Chianti Wine Tour from Florence to San Gimignano with 2 Wineries

Discover the Charm of Tuscany in a Private Chianti Wine Tour from Florence

This full-day private tour offers an immersive journey into the heart of Tuscany, starting from Florence and taking you through iconic landscapes, historic towns, and renowned wineries. Priced at $319.30 per person, the tour includes hotel pick-up and drop-off, making logistics effortless. Spanning approximately 7 to 8 hours, it features a carefully curated itinerary that balances scenic drives, cultural exploration, and wine tasting—perfect for those wanting a personalized, relaxed experience with expert guides. The tour boasts a perfect 5.0 rating from 30 reviews, with 100% recommendation, highlighting its consistent quality and popularity.

While the tour emphasizes visits to two wineries and the medieval town of San Gimignano, it also offers options for lunch and wine tastings at additional costs. The private nature and small group feel ensure personalized attention and a flexible pace, suited for travelers seeking an intimate taste of Tuscany beyond the typical group excursions.

Key Points

• Private full-day tour from Florence, lasting 7 to 8 hours
• Visits San Gimignano, a stunning medieval town, plus two Chianti wineries
• Optional lunch and wine tastings available at an additional $30 to $60 per person
• Includes hotel pickup and drop-off in an air-conditioned Mercedes-Benz vehicle
• Expert guides deliver friendly, knowledgeable commentary
• Flexible scheduling with group discounts and mobile tickets

Departure and Meeting Point in Florence

The tour begins promptly at 9:00 am from a designated meeting point in Florence. The journey kicks off at the Piazzale Michelangelo, where panoramic views of the city skyline and the Arno River set a scenic tone for the day. The pickup service ensures convenience, with transport in a luxurious Mercedes-Benz vehicle equipped with WiFi and bottled water for comfort. Since the tour is private, only your group participates, and the driver acts as your guide throughout the day.

Scenic Drive to San Gimignano

From Florence, the driver guides travelers through the Tuscan countryside, renowned for its rolling hills and lush vineyards. The drive to San Gimignano takes about two hours, offering stunning vistas along the way. Upon arrival, visitors have two hours to explore this medieval village, famous for its ancient walls, narrow streets, and towering medieval houses. The town commands breathtaking panoramic views of the surrounding vineyards and hills, making it a delightful stop for photos and wandering at your own pace.

Exploring San Gimignano’s Medieval Charm

San Gimignano stands out with its well-preserved medieval architecture and towering houses that define its skyline. Visitors can stroll through narrow streets, discover local artisan shops, and enjoy the historic ambiance of this UNESCO World Heritage site. The viewpoint atop the town offers sweeping views of the countryside, perfect for capturing memories. The two-hour visit balances sightseeing and leisure, allowing for ample time to soak in the town’s timeless atmosphere.

Visiting the Farm Sant’Appiano Winery

Next, the tour moves to a local winery, Farm Sant’Appiano, where a wine production demonstration awaits. The visit lasts around two hours, during which guides showcase the winemaking process, giving insight into the traditions and techniques behind Tuscan wines. Guests also have the option to enjoy lunch combined with a wine tasting, with an additional fee of $50 to $60 per person. The wine tasting includes seven different wines, offering a diverse sampling of local varieties.

The winery visit is a highlight for wine enthusiasts, providing a chance to learn from experienced winemakers and appreciate the nuances of Tuscan wine styles. The winery visited on the day may vary depending on availability, but each location promises quality and authenticity.

Savoring Chianti Vineyards on the Strada Statale 222

The journey continues along the Chiantigiana road, stretching through the Chianti region. During this approximately two-hour segment, travelers enjoy some of the most picturesque vineyard landscapes in Italy. The driver points out notable features of the Chianti winemaking process and the distinctive qualities of the wines produced here.

This drive offers remarkable views of rolling hills, vineyards, and charming farmhouses, making it a visual feast. The group stops at another local winery where guests can explore vineyards and participate in a second wine tasting, again with an option to upgrade to include lunch for a richer experience. The additional tasting again costs around $30 per person without lunch, or $50 to $60 with a meal.

The Return to Florence with Scenic Vistas

After a full day of exploring, the driver takes travelers back to Florence along the Chiantigiana road. The return journey lasts about 45 minutes and provides one last chance to observe the beautiful Tuscan hills and vineyards. It’s a fitting end to a day filled with landscapes that define Tuscany’s renowned scenery.

The Optional Lunch and Wine Tasting Experience

Guests have the opportunity to upgrade on the day of the tour to include a lunch paired with wine tasting at either Farm Sant’Appiano or the second winery. The lunch typically includes local dishes complementing the wines, making for a more complete culinary experience. The cost for this upgrade ranges from $50 to $60 per person, and it is not included in the base price.

This flexible option is ideal for those wanting to enjoy a full gastronomic experience in addition to wine tasting and sightseeing.

What Sets This Tour Apart: Personalization and Comfort

The private nature of this tour means that only your group participates, offering a more intimate experience compared to large group excursions. The luxury vehicle, with amenities like WiFi and air conditioning, ensures a comfortable journey. The knowledgeable driver-guides, praised for their friendliness and expertise, make the tour engaging and educational.

The flexibility to upgrade the experience with lunch and tastings on the day adds a layer of customization that appeals to travelers seeking a tailored Tuscan adventure. The high ratings and consistent 5-star reviews reflect satisfaction with both the scenery and guidance.

Who Will Love This Tour

This private Chianti wine tour suits those who appreciate luxury and personalized service, as well as travelers eager to explore iconic towns and vineyard landscapes at their own pace. It is ideal for wine enthusiasts, photographers, and culinary lovers who want a comprehensive taste of Tuscany without rushing. The tour’s moderate physical demands make it accessible for most travelers, with plenty of opportunities for rest, sightseeing, and tasting.

Final Thoughts on the Chianti Wine Tour from Florence

With its combination of scenic drives, medieval towns, and wine tastings, this tour offers a well-rounded introduction to Tuscany’s culinary and cultural riches. The private setting and expert guides ensure a relaxing, informative experience, making it especially appealing for those who prioritize personalized service and comfort.

The option to include lunch enhances the tour’s value, transforming it into a full-day gastronomic exploration. While the additional costs for tastings and lunch are not included in the base price, they provide the chance to indulge in authentic Tuscan flavors. This tour is particularly suited to those seeking a curated, intimate experience in the Tuscan countryside, away from large crowds.

Frequently Asked Questions

Is hotel pickup included?
Yes, hotel pickup and drop-off are included in the tour.

How long does the tour last?
The total duration is approximately 7 to 8 hours, including all stops and travel time.

Can I upgrade to include lunch?
Yes, you can upgrade on the day of the tour to enjoy lunch and wine tasting for an additional $50 to $60 per person.

Are the wine tastings included in the price?
No, wine tastings are not included in the base price and cost around $30 per person each, with the option to include it with lunch.

What is the maximum group size?
Since this is a private tour, only your group participates, ensuring personalized attention.

What guides lead the tour?
The tour is led by professional driver guides known for their knowledge and friendliness.

Is the tour accessible for all physical levels?
The tour involves walking through towns and wineries, so some mobility is required, but it is generally suitable for most travelers.

Can I cancel the tour?
Yes, free cancellation is available if canceled at least 24 hours in advance.

What makes this tour stand out?
The private setting, luxury transport, flexibility, and high-quality guides set this tour apart, providing an exclusive way to experience Tuscany.

Is this tour suitable for families?
Yes, most travelers can participate, making it a good option for family groups wanting a relaxed, scenic day.