Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - From Rome to the Scenic Sienese Countryside

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome

Discover a private full-day wine tour from Rome to Chianti, visiting Castellina, tasting organic wines, olive oils, and local specialties in Tuscany's stunning landscape.

Explore the Heart of Tuscany with a Private Chianti Wine Tour from Rome

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - Explore the Heart of Tuscany with a Private Chianti Wine Tour from Rome

This full-day private wine tour offers an immersive experience into the scenic Chianti countryside, departing from Rome for about 11 hours. For $595.25 per person, travelers enjoy luxury transportation, expert guides, and exclusive access to Chianti Classico wines, olive oils, and local delicacies. The tour is ideal for families, friends, and wine enthusiasts seeking a personalized, relaxed way to explore Tuscany’s celebrated vineyards and historic towns.

The journey begins early in the morning, with pickup from your Rome accommodation, whisking you through rolling hills dotted with vineyards, olive groves, and castles. One highlight is the visit to Castellina in Chianti, a charming hill town famous for its stone streets and Etruscan archaeological sites. The focus on authentic local products, along with the private nature of the tour, makes this a memorable day for those who appreciate scenery, culture, and fine wine.

Key Points

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - Key Points

  • Private, customizable experience with a dedicated English-Spanish speaking driver
  • Visit Castellina in Chianti, a historic town with Etruscan tombs and charming streets
  • Taste up to 7 organic Chianti Classico wines, plus olive oils and balsamic vinegar
  • Enjoy local specialties such as cold cuts, cheeses, pasta or Ribollita, and Vin Santo with cantucci
  • Luxury transportation with WiFi and air conditioning included
  • Full-day itinerary with flexible stops for photos and exploration

From Rome to the Scenic Sienese Countryside

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - From Rome to the Scenic Sienese Countryside

The tour starts at 7:00 AM with a luxury car pickup from your Rome hotel, driven by an experienced English-Spanish speaking guide. This early departure ensures ample time to enjoy the breathtaking landscapes of Tuscany’s Chianti region, where cypress-lined roads and vineyard-covered hills paint a picture-perfect backdrop. The drive takes you through farms, castles, and villages, providing plenty of opportunities for photo stops along the way.

Traveling by private vehicle, the day is designed to be comfortable and relaxed, avoiding the typical rush of group tours. The scenic route showcases changing seasonal colors and the living postcard landscapes that make Chianti so beloved. This journey suits those who appreciate nature’s beauty and want a personalized experience without the crowds.

Visiting Castellina in Chianti: A Historic Hill Town

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - Visiting Castellina in Chianti: A Historic Hill Town

The first stop is Castellina in Chianti, a hilltop town perched amidst the vineyards. Known for its stone streets and archaeological significance, this town reflects centuries of wine and oil production. Visitors can explore Etruscan tombs dating back to the 7th-6th century BC, giving insight into ancient habitation and craftsmanship.

Walking through Castellina’s historic center, you’ll find charming shops and local monuments, providing an authentic look into Tuscan life. The town’s breathtaking views over the surrounding vineyards make it a perfect spot for photos and leisurely exploration. The stop offers a blend of history, culture, and scenic beauty that enhances the overall experience.

Tasting the Finest Chianti Classico and Organic Products

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - Tasting the Finest Chianti Classico and Organic Products

The highlight of the day is the visit to a local winery, where Silvano, the winemaker, guides guests through tasting up to 7 organic wines, including the renowned Chianti Classico DOCG, Chianti Riserva, and an estate-exclusive wine. The tasting is complemented by olive oil, balsamic vinegar, and local specialties such as cold cuts, cheeses, and bruschetta.

Guests also sample Ribollita, a traditional Tuscan vegetable soup, or pasta dishes prepared by the chef, offering a full sensory experience of regional cuisine. To finish, the sweet wine Vin Santo paired with cantucci (almond cookies) presents a perfect conclusion. The expert-led tasting ensures an educational and flavorful journey into Tuscany’s wine-making traditions.

The Wines, Olive Oils, and Local Flavors

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - The Wines, Olive Oils, and Local Flavors

During the wine tasting, Silvano shares insights into the history and production of each organic wine, explaining how climate, soil, and tradition influence the flavors. Guests enjoy sampling olive oil directly from the source, appreciating its freshness and quality. The afternoon also includes balsamic vinegar tasting, highlighting regional craftsmanship.

