PRIVATE Full-Day Siena and Chianti Classico Wine Experience.

Explore Tuscany’s Historic Cities and Picturesque Villages in Comfort

The PRIVATE Full-Day Siena and Chianti Classico Wine Experience offers a comprehensive look at Tuscany’s most charming towns and scenic landscapes. Priced at $377.35 per person, this 8 to 9-hour tour is perfect for those who want a personalized experience with pickup included and unlimited WiFi onboard. With a perfect 5.0 rating from 17 reviews, this tour is highly recommended and booked well in advance—typically 160 days ahead. It’s tailored for travelers seeking a mix of historic sights, scenic drives, and local food and wine.

The tour’s strength lies in its private guide who manages all logistics, allowing visitors to relax and enjoy a carefully curated itinerary. While the price might seem high, the value comes from the personalized attention, comfortable transportation in a Mercedes mini-van, and the opportunity to explore both the cultural highlights of Siena and the beauty of Chianti’s vineyards and villages.

This tour suits those who desire an immersive day in Tuscany without the hassle of planning, especially wine lovers, history enthusiasts, and small groups looking for a more intimate experience. An optional lunch at a Tuscan farm adds a fantastic culinary touch, though it is an additional cost.

Key Points

• Private guided tour with pickup and drop-off in Florence
• Visit Siena’s Piazza del Campo and Siena Cathedral
• Scenic drive along Chiantigiana road with stops at medieval villages
• Explore Castellina in Chianti and Panzano, with charming streets and panoramic views
• Optional lunch at a Tuscan farm with wine and food tastings
• Tour duration of 8-9 hours, best booked 160 days in advance

From Florence to Siena’s Historic Heart

This tour begins with a convenient pickup in Florence in the air-conditioned comfort of a Mercedes mini-van. The private guide takes care of transportation and navigation, giving travelers a stress-free day. The start is typically around 9:00 am, allowing plenty of time to explore Siena’s main sights.

The first stop is Siena, one of Tuscany’s most visited cities, famed for its medieval architecture and vibrant atmosphere. Visitors walk through its narrow streets to reach Piazza del Campo, notable for its seashell shape and as the site of the Palio di Siena horse race. At the Siena Cathedral, travelers admire Gothic architecture and impressive art, gaining insight into the city’s religious heritage. This segment lasts about 3 hours, with free admission to the cathedral and piazza.

Discover Siena’s Architectural Icons and Local Charm

The Cathedral of Santa Maria Assunta is a highlight, celebrated for its spectacular Italian Gothic style. The piazza offers a lively setting for wandering and sampling local foods, with many shops lining the streets. Visitors are encouraged to enjoy the vibrant atmosphere and perhaps pick up some local gifts or specialties.

Scenic Drive Along the Chianti’s Iconic Road

After exploring Siena, the tour moves onto Strada in Chianti, also known as Chiantigiana, a famous scenic route that runs from Florence to Siena. The drive provides stunning views of vineyards, rolling hills, medieval castles, and small villages. The first stop along this route is Castle Fonterutoli, where visitors enjoy observing a medieval village surrounded by vineyards and green hills.

This 1-hour drive showcases the beauty of the Chianti region, setting the stage for visits to charming towns and historical sites.

Exploring Castellina in Chianti’s Medieval Charm

Next, the itinerary includes Castellina in Chianti, a hidden treasure of Tuscany. This historic village features narrow stone streets and a medieval town center that blends Medieval and Renaissance influences. Walking through Castellina, travelers appreciate the well-preserved architecture and the atmosphere of an authentic Tuscan village.

The 1-hour visit offers time to explore local shops and enjoy panoramic views of the surrounding vineyards. The town’s history reflects both Medieval and Renaissance styles, making it a fascinating stop for those interested in Tuscany’s architectural evolution.

Tasting Wines and Organic Specialties at Casa Emma

An optional highlight is the lunch at Casa Emma, an organic farm and winery. Here, visitors can tour the cellar and see Super Tuscans and Chianti Classico wines, including craft wines. The owner’s cellar is also home to old vinegar, adding to the tasting experience.

The lunch features local organic specialties, including Lasagna, crostini, meats, cheeses, legumes, and seasonal vegetables. This two-hour experience combines culinary delight with panoramic views of the Tuscan landscape. Note that this lunch is an optional upgrade and involves an additional cost.

Discover Panzano in Chianti’s Medieval Atmosphere

Next, the tour stops in Panzano, a town with 11th-century fortifications. Visitors walk through its medieval center, framed by fortified walls that evoke the Middle Ages. The town offers stunning views of the southern Chianti valley, dotted with Sangiovese vineyards. The hour-long stop is perfect for photos and soaking in the historic ambiance.

Experience the Heart of Chianti in Greve

The final stop is Greve in Chianti, considered the center of the Chianti Classico region. This picturesque town is famous for local artisans and the Falorni butcher shop, where visitors can taste tuscan cold cuts and cheeses. The town’s lively piazza and artisan shops make for a lively end to the day.

The 1-hour visit offers time to stroll, sample local delicacies, and enjoy the vibrant town atmosphere.

Value of the Tour’s Inclusions and Additional Options

The tour includes hotel pickup and drop-off within Florence, private transportation, unlimited mineral water, and tasting of cold cuts and cheeses from Falorni. The on-board WiFi adds convenience for sharing photos or staying connected.

While the wine tastings and farm lunch are not included in the base price, they are available as additional options at local prices—about $50-$60 per person for the farm lunch and $30-$40 for wine tastings. These extras allow flexibility depending on your interests and budget.

Booking and Practical Considerations

This private tour is ideal for small groups or families seeking a personalized experience. It’s recommended to book about 160 days in advance to secure availability. The tour starts at 9:00 am, and rain is no obstacle—umbrellas are provided. Minors under 18 are not allowed to drink alcohol during wine tastings.

The tour provider, UNIQUETUSCANY private tours, offers a full refund if canceled at least 24 hours in advance, making it a flexible choice for planning.

Who Will Appreciate This Full-Day Experience

This tour appeals most to history and wine enthusiasts who appreciate personal attention and scenic drives. The combination of cultural sights and visits to small villages makes it ideal for those who enjoy a relaxed pace and authentic Tuscan flavors.

The optional farm lunch enhances the experience for foodies, while the private transportation adds comfort and convenience. Travelers seeking a comprehensive day in Tuscany with timed stops, guided insights, and picturesque views will find this tour a valuable and memorable choice.

Frequently Asked Questions

Is this tour suitable for children?
Yes, children are welcome, but minors under 18 cannot participate in wine tastings.

Can I customize the lunch or wine tasting options?
Yes, during the booking process, you can request vegetarian, gluten-free, or allergy-friendly meals, and the lunch and wine tastings are available at additional costs.

What should I bring for the tour?
Bring comfortable shoes for walking, sun protection if sunny, and a camera to capture the scenic views and historic sites.

Is the tour suitable if it rains?
Yes, umbrellas are provided by the driver, and the tour continues rain or shine.

How far in advance should I book?
It’s best to reserve about 160 days ahead to secure dates and preferred options.

This PRIVATE Full-Day Siena and Chianti Classico Wine Experience delivers a well-rounded taste of Tuscany’s culture, scenery, and wine, all with the ease of a private guide and comfortable transportation.