This Tuscany tour offers a captivating exploration of the region’s timeless allure. From the iconic architecture of Siena to the charming medieval streets of San Gimignano, travelers can enjoy the area’s rich history and culture. But the real highlight? Indulging in a traditional Tuscan lunch paired with the region’s renowned Chianti wines at a boutique winery. It’s an experience that promises to delight the senses and leave a lasting impression. What else can this tour reveal about the wonders of Tuscany?

Contents show

Key Points

Comprehensive 9-hour tour of Tuscany’s picturesque landscapes, including visits to historic Siena, the medieval town of San Gimignano, and a boutique winery in the Chianti region.
Explore the iconic Siena Duomo, the lively Piazza del Campo, and immerse in local traditions and history with insights from a knowledgeable guide.
Enjoy a traditional Tuscan lunch and guided wine tasting at a boutique winery, showcasing renowned Chianti wines and the region’s winemaking process.
Discover the enchanting medieval town of San Gimignano, a UNESCO World Heritage site, and indulge in award-winning gelato, a local specialty.
Convenient transportation in a comfortable Mercedes van, with all entry fees and access to attractions included, offering exceptional value for a memorable Tuscan experience.

You can check availability for your dates here:

Tour Overview

The "Wonderful Tuscany: Siena, San Gimignano & Chianti Wine Tour" is a 9-hour excursion that whisks visitors through the picturesque landscapes of Tuscany.

A 9-hour excursion that whisks visitors through the picturesque landscapes of Tuscany.

Priced from $489.63 per group (up to 2 participants), the tour includes pickup from central locations in Florence, Siena, and Chianti.

Guided by knowledgeable drivers, the multilingual tour explores Siena, the Chianti wine region, and the medieval town of San Gimignano.

Highlights include climbing the Siena Duomo, enjoying a traditional Tuscan lunch and wine tasting, and taking in panoramic views from the Michelangelo square.

With a 5/5 rating based on customer reviews, this tour offers an excellent value for a memorable Tuscan experience.

Ready for another glass? Here are more wine experiences we've reviewed in Florence

Siena Exploration

Departing from the tour’s starting point, visitors first explore the historic city of Siena. The charming medieval town captivates with its well-preserved architecture and rich cultural heritage.

Highlights include:

Climbing the iconic Siena Duomo, a stunning Gothic cathedral with intricate marble façades and a panoramic view from the top.
Wandering through the lively Piazza del Campo, the city’s main square and site of the famous Palio horse race.
Taking in the local traditions and history, as the guide shares fascinating insights about Siena’s past and present.

The Siena exploration sets the stage for the upcoming Chianti wine tasting and scenic visit to San Gimignano.

Tuscan Lunch and Wine Tasting

After exploring the historic city of Siena, the tour takes guests to a boutique winery in the heart of the Chianti region for a traditional Tuscan lunch and wine tasting experience.

The winery offers a picturesque setting, where visitors can savor a delicious lunch made with locally-sourced ingredients. The meal is complemented by a guided wine tasting, showcasing the renowned Chianti wines.

Guests learn about the winemaking process and have the opportunity to sample award-winning vintages. This lunch and wine tasting provide an authentic taste of Tuscan cuisine and culture, immersing visitors in the region’s rich gastronomic heritage.

San Gimignano Adventure

Upon leaving the winery, the tour continues to the enchanting medieval town of San Gimignano.

This UNESCO World Heritage site is renowned for its impressive skyline of towering stone structures, which once served as defensive towers for wealthy families.

Visitors can:

Climb the Great Medieval Tower for panoramic views of the town and surrounding countryside.
Indulge in award-winning gelato, a specialty of San Gimignano.
Wander the charming narrow streets and medieval piazzas, soaking in the historic ambiance.

The tour culminates with a stop at Michelangelo Square, offering scenic vistas over the Tuscan landscape.

More Great Tours Nearby

Panoramic Views of Florence

The tour culminates with a stop at Michelangelo Square, offering visitors breathtaking panoramic views of Florence and the surrounding Tuscan countryside.

From this vantage point, travelers can marvel at the city’s iconic landmarks, including the magnificent Duomo, the imposing Palazzo Vecchio, and the serene Arno River.

The square’s terraced gardens provide ample space for guests to linger, soak in the stunning vistas, and capture the perfect photograph.

The terraced gardens of Michelangelo Square offer visitors ample space to linger, soak in the stunning vistas, and capture the perfect photograph.

This panoramic stop marks a fitting end to a day spent exploring the rich history and natural beauty of the Tuscan region.

There's plenty more to explore in Florence

Transportation and Inclusions

A comfortable Mercedes van transports tour participants throughout the day, ensuring a smooth and convenient journey.

The tour includes:

A traditional Tuscan lunch and wine, olive oil, and balsamic vinegar tastings at a boutique winery in the Chianti region
Knowledgeable driver-guide services for the entire trip, providing valuable insights and historical context
All entry fees and access to attractions, allowing for a seamless and immersive experience

With these thoughtful inclusions, the tour offers an exceptional value and a truly memorable exploration of Tuscany’s renowned wine country and medieval towns.

Customer Testimonials

Glowing customer reviews attest to the exceptional value and memorable experience offered by this Tuscany wine tour.

One reviewer raved about the entertaining and knowledgeable guide, who brought the history and culture to life.

The entertaining and knowledgeable guide brought the history and culture of the Tuscany wine tour to life, according to one reviewer.

Another praised the tour as an "excellent value for money," with a delightful Tuscan lunch and tastings at a boutique winery.

Guests were captivated by the scenic beauty of Siena and San Gimignano, and appreciated the panoramic views at the end.

Booking Details

Customers can reserve their spot on this Tuscany wine tour without any upfront payment through the Reserve Now & Pay Later option.

This allows travelers to secure their tour and confirm details such as:

Starting times
Number of participants
Pickup location preferences from centrally located hotels, private apartments, or villas in Florence, Siena, or the Chianti region

Once the booking is complete, customers can pay for the tour later.

The tour is subject to availability, so it’s recommended to check beforehand to ensure the desired date and time slot are open.

The Sum Up

This Tuscan tour offers a captivating blend of history, gastronomy, and breathtaking scenery. Discover the stunning architecture of Siena, indulge in a traditional Tuscan lunch paired with exquisite Chianti wines, explore the medieval town of San Gimignano, and enjoy panoramic views of Florence. With transportation and all inclusions covered, this is a must-experience adventure for anyone seeking to enjoy the beauty and charm of Tuscany.