Exploring the historic towns of Siena and San Gimignano from Rome is a popular day trip for travelers. This private tour provides a chance to take in medieval charm, from Siena’s iconic Piazza del Campo to San Gimignano’s towering skyline. With round-trip transportation, a professional driver, and live commentary, visitors can make the most of their time. And for those interested, an optional wine tasting and light lunch at a local winery adds a flavorful touch to the experience. What makes this tour particularly appealing is the opportunity to discover these enchanting destinations at one’s own pace.
Key Points

- A private tour from Rome to the historic cities of Siena and San Gimignano, with a duration of 11 hours and accommodating up to 8 travelers.
- Highlights include exploring medieval architecture, visiting Piazza del Campo in Siena, and discovering San Gimignano’s distinctive skyline of towers.
- The tour includes wine tasting and a light lunch at a local winery, allowing guests to indulge in regional renowned vintages.
- Transportation by private vehicle, with a professional driver and live commentary provided, and hotel or port pickup and drop-off included.
- Additional cost of 55€ per person for the wine tasting and light lunch, and moderate physical fitness required for walking on uneven terrain.
Tour Overview

This private tour offers an opportunity to explore the historic cities of Siena and San Gimignano from Rome.
The 11-hour excursion takes up to 8 travelers to these picturesque destinations. Highlights include wandering Siena’s medieval streets, admiring San Gimignano’s famous towers, and concluding with a wine tasting and light lunch at a local winery.
The tour includes round-trip transportation, a driver, and live commentary. While lunch and wine tasting have an additional cost, the tour is highly recommended, boasting a 5.0 rating from 18 reviews.
Moderate fitness is required, and the tour operates rain or shine.
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Highlights of the Itinerary

Visitors on this private tour can expect to explore the historic city of Siena, known for its well-preserved medieval architecture and lively central square, the Piazza del Campo.
The tour also includes a visit to San Gimignano, a medieval town famous for its distinctive skyline of towering stone structures.
The experience culminates with a wine tasting and light lunch at a local winery, where travelers can savor the region’s renowned vintages.
Key highlights of the itinerary include:
- Discovering the enchanting streets and landmarks of Siena.
- Exploring San Gimignano’s iconic medieval towers.
- Indulging in a wine tasting and light lunch at a local winery.
Inclusions and Exclusions

The tour package includes transportation by private vehicle, a professional driver, and live commentary throughout the journey.
Hotel or port pickup and drop-off, as well as gratuities, are also covered.
However, the cost of food, drinks, wine tasting, and lunch isn’t included in the tour price. Participants will need to pay an additional 55€ per person for the wine tasting and light lunch at a local winery.
The tour operator recommends advising any dietary requirements at the time of booking to ensure the experience meets individual needs.
Pickup Information
Where does the tour start? The private tour to Siena and San Gimignano from Rome begins at 7:30 am.
The driver will meet you with a sign after baggage claim at the airport. You’ll need to select a pickup point during booking.
The pickup details are:
- Start time: 7:30 am
- Pickup location: After baggage claim at the airport
- Choose pickup point when booking
The tour includes hotel/port pickup and drop-off, so you don’t have to worry about transportation.
Just be ready at the designated time and place, and the driver will take care of the rest.
Additional Details

Confirmation is received at the time of booking for this private tour to Siena and San Gimignano from Rome.
The tour operates rain or shine, so travelers should dress appropriately for the weather. A moderate level of physical fitness is required as there will be some walking over uneven terrain.
Infant seats and wheelchair-accessible transportation are available upon request. Clients should advise any dietary requirements when booking.
The operator offers free cancellation up to 24 hours before the tour. Prices start from $545.35 per person and vary based on group size, with a lowest price guarantee.
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Guest Reviews

Travelers rave about this private tour to Siena and San Gimignano, with 100% of reviewers recommending it.
The tour consistently earns a 5.0 rating from 18 reviews, praising the following:
- Knowledgeable and friendly driver who provides live commentary.
- Well-organized itinerary, allowing ample time to explore both historic cities.
- Excellent value, with the wine tasting and lunch at a local winery being a highlight.
Booking and Pricing
How does one go about booking this private tour to Siena and San Gimignano? The tour starts at 7:30 am with pickup from the airport after baggage claim.
Travelers can select their desired pickup point during booking. The tour’s capacity is up to 8 people and costs from $545.35 per person, with the price varying by group size.
Guests enjoy free cancellation up to 24 hours before the tour. The tour includes transportation, a driver, live commentary, and hotel/port pickup and drop-off, but excludes the cost of lunch and wine tasting, which is 55€ per person paid on-site.
Common Questions

Is There a Dress Code for the Tour?
There’s no strict dress code, but it’s recommended to dress comfortably and wear proper walking shoes. The tour operates in all weather conditions, so it’s advised to dress appropriately for the day’s forecast.
Can We Customize the Itinerary to Our Preferences?
Customers can customize the itinerary to their preferences. The tour operator is flexible and open to adjusting the schedule to accommodate special requests or interests within the overall tour structure and duration.
Is It Possible to Extend the Tour Duration?
Yes, the tour duration can be extended. Travelers can request a longer itinerary when booking, and the provider will accommodate the request based on availability and pricing. Customizing the tour to individual preferences is possible.
Are There Any Additional Fees or Taxes Not Mentioned?
There are no additional fees or taxes mentioned. The price of the tour includes transport, driver, live commentary, pickup/drop-off, and gratuities. The only additional costs are for the wine tasting and lunch, which are 55€ per person.
What Is the Minimum Group Size Required for This Tour?
This tour has no minimum group size requirement. It’s a private tour that accommodates up to 8 travelers, providing a personalized experience. The tour price varies based on the group size, with the lowest price guarantee.
The Sum Up
This private tour from Rome offers a chance to experience the medieval charm of Siena and San Gimignano. Enjoy exploring historic streets, admiring iconic towers, and indulging in regional flavors with an optional wine tasting. With round-trip transportation, a professional driver, and live commentary, it’s a convenient and memorable way to discover these enchanting Tuscan towns.
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