Tuscan Wonders and Beyond: 6-Day Trip to Florence, Chianti, Pisa, Siena, and More Itinerary

Start your day with a visit to the iconic Florence Duomo Entry Ticket with Brunelleschi's Dome. Climb to the top of the dome for a breathtaking panoramic view of Florence. For breakfast, enjoy the elegant ambiance and pastries at Atrium Bar. Afterward, take a leisurely stroll through the historic center, exploring the city's charming streets and alleys.

For lunch, head to Other Side, a hidden gem in Florence's culinary scene, offering a fusion of flavors. Post-lunch, immerse yourself in the world of pasta with a Florence Pasta Making Class with Wine, Limoncello, and Cake. Learn the art of making traditional Italian pasta from a local chef, and enjoy the fruits of your labor with a glass of wine.

Dine at Locale Firenze, a restaurant known for its innovative dishes and warm ambiance. After dinner, take a serene evening walk to the Ponte Vecchio, Florence's famous medieval bridge. Witness the city lights reflecting on the Arno River and explore the bridge's unique jewelry shops.

Grab a quick breakfast at Il Bottegone before embarking on a full-day excursion to the charming towns of Pisa, Siena, and San Gimignano with a From Florence Day Trip Pisa, Siena & San Gimignano w/Lunch. Admire the iconic Leaning Tower of Pisa, stroll through the medieval streets of Siena, and enjoy the medieval towers and the world's best gelato in San Gimignano.

Enjoy a delightful Tuscan lunch included in your day trip. Take in the scenic countryside views as you travel between these historic cities. Return to Florence in the late afternoon, and relax with a coffee at B-Roof, offering a serene atmosphere and a panoramic view of the city.

For dinner, experience the modern Tuscan cuisine at The Stellar Ristorante e Cocktail Bar. Savor innovative dishes paired with fine wines. After dinner, take a leisurely walk to the Piazzale Michelangelo for a stunning panoramic view of Florence under the evening sky.

Begin your day with a hearty breakfast at Ristorante Trattoria Sotto L'arco, offering a taste of authentic Tuscan flavors. After breakfast, explore the historic heart of Siena. Visit the Siena Cathedral (Duomo di Siena) and the Piazza del Campo, one of Europe's greatest medieval squares. Immerse yourself in the timeless elegance of this UNESCO World Heritage city.

Enjoy a leisurely lunch at Osteria Enoteca i Vignaioli, where you can sample a variety of local wines along with traditional dishes. After lunch, take a guided tour of the Siena Crypt (Cripta del Duomo) to discover the hidden history beneath the cathedral. Continue your afternoon with a visit to the Sanctuary of Montenero (Santuario di Montenero) for a peaceful interlude with panoramic views of the city and countryside.

Dine at Djària - American Bar, a stylish restaurant with a modern twist on classic Italian cuisine. After dinner, take a leisurely stroll through the streets of Siena, enjoying the warm evening ambiance. Consider ending your evening with a visit to a local gelateria for a sweet treat.

Start your day with a visit to the Basilica of Santa Maria Assunta (Duomo di San Gimignano), known for its beautiful frescoes. Afterward, enjoy a breakfast with a view at La Petite, offering a selection of pastries and coffee. Spend the morning exploring the medieval streets of San Gimignano and climbing the Torre Grossa for panoramic views of the town and surrounding countryside.

For lunch, indulge in the gourmet sandwiches and local wines at Restaurant Wine Bar - CAVE TIBURZI. After a satisfying meal, take a guided tour of a local winery to learn about the San Gimignano Winery Tour with Tastings. Sample a variety of wines, including the famous Vernaccia, and gain insight into the winemaking traditions of the region.

Return to Florence and enjoy a farewell dinner at Picteau Bistrot & Cocktail Bar, where the culinary artistry is complemented by a sophisticated cocktail menu. Reflect on your Tuscan journey as you savor the flavors of the evening. Consider a post-dinner walk along the Arno River, taking in the lights and ambiance of the city one last time.

Explore the lesser-known side of Florence with a visit to the Basilica of San Lorenzo (Basilica di San Lorenzo), the burial place of the Medici family. Afterward, enjoy a relaxed breakfast at The Fusion Bar & Restaurant, where the fusion of flavors mirrors the eclectic history of the city. Take a morning walk to the Mercato Centrale, a bustling market where you can experience the local food scene and pick up some last-minute souvenirs.

For lunch, head to The Old Stove Irish Pub, a unique spot in the heart of Florence offering a taste of Ireland in Tuscany. After lunch, take a guided tour of the Florence Palazzo Vecchio Entrance Ticket & Videoguide, delving into the history and art of this iconic palace. As the afternoon winds down, take some time to relax in the Boboli Gardens (Giardino di Boboli), enjoying the greenery and the views of the city.

As you prepare to depart, enjoy a final dinner at Alla Torre De' Rossi, a restaurant with a historic setting and a menu that pays homage to the culinary traditions of Florence. Raise a glass to the memories made and the experiences shared. After dinner, take a leisurely walk through the city, soaking in the atmosphere and bidding Florence a fond "arrivederci."