Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Key Points

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch

Discover Tuscany in one day with this guided tour from Florence, visiting Pisa, Siena, and San Gimignano, including lunch, wine tasting, and expert guides.

Key Points

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Key Points

  • Visit four iconic Tuscan towns: Pisa, Siena, San Gimignano, and a Chianti winery
  • Includes a delicious Tuscan lunch and wine tasting in the Chianti area
  • Guided tours of Siena’s cathedral and Pisa’s Piazza dei Miracoli (self-guided)
  • Flexible options with or without guided Siena tour and cathedral entry
  • Travel comfortably by GT coach with experienced guides
  • Duration of about 12 hours suits those wanting an immersive day trip from Florence
You can check availability for your dates here:

Discover Tuscany with a Full-Day Tour from Florence

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Discover Tuscany with a Full-Day Tour from Florence

This day trip costs $55.80 per person and lasts approximately 12 to 12.5 hours. It departs from Villa Costanza in Florence, with easy access via the T1 tram line, making it accessible without hassle. The tour takes you through some of the most beautiful and historically rich towns in Tuscany, with options for guided visits and self-guided exploration.

This tour is perfect for those eager to see multiple destinations in one day without the hassle of planning individual transport or tickets. It combines sightseeing, cultural visits, and a taste of local cuisine and wine, making it an engaging experience for lovers of history, architecture, and Italian food.

Key Points

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Key Points

  • Comprehensive itinerary covering Pisa, Siena, San Gimignano, and a Chianti winery
  • Options available for guided tours, self-guided visits, and cathedral tickets
  • Includes a traditional Tuscan lunch, with vegetarian options on request
  • Wine tasting at a vineyard in the Chianti wine region
  • Convenient pickup location at Villa Costanza in Florence
  • Highly rated with a 4.5/5 score from over 7,800 reviews

Starting Point at Villa Costanza in Florence

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Starting Point at Villa Costanza in Florence

The tour begins at Villa Costanza, easily reached by tram from Florence city center. Travelers meet the staff wearing green shirts or with a white shirt and green foulard bearing the myTour logo. The meeting point is right in front of The Florence Gate Caffetteria and is accessible by tram T1.3. The ride from Florence takes about 20 minutes, making it simple to join the adventure early in the day.

The end of the tour is back at the same meeting point, providing a straightforward schedule. This setup suits travelers staying in Florence who want a full-day experience without complicated logistics.

Exploring Pisa’s Piazza dei Miracoli

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Exploring Pisa’s Piazza dei Miracoli

Your first stop is Pisa, famous for its Leaning Tower, Cathedral of Santa Maria Assunta, and Baptistery. You receive roughly one hour of free time to admire these landmarks and take photos. The self-guided tour allows plenty of flexibility to soak in the atmosphere at your own pace, though the limited time means you’ll want to prioritize key sights.

Critically, the short stop in Pisa is balanced with more time allocated to other towns, which are particularly rich in sights and culture. Visitors appreciate the opportunity to see Pisa’s iconic monuments without the long travel hassle, despite the brief visit.

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Tasting Tuscan Wines in Chianti’s Vineyards

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Tasting Tuscan Wines in Chianti’s Vineyards

Next, the tour heads to a typical Tuscan winery located in the Chianti wine region. Here, lunch is served with authentic local dishes, and wine tasting is included. This 1.5-hour stop provides a welcome chance to enjoy regional flavors, learn about local winemaking, and shop for souvenirs.

The scenic drive to the winery often offers beautiful views of saffron fields and vineyards, enhancing the experience. The wine tasting is frequently highlighted as a memorable part of the day, with many reviews praising the quality and friendliness of the staff.

Discovering Siena’s Medieval Charm

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Discovering Siena’s Medieval Charm

The third major stop is Siena, where a guided tour in English takes you through its 14th-century medieval cathedral and Piazza del Campo. The guided tour lasts around 2.75 hours and includes a detailed explanation of Siena’s history, architecture, and the famous Palio di Siena horse race.

You also enjoy free time after the guided tour to explore Siena on your own, browse shops, or take photos of the historic streets. The exterior of Siena’s cathedral is included in the visit, and the optional entry ticket to the interior can be selected for more in-depth sightseeing.

