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Experience the charm of Chianti and San Gimignano on this small-group wine tour from Florence, including tastings, a homemade Tuscan lunch, and stunning views.
Discover the timeless beauty of Chianti and the medieval allure of San Gimignano in this engaging half-day tour from Florence priced at $242 per person. With an approximate duration of 5 hours, this experience offers a balanced mix of sightseeing, wine tasting, and Tuscan cuisine, making it ideal for those seeking an authentic taste of Italy’s countryside. The tour features small group sizes—with a maximum of 7 participants—which ensures personalized attention from the local expert driver and a relaxed atmosphere. The journey includes a visit to San Gimignano’s iconic towers, a scenic drive along the Chianti Wine Road, and a delicious homemade 3-course lunch at a traditional farm, paired with six carefully selected Tuscan wines.
While the tour promises a comprehensive experience with stunning views, quality wine tastings, and a flavorful meal, it’s important to note that a guided wine expert is not included but can be arranged with a supplement. The trip is perfect for wine enthusiasts and history lovers alike who appreciate intimate group sizes and authentic Tuscan flavors.


San Gimignano is renowned as a medieval village famous for its fifteen remaining towers that once totaled over 70. These towers give the town its nickname and create a striking skyline visible from afar. Visitors can stroll through its cobbled streets, visit artisan shops, and admire the craftsmanship of local artisans. The Piazza della Cisterna is a highlight, where sampling some of the world’s best gelato is a must. For those wanting an iconic view, climbing the Torre Grossa offers an extraordinary perspective over the rolling Tuscan hills.
The village’s reputation for saffron (known locally as the “Golden Ham”) and Vernaccia di San Gimignano—a crisp white wine—adds to its appeal. The admission to San Gimignano is free, so visitors can explore at their own pace, soaking in the historic charm and vibrant atmosphere.
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After exploring San Gimignano, the tour takes a scenic drive along one of Tuscany’s most picturesque routes. This route weaves through vineyards and rolling hills, offering ample opportunities for photos and absorbing the tranquil scenery. The drive provides a perfect backdrop for appreciating the iconic Tuscan landscape, with its patchwork of fields, forests, and charming farmhouses.
This part of the tour is crucial for setting the scene before arriving at the Chianti winery, where the focus shifts to wine tasting and the countryside experience. The drive itself highlights the natural beauty that makes Tuscany a favorite destination for travelers seeking authentic rural vistas.

The highlight of the afternoon is a homemade Tuscan lunch at Agricola Poggio Ai Laghi, a local farm renowned for its authentic cuisine. During the 1 hour and 30 minutes spent here, guests enjoy a multi-course meal that includes bruschetta, homemade pasta, cured meats, Pecorino cheese, and desserts. The meal is crafted with locally sourced ingredients, emphasizing the farm-to-table philosophy.
This is also the setting for a guided wine tasting featuring five Tuscan wines such as Chianti, Chianti Riserva, Sangiovese, and Vernaccia. The pairing of food and wines offers insights into Tuscan winemaking techniques and regional flavors, making it more than just a meal—it’s an immersion into local traditions.

The tour’s wine tasting experience includes six selections, carefully chosen to showcase Chianti’s diversity and the region’s Super Tuscan offerings. The wines are served at Agricola Poggio Ai Laghi and include Chianti Rosso, Chianti Riserva, White Vernaccia, and Super Tuscan varieties.
Guests have the opportunity to learn about wine pairings and sample some of Tuscany’s best. While a guided wine expert is not included in the base package, it can be added upon request with a one-week advance notice for those seeking more in-depth knowledge.

The tour features a local expert driver, who is air-conditioned, provides bottled water, and ensures smooth transportation throughout the day. The driver’s knowledgeable insights about the region and its traditions are a valued part of the experience, despite the absence of a dedicated guide. The driver’s attention to comfort and timing contributes significantly to the overall enjoyment of the trip.

This tour departs from Via Curtatone, 9, Florence, at 9:00 am. The entire experience is designed for a small group, with a maximum of 7 participants, allowing for a more intimate and relaxed atmosphere. At the end of the tour, guests are returned directly to the original meeting point, making logistics straightforward.
Transportation is in an air-conditioned vehicle, and the tour includes bottled water to keep guests refreshed during the day’s activities.

This tour is offered by Pek Tuscany in Limo, a provider known for curated Tuscany experiences. The small-group format and focus on authentic local encounters reflect their commitment to providing a personalized and satisfying experience. Booking is flexible, with free cancellation available up to 24 hours before the tour’s start, offering peace of mind.

The small group size enhances the experience by allowing more personalized attention and interaction with the driver. The quality of the winery and lunch are notable highlights, delivering authentic Tuscan flavors in a charming setting. The scenic drive and climb to San Gimignano’s towers provide picturesque moments that capture the essence of Tuscany.
However, the tour does not include a dedicated guided wine expert, which might be a drawback for those seeking detailed wine education. Guests should also be prepared for walking in San Gimignano’s cobbled streets and possibly climbing Torre Grossa if they choose.
This experience appeals most to wine lovers, history enthusiasts, and those who want to enjoy small group intimacy. It’s suitable for most travelers due to its moderate walking and scenic nature, but those interested in in-depth wine education may prefer a guided tasting with a specialist.
This tour offers a balanced mix of sightseeing, culinary delights, and wine tasting, all within a relaxed and personalized setting. The delicious homemade lunch and stunning views of the Tuscan landscape create memorable moments that make the $242 per person price worthwhile. It’s ideal for those who appreciate authentic experiences combined with a taste of Italy’s most celebrated regions.
While it’s not tailored for those seeking intensive guided wine education, the scenic drive, historic San Gimignano, and delicious local fare make this a comprehensive introduction to Chianti’s charm.
“Our driver Michel was unbelievably knowledgeable and helpful. He took great care of us and we felt like we were in great hands. The winery was love…”
Is transportation included in the tour?
Yes, transportation in an air-conditioned vehicle is included, with pickup from Florence and return at the same location.
How long does the entire tour last?
The experience lasts approximately 5 hours, starting at 9:00 am.
What is included in the lunch?
The 3-course Tuscan lunch features bruschetta, homemade pasta, cured meats, Pecorino cheese, and desserts, prepared with locally sourced ingredients.
Are wine tastings guided by a wine expert?
No, a guided wine expert is not included in the base package but can be added upon request with a week’s notice.
How many wines are tasted during the tour?
Guests taste six wines, including Chianti, Chianti Riserva, and Vernaccia di San Gimignano.
What are the main stops on this tour?
The stops include San Gimignano and a scenic drive through Chianti culminating at Agricola Poggio Ai Laghi for lunch and wine tasting.
Is this tour suitable for all ages?
Most travelers can participate, but those with mobility issues should note possible walking and climbing activities.
Can I cancel this tour?
Yes, free cancellation is available up to 24 hours before the start.
What do I need to bring?
Guests should carry comfortable walking shoes, sunscreen, and a camera to capture the scenic views.
How many people are in each group?
The maximum group size is 7 travelers, ensuring an intimate experience.
Who operates this tour?
The experience is provided by Pek Tuscany in Limo, known for personalized Tuscany tours and small-group outings.