Small-Group Wine Tasting Experience in the Tuscan Countryside - Visiting Two Top-Rated Chianti Wineries

Small-Group Wine Tasting Experience in the Tuscan Countryside

Join this small-group Tuscan wine tour from Florence for authentic Chianti tastings, charming vineyard visits, and local food pairings for around $103.

Discover the delights of Tuscany’s renowned wine country with this small-group wine tasting experience departing from Florence. Priced at $103.34 per person, this nearly five-hour tour offers an intimate look at two top-rated Chianti Classico wineries, where you’ll tour vineyards, cellars, and barrel rooms. With a maximum group size of 25, the tour ensures personalized attention and engaging guides, making it ideal for wine enthusiasts and curious travelers alike. Expect to taste up to 7-8 wines, paired with local olive oils, cheeses, and cured meats, along with stunning views of the Tuscan countryside.

While no lunch is included and transport is not hotel-based, the scenic drive and in-depth winery visits more than compensate. Notably, the tour operates rain or shine, so dressing appropriately is advised. Booking in advance—about 39 days ahead on average—will secure your spot for this popular experience. It’s perfect for those seeking a relaxed, educational, and flavorful day amidst Tuscany’s iconic rolling hills.

Key Points

Small-Group Wine Tasting Experience in the Tuscan Countryside - Key Points

  • Small-group experience with a maximum of 25 participants for personalized service
  • Visit two different Chianti Classico wineries with guided tours of vineyards and cellars
  • Taste 3 wines at each winery, plus olive oil and local Tuscan specialties like cheese and bruschetta
  • Includes transport in an air-conditioned vehicle with free Wi-Fi and a knowledgeable, English-speaking guide
  • Operates rain or shine, with options for vegetarian and gluten-free accommodations upon request
  • No lunch included and hotel pickup/drop-off are not part of this tour

Scenic Drive from Florence into Tuscany’s Vineyards

Small-Group Wine Tasting Experience in the Tuscan Countryside - Scenic Drive from Florence into Tuscany’s Vineyards

The tour begins just steps from Florence’s Santa Maria Novella train station, where an air-conditioned coach awaits. The drive takes you along picturesque hillside roads, passing vineyards, olive groves, and cypress trees—scenery that captures the essence of Tuscany’s beauty. The comfortable coach features free Wi-Fi, making it easy to stay connected or review your plans as you head into the countryside.

The journey itself is a highlight, offering glimpses of rustic farmhouses and rolling hills. The tour’s timing allows for a relaxed departure in the morning, with options for a late morning or early afternoon start. This scenic drive primes you for the authentic vineyard experiences ahead.

Visiting Two Top-Rated Chianti Wineries

Small-Group Wine Tasting Experience in the Tuscan Countryside - Visiting Two Top-Rated Chianti Wineries

The core of this experience involves guided visits to two different Chianti wineries. The first stop features a detailed tour of the vineyards, production areas, and barrel rooms, giving insight into traditional wine-making methods. You’ll see how grapes are harvested, stored, and transformed into wine, with tastings of three different wines accompanied by olive oil.

After some free time for shopping or browsing the winery shop, the bus heads to the second estate. Here, the focus shifts to comparing production techniques and enjoying the estate’s unique offerings. The second winery also serves a tasting of three wines, paired with Tuscan cheeses, cured meats, and bruschetta. The different estates often provide contrasting views and atmospheres, enriching your understanding of local wine craftsmanship.

Expert-Led Wine and Olive Oil Tastings

Small-Group Wine Tasting Experience in the Tuscan Countryside - Expert-Led Wine and Olive Oil Tastings

Each winery’s tasting includes three wines, typically reds like Chianti Classico, Riserva, or Super Tuscans, reflecting the regional varieties. The guide explains how to professionally taste the wines, adding an educational element to the experience.

The tastings are complemented by extra virgin olive oil and local Tuscan specialties such as cheese, salami, and cured ham. At the second winery, you can browse the shop to purchase bottles and gourmet products to take home. These tastings showcase the diversity of Tuscan vintages and give an authentic taste of the region’s culinary traditions.

