Listing ID : 50258
4.7(9,870 Reviews)

Pisa, Siena & San Gimignano Full-Day Trip with Wine

  • 12hDuration
  • Max 12 peopleGroup Size
  • EnglishSpeaking Guide
  • Mobile ticketAccepted

About this experience

Duration12 Hours
Group SizeSmall Group
Starts AtFlorence
LanguagesEnglish
Full-Day Tuscany Tour from Florence

Pisa, Siena and San Gimignano Day Trip with Optional Lunch and Wine Pairing

One day, four legendary destinations, and the rolling hills of Tuscany as your backdrop.


This Tuscany day trip from Florence brings together four of the region's most celebrated destinations into a single, expertly guided journey. From the shell-shaped piazza of Siena to the medieval towers of San Gimignano, the iconic Leaning Tower of Pisa, and an optional wine lunch at a family estate, this tour is designed for travelers who want to experience Tuscany without compromise.

The route follows the scenic Chianti countryside, giving passengers a window onto the vineyards and olive groves that have defined this landscape for centuries. A professional guide accompanies the group throughout the day, providing historical context and local insight at each stop along the way.

For those who select the optional lunch and wine pairing, the experience extends to a rustic estate in the foothills of San Gimignano, where a three-course Tuscan meal is paired with high-quality local wines. The combination of guided culture, free exploration time, and a farm-to-table meal makes this one of the most complete introductions to Tuscany available from Florence.

Tour Highlights

Walk through Siena's UNESCO-listed historic center, including Piazza del Campo and the Gothic Cathedral, with a professional local guide.

Enjoy an optional three-course Tuscan lunch paired with quality local wines at a family-owned estate near San Gimignano.

Photograph the celebrated Leaning Tower of Pisa and the surrounding Square of Miracles, one of Italy's most recognized landmarks.

Explore the cobbled streets and medieval towers of San Gimignano, a hilltop village that has preserved its 13th-century skyline.

Take in panoramic views of the Tuscan countryside from a scenic viewpoint above San Gimignano before entering the ancient gates.

Return to Florence along scenic Tuscan roads as the sun sets over the vineyards, rounding off the day with a memorable evening vista.

Itinerary

1
Departure from Florence — Piazzale Montelungo

Meet your guide at Piazzale Montelungo Bus Terminal, located a five to ten minute walk from Santa Maria Novella train station. Board the air-conditioned coach and settle in for the approximately one-hour drive to Siena, with commentary from your guide along the way.

2
Siena — Guided Walking Tour

A professional city guide meets the group at Piazza del Campo for a one-hour walking tour covering Siena's history, its famous annual Palio horse race, and its status as a UNESCO World Heritage Site. The tour concludes at the Siena Cathedral, where visitors have time to explore independently before rejoining the group.

3
Wine Estate Lunch (Optional) — San Gimignano Countryside

Drive approximately one hour through the Tuscan hills to a family-owned winery in the countryside outside San Gimignano. Those who selected the optional lunch enjoy a three-course meal of local charcuterie, pasta, and dessert, paired with a tasting of high-quality Tuscan wines amid olive groves and vineyards.

4
San Gimignano — Free Exploration

A fifteen-minute drive brings the group to the hilltop town of San Gimignano, where your guide leads you to a panoramic viewpoint before you pass through the ancient city gates. One hour of free time allows visitors to explore the cobbled streets, small squares, and local artisan shops at their own pace.

5
Pisa — Square of Miracles

After approximately one hour of travel, the group arrives at the Square of Miracles in Pisa. Free time allows visitors to admire the Cathedral, Baptistery, and Monumental Cemetery, and to photograph the Leaning Tower; those who wish may climb the tower independently (subject to queue availability).

6
Return to Florence

The coach departs Pisa for the approximately one-hour return journey to Piazzale Montelungo in Florence. Relax and enjoy the evening light over the Tuscan countryside as the day draws to a close.

What Is Included

Included

  • Professional English-speaking tour guide throughout the day
  • Air-conditioned coach transport between all destinations
  • Professional local guide for the Siena walking tour
  • Guided visit to Piazza del Campo and Siena Cathedral square
  • Guided panoramic viewpoint stop in San Gimignano
  • Free exploration time in San Gimignano and Pisa
  • Optional three-course Tuscan lunch with wine pairing at family estate (if selected)

Not Included

  • Entrance ticket to Siena Cathedral interior
  • Leaning Tower of Pisa climb ticket
  • Entrance fees to Baptistery and Monumental Cemetery in Pisa
  • Gratuities for guides (discretionary)
  • Personal expenses and souvenirs
  • Lunch and wine pairing (available as an optional add-on)

Important Information

This tour covers a significant amount of walking on uneven cobblestone surfaces. Comfortable, sturdy footwear is strongly recommended. Modest dress is required to enter religious sites such as Siena Cathedral.
Duration
Approximately 12 hours total, including travel time between all four destinations and free exploration periods at each stop.
Meeting Point
Piazzale Montelungo Bus Terminal, Florence. The terminal is a five to ten minute walk from Santa Maria Novella train station.
What to Bring
Comfortable walking shoes, a light jacket for cooler months, a refillable water bottle, and modest clothing for cathedral visits. Sun protection is advised in warmer months.
Cancellation
Please refer to the booking confirmation for the applicable cancellation policy. Policies may vary depending on the option selected at the time of booking.
Accessibility
The tour involves walking on cobblestone streets and uneven terrain in all three towns. The itinerary is not fully wheelchair accessible. Travelers with mobility concerns are advised to contact the operator prior to booking.
Age Range
This tour is suitable for most ages. The pace is moderate and the full day duration may be tiring for very young children or elderly participants. Travelers should assess their own comfort with a 12-hour itinerary.

Book Your Tuscany Day Trip

Secure your place on this full-day journey through Siena, San Gimignano, and Pisa, and discover why Tuscany continues to captivate travelers from around the world.

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Frequently Asked Questions

Where does the tour depart from?▼
The tour departs from Piazzale Montelungo Bus Terminal in Florence, which is located five to ten minutes on foot from Santa Maria Novella train station. Participants should arrive at the meeting point at the time specified in their booking confirmation.
Is the lunch and wine pairing included in the base price?▼
The three-course Tuscan lunch with wine pairing at the family estate is an optional add-on that must be selected and paid for at the time of booking. It is not included in the standard tour price.
Can I climb the Leaning Tower of Pisa on this tour?▼
Yes, climbing the Leaning Tower of Pisa is possible during the free time in Pisa, provided there is no significant queue. The entry ticket must be purchased independently on site and is not included in the tour price.
Is the Siena walking tour included for all participants?▼
The guided walking tour of Siena is included for participants who book the standard tour option. Travelers who select the semi-independent option will have free time in Siena instead of a guided tour.
What is the difficulty level of this tour?▼
The tour is rated moderate. It involves walking on cobblestone streets and uneven surfaces across three historic towns. Comfortable and sturdy footwear is strongly recommended for all participants.
Is this tour suitable for travelers with mobility difficulties?▼
The itinerary is not fully wheelchair accessible due to the cobblestone and uneven terrain in Siena, San Gimignano, and Pisa. Travelers with mobility concerns are advised to contact the operator before booking to discuss their specific needs.
Tuscany Day TripFlorence ExcursionSiena TourSan GimignanoLeaning Tower PisaChianti WineMedieval VillagesUNESCO HeritageItalian CountrysideWine Tasting ItalyGuided Group TourDay Trip Italy
Last updated: 2025-07-15 | Product ID: TX-TUSCANY-PSS-001

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