The Best of Tuscany: Private Full Day Tour From Florence - San Gimignano: The Medieval Tower Town

The Best of Tuscany: Private Full Day Tour From Florence

Discover Tuscany in a private 9-hour tour from Florence, visiting Pisa, Siena, San Gimignano, and Chianti with expert guides and stunning views.

The Best of Tuscany: Private Full Day Tour from Florence offers an immersive experience of Italy’s most cherished regions, all in around 9 hours for $429.60 per person. This private tour is ideal for those who want a comprehensive yet relaxed exploration of Tuscany’s highlights, with pickup from Florence hotels, private transportation, and a knowledgeable driver-guide leading the way. The tour shines with visits to UNESCO World Heritage Sites like Pisa and Siena, alongside charming towns such as San Gimignano and scenic stops in the Chianti region. While the experience offers excellent value and flexibility, it’s designed for travelers comfortable with a full day of sightseeing and walking.

This tour is highly recommended by 93% of participants and has earned a top rating of 5.0 based on 45 reviews. It appeals especially to those who appreciate customized itineraries, stunning vistas, and local history. A notable feature is the optional visit to a top-rated winery, providing a chance to sample local wines and extra-virgin olive oil, which many find a delightful part of the experience.

Key Points

The Best of Tuscany: Private Full Day Tour From Florence - Key Points

  • Private, fully customizable 9-hour tour from Florence covering key Tuscan towns and sites
  • Visits to Pisa’s UNESCO-listed Piazza dei Miracoli and Siena’s historic cathedral and Piazza del Campo
  • Stops in San Gimignano, famous for its medieval towers and Vernaccia wine
  • Scenic drive through Chianti’s rolling hills, with optional wine tasting at a top-rated winery
  • Pickup and drop-off at Florence hotels, with group discounts available
  • Ideal for travelers seeking flexibility, expert guides, and stunning Tuscan scenery

Exploring the Tuscan Highlights with Ease

The Best of Tuscany: Private Full Day Tour From Florence - Exploring the Tuscan Highlights with Ease

The tour starts at 8:30 am, with hotel pickup in Florence, making logistics smooth from the start. The private vehicle ensures a comfortable journey between sites, avoiding the hassle of public transportation or group buses. The driver-guide offers insights into each location, answering questions and sharing local stories, making the experience both educational and enjoyable.

Visiting Pisa’s Piazza dei Miracoli

The first stop is Pisa, a city with a history linked to the Roman Empire’s river system. The focus is on the Square of Miracles, a UNESCO World Heritage Site featuring the Leaning Tower, which began leaning shortly after its 1173 construction. Visitors can admire the medieval Duomo, with its bronze doors and golden ceiling, and the baptistery with its octagonal font and large interior space. Entry into these structures is free, although some may choose to explore further with optional tickets.

San Gimignano: The Medieval Tower Town

The Best of Tuscany: Private Full Day Tour From Florence - San Gimignano: The Medieval Tower Town

After approximately 1 hour in Pisa, the tour heads to San Gimignano, often called the town of towers. Founded by the Etruscans in the 3rd century BC, it preserves 14 medieval towers that dominate the skyline. The narrow streets are perfect for a leisurely stroll, sightseeing, and discovering local Vernaccia wine. The town’s well-preserved architecture makes it a favorite for those who enjoy a picturesque setting and historic charm.

Monteriggioni: A Walled Hilltop Village

The Best of Tuscany: Private Full Day Tour From Florence - Monteriggioni: A Walled Hilltop Village

En route to Siena, a 30-minute stop at Monteriggioni allows visitors to explore a classic walled village built between 1213 and 1219 by the Sienese. Perched atop a hill, this small settlement offers a glimpse into medieval defensive architecture and provides a scenic overlook of the surrounding countryside. Many find this brief visit both picturesque and historically interesting.

Siena’s UNESCO-listed Historic Center

The Best of Tuscany: Private Full Day Tour From Florence - Siena’s UNESCO-listed Historic Center

The highlight in Siena is the Gothic Duomo, renowned for its intricate facade and marble interior, and the Torre del Mangia, which offers panoramic views of the city. The Piazza del Campo is famous for hosting the Palio horserace, an event with roots dating back to 1283. The shell-shaped square captures the imagination with its lively atmosphere and historical significance. The 1 hour 30 minutes stay allows ample time to explore these iconic sights.

