Private Tuscany Tour to Pisa, Siena, San Gimignano and Lunch

Overcome the ordinary and embark on a private Tuscany tour to uncover the captivating cities, rich history, and exceptional culinary delights that make this region one of the world's most alluring destinations.

Venture into the heart of Tuscany and discover its captivating cities, rich history, and exceptional culinary delights. This private tour promises an unforgettable experience, taking you on a journey through the enchanting streets of Siena, the rolling hills of Chianti, and the iconic Leaning Tower of Pisa. Get ready to learn about the timeless charm that makes Tuscany one of the world’s most alluring destinations. What secrets and surprises await as you explore this enchanting region?

Key Points

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

  • A full-day private Tuscany tour that visits historic destinations like Siena, San Gimignano, and Pisa, including a guided tour and free time in each location.
  • A lunch and wine tasting experience at a family-owned vineyard in the Chianti Hills, featuring homemade Tuscan dishes and local wines.
  • Opportunities to explore the Gothic architecture and vibrant culture of Siena, including the Duomo and Piazza del Campo.
  • The iconic Leaning Tower of Pisa, with the option to climb the 294 steps for panoramic views of the city.
  • Transportation in a luxurious air-conditioned van with a knowledgeable local guide throughout the tour.
You can check availability for your dates here:

Tour Highlights

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

Though the Private Tuscany Tour encompasses several historic destinations, its highlights undoubtedly shine brightest in the charming medieval towns of Siena, San Gimignano, and Pisa.

In Siena, visitors explore the stunning Gothic Cathedral and wander the quaint streets, stopping to shop for local crafts. The scenic Chianti Hills backdrop the family-owned vineyard where guests savor a delicious Tuscan lunch paired with regional wines.

Siena’s Gothic Cathedral and charming streets lead to a family vineyard in the scenic Chianti Hills for a delightful Tuscan lunch.

Next, the iconic Leaning Tower of Pisa takes center stage, providing the quintessential photo opportunity.

Between stops, travelers relax in a luxurious air-conditioned van, guided by a knowledgeable local who shares insights about the region’s heritage.

Itinerary Overview

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

The Private Tuscany Tour offers travelers a comprehensive exploration of the region’s most captivating destinations.

The full-day excursion begins with a picturesque drive from Florence to historic Siena, where guests enjoy a guided tour, photo stops, free time for shopping, and the opportunity to admire the city’s remarkable medieval architecture.

Next, the journey continues to the Chianti Hills, where a family-run vineyard hosts a delectable lunch and wine tasting.

Afterward, the group visits the iconic hilltop town of San Gimignano, renowned for its striking skyline of medieval towers.

The tour culminates with a stop in Pisa to witness the famous Leaning Tower.

Siena Guided Tour

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

After departing Florence, the Private Tuscany Tour first takes visitors to the historic city of Siena.

Guided through the city’s twisting medieval lanes, guests admire the magnificent Duomo and Piazza del Campo – Siena’s iconic shell-shaped square.

The tour explores the city’s rich heritage, from the vibrant contrade (city wards) to the celebrated Palio horse race.

Visitors enjoy ample free time to wander, shop, and soak up the charming atmosphere.

Ample free time to wander, shop, and soak up the charming atmosphere of Siena.

Whether marveling at the stunning architecture or people-watching from a café, Siena delivers an authentic taste of Tuscan culture and history.

Chianti Hills Lunch and Wine Tasting

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

From the historic streets of Siena, the tour heads into the picturesque Chianti Hills.

At a family-run vineyard, guests enjoy a 1.5-hour lunch and wine tasting experience.

The menu features homemade Tuscan delights:

  • Handcrafted pasta

  • Fresh salads

  • Cured meats

  • Regional cheeses

  • Biscotti

Sipping Chianti, Vernaccia, and Vin Santo, visitors take in the scenic views from the farmhouse terrace.

This culinary experience provides an authentic taste of the Tuscan countryside, complete with exceptional wines and breathtaking vistas.

More Great Tours Nearby

Exploring San Gimignano

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

Leaving the scenic Chianti Hills behind, the tour heads to the enchanting medieval town of San Gimignano. Visitors are captivated by its striking skyline, dominated by 14 well-preserved medieval towers. During the free time, they can explore the charming alleyways, admire the Romanesque and Gothic architecture, and indulge in local specialties like the famous gelato. San Gimignano offers a truly authentic Tuscan experience.

| Must-See Sights | Unique Features | Shopping Highlights | Free Time Activities |

|—————–|—————–|——————-|——————-|

| Piazza del Duomo | Historic towers | Artisanal shops | Climb the towers |

| Collegiate Church | Narrow streets | Leather goods | Explore the piazza |

| Medieval walls | Hilltop setting | Food specialties | Visit local cafés |

| Fountain of Founts| Panoramic views | Ceramics | Enjoy the scenery |

Visiting the Leaning Tower of Pisa

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

As the private tour makes its way from the charming town of San Gimignano, the group eagerly anticipates their next stop – the iconic Leaning Tower of Pisa.

Arriving at the historic Piazza dei Miracoli, the travelers are awestruck by the architectural marvel before them. The Leaning Tower’s distinctive tilt elicits gasps and eager photo opportunities.

The tour guide provides insightful commentary, highlighting:

  • The tower’s construction over 177 years, from 1173 to 1372

  • The ongoing battle against gravity, with efforts to stabilize the structure

  • The breathtaking views from the top, offering panoramic vistas of Pisa

  • The chance to climb the 294 steps to the summit, for a once-in-a-lifetime experience

Tuscan Culinary Experience

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

After exploring the historic sites of Siena and San Gimignano, the tour participants eagerly anticipate the next highlight – the opportunity to indulge in a quintessential Tuscan culinary experience.

At a family-run Chianti vineyard, they savor a delectable homemade lunch featuring regional specialties like handmade pasta, fresh salads, cured meats, and local cheeses.

The wine tasting showcases the renowned Chianti, Vernaccia, and Vin Santo varietals, complementing the scenic views from the farmhouse terrace.

This immersive culinary journey allows the travelers to fully enjoy the flavors and traditions that define the Tuscan gastronomic experience.

Transportation and Guides

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

The tour’s seamless transportation and expert guidance are integral to the overall experience. Guests are chauffeured in a luxury air-conditioned van, allowing them to sit back and soak in the stunning Tuscan landscapes in comfort.

Guests are chauffeured in a luxury air-conditioned van, allowing them to sit back and soak in the stunning Tuscan landscapes in comfort.

The live, English-speaking tour guide provides captivating insights and historical context throughout the journey. Additional conveniences include:

  • Skip-the-line tickets for the Leaning Tower of Pisa

  • Audio guides for self-paced exploration

  • Flexibility to customize the itinerary based on personal interests

  • Knowledgeable drivers skilled in navigating the winding roads of Tuscany

This comprehensive service ensures a hassle-free and enriching adventure.

The Sum Up

private-tuscany-tour-to-pisa-siena-san-gimignano-and-lunch

This private Tuscany tour offers an unforgettable cultural and culinary experience. From the historic streets of Siena to the picturesque Chianti Hills, travelers will enjoy the beauty and flavors of this enchanting region. The day concludes with the iconic Leaning Tower of Pisa, leaving a lasting impression of Tuscany’s timeless charm. It’s an adventure not to be missed.

You can check availability for your dates here: