Escape the bustling streets of Rome and discover the serene beauty of Tuscany on this full-day wine tour. Travelers will venture through the scenic Chianti countryside, explore the medieval town of San Gimignano, and indulge in guided tastings at two local wineries. With an English-speaking guide leading the way, visitors can savor the region’s renowned wines, olive oil, and balsamic vinegar while creating unforgettable memories. What hidden gems await in this picturesque corner of Italy?
Key Points

- Take a full-day tour from Rome to explore the historic town of San Gimignano and enjoy guided wine tastings at two Tuscan wineries.
- Enjoy scenic drives through the picturesque Chianti region and savor the local olive oil and balsamic vinegar during the tour.
- Benefit from round-trip high-speed train transportation from Rome and an English-speaking local guide throughout the excursion.
- Experience the medieval charm of San Gimignano with free time to explore the town on your own.
- Suitable for most participants, with a minimum age requirement of 18 and a few accessibility limitations noted.
Tour Overview

This full-day tour from Rome takes travelers to the medieval town of San Gimignano in Tuscany.
Along the way, guests enjoy guided tastings at two local wineries, sampling up to seven Tuscan wines accompanied by snacks.
The scenic drive through the Chianti region offers beautiful views of the iconic Tuscan countryside.
The tour includes return high-speed train transportation from Rome and an English-speaking local guide from Florence.
While gratuities and hotel transfers aren’t included, the experience provides an immersive introduction to the region’s renowned wine and medieval heritage.
Ready for another glass? Here are more wine experiences we've reviewed in Rome
Tour Details
The Tuscany Wine Tour offers both small group (3-50 participants) and larger group tours based on the selected departure date, with a maximum of 40 travelers per excursion.
The tour starts at 7:30 am from a designated meeting point, and ends at the same location. Transportation is provided via high-speed train from Rome and minivan or coach to Tuscany.
An English-speaking local guide from Florence accompanies the group. Participants have the opportunity to sample extra virgin olive oil and balsamic vinegar, as well as free time to explore the medieval town of San Gimignano.
Hotel pickup/drop-off and gratuities aren’t included.
Inclusions

The Tuscany Wine Tour includes round-trip high-speed train transportation from Rome and either a minivan or coach for transport to the Tuscan countryside.
During the tour, travelers will enjoy:
- English-speaking local guide from Florence
- Tastings of extra virgin olive oil and balsamic vinegar
- Free time to explore the medieval town of San Gimignano
- Guided wine tastings at two Tuscan wineries, sampling up to 7 wines with local snacks
- Scenic drive through the Chianti region, admiring the stunning Tuscan countryside
Gratuities, hotel pickup, and drop-off aren’t included in the tour.
Participant Information

Although the Tuscany Wine Tour is suitable for most participants, there are a few limitations to be aware of.
The tour has a minimum age requirement of 18 years and isn’t wheelchair accessible. Pregnant travelers are advised against joining, but most others can participate.
Comfortable shoes are recommended, as the tour involves walking around San Gimignano.
The tour requires a minimum of 3 participants, and if this isn’t met, a private option with a supplement will be offered.
Winery Visits

What can travelers expect from the winery visits during the Tuscany Wine Tour? The tour includes guided tastings at two local wineries, where visitors can sample up to 7 Tuscan wines along with complementary snacks.
The winery experiences offer:
- Insight into the winemaking process and Chianti region
- Opportunity to taste a variety of red, white, and dessert wines
- Sampling of extra virgin olive oil and balsamic vinegar
- Knowledgeable guides to explain the wines and their flavors
- Time to explore the wineries and take in the scenic Tuscan views
However, some feedback has noted that the winery conditions could be improved, such as temperature and information provided about the wines.
- Rome: Colosseum, Roman Forum and Palatine Hill Fully Guided Tour
- Pompeii Day Trip From Rome With Mount Vesuvius or Positano Option
- Skip-the-Line Group Tour of the Vatican, Sistine Chapel & St. Peters Basilica
- Pizza Cooking Class in Rome – Near Piazza Navona
- Cooking Class in the Heart of Rome: Pizza and Tiramisu Making
- Pasta Cooking Class in Rome – Fettuccine Class in Piazza Navona
Exploring San Gimignano

As part of the Tuscany Wine Tour, travelers are granted free time to explore the medieval town of San Gimignano. This well-preserved hilltop town is known for its iconic skyline of towering medieval stone towers. Visitors can stroll the quaint streets, marvel at the stunning architecture, and visit local shops and cafes. To make the most of the free time, the tour provides a quick overview of the town’s key sights and attractions:
| Landmark | Highlight |
|---|---|
| Duomo di San Gimignano | 11th-century cathedral with Romanesque facade |
| Piazza della Cisterna | Picturesque central square with historic fountain |
| Rocca di Montestaffoli | Ruins of a 14th-century fortress with panoramic views |
This allows guests to independently discover the charm and history of this UNESCO World Heritage site.
Scenic Chianti Drive

