World Heritage site of San Gimignano. This medieval town captivates visitors with its iconic skyline of towering stone structures.
Strolling along the quaint streets, you’ll be surrounded by the majestic 14th-century walls and towers that once protected the town’s wealthy families.
Explore the charming Piazza del Duomo, home to the grand Collegiate Church and its renowned frescoes. Climb the Torre Grossa for panoramic vistas over the Tuscan countryside.
Indulge in the town’s famous saffron-infused gelato and shop for artisanal crafts before continuing the journey.
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Photographing the Leaning Tower of Pisa
One of the highlights of this tour is the opportunity to photograph the iconic Leaning Tower of Pisa.
Visitors will be awestruck by the extraordinary architectural marvel, with its distinctive tilt that has captivated people for centuries. The experience of capturing the tower’s unique silhouette is truly remarkable.
Some key elements to look for when photographing the Leaning Tower include:
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The dramatic lean and tilt of the structure
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The intricate marble details and striped façade
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The stunning contrast against the clear Tuscan sky
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Unique perspectives and compositions, such as from the surrounding Piazza dei Miracoli
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The iconic pose of people "holding up" the tower for a classic photo.
Experiencing the Chianti Region

Beyond the iconic Leaning Tower of Pisa, the tour also immerses visitors in the picturesque Chianti region, renowned for its rolling hills, vineyards, and gastronomic delights.
Guests enjoy a guided tasting of Chianti and Vernaccia wines at a local winery, savoring the complex flavors and learning about the region’s winemaking traditions.
The highlight is a delightful Tuscan lunch featuring regional specialties like hearty stews, fresh pasta, and locally-sourced produce.
Immersed in the serene countryside, travelers can appreciate the beauty and authentic character of this world-famous wine-producing area.
Culinary Delights and Wine Tasting

The culinary delights and wine tasting experience is a highlight of the private full-day tour from Florence. Guests will enjoy a delightful Tuscan lunch featuring local Chianti specialties, accompanied by a guided tasting of Chianti and Vernaccia wines at a local winery.
The experience promises to delight the senses:
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Savory Tuscan dishes made with fresh, local ingredients
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Rich, full-bodied Chianti wines with notes of cherry and spice
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Crisp, minerally Vernaccia whites with citrus and almond flavors
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Knowledgeable guides providing insight into the region’s culinary traditions
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Picturesque winery setting amidst the rolling Chianti hills.
The Sum Up
Enjoy the captivating landscapes and rich history of Tuscany with this private full-day tour from Florence. Uncover the Tuscan Jewels, from the medieval splendor of Siena and Monteriggioni to the iconic Leaning Tower of Pisa. Savor a delectable Tuscan lunch and sample local wines, creating an unforgettable experience that showcases the very essence of this enchanting region.
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