5-Day Family-Friendly Itinerary for Italy

1. Day 1: Exploring Rome
   10am: Colosseum (2 hours)
   1pm: Lunch at Da Enzo al 29 (1 hour)
   3pm: Vatican City (2 hours)
   Start your day by visiting one of Rome's iconic landmarks - the Colosseum. Next, head over to a local favorite, Da Enzo al 29, for a taste of authentic Italian cuisine. Finish your day at Vatican City where you can marvel at the art and architecture of St. Peter's Basilica and the Sistine Chapel.
2. Day 2: Historical Florence
   10am: Uffizi Gallery (2 hours)
   1pm: Lunch at La Giostra (1 hour)
   3pm: Palazzo Vecchio (2 hours)
   Spend your day in Florence, a city known for its beautiful architecture and rich history. Start at the Uffizi Gallery, home to some of Italy's most famous paintings by artists such as Botticelli, Da Vinci and Michelangelo. For your lunch break, try the delicious Tuscan fare at La Giostra. Finish off by visiting Palazzo Vecchio, a gorgeous palace that once housed the Medici family.
3. Day 3: Time in Tuscany
   10am: Drive to Val d’Orcia (~2.5 hours)
   1pm: Lunch at Il Buco (1 hour)
   3pm: Pienza (2 hours)
   Experience the beauty of Tuscany by taking a scenic drive to Val d’Orcia. Stop for a delicious lunch at Il Buco before exploring the charming town of Pienza. Walk through the cobbled streets and take in the stunning views of the rolling hills of Tuscany that surround it.
4. Day 4: Venice Waterways
   10am: St. Mark's Square (2 hours)
   1pm: Lunch at Vini Da Gigio (1 hour)
   3pm: Canals of Venice (2 hours)
   Start your day in Venice by exploring St. Mark's Square and Basilica. Next, enjoy a delicious lunch at Vini Da Gigio, a hidden gem tucked away from the crowds. Finish off your day by taking a romantic gondola ride through the Canals of Venice, an unforgettable experience.
5. Day 5: Relax in the Amalfi Coast
   10am: Positano (2 hours)
   1pm: Lunch at Chez Black (1 hour)
   3pm: Beach day at the Spiaggia Grande (3 hours)
   Take a day to relax in the stunning Amalfi Coast. Start by visiting the beautiful village of Positano, with its colorful buildings and stunning beach views. Enjoy lunch at Chez Black before spending an afternoon soaking up the sun at the Spiaggia Grande.

Time and Cost Estimates

• Colosseum (2 hours, €16)
• Da Enzo al 29 (1 hour, €60)
• Vatican City (2 hours, €17)
• Uffizi Gallery (2 hours, €20)
• La Giostra (1 hour, €50)
• Palazzo Vecchio (2 hours, €12)
• Il Buco (1 hour, €40)
• Pienza (2 hours, free)
• St. Mark's Square (2 hours, free)
• Vini Da Gigio (1 hour, €50)
• Canals of Venice (2 hours, €150)
• Positano (2 hours, free)
• Chez Black (1 hour, €80)
• Spiaggia Grande (3 hours, free)
Total Estimated Costs: €495

Useful Tips

For families with more time, consider spending an extra day in Tuscany for wine tasting at one of the many vineyards. Alternatively, with less time, skip a city or two and add a day trip to Pompeii. Remember to book tickets for popular attractions in advance to save time lining up.