Ultimate 5-Day Florence and Tuscany Itinerary Itinerary

Start with a guided visit to the Accademia Gallery (Galleria dell'Accademia) with a priority entrance ticket, where you can admire the iconic Michelangelo’s David. Afterward, enjoy a cappuccino and pastry at the historic Caffè Gilli, a true Florentine institution.

Have a delightful lunch at Gusta Pizza, offering some of the best pizza in Florence. Spend your afternoon exploring the hidden masterpieces of the Palazzo Vecchio with a skip-the-line guided tour, and then discover the opulence of the Pitti Palace (Palazzo Pitti) and its beautiful Boboli Gardens.

For dinner, indulge in the exquisite Tuscan dishes at La Giostra, known for its royal ambiance and mouthwatering menu. Cap off the evening with a serene walk to the San Miniato al Monte, where you can enjoy panoramic views of the city.

Arrive in Pisa and start your day with a classic Italian breakfast at Bar Pasticceria La Bussola. Energized, head to the world-famous Leaning Tower of Pisa (Torre di Pisa) and the stunning Pisa Cathedral (Duomo di Pisa) to witness the architectural marvels.

Enjoy a traditional Tuscan lunch at Trattoria Da Enzo, offering a warm and welcoming atmosphere. Afterward, take a leisurely stroll along the Arno River and explore the charming streets of Pisa.

Conclude your day with a delectable dinner at Ristorante Enoteca Il Toscano, where you can taste a variety of local wines paired with mouthwatering dishes. Relax and reflect on your Pisa adventure.

Begin your day with a hearty breakfast at Bar Pasticceria Nannini, a Sienese institution. Then, explore the magnificent Siena Cathedral (Duomo di Siena) and its breathtaking Piccolomini Library.

For lunch, enjoy the flavors of Siena at Ristorante Guido, known for its traditional Tuscan cuisine. Afterward, stroll through the historic center to the Piazza del Campo, one of the greatest medieval squares in Europe.

Dine at Osteria Le Logge, where you can savor innovative dishes complemented by a superb wine selection. After dinner, take a leisurely passeggiata and immerse yourself in the romantic ambiance of Siena at night.

Start with a delicious breakfast at Bar Pasticceria Ristoro Le Volte in the heart of San Gimignano. Then, explore the well-preserved medieval architecture of the town, including the famous Basilica of Santa Maria Assunta (Duomo di San Gimignano).

Enjoy a leisurely lunch at Ristorante Cum Quibus, where you can taste local specialties in a charming setting. Afterward, visit a nearby winery for a wine tasting experience and sample the renowned Vernaccia di San Gimignano.

Conclude your trip with a farewell dinner at Ristorante Dorando, offering panoramic views of the Tuscan countryside. Reflect on your journey as you enjoy the culinary delights and raise a glass to the memories made.