The Role of the Guides and Drivers

Small-Group Wine Tasting Experience in the Tuscan Countryside - The Role of the Guides and Drivers

The English-speaking guides lead the visits, sharing knowledge about wine production, Tuscan culture, and regional history. Review highlights praise guides like Jason, Johnny, David, and Rafael for their friendliness, humor, and expertise.

The bus driver also earns positive remarks for smooth, safe driving and making the journey comfortable. The guides often go beyond basic explanations, providing insights into local customs, food pairings, and the landscape—making the trip both educational and enjoyable.

The Food and Drink Pairings

Small-Group Wine Tasting Experience in the Tuscan Countryside - The Food and Drink Pairings

At both wineries, tastings are paired with local olive oil and Tuscan specialties like cheese, cold cuts, and bruschetta. These carefully curated pairings enhance the flavors of the wines and give a genuine taste of Tuscany’s culinary simplicity and quality.

Some reviews mention trying aged balsamic vinegar and enjoying various cheeses and meats, making each tasting session a well-rounded experience. The portion sizes and variety ensure you leave with a satisfying impression of Tuscan gastronomy.

Practical Details: Meeting Point, Duration, and Group Size

Small-Group Wine Tasting Experience in the Tuscan Countryside - Practical Details: Meeting Point, Duration, and Group Size

The tour departs from Piazzale Montelungo in Florence, located conveniently near public transportation. The entire experience lasts approximately 4 hours 45 minutes, with pick-up in the morning or early afternoon based on your choice. The group size caps at 25 travelers, fostering a friendly and engaging atmosphere that encourages interaction.

Transport is in an air-conditioned vehicle that features free Wi-Fi, making it comfortable regardless of the weather. Because lunch is not included, it’s advisable to eat beforehand or plan to purchase snacks at the wineries.

The Value and Overall Experience

Small-Group Wine Tasting Experience in the Tuscan Countryside - The Value and Overall Experience

Priced at $103.34, this tour offers excellent value considering the guided visits, tastings, and transport included. Reviews consistently highlight the good balance of wine, food, education, and scenery, with many describing it as “amazing” and “worth it”.

While it doesn’t include hotel pickup or a full lunch, the small-group setting, knowledgeable guides, and quality wineries distinguish it from larger, less personalized tours. The flexibility to accommodate vegetarian and gluten-free diets makes it accessible for various dietary needs.

Who Will Enjoy This Tour Most?

Small-Group Wine Tasting Experience in the Tuscan Countryside - Who Will Enjoy This Tour Most?

This experience suits wine lovers, culinary enthusiasts, and anyone wanting a relaxed, intimate look at Tuscany’s wine culture. It’s perfect for those who appreciate small-group interactions and want to learn about wine production and pairings in a scenic setting. The tour’s informative guides and beautiful winery environments make it a highlight for visitors to Florence seeking an authentic taste of Tuscany.

✨ Book This Experience

Small-Group Wine Tasting Experience in the Tuscan Countryside



5.0

(6,179 reviews)

93% 5-star

“Go on this wine tour!!!! My sisters and I literally had the BEST time! Amazing wine and amazing staff!!! We LOVED our bus driver Toni – he literall…”

— Elizabeth B, Featured

Frequently Asked Questions

Is lunch included in this wine tour?
No, lunch is not included. The tour features tastings and food pairings, but you should plan to eat beforehand or purchase food at the wineries.

Can dietary needs be accommodated?
Yes, vegetarian and gluten-free options can be arranged if requested at the time of booking.

What wines are tasted during the tour?
The wines are typically reds from the Chianti region, including Chianti Classico, Riserva, Super Tuscans, and possibly Gran Selezione.

How do I meet the tour?
The tour departs from Piazzale Montelungo in Florence, just steps from the Santa Maria Novella train station.

Is transportation provided?
Yes, transport is by air-conditioned vehicle with free Wi-Fi, and luggage storage is available if needed.

This small-group Tuscan wine tour offers an engaging, flavorful glimpse into Chianti’s wine and culinary traditions, combined with scenic views and expert guides. It’s a richly satisfying choice for those wishing to explore Tuscany’s wine country in a relaxed, intimate setting.