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Pisa, Florence, Milan 5-Day Itinerary

  1. Sunday August 13: Pisa
    2 hours 45 minutes (187 miles) from Downtown Santa Monica

    In the morning, visit the iconic Leaning Tower of Pisa and take memorable photos at Piazza dei Miracoli. Explore the nearby Cathedral and Baptistery. In the afternoon, stroll along the charming streets of the city center, visit the historic Palazzo Blu, and enjoy delicious Tuscan cuisine. In the evening, take a leisurely walk along the Arno River and witness a breathtaking sunset.

    • Leaning Tower of Pisa: €18, 1-2 hours
    • Palazzo Blu: €8, 1-2 hours
  2. Monday August 14: Florence
    1 hour 20 minutes (56 miles) from Pisa

    Begin your day by visiting the magnificent Florence Cathedral, the Duomo, and climb to the top of the dome for panoramic views. Explore the Uffizi Gallery to admire world-famous Renaissance artworks. In the afternoon, wander through the charming streets of the Oltrarno neighborhood, visit the Pitti Palace, and cross the iconic Ponte Vecchio. In the evening, enjoy dinner at a traditional Florentine trattoria.

    • Florence Cathedral: €15, 2-3 hours
    • Uffizi Gallery: €20, 2-3 hours
  3. Tuesday August 15: Florence
    1 hour 30 minutes (85 miles) from Florence

    Begin your day with a visit to the Galleria dell'Accademia to see Michelangelo's famous statue of David. Explore the beautiful Boboli Gardens and enjoy a picnic lunch. In the afternoon, discover the rich history of Florence at the Palazzo Vecchio and the Basilica of Santa Croce. In the evening, indulge in a gelato while taking a romantic stroll along the Arno River.

    • Galleria dell'Accademia: €12, 1-2 hours
    • Palazzo Vecchio: €10, 1-2 hours
  4. Wednesday August 16: Milan
    3 hours 30 minutes (186 miles) from Florence

    Start your day by visiting the impressive Duomo di Milano and take an elevator to the rooftop for breathtaking views of the city. Explore the famous Galleria Vittorio Emanuele II, a luxurious shopping arcade. In the afternoon, delve into art at the Pinacoteca di Brera and visit Leonardo da Vinci's masterpiece, The Last Supper. In the evening, enjoy a delicious Milanese dinner.

    • Duomo di Milano: €3-13, 2-3 hours
    • Pinacoteca di Brera: €10, 1-2 hours
  5. Thursday August 17: Milan
    15 minutes (4 miles) from Milan

    Spend your morning exploring the historic Sforza Castle and its beautiful gardens. Visit the famous La Scala Opera House and immerse yourself in the world of music. In the afternoon, discover contemporary art at the Triennale Design Museum and take a relaxing walk in Parco Sempione. In the evening, experience the vibrant nightlife of Navigli district.

    • Sforza Castle: Free, 2-3 hours
    • La Scala Opera House: €10-€140 (depending on the performance), 1-2 hours

Recommendations

If you have extra time, consider taking day trips from Florence to the picturesque towns of Siena and San Gimignano or explore the charming Cinque Terre coastline. In Milan, visit the world-renowned fashion district Quadrilatero della Moda and the fascinating Museo Nazionale della Scienza e della Tecnologia Leonardo da Vinci.

To make the most of your trip and save money, consider purchasing a city pass, such as the Firenze Card in Florence or the MilanoCard in Milan, which offer free admission to many attractions and public transportation discounts. Don't forget to try local delicacies like gelato, pizza, and risotto for an authentic Italian culinary experience.

For hotel and flight bookings, you can check here for the best prices and availability.

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