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Discover Chianti, Siena, and San Gimignano with a private minivan tour from Florence, including scenic views, historic sites, and optional wine tastings for up to 6 guests.
A private tour of Chianti, Siena, and San Gimignano offers an intimate and flexible way to explore Tuscany’s most iconic spots. Priced at $719.87 per group for up to 6 people, this 8 to 9-hour experience combines stunning scenery, historic architecture, and the chance to sample local wines. The tour features air-conditioned transportation, bottled water, and stops at renowned locations, making it a popular choice for travelers seeking personalized attention and comfort.
The tour begins in Florence with a scenic stop at Piazzale Michelangelo for panoramic views of the city. Throughout the day, visitors have the opportunity to explore Siena’s old town and Piazza del Campo, visit a local winery in Chianti for wine tasting (optional, at €30 per person), and stroll through the medieval streets of San Gimignano, a UNESCO World Heritage site. The experience concludes with a picturesque drive along the Strada 222 wine route.
While many reviews highlight the expertise and friendliness of guides like Francesco and Gino, the tour’s flexibility and scenic focus stand out. The optional lunch and wine tasting at Farm Sant’Appiano costs €60 per person and offers a cellar tour and tasting of six wines, adding a flavorful touch to the day. The private vehicle ensures a smooth journey, with most travelers appreciating the comfort and personalized service.
This tour is ideal for those who want a tailored, relaxed exploration of Tuscany’s landscape and towns without the crowds of larger group excursions. It suits travelers interested in scenic vistas, historic sites, and local wines, though those seeking a fully guided city tour or extensive wine tasting might prefer other options.


The tour kicks off at Piazzale Michelangelo, which offers some of the best views of Florence. Visitors can snap photos of the city’s skyline, with iconic landmarks like the Duomo and Palazzo Vecchio in the backdrop. This stop takes about 15 minutes and is entirely free, making it a great way to set the scene for the day ahead.
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The highlight of the first major stop is Piazza del Campo, Siena’s heart. The medieval square is famous for its shell shape and the Palazzo Pubblico. Visitors have two hours to wander, take photos, and soak in the lively atmosphere. This free stop allows ample time to explore the narrow streets, churches, and local shops.

The third stop offers the chance to visit a cellar at Farm Sant’Appiano. Here, guests can witness the wine production process firsthand. For €60 per person, there is a lunch paired with a tasting of six wines, providing a deeper appreciation of local vintages. Alternatively, wine tasting alone costs €30. This stop lasts about two hours, and while the lunch is optional, the wine tasting delivers a memorable taste of Chianti’s best.

San Gimignano enchants visitors with its medieval towers and 13th-century walls. The Piazza della Cisterna is the central point, flanked by medieval houses and the Torre Grossa, which visitors can see from afar. The Cathedral of San Gimignano contains frescoes by Ghirlandaio, adding an artistic touch. Guests have around two hours to walk the hilly streets, visit shops, or climb the towers for panoramic views.

The return journey takes travelers along the Strada 222, often called the Chianti wine route. This breathtaking drive offers views of rolling hills, vineyards, and olive groves. The route has earned praise for its beautiful scenery, making it a fitting end to a day of exploration.

The private minivan is air-conditioned and equipped with bottled water, ensuring a comfortable ride. The guides, such as Francesco and Gino, are repeatedly praised for their knowledge, friendly demeanor, and willingness to customize the experience. Many reviews note how guides go above and beyond, such as greeting guests with umbrellas in rainy weather or adjusting stops based on interests.

The tour starts promptly at 9:00 am and lasts around 8 to 9 hours, making it suitable for most travelers with moderate mobility. The two-hour stops in Siena and San Gimignano allow for leisurely exploration but may require some short walks on uneven terrain. The vehicle provides ample space and comfort for all guests.

The $719.87 fee covers private transportation, air conditioning, and bottled water. The lunch and wine tasting are additional costs—€70 per person in total, with €30 for the wine tasting. Note that alcoholic beverages are not included in the base price. This setup offers flexibility for guests to choose their preferred options.
Many reviews highlight Gino and Francesco for their warmth, flexibility, and expertise. Guests appreciate how guides tailor the trip and share insightful stories about Tuscany’s history and traditions. The scenic views, quality of the wine tasting, and personalized service are among the most praised aspects, making this tour popular among those seeking a relaxed, customized day.
While the tour offers many positive features, some reviews mention missed expectations—such as no guided city tour in Siena or short stops. The cost of lunch and wine tasting is extra, and guests should budget accordingly. Plus, walking in hilly towns like Siena and San Gimignano requires moderate mobility.
This private minivan tour provides a personalized way to experience Tuscany’s landscape, towns, and wine without the crowds. The flexible guides, scenic routes, and carefully chosen stops make it a strong option for small groups or families wanting a relaxed but rundown of the region.
While not a fully guided city tour, it excels in offering breathtaking views and authentic experiences like wine tastings and medieval walks. The scenic drive along the wine route is a highlight, and the personalized service consistently earns praise.
This tour suits those who value comfort, flexibility, and the opportunity to explore Tuscan towns at their own pace. It’s especially recommended for wine enthusiasts, history lovers, and travelers seeking an intimate, scenic day away from Florence.
“Great Service. Our guide Francesco was so helpful and flexible. Our family of six had a fantastic time. Thanks again Francesco!”
What is included in the tour price?
The private transportation, air-conditioned vehicle, and bottled water are included. The lunch and wine tasting are optional and cost €70 per person.
Can I customize the stops?
Yes, many guides, including Gino and Francesco, are praised for their flexibility and willingness to tailor the experience to your interests.
How long are the stops?
Typically, two hours in Siena, two hours at Farm Sant’Appiano (including optional lunch), and around two hours in San Gimignano.
Is this tour suitable for people with mobility issues?
Moderate walking is involved, especially in Siena and San Gimignano, which are hilly towns. The vehicle provides ample space and comfort.
What are the main highlights?
Expect scenic views, historic sites in Siena and San Gimignano, and wine tasting at a local Chianti winery.
What time does the tour start?
The tour departs at 9:00 am and lasts 8 to 9 hours.
Is the tour private or part of a group?
This is an entirely private tour, with only your group participating.
How do I book this tour?
Bookings should be made in advance, typically around 57 days prior, to secure availability with the private guides.
What if I need to cancel?
You can cancel for free up to 24 hours before the start time for a full refund.
Who is the provider of this tour?
The experience is offered by LIMOUSINE TOUR IN CHIANTI. Contact details include +393469465381 and [email protected].
This private tour of Chianti, Siena, and San Gimignano stands out for its personalized service, scenic routes, and flexible stops, making it an excellent choice for small groups seeking an authentic Tuscan day.