Tuscany’s medieval charm and world-renowned wines are within reach on this private tour from Florence. Visitors can enjoy the historic allure of Siena, explore the scenic Chianti region, and savor optional wine tastings and farm-to-table cuisine. Tailored for small groups, this luxurious outing promises personalized service and unforgettable memories. With highlights including Piazza del Campo and the Siena Cathedral, travelers can uncover the rich cultural tapestry that makes this corner of Italy so captivating.
About Your Stay
- This private, full-day tour from Florence showcases the medieval city of Siena and the scenic Chianti Classico wine region.
- Itinerary highlights include a 3-hour exploration of Siena, a drive along the Chianti Wine Road, and an optional winery visit with tastings and lunch.
- Tour is priced from $348.18 per person and includes air-conditioned transportation, an English-speaking driver, and hotel pickup and drop-off.
- Guests can expect a personalized experience with a maximum group size of 8 travelers and the option to request special accommodations.
- Reviews praise the tour’s smooth organization, comfortable transportation, and the guide’s adaptability and knowledge.
Tour Overview
This private, full-day tour from Florence showcases the medieval charm of Siena and the scenic Chianti Classico region.
Priced from $348.18 per person, the 8-hour tour includes air-conditioned Mercedes-Benz minivan transportation and an English-speaking driver. Hotel pickup and drop-off are provided.
Priced from $348.18 per person, the 8-hour tour includes air-conditioned Mercedes-Benz minivan transportation and an English-speaking driver. Hotel pickup and drop-off are provided.
Explore Siena’s historic landmarks, drive along the Chianti Wine Road, and visit picturesque towns like Castellina and Panzano.
An optional winery visit with a guided tour, tastings, and lunch is available.
The tour offers free cancellation up to 24 hours in advance and the flexibility to reserve now and pay later.
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Itinerary Highlights
The tour starts with a 3-hour exploration of medieval Siena, where travelers wander through the city’s stunning architecture and visit notable landmarks like Piazza del Campo and Siena Cathedral. Next, the journey continues along the scenic Chianti Wine Road, passing castles and villages, including a stop at the Castle of Fonterutoli. The tour then visits the historic center of Castellina in Chianti, with its medieval and Renaissance influences. Travelers have the option to enjoy an organic farm-to-table lunch and wine tasting before heading to the medieval town of Panzano and Greve to sample local delicacies.
| Destination | Duration |
| — | — |
| Siena | 3 hours |
| Chianti Wine Road | 1 hour |
| Castellina In Chianti | 1 hour |
| Organic Farm/Winery (optional lunch) | – |
| Panzano in Chianti | 1 hour |
| Greve in Chianti | 1 hour |
Included Services
The tour includes an array of services to provide travelers with a seamless and comfortable experience.
Pickup and drop-off at the selected hotel or location in downtown Florence are included. Private transportation is by air-conditioned Mercedes-Benz minivan, with an English-speaking licensed driver.
Unlimited cold mineral water and on-board WiFi are provided. A local guide tour is included at the winery, and there’s a stop for tasting local cold cuts and cheeses at the famous Falorni butcher shop.
An optional lunch and wine tasting at the farm or winery are available at an additional cost.
Important Information
Departure time is set for 9:30 AM, though this can be adjusted upon request. The maximum group size is 8 travelers, with additional reservations required for larger parties. For comfort, guests are advised to wear comfortable shoes. Pets are not allowed on the tour. Special requests, such as vegetarian, gluten-free lunches, and allergy accommodations, can be accommodated with 24-hour notice.
| Requirement | Details |
| — | — |
| Departure Time | 9:30 AM (adjustable) |
| Group Size | Max 8 travelers |
| Dress Code | Comfortable shoes |
| Pets | Not allowed |
| Special Requests | 24-hour notice |
More Great Tours NearbyCustomer Reviews
Based on the 3 reviews available, travelers have overwhelmingly positive experiences with this private Siena and Chianti Classico tour.