The scenic drive through the Chianti region offers travelers breathtaking vistas of the Tuscan countryside.
As the minivan winds along the rolling hills, passengers are treated to sweeping panoramas of lush vineyards, ancient olive groves, and medieval hilltop towns.
- Capture postcard-worthy photos of the iconic cypress tree-lined roads.
- Spot historic farmhouses and castles dotting the landscape.
- Inhale the fresh, earthy aromas of the rural countryside.
- Marvel at the patchwork quilt of vineyards in varying shades of green.
- Appreciate the tranquil pace of life in this rustic, picturesque region.
Traveler Feedback

Travelers have shared a range of feedback on their experiences with the Tuscany Wine Tour. The tour has an impressive 93% recommendation rate from 15 reviews.
Highlights include the scenic Chianti countryside, enjoyable winery visits, and attentive guides. However, some travelers noted issues with winery conditions, such as warmth and lack of information about the wines.
The tour hosts appreciate this feedback and aim to improve future experiences. Though not wheelchair accessible, the tour is suitable for most participants who wear comfortable shoes.
A minimum of 3 travelers is required, or a private option with a supplement will be offered.
Frequently Asked Questions
Can We Visit Any Other Tuscan Towns Besides San Gimignano?
This tour focuses on visiting San Gimignano, but it doesn’t mention stopping at any other Tuscan towns. Travelers interested in seeing more of Tuscany may want to inquire about tour options that include additional town visits.
Do We Have the Option to Buy Wines During the Tasting?
Yes, participants can purchase wines during the tasting at the two Tuscan wineries. The tour includes guided tastings of up to 7 different wines, allowing visitors to sample and buy their favorites.
Are There Any Dietary Restrictions or Accommodations Available?
The tour offers accommodations for dietary restrictions with advance notice. Vegetarian, vegan, and gluten-free options are available during the wine tastings and snacks. Travelers should notify the tour provider of any special dietary needs prior to the tour.
Can We Extend the Tour or Add Additional Activities?
The tour operator offers some flexibility to extend the tour or add additional activities, though this may incur extra costs. Travelers should inquire about customization options when booking to ensure their preferences can be accommodated.
How Do We Get to the Meeting Point From Our Hotel in Rome?
Travelers can get to the meeting point from their Rome hotel via return high-speed train service included in the tour. The tour provides transport by minivan or coach from the train station to the Tuscany destination.
The Sum Up
The "From Rome: Tuscany Wine Tour & San Gimignano" offers an enchanting opportunity to explore the beauty of Tuscany. Travelers will enjoy a scenic train ride, guided tastings at two wineries, and the chance to discover the medieval town of San Gimignano. With an experienced English-speaking guide, this full-day excursion promises an unforgettable Tuscan experience.
More 2-Day Experiences in Rome
- Rome: Two Days Private Guided Tour, Chauffeur Service -VIP Entry
- 2 days: Hike the peak, Kayak the lake, visit Castle and best food
- Rome in 2 Days Tour with Forum Colosseum Trevi Fountain Vatican & Sistine Chapel
- Rome: 2-day Intensive Mosaic Making Course
- Rome: Guided 2-Day Private Tour
- Rome: Mid-Week Colosseum and Vatican 2-Day Tour
More Tours in Rome
- Rome: Private Walking Tour with a Local
- Rome: Exclusive Private Tour of St. Peters Basilica
- Rome: Vespa tour When in Rome with Dessert and Photography
- Rome: Small Group Walking Tour in English or Spanish
- Rome: Capuchin Crypts & Ghostly Legends Small Group Tour
- St.Peter’s Basilica & Vatican Grottoes: Guided Tour in Rome
More Tour Reviews in Rome
Still browsing? Here are more Rome experiences we've covered recently
- 13 Fantastic Wine Tours In Rome
- 14 Top Private Driver Services In Rome (With Reviews & Prices)
- Which Rome Shore Excursions To Choose? Our Best 6 Picks
- The 14 Most Popular City Tours In Rome
- Which Rome Tours & Experiences To Choose? We Rank The 14 Best
- 14 Must-Try Cruises And Boat Tours In Rome
- Discover 14 Great Tours In Rome
- 12 Best Walking Tours In Rome (With Reviews & Prices)
- 14 Of The Best Shopping & Market Tours In Rome
- The Top 13 Rome Workshops & Classes
- 14 Must-Try Lunch Experiences In Rome
- Our 14 Favorite Rome Motorbike And Scooter Rentals
