Tuscanys Secret Gems: Certaldo, San Gimignano & Wine Tour

In the heart of Tuscany, the lesser-known towns of Certaldo and San Gimignano offer a captivating glimpse into Italy’s rich history and culture. Visitors wander through Certaldo’s charming streets, where Boccaccio once roamed, before marveling at the iconic towers of San Gimignano, each telling stories of a bygone era. The day culminates in a delightful wine tasting at a boutique winery nestled in the Chianti region, where the flavors of Tuscany come alive. But what truly awaits those who venture into these secret gems might just surprise them.

Good To Know

• Experience the medieval charm of Certaldo, birthplace of poet Boccaccio, with its narrow streets and terracotta buildings.
• Explore San Gimignano, a UNESCO World Heritage Site, famous for its medieval towers and award-winning gelato.
• Enjoy a wine tasting at a boutique winery in Chianti, sampling robust reds and crisp whites paired with a full Tuscan lunch.
• Take in breathtaking views from Michelangelo Square, overlooking Florence’s skyline with iconic landmarks like the Duomo.
• Benefit from seamless transportation and knowledgeable guides for an unforgettable full-day culinary and cultural journey through Tuscany.

You can check if your dates are available here:

Overview of the Tour

On a full-day tour through the heart of Tuscany, travelers can enjoy the rich history and breathtaking landscapes of this enchanting region.

This eight-hour journey offers a perfect blend of medieval charm and culinary delights. Starting with a visit to Certaldo, guests can hike by the funicular, taking in stunning views of the countryside.

Next, they’ll explore the iconic San Gimignano, famous for its towers and Gelato World Champion. A highlight is the boutique winery in Chianti, where a full Tuscan lunch awaits, featuring local delicacies like homemade pasta and Chianti wines.

With an English-speaking driver and live tour guide, guests enjoy seamless transportation, ensuring an unforgettable experience that captures the essence of Tuscany.

Exploring San Gimignano

Often regarded as one of Tuscany’s most enchanting medieval towns, San Gimignano captivates visitors with its striking skyline adorned by medieval towers. The town’s rich history unfolds through its well-preserved architecture, making it a UNESCO World Heritage Site.

Strolling along cobblestone streets, visitors encounter quaint shops brimming with local crafts and delectable treats.

A must-visit is the Great Tower, offering panoramic views that showcase the stunning Tuscan landscape. Food lovers can indulge in the town’s famous gelato, crafted by World Champion artisans.

San Gimignano’s charm lies not only in its sights but also in its vibrant atmosphere, where history and culinary delights intertwine to create an unforgettable experience.

Discovering Certaldo

Just a short distance from the enchanting towers of San Gimignano lies Certaldo, a hidden gem that enchants visitors with its rustic charm and rich history.

This medieval town, famous as the birthplace of the poet Boccaccio, boasts a captivating old town characterized by narrow cobblestone streets and stunning terracotta buildings.

Visitors often find themselves drawn to the picturesque views from the funicular, which effortlessly ascends the hills surrounding the town.

The vibrant local culture flourishes through quaint shops and family-run trattorias, where authentic Tuscan cuisine delights the palate.

Certaldo’s annual festivals and events celebrate its heritage, offering an immersive experience that connects travelers with the region’s storied past.

This enchanting spot truly deserves a place on every traveler’s itinerary.

Scenic Views From Michelangelo Square

A visit to Michelangelo Square promises breathtaking panoramic views that leave visitors in awe.

Perched high above Florence, the square offers an unparalleled vista of the city’s iconic skyline, dominated by the magnificent Duomo and bell tower. As the sun sets, hues of orange and pink bathe the historic buildings, creating a picturesque scene that photographers adore.

The lush hills of Tuscany serve as a stunning backdrop, dotted with cypress trees and vineyards that stretch into the horizon. Visitors often linger, capturing the moment and soaking in the serene atmosphere.

Accessible by a short walk, Michelangelo Square is a must-see for anyone exploring Florence, combining natural beauty with a rich sense of history in one unforgettable experience.

More Great Thing To Do Nearby

Wine Tasting Experience

Nestled in the heart of Chianti, the wine tasting experience transports visitors into a world of rich flavors and artisanal craftsmanship. Guests savor the exquisite tastes of local wines while enjoying the scenic vineyard views.

