Ultimate 5-Day Siena and Surroundings Wine and Culinary Experience Itinerary

Enjoy a hearty breakfast at Osteria Le Logge, a charming spot with a selection of Tuscan specialties. Today, you'll embark on a Total Immersion Wine Tour in Chianti, where you'll visit renowned wineries and taste exceptional wines. Afterward, head to the medieval village of Monteriggioni, known for its well-preserved walls and towers.

For lunch, indulge in a gourmet experience at Ristorante Guidoriccio, offering a modern twist on traditional dishes. Spend the afternoon exploring the Siena Piazza del Mercato and the Basilica of San Domenico (Basilica di San Domenico). Don't miss the opportunity to climb the Forteza di Montalcino for panoramic views.

In the evening, dine at Enoteca I Terzi, a sophisticated restaurant with an extensive wine list. Afterward, take a leisurely walk in the charming streets of Siena and enjoy the city's vibrant nightlife.

Start your day with a scenic drive to San Gimignano, a UNESCO World Heritage Site known for its medieval towers. Enjoy breakfast at a local cafe and then explore the San Gimignano Torre Grossa and Duomo Tickets. Don't miss the opportunity to taste the local wines at San Gimignano Cheese and Wine Tasting Tour.

For lunch, dine at Antica Trattoria Papei, a historic restaurant with a cozy atmosphere. Spend the afternoon wandering through the picturesque streets of San Gimignano and visiting the SAN GIMIGNANO DEGUSTAZIONE CON VISTA SULLE TORRI.

Enjoy a relaxing dinner at a local trattoria and savor the flavors of Tuscan cuisine. Take a moment to appreciate the sunset over the medieval towers before heading back to Siena.

Travel to the charming town of Montalcino, famous for its Brunello wines. Start your day with a visit to a local winery for a Montalcino Brunello Wine Tasting & Lunch in a Tuscan Castle. Enjoy the flavors of the region and learn about the winemaking process.

After lunch, explore the Montalcino Castle and Vineyards Tour with Tasting, where you'll discover the history of the area and enjoy stunning views of the vineyards. Take a leisurely walk in the town and visit the Montalcino Fortress (Fortezza di Montalcino).

Return to Siena and dine at a local restaurant, reminiscing about the day's experiences and savoring the memories of Montalcino's wines.

Enjoy a leisurely breakfast at your hotel or at a local cafe. Spend your morning participating in a Siena Small group Cooking Class in Chianti Farmhouse, where you'll learn to prepare traditional Tuscan dishes.

After the cooking class, enjoy the fruits of your labor with a delicious lunch. Spend your afternoon exploring any remaining sites in Siena or indulge in some last-minute shopping for local products.

For your final evening in Siena, dine at a restaurant of your choice, perhaps revisiting one of your favorite spots from the trip. Take a leisurely walk through the city, savoring the atmosphere and reflecting on the wonderful experiences of the past days.