5 Days Exploring Rome, Tuscany, and Florence Itinerary

Depart from Rome early in the morning and drive towards Tuscany. Your first stop is at the picturesque town of Montepulciano. Enjoy breakfast at Caffè Poliziano, offering stunning views over the Tuscan countryside. Afterward, join a guided tour for some Montepulciano Guided Winery Tour with Tasting & Appetizers. Savor local wines and learn about winemaking traditions.

For lunch, indulge in Tuscan flavors at Osteria Acquacheta. Post-lunch, drive towards Montalcino and explore its medieval streets and fortress. Visit the renowned Montalcino Fortress (Fortezza di Montalcino) and enjoy panoramic views over vineyards and olive groves.

In the evening, head to Siena for dinner at Osteria Le Logge, known for its exquisite Tuscan dishes. After dinner, take a walk around Piazza del Campo and admire its unique shell shape under night lights before retiring to your accommodation.

Begin your day with a hearty breakfast at Bar Pasticceria Il Campanile in the charming town of San Gimignano. Afterward, embark on a scenic drive to the stunning Val d'Orcia region. Your first stop is at the picturesque town of Pienza, known for its Renaissance architecture and breathtaking views. Stroll through the town's quaint streets and visit the Piazza Pio II to admire its harmonious design.

For lunch, enjoy a delightful meal at La Buca di Enea, where you can savor traditional Tuscan dishes made from local ingredients. After lunch, head to the natural hot springs of Saturnia for a relaxing soak in the thermal waters. This rejuvenating experience is perfect for unwinding amidst the beautiful Tuscan countryside.

In the evening, drive to Montalcino and dine at Osteria di Porta al Cassero, known for its delicious Brunello wine and Tuscan cuisine. After dinner, take a leisurely stroll through Montalcino's medieval streets before retiring to your accommodation.

Start your day early with breakfast at Caffè Gilli, one of Florence's oldest cafes located in Piazza della Repubblica. Then head straight to see Michelangelo’s David by using your skip-the-line ticket for an early visit to the famous statue housed in the Accademia Gallery (Galleria dell'Accademia). Next up is a guided tour that includes both Accademia Gallery and Uffizi Gallery: Florence 4-Hour Accademia and Uffizi Galleries Guided Tour. This will give you deep insights into Renaissance art.

For lunch, try out local delicacies at All’Antico Vinaio, famed for their delicious sandwiches made from fresh ingredients sourced locally. Post-lunch visit includes exploring more Renaissance masterpieces housed within Uffizi Galleries: continue exploring on own pace after guided part ends or take leisure stroll along Arno River banks nearby soaking city vibes.

As dusk sets upon Florence dine-in style enjoying traditional Florentine steak paired perfectly fine wines offered by cozy ambiance restaurant named as: Ristorante Buca Mario located centrally near Duomo area ensuring memorable culinary experience closing off Day 3 itinerary beautifully.

Florence Scenic Hills Hiking Tour: Start your day with an invigorating hike through Florence's scenic hills. Enjoy breathtaking views of the city and surrounding countryside as you explore hidden trails and picturesque landscapes. For breakfast, stop by Ditta Artigianale, a popular café known for its artisanal coffee and pastries.

Florence Pasta Making Class with Wine, Limoncello, and Cake: After your hike, head back to Florence for an immersive pasta-making class. Learn how to create traditional Italian pasta from scratch while sipping on wine and enjoying limoncello. For lunch, indulge in your freshly made pasta creations paired with local wines.

Florence Sunset Wine Tasting Tour in Vintage Car: As evening approaches, embark on a unique sunset wine tasting tour in a vintage car. Drive through Florence's charming streets and vineyards while sampling exquisite wines from local wineries. For dinner, dine at Trattoria Sostanza, renowned for its authentic Florentine steak and warm ambiance.