Leaning Tower of Pisa and cathedral on a sunny day, highlight of a private Pisa and Chianti day tour from Florence
Ripe purple Sangiovese grapes on the vine in a Chianti vineyard, ready for harvest and Tuscan wine tasting
Rolling Chianti countryside with neat vineyard rows and cypress-topped hill, visited on a private Pisa and wine tour
Pisa Baptistery on a sunny day during private tour of Piazza dei Miracoli, part of Pisa and Chianti wine tasting experience
Rows of green vines in a Chianti vineyard visited on a private Tuscany tour with lunch and wine tasting from Pisa
Tourists exploring Pisa Cathedral and Baptistery on a clear day, included in private Pisa and Chianti day trip with wine
Piazza dei Miracoli with Pisa Cathedral and Leaning Tower on a sunny day, starting point of private Pisa and Chianti tour
Close-up of Leaning Tower of Pisa marble arches and columns, highlighting architecture on private Tuscany day trip
Leaning Tower of Pisa against clear blue sky with tourists in Piazza dei Miracoli on private Tuscany wine tour
Tourists exploring Pisa Cathedral and Baptistery on a sunny day, included in private Pisa and Chianti wine tour
Historic marble church façade in central Pisa visited on private Pisa and Chianti day trip with wine tasting
Luxury minivan parked amid rolling Chianti vineyards used for private Pisa and Chianti day tour with lunch
Aged oak wine barrels stacked in a rustic Chianti cellar visited on the private Pisa and Tuscan wine tasting day tour
Two horses grazing in a sunny Tuscan field near Pisa, a peaceful countryside stop on the Chianti wine tour experience
Colorful map of Chianti DOCG wine regions near Florence and Pisa displayed during the private Tuscan wine tasting tour
Wild red poppies blooming among green wheat in the Tuscan countryside on a private Pisa and Chianti wine tour
Sunlit Chianti vineyard near Barberino Val d’Elsa with stone farmhouse and rolling Tuscan hills on a private wine tour
Traveler standing beside car overlooking scenic Chianti vineyards and rolling Tuscan hills on a private Pisa wine tour
Historic Chianti wine cellar lined with wooden barrels, featured on a private Pisa and Tuscany wine tasting day tour
Comfortable private tour van parked in the rolling Chianti countryside on a Pisa and Tuscany wine tasting day trip
Listing ID : 47348

Activity

Duration8 Hours
Group SizePrivate
Starts AtYour Hotel or Agreed Location, Florence
LanguagesEnglish
Private Day Tour from Florence

Pisa and Chianti in One Day: Private Tour with Lunch and Wine Tasting

From the Leaning Tower to rolling Tuscan vineyards, all in a single unforgettable day.


This private Pisa and Chianti wine tour takes you from the iconic Piazza dei Miracoli to the heart of the Tuscan countryside, combining two of Tuscany's most celebrated destinations into one well-crafted full-day experience. You travel in comfort with a dedicated driver and vehicle, with no shared groups or fixed crowds to navigate. Every stop is designed to offer genuine access to the region's history, landscape, and culinary culture.

The morning begins in Pisa, where you will have free time to explore one of Italy's most recognizable UNESCO World Heritage Sites at your own pace. The afternoon shifts entirely to the Chianti countryside, where cypress-lined roads, sun-drenched vineyards, and medieval hilltop towns define the scenery.

A traditional three-course Tuscan lunch at a family-run estate forms the centerpiece of the afternoon, complete with guided tastings of regional wines, extra virgin olive oils, and balsamic vinegars. The day concludes with a visit to San Gimignano, a perfectly preserved medieval town known for its distinctive towers and panoramic views over the Sienese hills.

Tour Highlights

Visit the Leaning Tower, Cathedral, Baptistery, and Monumental Cemetery at Pisa's Piazza dei Miracoli, a UNESCO World Heritage Site.

Drive through the Chianti wine region along a scenic route lined with vineyards, cypress avenues, sunflowers, and medieval villages.

Enjoy a traditional three-course Tuscan lunch at a local estate with views of San Gimignano's towers on the horizon.

Take part in a guided tasting of five regional wines, including Chianti, Vernaccia di San Gimignano, and Super Tuscan varieties.

Visit the vineyard and cellar to learn firsthand about the production process behind some of Tuscany's most celebrated wines.

Explore San Gimignano, a UNESCO-listed medieval town famous for its intact towers, historic walls, and far-reaching countryside views.

Travel exclusively as a private group with door-to-door pickup and drop-off at your Florence accommodation.

Itinerary

1
Private Pickup from Florence

Your professional driver collects you directly from your hotel, B&B, or any agreed location in Florence. You travel in a comfortable private vehicle throughout the entire day.

2
Pisa and Piazza dei Miracoli

The first stop is Pisa, where you will have free time to explore the Piazza dei Miracoli at your own pace. The square contains the Leaning Tower, the Cathedral, the Baptistery, and the Monumental Cemetery, all of which form part of a single UNESCO World Heritage Site.

3
Drive Through the Chianti Countryside

After Pisa, the route heads into the Chianti wine region, passing through rolling hills, vineyard-covered slopes, and cypress-lined roads. The landscape here represents the most iconic version of the Tuscan countryside.

4
Winery Visit, Cellar Tour, and Tasting Lunch

At a family-run estate near San Gimignano, you will visit the vineyards and cellar before sitting down to a traditional three-course Tuscan lunch. The meal is accompanied by tastings of five wines, five extra virgin olive oils, and three balsamic vinegars, each with explanations of the production process.