The local specialties served alongside the wines—cold cuts, ham, cheeses, and bruschetta—are carefully selected to complement the wines’ profiles. The tasting experience provides a delicious introduction to the culinary heritage of Chianti, making it an educational and enjoyable part of the tour.

Flexible Stops and Photo Opportunities

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - Flexible Stops and Photo Opportunities

Throughout the day, the driver is happy to accommodate photo stops at any point along the scenic route, giving travelers the chance to capture the stunning landscapes and quaint villages. These stops are not only for photos but also for brief moments to absorb the peaceful countryside and rustic beauty.

This flexibility allows each guest to personalize their experience, avoiding a rigid schedule. The private nature of the tour means you can spend more or less time at each location, making it suitable for families, couples, or groups seeking a tailored day out in Tuscany.

Logistics and Comfort on the Private Transportation

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - Logistics and Comfort on the Private Transportation

The air-conditioned vehicle features WiFi onboard, ensuring comfort and connectivity during the approximately 11-hour journey. The pickup and drop-off are included, providing convenience directly from your Rome hotel to the Tuscan countryside.

Since this is a private tour, only your group participates, offering a more intimate experience with the driver-guide. The luxury transportation and personalized schedule are key advantages for travelers who value comfort and flexibility.

Additional Cost Options and Considerations

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome - Additional Cost Options and Considerations

While the wine tasting, winery tour, and full lunch are included in the tour, there is an optional additional fee of 60 euros for a more elaborate meal. Guests can request a private English-speaking guide for the entire day at an extra cost, enhancing the experience with more in-depth explanations.

It’s worth noting that tickets to paid attractions or souvenir purchases are not included in the base price. The tour is suitable for most travelers, with service animals allowed if properly carried.

Customer Satisfaction and Experience Quality

The solitary review, rated 5 out of 5, highlights the private driver as a major plus, emphasizing the relaxed pace and personalized service. The experience is described as “incredible”, with plenty of scenic beauty and opportunities to enjoy regional products.

The positive feedback underscores the tour’s strength in blending luxury transportation, cultural visits, and quality tastings, making it a popular choice among those seeking an authentic Tuscan experience.

The Sum Up: A Thoughtful Day in Chianti

This private wine tour from Rome delivers a well-rounded experience of Tuscany’s lush landscapes, historic towns, and renowned wines. The customizable schedule, comfortable transportation, and expert guides make it ideal for wine lovers and culture seekers alike. The inclusion of local food and olive oils enriches the journey, providing a taste of regional excellence.

While the price may be higher than group tours, the personalized service, flexibility, and high-quality tastings justify the investment. This tour suits those who want a luxurious, relaxed day exploring Chianti’s vineyards and villages, with ample opportunity for photos, learning, and savoring regional flavors.

✨ Book This Experience

Wine tasting in Chianti, visiting Castellina, in Tuscany from Rome



5.0

100% 5-star

“There are no words to describe what we've experienced. We were in Italy with two of our children (16 & 13). It's world getting the private tour w…”

— Nadine16, Nov 2019

Frequently Asked Questions

What is included in the price of the tour?
The private transportation, air-conditioned vehicle, WiFi onboard, hotel pickup and return, and wine tasting, winery tour, and lunch are included.

Can the tour be customized?
Yes, the driver is available to accommodate photo stops and personal preferences throughout the day, making it a flexible experience.

Is a private guide available for the entire tour?
A private English guide is available on request for an additional cost. The current package includes a driver with expert knowledge.

What types of wines are sampled?
Guests taste up to 7 organic Chianti Classico wines, including Riserva and an estate-exclusive wine, along with balsamic vinegar and olive oils.

Are food options included?
Yes, the tour includes local specialties such as cold cuts, cheeses, pasta or Ribollita, and Vin Santo with cantucci.

How long does the tour last?
The entire experience lasts approximately 11 hours, starting at 7:00 AM and concluding with hotel drop-off.

Is the tour suitable for children or animals?
Yes, the tour is most travelers can participate, and service animals are allowed if they have a carrier.

What is the cancellation policy?
Cancellation is free if made at least 24 hours in advance. Full refunds are available for early cancellations.

How far in advance should I book?
Most bookings are made about 15 days in advance, so early reservation is recommended to secure your preferred date.

Can I combine this tour with other activities?
While not specified, the private nature and flexible schedule make it easy to coordinate with other plans in Rome or Tuscany.