The combination of guided insights and free exploration makes this a popular stop, especially for visitors eager to learn about Siena’s medieval past.

San Gimignano’s Towered Skyline and Vernaccia Wine

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - San Gimignano’s Towered Skyline and Vernaccia Wine

The last major destination is San Gimignano, a UNESCO World Heritage Site. Known for its system of medieval towers, this town offers iconic postcard views, especially from scenic vantage points. You receive about 1.5 hours for photo opportunities, shopping, and walking through its charming streets.

The town’s Vernaccia di San Gimignano wine is famous, and the stop often includes free time to enjoy the atmosphere and purchase local products. The town’s towers tell the story of powerful families from centuries past, making it a fascinating glimpse into medieval life.

Flexibility with Tour Options and Timings

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Flexibility with Tour Options and Timings

The tour offers several options: Low Cost, Basic, Traditional, and Full Options. The Full Options Tour includes everything: transportation, guides, lunch, wine tasting, entrance to Siena’s cathedral, and guided visits. Other options may exclude some of these features, providing flexibility based on preferences and budgets.

Most options are confirmed only when a minimum number of participants sign up, emphasizing the importance of early booking for guaranteed availability.

Practical Details and Accessibility

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch - Practical Details and Accessibility

The tour involves a moderate amount of walking and stairs, suitable for most able-bodied travelers but not ideal for wheelchair users or those with mobility issues. Small animals are not permitted, and special event schedules can cause changes to opening hours.

A single ticket cost of €1.50 applies if reaching Villa Costanza by tram, with tickets available nearby. The entire trip is designed for live multilingual guides, including options in Chinese, Italian, English, Spanish, Portuguese, and French.

Who Will Appreciate This Tour

This full-day Tuscan adventure appeals to travelers seeking a well-organized, rundown of key towns in one trip. It’s especially suited for those interested in architecture, history, wine, and local cuisine. While the itinerary is quite packed, the timed stops balance sightseeing with leisure.

The high ratings and many positive reviews reflect that the tour provides good value and expert guidance. It’s ideal for visitors who want to maximize their time in Tuscany with minimal planning and enjoy a taste of the region’s culture and flavors.

Florence Tour with a Cultural Touch in Tuscany

This tour from Florence offers a full immersion into Tuscany’s most notable towns, with expert guides leading the way and self-guided options for flexibility. The lunch and wine tasting enhance the experience, giving you a real sense of local life.

While the short Pisa stop might feel rushed, the guidance through Siena’s cathedral and the stunning skyline of San Gimignano leave many travelers satisfied. The comfort of bus transportation and clear organization make it suitable for most day-trippers.

✨ Book This Experience

Florence: Pisa, Siena and San Gimignano Day Trip with Lunch



4.5

(7869 reviews)

“We were just looking for transportation and the ability to hit 3 places in 1 day. We used audio guides for self-guided tours at each of the stops. …”

— Joy, May 26, 2025

Frequently Asked Questions

Is transportation included in this tour?
Yes, all transportation between the towns is provided via GT coach.

Can I join without a guided Siena tour?
Yes, the self-guided option includes free time in Siena, but guided tours of Siena and entry to the cathedral are optional and available with certain packages.

What does the lunch entail?
The lunch features typical Tuscan dishes, with vegetarian options available upon request, depending on the selected option.

How much time is spent in each town?
You get about one hour in Pisa, roughly 2.75 hours in Siena (including guided tour), and about 1.5 hours in San Gimignano, plus 1.5 hours at the winery.

Is this suitable for travelers with mobility issues?
The tour involves some walking and stairs, so it is not recommended for wheelchair users or those with mobility impairments.

What language options are available?
Guides are available in English, Italian, Chinese, Spanish, Portuguese, and French, with most tours confirmed only in the chosen language.

How far is the meeting point from Florence city center?
The Villa Costanza meeting point is about 20 minutes by tram from Florence’s main area, making it a convenient start.

Can I cancel this tour if my plans change?
Yes, full cancellation is possible up to 24 hours in advance for a full refund, offering flexibility.

This well-reviewed, value-packed day trip delivers a balanced mix of sightseeing, cultural insights, and regional flavors, making it a compelling choice for those eager to explore Tuscany efficiently.

You can check availability for your dates here:
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