5
San Gimignano Free Time

The afternoon continues with a transfer to San Gimignano, where you have free time to walk the cobblestone streets, visit the main squares, and take in views of the surrounding Tuscan countryside. The town's medieval towers and intact fortifications make it one of the best-preserved historic centers in Italy.

6
Return to Florence

At the end of the visit, your driver returns you directly to your Florence accommodation, completing a full day across two of Tuscany's most celebrated regions.

What Is Included

Included

  • Private professional driver and comfortable vehicle throughout the day
  • Door-to-door pickup and drop-off at Florence accommodation
  • Visit to Piazza dei Miracoli in Pisa (free time, entrance fees not included)
  • Scenic drive through the Chianti wine region
  • Guided visit of vineyards and wine cellar at a local estate
  • Traditional three-course Tuscan lunch at a family-run farm
  • Tasting of 5 regional wines (Chianti, Vernaccia di San Gimignano, Super Tuscan)
  • Tasting of 5 extra virgin olive oils
  • Tasting of 3 balsamic vinegars with production explanations
  • Free time in San Gimignano medieval town

Not Included

  • Entrance tickets to Pisa monuments (Leaning Tower, Cathedral, Baptistery)
  • Personal expenses and souvenirs
  • Gratuities (optional, at your discretion)
  • Travel insurance
  • Any meals or drinks beyond what is specified in the itinerary

Important Information

This is a private tour. You will not share the vehicle or any part of the experience with other groups. Please arrive at the agreed pickup point on time to ensure the full itinerary can be completed within the day.
Duration
Approximately 8 hours, with return to Florence scheduled for around 4:00 PM.
Meeting Point
Pickup is arranged directly from your hotel, B&B, apartment, or any agreed location within Florence city center.
What to Bring
Comfortable walking shoes are recommended for cobblestone streets in Pisa and San Gimignano. Bring a light layer for the cellar visit and sun protection for outdoor areas.
Cancellation
Please refer to the booking platform for the specific cancellation policy applicable to this tour. It is advisable to review terms before confirming your reservation.
Accessibility
The tour is rated easy in terms of physical difficulty. Some areas in Pisa and San Gimignano involve uneven cobblestone surfaces, which may present challenges for guests with limited mobility.
Age Range
This tour is suitable for all ages. The wine and olive oil tasting portions are intended for adult participants. Please inform the operator in advance of any dietary requirements.

Reserve Your Private Tuscany Day Tour

Spaces on this private tour are limited by design. Secure your spot in advance to guarantee availability on your preferred travel date.

Book Now

Frequently Asked Questions

Is this tour suitable for first-time visitors to Tuscany?
Yes. The tour is designed for visitors who want to experience two of Tuscany's most iconic destinations in a single day. It combines a cultural stop in Pisa with an immersive wine and food experience in the Chianti countryside and San Gimignano, making it a strong introduction to the region.
Is entrance to the Leaning Tower included in the tour?
No. Entrance tickets to Pisa monuments, including the Leaning Tower, Cathedral, and Baptistery, are not included in the tour price. You will have free time at Piazza dei Miracoli to purchase tickets independently if you wish to enter the monuments.
What wines are included in the tasting at the estate?
The tasting includes five regional wines: Chianti, Vernaccia di San Gimignano, and Super Tuscan varieties. The session also covers five extra virgin olive oils and three balsamic vinegars, with explanations of each product's production process.
Can dietary requirements be accommodated at the farm lunch?
It is advisable to communicate any dietary restrictions or allergies to the operator at the time of booking. The farm serves traditional Tuscan dishes including homemade pasta, Pecorino cheese, and cured meats, so advance notice allows for better preparation.
How many people can join this private tour?
This is a private tour, meaning the vehicle and all activities are reserved exclusively for your group. Group size and vehicle type may vary depending on the number of travelers in your party. Contact the operator for details on maximum capacity.
Is the Chianti wine route and San Gimignano visit on the same day as Pisa?
Yes. The full itinerary covers Pisa in the morning and the Chianti countryside, winery lunch, and San Gimignano in the afternoon, all within the same eight-hour day departing from and returning to Florence.
Private Tour TuscanyPisa Day TripChianti Wine TourSan GimignanoTuscan CountrysideWine Tasting ItalyFlorence Day TourUNESCO Heritage SitesTuscan Lunch ExperienceLeaning Tower of PisaOlive Oil TastingMedieval Tuscany
Last updated: June 2025 | Product ID: pisa-chianti-private-day-tour

Activity

Availability

You can book up to the start time, as long as there are places remaining. Book now to guarantee your spot.

Additional Information

Physical: Wheelchair Not accessible

Duration

7 hours

Languages

English - Speaking Guide

Additional Information

Electronic. Show the voucher on your phone.

Cancellation Policy

Select Date

Meeting Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

End Point

Complete Operator information, including local telephone numbers at your destination, are included on your Confirmation Voucher. Our Product Managers select only the most experienced and reliable operators in each destination, removing the guesswork for you, and ensuring your peace of mind.

Reviews

Share this experience

Check Availability

Select Participants

  • Adult
    Age 18 - 99
    0
  • Youth
    Age 1 - 17
    0

Select Participants

Select Date

Select Time
logoBlack

Extraordinary experiences,
beautifully gifted

dreamimg
Nearby Icon