5-Day Tuscany Wine and Cooking Experience

What's Included

Meeting and pickup

Itinerary

Day 1
Explore Florence’s Iconic Sights & Evening Freedom
1 stop
1
Florence
Begin your adventure in Florence and settle into your chosen accommodation before meeting your guide for a welcome walk through the historic center. Discover the city's charm as you admire the Duomo, Piazza della Signoria, and Ponte Vecchio. The evening is yours to enjoy at your own pace: savor Tuscan dishes in a traditional trattoria, unwind over a glass of wine in a cozy café, or wander through atmospheric streets and hidden corners, soaking up the beauty of Florence as the city lights come on.
2 hours • Admission ticket free
Day 2
Florence Free Day: Customize Your Experience
1 stop
2
Florence
Spend the day exploring Florence at your own pace. Stroll through Piazza del Duomo, browse the stalls of San Lorenzo Market, or cross Ponte Vecchio to discover the artisan workshops of the Oltrarno district. For panoramic views, head up to Piazzale Michelangelo and admire the city from above. You can also choose an optional day trip to Pisa and Cinque Terre, or explore Florence’s artistic heritage with a guided visit to the Accademia and Uffizi galleries. Optional activities are available at an extra cost.
1 day • Admission ticket free
Day 3
Iconic Tuscan Towns, Siena, Cortona & Montepulciano and Val D'Orcia
7 stops
3
Meet your local tour leader by Porta Romana, central Florence a ready to leave. Travel for an hour and a half on board of a private 8 seat mini-van through the beautiful Tuscan countryside enjoyed by generations on the movie screen while listening to stories and info about the area from your tour leader.
1 hour 30 minutes • Admission ticket free
4
Cortona
Our first destination is the charming hilltop town of Cortona, famous for its olive groves and immortalized by Diane Lane in Under the Tuscan Sun. Explore independently the town with its narrow streets, artisan stores, and landmarks featured in Frances Mayes' beloved novel. Who knows, you might even start your own Italian love story!
1 hour • Admission ticket free
5
Montepulciano
Next, we travel just 40 minutes from Cortona to a picturesque local farm nestled in the heart of Tuscany. Here, Cinta Senese pigs roam semi-wild, thriving on natural feed. Stroll among olive trees and vineyards before savoring the farm's exceptional products in a tasting board we have organised for you —cured meats and bruschetta made from garden-fresh ingredients, paired with their own wine. This unforgettable experience will leave lasting memories.
1 hour 30 minutes • Admission ticket free
6
Piazza Grande a Montepulciano
We then head to the famous MONTEPULCIANO , where vampires converge in Twilight Saga: New Moon. This beautiful walled town is also home to the renowned Montepulciano DOCG wine. Your tour leader will provide during the journey local insights, information about specific film scenes, and other attractions of Montepulciano, allowing you free time to explore the town at your leisure. Located near the entrance of the village is a 14th-century underground cellar where you will be able to enjoy a complimentary tasting of local wines and products they offer to the guests.
2 hours • Admission ticket free
7
Val D'Orcia
After exploring Montepulciano, unwind in our comfortable van as we journey through the breathtaking Val d'Orcia. Marvel at the stunning landscapes, rolling hills, and iconic cypress trees. With ample time to relax, you can fully immerse yourself in the beauty of this enchanting region.
1 hour 30 minutes • Admission ticket free
8
Piazza del Campo
Our last stop is the Medieval town of Siena, the backdrop for movies like Letters to Juliet and Stealing Beauty. Prepare to be amazed by Siena's charm, with its narrow streets, local artisans, and medieval squares glowing in the setting sun. Your tour leader will escort you from the parking spot to the main piazza passing by the center. From there you will have 1hour approx free time to wander around.
1 hour 50 minutes • Admission ticket free
Porta Romana (Pass by)
We will have then 1 hour approx ride and we will finally head back to Florence for approximately 8:00pm
Day 4
Tuscany Countryside & San Gimignano Wine Experience
4 stops
9
Meet your guide in Piazza della Calza, beside Florence’s historic Porta Romana gate, for a relaxed start to your day in Tuscany. With a comfortable morning departure, this tour is ideal for those who want a little extra time to get ready while still enjoying a full day exploring the Tuscan countryside. Your expert guide will be easy to spot in a purple T-shirt. After a brief introduction, set off together for your first stop: a charming winery in the heart of Chianti.
15 minutes • Admission ticket free
10
Ulignano
Our first stop is a winery in the Tuscan countryside, where you’ll taste four wines, including Chianti Classico, Brunello di Montalcino, and Super Tuscan. Sample a 30-year-old balsamic vinegar and truffle-infused extra virgin olive oil as a passionate wine producer guides you through their distinctive flavors. Discover what to look for in each glass and pick up tasting tips to enjoy long after your visit.
1 hour 30 minutes • Admission ticket free
11
San Gimignano
Next, we’ll visit a local winery in a beautiful area known for D.O.C.G. Vernaccia white wine, overlooking the towers of San Gimignano. The winemakers will guide you through vineyards and cellars, sharing secrets of wine and oil production, and the best wine and food pairings. Enjoy three wines: Vernaccia white, rosé, and Chianti Colli Senesi D.O.C.G. You can also purchase local products and wine at great prices to take home or ship to friends and family.
1 hour 30 minutes • Admission ticket free
12
San Gimignano
San Gimignano, often referred to as the "Medieval Manhattan," is a small, enchanting town in Tuscany, renowned for its well-preserved medieval architecture and impressive skyline of ancient towers. The town is famous for its historical significance, with notable landmarks such as the Piazza del Duomo, the Collegiata (a Romanesque cathedral), and the Torre Grossa, the tallest tower offering panoramic views. Visitors can wander through its narrow cobblestone streets, explore artisan shops, and enjoy local specialties like saffron.
1 hour • Admission ticket free
Day 5
Hands-On Tuscan Cooking & Farewell to Florence
2 stops
13
San Gimignano
On your final day, discover the flavors of Tuscany with a hands-on cooking class led by a local chef. Learn to prepare authentic recipes, picking up practical tips and traditional techniques that you can bring home to your own kitchen. Enjoy the experience of cooking together before sitting down to share the meal you’ve prepared, accompanied by a glass of local wine. After a leisurely meal and a final taste of Tuscan hospitality, return to Florence, bringing your adventure to a close with new memories and recipes to recreate at home.
7 hours • Admission ticket free
14
San Gimignano
In the afternoon, continue to the medieval hill town of San Gimignano, where you’ll have approximately one hour of free time to explore its famous towers, charming streets, and artisan shops at your own pace.
1 hour • Admission ticket free

Additional info

• Public transportation options are available nearby
• Suitable for all physical fitness levels

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