Exploring the Tuscan countryside is a must-do for any visitor to Florence. This day trip offers a chance to discover the region’s historic cities, picturesque landscapes, and renowned culinary delights. From the medieval charm of Siena to the iconic Leaning Tower of Pisa, travelers will enjoy the essence of Tuscany. But the true highlight may just be the farmhouse lunch and wine tasting in the Chianti Hills, where they’ll savor the flavors that have made this region famous. Whether it’s the architecture, the scenery, or the cuisine, this excursion promises an unforgettable taste of la dolce vita.
Key Points

- This day trip from Florence includes visits to Siena, the Chianti Hills, San Gimignano, and Pisa, with a guided walking tour and winery lunch.
- The tour offers the flexibility of small-group or private guided experiences, with free cancellation up to 24 hours in advance.
- The tour includes expert guides, admission tickets, and either a winery lunch or transportation, providing a comprehensive Tuscany experience.
- Highlights of the tour include exploring Siena’s medieval architecture, sampling regional wines, and visiting the iconic Leaning Tower of Pisa.
- The meeting point is at the Firenze S. M. Novella train station, conveniently located for easy identification and access.
Tour Details

This tour allows visitors to discover the vineyards and medieval architecture of Siena, San Gimignano, and Pisa over a 12-hour period.
It’s offered as a small-group or private guided experience, with free cancellation up to 24 hours in advance.
The journey starts and ends at the Firenze S. M. Novella station, with stops in Siena for a guided tour and free time, the Chianti Hills for a farmhouse lunch and wine tasting, San Gimignano for free exploration, and Pisa to see the iconic Leaning Tower.
The tour includes an expert guide, admission tickets, and either a winery lunch or just transportation depending on the option selected.
You can also read our reviews of more wine tours in Florence
Itinerary

From Florence: Tuscany Day Trip With Lunch at Chianti Winery
The tour begins at the Firenze S. M. Novella station, where guests meet their expert guide.
From there, they’ll head to Siena for a guided walking tour and free time to explore the city’s splendid squares, churches, and gothic-style cathedral.
After Siena, the group travels to the Chianti Hills for a farmhouse lunch and wine tasting at a winery estate.
Next, they’ll visit the medieval town of San Gimignano, known for its stunning towers and picturesque plazas.
The final stop is Pisa, where guests can marvel at the iconic Leaning Tower and other impressive marble monuments.
At the end of the day, the tour returns to the starting point in Florence.
Inclusions

In this Tuscany day trip, the tour includes an expert guide, a guided walking tour of Siena, and an entry ticket to Siena Cathedral.
It also provides a farmhouse lunch with homemade pasta, cured meats, and local cheeses, along with a wine tasting of 4 regional wines, if the lunch option is selected.
Plus, the tour offers entry tickets to the Leaning Tower of Pisa.
These inclusions allow guests to fully enjoy the rich history and culinary delights of the Chianti region. From exploring the medieval architecture of Siena to savoring the flavors of a traditional Tuscan lunch, this tour offers a well-rounded experience that showcases the best of Tuscany.
Highlights

Guests can savor a farmhouse lunch featuring homemade pasta, cured meats, and local cheeses on this Tuscany day trip.
They’ll explore the splendid squares, churches, and towering medieval architecture of San Gimignano, one of Italy’s best-preserved hilltop towns.
The tour also includes a stop at the Leaning Tower of Pisa, where visitors can admire the impressive marble monuments that make this city famous.
In Siena, guests will marvel at the beautiful medieval architecture and the gothic-style Cathedral.
Throughout the day, they’ll have the chance to sample regional wines and enjoy the rich cultural heritage of this renowned Italian region.
More Great Tours NearbyMeeting Point

The meeting point for this Tuscany day trip is in front of the Santa Maria Novella train station by the taxi stand, located right across the street from the McDonald’s outside the station. This convenient location makes it easy for participants to find and access the tour.
The taxi stand provides a landmark for easy identification. The nearby McDonald’s serves as an additional visual cue for locating the meeting spot.
Arriving a few minutes early is recommended to ensure a smooth start to the day’s adventures. Look for your expert guide who’ll be waiting to greet and check in the group.
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Visiting Siena

After departing from Florence, the first stop on the Tuscany day trip is the historic city of Siena, where travelers embark on a guided walking tour to uncover the city’s medieval splendor.
The tour takes visitors through the striking Piazza del Campo, a UNESCO World Heritage site famous for its unique shell-like shape and biannual Palio horse race. Travelers also explore the magnificent Siena Cathedral, a Gothic masterpiece adorned with intricate marble facades and stained-glass windows.
Following the guided tour, guests have free time to wander the city’s narrow streets, pop into local shops, and soak in the charming atmosphere before continuing on to the next destination.
Exploring Chianti Hills

Next, the tour winds through the picturesque Chianti Hills, where travelers savor a farmhouse lunch at a local winery estate. During the 1.5-hour stop, they indulge in homemade pasta, cured meats, and artisanal cheeses, complemented by a guided tasting of four regional wines.
This immersive culinary experience allows guests to:
- Discover the rich flavors and aromas of Chianti’s renowned wines
- Learn about the traditional winemaking techniques from the estate’s vintners
Guests can also:
- Admire the stunning natural beauty of the rolling Tuscan countryside
- Engage with the local culture and hospitality of the Chianti region
- Savor a delicious, authentic meal made with locally-sourced ingredients
Discovering Pisa

Leaving the rolling hills of Chianti behind, visitors arrive at the iconic Leaning Tower of Pisa, where they marvel at the impressive marble monuments and have the chance to explore the historic city at their own pace.
With 1.5 hours of free time, guests can climb the 297 steps to the top of the Leaning Tower, taking in panoramic views of the city. They can also visit the nearby Pisa Cathedral, a stunning example of Romanesque architecture, or simply wander the picturesque piazzas and streets, soaking up the vibrant atmosphere.
Whether capturing the perfect photo with the Leaning Tower or discovering hidden gems, Pisa offers a captivating finale to this Tuscan adventure.
Frequently Asked Questions

Can I Bring My Own Food and Drinks on the Tour?
No, guests are not allowed to bring their own food or drinks on the tour. The tour includes a farmhouse lunch and wine tasting at a winery estate in Chianti, so outside food and drinks are not permitted.
Is There a Dress Code for the Tour?
There is no formal dress code for this tour, but visitors are advised to dress comfortably for walking and sightseeing. Wear sturdy shoes, and bring layers to accommodate changing weather conditions during the day.
Are There Any Discounts Available for Seniors or Students?
Yes, the tour company offers discounted rates for seniors (65+) and students with valid ID. Seniors receive a 10% discount, while students get a 15% discount off the standard tour price. These discounts must be requested at the time of booking.
Can I Extend the Time at Any of the Stops?
Yes, you can extend the time at any of the stops. Speak with the tour guide on the day of the tour to inquire about extending your time at a specific location. Additional fees may apply for extending the tour duration.
Is There Wifi Available on the Transportation?
The tour does not provide Wi-Fi on the transportation. Guests should plan to rely on their own mobile data or seek out public Wi-Fi connections at the tour stops if they need internet access during the day.
Recap
This Tuscany day trip from Florence offers an immersive experience of the region’s highlights.
Visitors can explore the historic cities of Siena and Pisa, enjoy a farmhouse lunch and wine tasting in the Chianti Hills, and marvel at the iconic Leaning Tower.
It’s an ideal way to discover Tuscan culture, architecture, and cuisine in a single day.
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