Florence: Day Trip with Free Time in San Gimignano and Siena - San Gimignano: Medieval Towers and Historic Streets

Florence: Day Trip with Free Time in San Gimignano and Siena

Discover Tuscany's highlights on this guided day trip from Florence, with free time in San Gimignano and Siena, scenic views, and expert commentary.

Exploring Tuscany becomes effortless with this day trip from Florence that combines guided transport, scenic drives, and ample free time in two of the region’s most iconic towns—San Gimignano and Siena. Priced at $58.05 per person and lasting approximately 9 hours, this tour offers a balanced mix of organized sightseeing and personal exploration. It departs from Montelungo Square in Florence at 9:00 am, with round-trip transportation included, ensuring a hassle-free experience.

Known for its famous towers and medieval charm, San Gimignano’s historic center features 14 remaining towers from a once larger skyline, a highlight that makes this town a visual standout. Meanwhile, Siena impresses with its Gothic architecture and Piazza del Campo, the setting for the renowned Palio di Siena horse race. This tour’s flexibility, with options for half or full-day itineraries, suits travelers who want to enjoy these towns at their own pace, though the free time is often praised for providing opportunities to stroll, shop, and dine independently.

One of the tour’s main strengths is the knowledgeable guide, who shares insights into the towns’ history and local stories, making each stop more engaging. The air-conditioned vehicle, equipped with WiFi and an audioguide, adds comfort and convenience, especially during scenic drives through the Tuscan countryside. Although lunch and attraction tickets are not included, the ample free time compensates by allowing visitors to choose their own activities and meals.

Key Points

Florence: Day Trip with Free Time in San Gimignano and Siena - Key Points

  • Includes round-trip transportation from Florence with scenic views of Tuscany’s hills
  • Free time in San Gimignano and Siena to explore independently for about 3 hours in each town
  • Guided by experienced, multilingual tour leaders with helpful commentary
  • Comfortable, air-conditioned mini-bus with onboard WiFi and audioguide
  • Flexible schedule options for half- or full-day experiences
  • Affordable price point of just over $58 per person for a full-day tour

Starting Point and Departure Details

Florence: Day Trip with Free Time in San Gimignano and Siena - Starting Point and Departure Details

This day trip departs at 9:00 am from Montelungo Square in Florence. The meeting point is near public transportation, and the tour ends back at the same location in the late afternoon or early evening. The group size is limited to 45 travelers, maintaining a comfortable and intimate atmosphere. The coach provides air conditioning, making the journey through Tuscany’s countryside pleasant, regardless of the weather.

The tour duration includes the bus transfer time, which is factored into the overall 9-hour experience. Travelers should have moderate physical fitness, as walking at stops like San Gimignano and Siena requires some mobility. The tour is not recommended for those with limited mobility due to the walking involved in exploring the towns.

San Gimignano: Medieval Towers and Historic Streets

Florence: Day Trip with Free Time in San Gimignano and Siena - San Gimignano: Medieval Towers and Historic Streets

The tour’s first stop is San Gimignano, a cultural site of exceptional value due to its well-preserved medieval urban layout. During the late Middle Ages, noble families and merchants built fortified tower houses, many of which still stand today. 14 towers remain from the original skyline, making this town a visual icon of Tuscany’s medieval architecture.

Visitors have about 3 hours to explore the narrow streets, visit shops, or admire the view from the towers. The historic center offers a sense of timeless charm, with its stone buildings and twisting alleys. The admission tickets to the town are free, but individual attractions or sites may charge fees if visitors choose to enter specific buildings or museums.

Siena: Gothic Architecture and the Piazza del Campo

Next, the journey continues to Siena, renowned as the capital of Gothic art in Italy. With around 3 hours of free time, visitors can wander through 17 historic districts called Contrade, each with its own character and tradition. The famous Piazza del Campo is a highlight, especially as the setting for the Palio di Siena horse race.

The narrow streets and medieval architecture provide a picturesque backdrop for exploring independently. Like San Gimignano, admission to Siena’s main sites is free, giving flexibility to visitors to enjoy the town’s atmosphere and perhaps find a local café. The timing allows for shopping, sightseeing, or simply relaxing in this lively, historic environment.