Chianti Scenic Drive and Town Visits

The Best of Tuscany: Private Full Day Tour From Florence - Chianti Scenic Drive and Town Visits

On the way back to Florence, the tour takes a scenic drive through the Chianti region, characterized by rolling hills, vineyards, olive groves, and cypress trees. Visitors can stop at Panzano and Greve, two of the most beautiful towns in Chianti, enjoying the peaceful landscape. If time permits, the tour includes a stop at a top-rated winery for a wine tasting paired with local delicacies like extra-virgin olive oil, which many guests praise as a highlight.

Logistics and Flexibility

The Best of Tuscany: Private Full Day Tour From Florence - Logistics and Flexibility

The tour begins early at 8:30 am, with hotel pickup arranged for convenience. It lasts roughly 9 hours, with plenty of time at each stop to explore without feeling rushed. The private nature of the tour means no need to adhere strictly to a group schedule, offering flexibility for those who want to linger or skip certain sites. The group discounts make it a good value for families or small groups traveling together.

Expert Guides and Drivers Known for Personal Touch

The Best of Tuscany: Private Full Day Tour From Florence - Expert Guides and Drivers Known for Personal Touch

While the tour is led by an English-speaking driver-guide, it is important to note that guides do not conduct inside museums or churches unless an official guide is arranged separately. Guests often praise the guides, especially Massimo and Aldo, for their warmth, knowledge, and ability to customize the experience. Many reviews highlight the guides’ friendly demeanor and local insights, which add richness to the day.

Optional Wine Tasting and Additional Costs

Guests interested in Tuscan wines can opt to visit a top-rated winery, a popular addition that requires skipping one of the itinerary stops. The wine tasting includes sampling local wines and olive oils, offering a delicious break in the countryside. This optional experience is well-loved but involves additional expenses and planning.

Practical Considerations for Travelers

Participants should wear comfortable shoes since the stops involve walking on cobblestone streets and uneven terrain. The tour is suitable for most travelers, but those with mobility issues should consider the walking involved in Siena and San Gimignano. The pickup from Florence and private transportation make the day smooth, but travelers should be prepared for a full schedule.

Customer Feedback and Ratings

With an impressive 5.0-star rating based on 45 reviews, this tour consistently earns praise for knowledgeable guides, beautiful scenery, and value for money. Many reviewers mention the personalized attention and flexibility provided by guides like Massimo and Aldo. Common highlights include the lunch at a vineyard, stunning views, and well-paced stops. Only a few concerns relate to cost perception and some minor itinerary adjustments, but overall, satisfaction remains high.

Final Thoughts: Is This Tour Right for You?

This private tour offers a rundown of Tuscany’s most iconic sights in a single day, making it perfect for travelers who want to maximize their limited time. The customizable itinerary, expert guides, and scenic drives make it an enriching experience. However, since it involves a full day of sightseeing and walking, it’s best suited for those comfortable with a busy schedule.

If you value flexibility, local insights, and visiting major highlights without the hassle of planning, this tour delivers excellent value. The optional wine tasting adds a special touch for those interested in Tuscan flavors. This experience is a reliable choice for first-time visitors and those eager to see Tuscany’s best in one seamless day.

Ready to Book?

The Best of Tuscany: Private Full Day Tour From Florence



5.0

(45)

89% 5-star

“We truly enjoyed our day touring Tuscany, especially our guide, Alessandro who was the absolute best! He was very kind, had a great itinerary, answ…”

— Greg A, Mar 2025

Frequently Asked Questions

Can I customize the itinerary?
Yes, the tour is private and offers some flexibility, especially if you choose to include the optional winery visit. Guides are known for their accommodating approach.

What is included in the price?
The price includes fuel surcharge, hotel pickup and drop-off, and a driver-guide. Museum entries and meals are not included but can be arranged separately.

Is there an option for wine tasting?
Yes, guests can add a visit to a top-rated winery for wine tasting and sampling of local products. It requires skipping one stop from the standard itinerary and involves additional costs.

What should I wear?
Comfortable shoes are recommended, as there’s walking involved at several stops. Casual, weather-appropriate clothing is suitable, especially if visiting outdoor sites.

How long in advance should I book?
Most bookings are made about 60 days in advance due to high demand, especially for the private experience and optional winery visits.

Is this tour suitable for children or seniors?
Yes, most travelers can participate, but those with mobility issues should consider the walking involved and the full schedule.

This well-rounded day tour from Florence combines cultural highlights, scenic drives, and local flavors in an accessible package for those eager to explore Tuscany with ease.