The experience includes:

• A selection of robust Chianti reds and crisp Vernaccia whites
• A delightful full Tuscan lunch featuring cold cuts and homemade pasta
• Fresh bruschetta drizzled with premium extra virgin olive oil
• A sweet finish with traditional limoncello

Each sip tells a story, reflecting the region’s rich heritage and dedication to winemaking.

The knowledgeable staff guide participants through the tasting, ensuring a memorable journey through Tuscany’s celebrated vineyards, making it an essential part of any Tuscan adventure.

Culinary Delights of Tuscany

Exploring Tuscany isn’t just about breathtaking landscapes and historical towns; it’s also a culinary journey that tantalizes the taste buds.

The region’s rich gastronomic heritage shines through in its traditional dishes, featuring fresh, local ingredients. Guests savor artisan cheeses, cured meats, and rustic breads, often accompanied by a drizzle of exquisite extra virgin olive oil.

Homemade pasta, such as pici and tortelli, bursts with flavor, reflecting family recipes passed down through generations. Each meal is an event, typically paired with Tuscan wines like Chianti and Vernaccia, enhancing the dining experience.

Desserts, including the renowned cantucci biscuits, offer a sweet conclusion. In Tuscany, each bite tells a story, inviting food lovers to indulge in its culinary delights.

Transportation and Accessibility

Tuscany’s culinary journey is complemented by seamless transportation and accessibility, ensuring guests can fully enjoy the region’s delights without hassle.

With a dedicated service, travelers can relax and enjoy the picturesque landscapes while an English-speaking driver handles the logistics.

• Pickup from your address makes the experience convenient.
• The transportation is wheelchair accessible, catering to all guests.
• Enjoy a comfortable ride in a vehicle designed for exploration.
• Expert drivers provide insights and recommendations along the way.

This thoughtful approach to transportation enhances the adventure, allowing visitors to focus entirely on the enchanting sights and delectable tastes that Tuscany has to offer.

The journey becomes as enjoyable as the destinations themselves.

Additional Tour Highlights

This incredible tour offers a wealth of unforgettable experiences that showcase the charm and history of two enchanting medieval towns.

Travelers can explore San Gimignano’s iconic Great Tower, enjoying panoramic views, and savor the renowned gelato crafted by a world champion.

Certaldo invites adventurers to hike along its scenic funicular, revealing stunning landscapes.

The journey also includes a visit to Michelangelo Square, where breathtaking vistas of Florence await.

At a boutique winery in Chianti, guests indulge in a full Tuscan lunch featuring local delicacies and exquisite wines, enhancing their culinary adventure.

With live guides fluent in English and Italian, and designated photo stops, every moment is designed to create lasting memories while immersing participants in the rich culture of Tuscany.

Frequently Asked Questions

What Is the Maximum Group Size for the Tour?

The maximum group size for the tour is typically set at 20 participants. This ensures an intimate experience, allowing everyone to engage with the guide, enjoy the sights, and savor the delicious Tuscan cuisine together.

Can Dietary Restrictions Be Accommodated During the Lunch?

The tour can accommodate various dietary restrictions, ensuring everyone enjoys the full Tuscan lunch experience. Guests can communicate their needs in advance, allowing the culinary team to prepare delicious alternatives that suit their preferences.

What Should I Wear for the Tour?

For the tour, she suggests wearing comfortable clothing and sturdy shoes, as they’ll explore medieval towns and hike. A light jacket’s wise too, considering the fluctuating temperatures during the day in Tuscany.

Is There an Age Limit for Participants?

There isn’t an age limit for participants, making the tour accessible for everyone. Families can enjoy the experience together, as the engaging activities and stunning sights cater to all ages, ensuring memorable moments for all.

Are Pets Allowed on the Tour?

Pets aren’t allowed on the tour, ensuring a comfortable experience for all guests. The tour focuses on historical sites and wine tastings, promoting a serene atmosphere where everyone can fully enjoy Tuscany’s beauty.

The Sum Up

To sum it up, this enchanting tour of Tuscany’s secret gems offers an unforgettable blend of history, culture, and culinary delights. From the medieval charm of Certaldo to the iconic towers of San Gimignano, every moment captivates the senses. The scenic views from Michelangelo Square provide a stunning backdrop for cherished memories, while the wine tasting experience adds a delightful touch. With each bite and sip, travelers enjoy the rich tapestry of Tuscany, making this journey truly remarkable.

You can check if your dates are available here: