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Weeklong Adventure: Madrid, Milan, Bologna, and Florence

Sunday September 17: Arrival in Madrid

Welcome to Madrid! Start your trip by exploring the historic city center, known as Madrid de los Austrias. In the morning, visit the Royal Palace and marvel at its grand architecture. In the afternoon, wander through the vibrant streets of Puerta del Sol and indulge in some shopping. As the evening sets in, head to Plaza Mayor and enjoy an authentic Spanish dinner at one of the traditional restaurants.

  • Royal Palace: Cost Estimate: €13, Time Spent: 2-3 hours
  • Puerta del Sol: Free, Time Spent: 1-2 hours
  • Plaza Mayor: Free, Time Spent: 1-2 hours
Monday September 18: Madrid to Milan

Today, fly from Madrid to Milan. Upon arrival, start your exploration of Milan by visiting the magnificent Duomo di Milano in the morning. Climb to the rooftop for panoramic views of the city. In the afternoon, explore the glamorous Galleria Vittorio Emanuele II, known for its luxury shops. As the evening approaches, take a leisurely walk along the Navigli canals and enjoy the vibrant atmosphere.

  • Duomo di Milano: Cost Estimate: €3-€5 (Rooftop access), Time Spent: 2-3 hours
  • Galleria Vittorio Emanuele II: Free, Time Spent: 1-2 hours
  • Navigli Canals: Free, Time Spent: 1-2 hours
Tuesday September 19: Milan to Bologna

Travel from Milan to Bologna by train. In the morning, explore the historic center of Bologna and visit the iconic Two Towers, Asinelli and Garisenda. Climb to the top for panoramic views. In the afternoon, indulge in the local food scene and try some traditional Bolognese pasta. As the evening sets in, take a leisurely walk through the charming streets of Santo Stefano and admire the medieval architecture.

  • Two Towers: Cost Estimate: €5, Time Spent: 2-3 hours
  • Local Food Experience: Cost Estimate: €15-€30, Time Spent: 1-2 hours
  • Santo Stefano: Free, Time Spent: 1-2 hours
Wednesday September 20: Bologna to Florence

Take a train from Bologna to Florence. In the morning, immerse yourself in Renaissance art at the famous Uffizi Gallery. Admire masterpieces by Michelangelo, Botticelli, and Leonardo da Vinci. In the afternoon, explore the charming streets of Florence and visit the iconic Florence Cathedral, also known as the Duomo. As the evening approaches, indulge in some gelato and enjoy the sunset at Piazzale Michelangelo.

  • Uffizi Gallery: Cost Estimate: €20, Time Spent: 2-3 hours
  • Florence Cathedral: Cost Estimate: €18, Time Spent: 1-2 hours
  • Piazzale Michelangelo: Free, Time Spent: 1-2 hours
Thursday September 21: Florence

Continue exploring Florence. In the morning, visit the Accademia Gallery to see Michelangelo's famous sculpture, David. In the afternoon, stroll across the Ponte Vecchio, the oldest bridge in Florence, and explore the Oltrarno district. As the evening sets in, enjoy a traditional Tuscan dinner and listen to live music at a local trattoria.

  • Accademia Gallery: Cost Estimate: €20, Time Spent: 2-3 hours
  • Ponte Vecchio: Free, Time Spent: 1-2 hours
  • Oltrarno District: Free, Time Spent: 1-2 hours
Friday September 22: Florence Hidden Gems

Take a break from the main attractions and discover some hidden gems in Florence. In the morning, visit the San Lorenzo Market and explore the stalls selling local products. In the afternoon, visit the Boboli Gardens and enjoy a peaceful walk among the beautiful sculptures and fountains. As the evening approaches, head to the lively Santo Spirito square and mingle with the locals at the vibrant bars and cafes.

  • San Lorenzo Market: Cost Estimate: Varies, Time Spent: 2-3 hours
  • Boboli Gardens: Cost Estimate: €10, Time Spent: 1-2 hours
  • Santo Spirito: Free, Time Spent: 1-2 hours
Saturday September 23: Departure

It's time to say goodbye to Florence. Depart according to your flight schedule. We hope you enjoyed your weeklong adventure exploring Madrid, Milan, Bologna, and Florence!

Hidden Gems and Local Favorites

While exploring Madrid, don't miss the hidden gem of Mercado de San Miguel, an enchanting covered market offering a variety of local delicacies. In Milan, discover the unique neighborhood of Brera, known for its art galleries, trendy cafes, and narrow streets. In Bologna, venture outside the city center to the picturesque hills of San Luca and take a walk under the historic porticoes. And in Florence, escape the crowds by visiting the lesser-known Bardini Gardens, offering stunning views of the city.

For hotel and flight prices, check out Kayak.

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