Scenic Drive Through Tuscany’s Countryside

Florence: Day Trip with Free Time in San Gimignano and Siena - Scenic Drive Through Tuscany’s Countryside

Throughout the day, the coach takes you through scenic Tuscan landscapes, with hills, vineyards, and charming villages painted in every direction. The views are often highlighted as one of the tour’s most enjoyable aspects, giving travelers a true taste of Tuscany’s rural beauty. The guide shares insights into regional history and features, enriching the experience as the bus moves between towns.

The comfort of the air-conditioned vehicle and WiFi onboard make the transfer segments relaxing, especially during longer stretches of the journey. The scenic drives are well reviewed, with many noting how the landscape adds a tranquil backdrop to the exploration.

Expert Guidance and Onboard Comforts

Florence: Day Trip with Free Time in San Gimignano and Siena - Expert Guidance and Onboard Comforts

The multilingual tour leader is praised for being knowledgeable and friendly, providing insights into local landmarks and history during the coach ride. This guidance enhances the experience without overshadowing the independent exploration in each town.

The audioguide complements the guide’s narration, ensuring that all passengers catch the key facts. For added comfort, the coach is equipped with WiFi, enabling travelers to share photos or keep connected during the trip.

Flexibility and Free Time in Towns

Florence: Day Trip with Free Time in San Gimignano and Siena - Flexibility and Free Time in Towns

This tour’s core benefit is the free time in San Gimignano and Siena, generally about 3 hours in each. Reviews highlight that this is ample opportunity to walk around, shop, or have lunch at one’s leisure. Many recommend lunch in San Gimignano, especially at the same place where wine tastings are offered, although meals are not included.

The self-guided exploration allows for personal pacing, making this tour ideal for those who enjoy independent sightseeing without the pressure of a rigid schedule. The guide provides suggestions and key points to see, but travelers are free to create their own experience.

Tour Price, Inclusions, and Limitations

Florence: Day Trip with Free Time in San Gimignano and Siena - Tour Price, Inclusions, and Limitations

At $58.05 per person, this tour offers good value, especially considering the transportation, guide, and free time included. The features include an air-conditioned vehicle, WiFi, audioguide, and a professional, multilingual guide.

However, lunch and cultural attraction tickets are not included, so visitors should budget for meals or entrance fees if they wish to access specific sites. The timing can be affected by the late arrival of a participant, as some reviews mention, which could slightly disrupt the schedule. Still, overall, the organization is considered professional and timely.

Accessibility and Physical Considerations

Florence: Day Trip with Free Time in San Gimignano and Siena - Accessibility and Physical Considerations

The tour is suitable for those with moderate physical fitness, as walking in both towns involves narrow streets and some uphill sections. It is not recommended for travelers with significant mobility difficulties, due to the walking involved in exploring San Gimignano and Siena.

Who Would Enjoy This Tour Most

This day trip is perfect for independent-minded travelers who want organized transport and ample free time. It suits those interested in medieval architecture, scenic landscapes, and authentic local atmospheres. The small group setting, friendly guides, and comfortable transportation make it a reliable choice for first-time visitors or those short on time but eager to experience Tuscany’s highlights.

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Florence: Day Trip with Free Time in San Gimignano and Siena



5.0

(36)

86% 5-star

“The experience was amazing with a great tour guide and awesome views through the Chianti Hills! The history of the castle was interesting and ended…”

— Tanner P, Featured

FAQs About the Florence Day Trip to San Gimignano and Siena

Is the tour suitable for travelers with limited mobility?
This tour involves walking in both towns and navigating narrow, uneven streets, so it may not be suitable for travelers with mobility challenges.

Are meals included in the tour price?
No, lunch and attraction tickets are not included, allowing visitors to choose their own dining options and visit specific sites at their own expense.

How much free time do I get in each town?
Most travelers get around 3 hours of free time in San Gimignano and another 3 hours in Siena, providing plenty of opportunity to explore independently.

What is the main highlight of the trip?
The scenic countryside drives, stunning medieval architecture, and the freedom to wander through San Gimignano’s towers and Siena’s historic streets are the trip’s main attractions.

Can I customize the schedule?
Yes, with half or full-day options, travelers can select how much time to spend in each town, making it flexible based on personal interests.

This Florence day trip to San Gimignano and Siena offers a well-rounded balance of guided transport and free exploration. Its affordable price, comfortable amenities, and notable guides make it an attractive choice for those eager to see Tuscany’s highlights without the hassle of self-driving.