Discovering Tuscany: A 14-Day Itinerary

  1. Day 1: Florence
    Distance from Pisa airport: 82 km (1 hour and 10 minutes)

    Historic landmarks.

  2. Day 2: Pis 
    Distance from Florence: 96 km (1 hour and 20 minutes)

    Roman amphitheater.

  3. Day 3: Siena
    Distance from Pisa: 94 km (1 hour and 30 minutes)

    Medieval architecture.

  4. Day 4: San Gimignano
    Distance from Siena: 41.4 km (50 minutes)

    Tuscan hilltop town.

  5. Day 5: Montalcino
    Distance from San Gimignano: 77.5 km (1 hour and 40 minutes)

    Wine tasting.

  6. Day 6: Pienza
    Distance from Montalcino: 29.7 km (40 minutes)

    Unesco Heritage.

  7. Day 7: Montepulciano
    Distance from Pienza: 15.9 km (25 minutes)

    Medieval architecture.

  8. Day 8: Lucca
    Distance from Montepulciano: 164 km (2 hours)

    Medieval wall.

  9. Day 9: Livorno
    Distance from Lucca: 28 km (40 minutes)

    Seafood lunch.

  10. Day 10: Volterra
    Distance from Livorno: 80 km (1 hour and 30 minutes)

    Hilltop town.

  11. Day 11: Arezzo
    Distance from Volterra: 121 km (1 hour and 50 minutes)

    Artistic treasures.

  12. Day 12: Carrara Marble Caves
    Distance from Arezzo: 238 km (3 hours)

    Natural wonder.

  13. Day 13: Cinque Terre
    Distance from Carrara: 50.5 km (1 hour and 10 minutes)

    Scenic hike.

  14. Day 14: Pisa
    Distance from Cinque Terre: 88 km (1 hour and 30 minutes)

    Leaning Tower.

Time and Costs Estimates

  • Florence (1 full day, $50)
  • Pisa (1 full day, $40)
  • Siena (1 full day, $60)
  • San Gimignano (1 full day, $20)
  • Montalcino (1 full day, $80)
  • Pienza (1 full day, $30)
  • Montepulciano (1 full day, $20)
  • Lucca (1 full day, $40)
  • Livorno (1 full day, $60)
  • Volterra (1 full day, $20)
  • Arezzo (1 full day, $50)
  • Carrara Marble Caves (1 full day, $40)
  • Cinque Terre (1 full day, $30)
  • Pisa (1/2 day, $20)
  • Total Estimated Costs: $550

Useful Tips

If you have more time, add a visit to thermal baths in Bagno Vignoni. For a shorter trip, skip Carrara Marble Caves and/or Cinque Terre. Don't forget to try the local cuisine, such as Tuscan bread, ribollita, and T-bone steak.

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