Reviewers highlighted their guide Alessandro’s adaptability, extensive knowledge, and infectious energy. Travelers appreciated the tailored experiences, high-quality wines, and beautiful scenery throughout the tour.
One reviewer noted the tour exceeded their expectations, while another praised the smooth organization and comfortable transportation.
Exploring Siena’s Medieval Marvels
Siena’s medieval charm unfolds as visitors wander its historic center, a UNESCO World Heritage Site renowned for its exceptionally well-preserved architecture.
Siena’s medieval charm unfolds as visitors wander its historic center, a UNESCO World Heritage Site renowned for its exceptionally well-preserved architecture.
Anchored by the iconic Piazza del Campo, the city is a labyrinth of narrow streets and grand cathedrals.
Travelers can admire the ornate Siena Cathedral, a masterpiece of Italian Gothic style, and marvel at the Palazzo Pubblico’s distinctive tower, the Torre del Mangia.
Shoppers can browse local boutiques and artisan workshops, while foodies savor the region’s renowned Tuscan cuisine and world-class wines.
Siena’s timeless allure captivates all who visit, immersing them in a bygone era.
Picturesque Drive Along the Chianti Wine Road
After exploring the medieval marvels of Siena, the private tour continues with a scenic drive along the famed Chianti Wine Road.
Winding through rolling hills and vineyards, the SS222 route offers breathtaking panoramic views. The tour stops at the Castle of Fonterutoli, where travelers can admire the medieval architecture and learn about the region’s winemaking history.
The journey then leads to the historic center of Castellina in Chianti, showcasing a blend of medieval and Renaissance influences.
Along the way, guests can savor local cold cuts and cheeses at the renowned Falorni butcher shop.
Discovering the Charming Towns of Chianti
As the tour continues its journey through the Chianti region, travelers are immersed in the charm of the area’s historic towns.
The tour stops in Castellina in Chianti, a medieval town with Renaissance influences, allowing visitors to explore its winding streets and local shops.
Next, the group visits Panzano in Chianti, known for its medieval tower and fortified walls.
The final stop is Greve in Chianti, where travelers can taste local cold cuts and cheeses at the renowned Falorni butcher shop.
These charming Chianti towns offer a glimpse into the region’s rich history and culinary traditions.
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Castellina in Chianti: Explore medieval and Renaissance architecture
-
Panzano in Chianti: Visit the town’s medieval tower and fortified walls
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Greve in Chianti: Taste local specialties at the famous Falorni butcher shop
Questions About Your Stay
Can We Visit Other Nearby Towns Besides the Ones Listed?
Yes, the tour can include visits to other nearby towns upon request. The itinerary is flexible, and the guide can accommodate requests to explore additional picturesque Tuscan villages within the Chianti region, subject to availability and timing.
Is It Possible to Adjust the Departure Time?
Yes, the departure time can be adjusted upon request. The tour provider is flexible and accommodating to the needs and preferences of their customers.
Are We Able to Stop for Photos Along the Drive?
Yes, there are panorama view photo stops included along the scenic drive through the Chianti countryside. The tour provides unlimited opportunities to capture the picturesque landscapes, medieval castles, and charming villages of the region.
Can We Bring Our Own Food and Drinks on the Tour?
No, travelers cannot bring their own food and drinks on the tour. The tour includes unlimited cold mineral water, but any additional meals or snacks must be purchased separately during the scheduled stops or optional lunch at the organic farm/winery.
Is There an Option to Extend the Tour Duration?
Yes, the tour duration can be extended upon request. The tour company offers flexible scheduling and is happy to accommodate requests to personalize the experience, such as adding extra time in certain locations or adjusting the itinerary.
Final Verdict On This Stay
This private tour from Florence offers an immersive experience in the heart of Tuscany. Visitors can explore the medieval wonders of Siena, indulge in Chianti’s renowned wines, and discover the region’s charming towns. With personalized service and luxury transportation, this day trip promises an unforgettable glimpse into the timeless beauty and rich culture of this iconic Italian destination.
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