Discover the charming medieval towns of San Gimignano and Siena on this immersive 9-hour excursion from Florence. Visitors can savor the local flavors with a wine tasting, then explore Siena’s historic center and admire the stunning Siena Cathedral. This tour provides the perfect opportunity to experience the rich cultural heritage of Tuscany. Whether you’re a first-time traveler or a seasoned explorer, this tasting experience promises to delight the senses and leave you eager to uncover more of this captivating region.
Key Points
- This 9-hour excursion offers a tasting experience in the medieval towns of San Gimignano and Siena, priced from $103.76 per person.
- In San Gimignano, visitors enjoy free time, a 40-minute wine tasting with light lunch, and sample local wines like Vernaccia di San Gimignano and Chianti Classico.
- The tour includes a guided tour of Siena, followed by 2.5 hours of free time for independent exploration, and a 30-minute visit to the Siena Cathedral with skip-the-line access.
- The tour features professional, multilingual guides and audio guides, and includes transportation in an air-conditioned vehicle with free Wi-Fi.
- The experience is rated 4.9/5 by travelers but is not suitable for those with mobility issues.
Overview and Pricing
This tour offers a tasting experience in the picturesque towns of San Gimignano and Siena. Priced from $103.76 per person, the 9-hour excursion includes free cancellation up to 24 hours in advance.
Visitors can reserve their spot and pay later. The tour features a professional, multilingual guide, audio guides, skip-the-line access to Siena Cathedral, a wine tasting, and a light lunch in San Gimignano.
Travelers rate the tour 4.9/5, praising the knowledgeable guide and value for money. Those with mobility issues or respiratory problems may find the tour unsuitable.
Hungry for more Siena flavors? We've covered these other food and drink spots
Itinerary Highlights
The tour begins at the Stazione Montelungo, providing a convenient starting point for the day’s activities.
The tour begins at the Stazione Montelungo, providing a convenient starting point for the day’s activities.
First, travelers enjoy free time in the charming town of San Gimignano, known for its medieval towers.
Next, they participate in a 40-minute wine tasting, sampling local wines paired with a light lunch.
The tour then moves on to the historic city of Siena, where guests have 2.5 hours of free time to explore its stunning architecture and scenic piazzas.
The experience culminates with a 30-minute visit to the iconic Siena Cathedral before returning to the starting point.
San Gimignano: Free Time and Wine Tasting
After enjoying free time to explore the charming medieval town of San Gimignano, the tour takes participants to a local winery for a 40-minute wine tasting.
The tasting offers a chance to sample some of the region’s finest vintages, including:
-
Vernaccia di San Gimignano, a crisp white wine
-
Chianti Classico, a renowned red blend
-
Vin Santo, a sweet dessert wine
Along with the wine, guests are served a light lunch, providing a delightful pairing and an opportunity to learn about the local terroir and winemaking traditions.
This tasting experience offers a true taste of Tuscany.
Siena: Guided Tour and Cathedral Visit
After departing San Gimignano, the tour group then travels to the historic city of Siena, where they’ll embark on a guided tour of the city’s highlights.
The tour leader takes the group through Siena’s picturesque streets, sharing insights into the city’s rich history and culture.
They’ll have 2.5 hours of free time to explore at their own pace, allowing them to visit the famous Siena Cathedral.
With a skip-the-line ticket, the group can admire the cathedral’s impressive Gothic architecture and intricate interior in just 30 minutes.
More Great Tours NearbyTour Features and Inclusions
Professional, multilingual tour leaders guide the experience, providing commentary in English, Italian, French, and German.
Travelers can enhance their experience with an audio guide available in multiple languages.
The tour includes:
-
Skip-the-line ticket for Siena Cathedral
-
Wine tasting with a light lunch in San Gimignano
-
Air-conditioned vehicle with free Wi-Fi
The tour isn’t suitable for those with mobility impairments, wheelchair users, or individuals with respiratory issues.
Prohibited items include electric wheelchairs, food, and drinks in the vehicle.
Traveler Feedback and Ratings
How do travelers rate this tour experience? Based on 26 reviews, the tour has an impressive overall rating of 4.9 out of 5 stars. Travelers praise the tour guide’s knowledge and friendliness, as well as the transportation service. The value for money is rated 4.5 out of 5.
| Metric | Rating |
| — | — |
| Guide | 5/5 |
| Transportation | 4.7/5 |
| Value for Money | 4.5/5 |
While the feedback is overwhelmingly positive, some travelers have suggested expanding the tasting options to accommodate dietary restrictions. This tour seems to offer an excellent sightseeing and tasting experience in Tuscany.
Important Information for Participants
The meeting point for this tour is Piazzale Montelungo Bus Terminal, just a 5-10 minute walk from the Santa Maria Novella Train Station.
Participants should come prepared with:
-
Comfortable shoes
-
Sunglasses and a hat
-
An umbrella or rainwear
-
Bottled water
Please note that this tour isn’t suitable for people with mobility impairments, wheelchair users, or individuals with respiratory issues.
Bringing electric wheelchairs, food, and drinks into the vehicle is also prohibited.
Following these guidelines will ensure a smooth and enjoyable experience.
Meeting Point and What to Bring
The meeting point for this tour is Piazzale Montelungo Bus Terminal, just a 5-10 minute walk from the Santa Maria Novella Train Station.
Guests should wear comfortable shoes, as the tour involves walking through historic towns.
Bring sunglasses and a hat to shield from the sun, and an umbrella in case of rain. It’s also a good idea to have a water bottle on hand to stay hydrated.
Please note that the tour isn’t suitable for those with mobility issues, respiratory problems, or who require electric wheelchairs, as these aren’t permitted on the vehicle.
The Sum Up
The Florence: San Gimignano & Siena Tasting Experience offers an immersive Tuscan adventure, blending medieval charm, world-class wine, and guided cultural exploration. With convenient transportation, skip-the-line access, and a mix of structured activities and free time, this tour provides an excellent opportunity to discover the region’s renowned highlights in a single day trip from Florence.
You can check availability for your dates here:More Workshops & Classes in Siena
- A Brunello Cooking Class with Vineyards View Winery
- Private Cooking Class in Chianti from Siena
- Siena: Sensory wine lesson, a unique blindfolded experience
- From Siena: Pizza and Gelato Cooking Class
- Siena: Private Pasta Cooking Class in an Ancient Farmhouse
- Tuscan Culinary Secrets Unveiled: Cooking Class & Dinner
More Tour Reviews in Siena
Still browsing? Here are more Siena experiences we've covered recently
- Siena: guided visit of the Cathedral with Opa Si Pass
- Siena: Interactive Walking Riddle Hunt Tour
- Chianti: Wine and Olive Oil Tasting with Cellar Tour
- Siena: Civic Museum and Palazzo Pubblico Entry Ticket
- Venchi Siena: Chocolate Tasting Experience
- Siena: Chianti Half Day Small Group Tour
- Siena: Contrade Walking Tour with Contrada Museum Entry
- A Brunello Cooking Class with Vineyards View Winery
- Tarot Garden and Maremma Park
- Small-Group Chianti and San Gimignano Sunset Trip from Siena
- Discover the Medieval Charm of Siena on a Private Walking Tour
- Siena Walking Tour with Audio and Written Guide by a local