Enjoy the captivating essence of Tuscany on this private tour from Florence. Witness the iconic Leaning Tower of Pisa, explore the historic charm of Siena, and uncover the medieval allure of San Gimignano. With the option to indulge in a wine tasting amidst the picturesque Chianti vineyards, this tailored adventure promises an unforgettable experience. Sit back, relax, and let a knowledgeable guide whisk you away on a journey through the region’s most enchanting destinations.

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Key Points

A private tour from Florence covering Tuscany’s highlights, including Pisa’s Leaning Tower, historic Siena, and medieval San Gimignano, priced from $1,272.03 per person.
The tour is led by a 5-star licensed guide, providing an immersive experience with the option to include a wine tasting in Chianti vineyards.
Visitors can capture classic "holding up the tower" photos at the Leaning Tower of Pisa, a UNESCO World Heritage Site.
Siena features the famous shell-shaped Piazza del Campo, the Grand Siena Cathedral, and the Palazzo Pubblico with panoramic city views.
San Gimignano, a UNESCO World Heritage site, is known for its skyline of 14 preserved medieval towers, offering panoramic vistas and local artisan shops.

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Tour Overview and Pricing

This private tour from Florence offers a comprehensive exploration of Tuscany’s highlights, including the iconic Leaning Tower of Pisa, the historic city of Siena, and the charming medieval town of San Gimignano.

Priced from $1,272.03 per person, the 11-12 hour tour provides the convenience of private transportation and the expertise of a 5-Star Licensed Guide.

Guests can choose to add a wine tasting in the Chianti region for the 12-hour option.

With free cancellation up to 24 hours in advance and a "Reserve Now, Pay Later" option, this tour offers flexibility and value for those seeking to discover the best of Tuscany.

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Explore Tuscany’s Highlights

As travelers embark on this private tour from Florence, they’re immersed in the captivating landscapes and rich cultural heritage of Tuscany.

Led by a 5-star licensed guide, the tour showcases the region’s iconic highlights. In Pisa, visitors marvel at the world-famous Leaning Tower and the stunning Pisa Cathedral.

The historic city of Siena enchants with its Piazza del Campo, Palazzo Pubblico, and the towering Torre del Mangia.

The charming medieval town of San Gimignano, known for its skyline of medieval towers, offers a glimpse into Tuscany’s storied past.

The optional wine tasting in Chianti vineyards completes this unforgettable journey through Tuscany’s treasures.

Visit the Leaning Tower of Pisa

The Leaning Tower of Pisa, one of the most iconic landmarks in Italy, stands tall amidst the stunning Pisa Cathedral. This architectural marvel has captured the hearts of visitors for centuries with its gravity-defying tilt. As you approach the tower, you’ll be amazed by its sheer scale and intricately carved marble facade. Take your time exploring the tower’s interior, climbing the 297 steps to the top for panoramic views of the historic city. Don’t forget to snap the classic "holding up the tower" photo – a must-do for any Pisa adventure!

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Discover the Historic City of Siena

After exploring the iconic Leaning Tower of Pisa, the tour continues to the historic city of Siena.

This medieval gem boasts remarkable architecture, vibrant culture, and a rich history. Visitors will discover the famous Piazza del Campo, an impressive shell-shaped square where the thrilling Palio horse race takes place.

Nearby, the grand Siena Cathedral impresses with its ornate Gothic facade and intricate marble floors. The Palazzo Pubblico and its towering Torre del Mangia provide stunning panoramic views over the city’s terracotta rooftops.

Exploring Siena’s charming alleyways and squares is a delightful experience, capturing the essence of Tuscany.

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Explore the Medieval Town of San Gimignano

What awaits visitors next on this enchanting Tuscan tour is the medieval town of San Gimignano.

This UNESCO World Heritage site is renowned for its iconic skyline of 14 preserved medieval towers that have earned it the nickname "the Manhattan of the Middle Ages".

Visitors can wander the charming narrow streets, admire the stunning architecture, and enjoy the stunning views from the top of the Torre Grossa, the tallest of the towers.

Key highlights include:

Explore the Piazza del Duomo and Duomo di San Gimignano.
Climb to the top of the Torre Grossa for panoramic vistas.
Discover the local artisan shops and sample world-famous Vernaccia di San Gimignano wine.

There's plenty more to explore in Florence

Optional Wine Tasting in Chianti Vineyards

For those seeking a truly authentic Tuscan experience, the optional wine tasting in Chianti vineyards is a highlight not to be missed.

Nestled amidst rolling hills and picturesque landscapes, the Chianti region is renowned for its exceptional wines. Guests can savor the rich, full-bodied flavors of Chianti Classico and learn about the winemaking process from local experts.

The chance to sample these world-class vintages paired with local delicacies makes for an unforgettable sensory experience.

Sampling world-class Tuscan vintages paired with local delicacies creates an unforgettable sensory experience.

Whether a wine connoisseur or simply seeking to take in Tuscan culture, this optional activity is a must-do on the tour.

Comfortable and Convenient Transportation

Providing comfortable and convenient transportation is a top priority for this private tour of Tuscany. Guests are treated to private car transfers, with pickup and drop-off at their accommodation in Florence.

Depending on group size, travelers will ride in either a standard sedan for 1-4 people or a larger van/minibus for groups of 5 or more. This ensures:

A seamless, stress-free experience as you’re chauffeured between Pisa, Siena, San Gimignano, and the optional Chianti vineyards.
Ample space and legroom to relax and enjoy the scenic countryside views.
The ability to fully focus on the tour’s highlights without worrying about navigation or parking.

Knowledgeable and Multilingual Guidance

To ensure a truly enriching and informative experience, this private tour is led by a 5-Star Licensed Guide who’s fluent in a variety of languages, including English, French, Italian, Spanish, Russian, and Polish.

Knowledgeable and passionate, the guide brings the history and culture of Tuscany to life, sharing captivating stories and insider insights.

Whether your group is 1 or 14 people, the guide tailors the experience to your interests, ensuring an engaging and personalized journey.

With their expertise, you’ll gain a deeper appreciation for the iconic landmarks and hidden gems you encounter along the way.

The Sum Up

Discover the enchanting trio of Pisa, Siena, and Chianti on this private tour from Florence. Witness the iconic Leaning Tower, explore the historic streets of Siena, and learn about the medieval charm of San Gimignano. Cap off the day with an optional wine tasting in the picturesque Chianti vineyards, all while enjoying the expertise of a knowledgeable guide. It’s the perfect way to experience the best of Tuscany’s highlights.