14-Day Relaxation Itinerary in Italy

  1. Day 1: Rome
    10 minutes (2.2 km) from Colosseum

    City Walk & Gelato

  2. Day 2: Capri
    1 hour 20 minutes (149 km) from Rome

    Island Hopping & Swimming

  3. Day 3: Florence
    3 hours (277 km) from Capri

    Stroll along Arno

  4. Day 4: Siena
    1 hour 22 minutes (75 km) from Florence

    Palio di Siena

  5. Day 5: Montepulciano
    1 hour 10 minutes (66 km) from Siena

    Wine Tasting & Relaxation

  6. Day 6: San Gimignano
    59 minutes (39 km) from Montepulciano

    Medieval Town & Views

  7. Day 7: Cinque Terre
    2 hours (191 km) from San Gimignano

    Scenic Hikes

  8. Day 8: Portofino
    46 minutes (33 km) from Cinque Terre

    Fishing Town & Watersports

  9. Day 9: Venice
    3 hours 30 minutes (331 km) from Portofino

    Gondola Rides

  10. Day 10: Burano Island
    1 hour (4.5 km) from Venice

    Colorful Houses

  11. Day 11: Verona
    1 hour 13 minutes (115 km) from Burano Island

    Romeo & Juliet's Home

  12. Day 12: Lake Garda
    1 hour 23 minutes (148 km) from Verona

    Boat Tour & Relaxation

  13. Day 13: Sirmione
    30 minutes (22 km) from Lake Garda

    Thermal Baths & Spa

  14. Day 14: Milan
    1 hour 25 minutes (137 km) from Sirmione

    Shopping & Milan Cathedral

Time and Costs Estimates

  • Pantheon in Rome (1-2 hours, free)
  • Sailing around Capri Island (1-2 hours, €16)
  • Uffizi Gallery in Florence (2-3 hours, €20)
  • Palio di Siena (5 hours, €60)
  • Wine tasting in Montepulciano (2-3 hours, €15)
  • Ice cream in San Gimignano (30 minutes, €5)
  • Trekking in Cinque Terre (4-5 hours, €7.50)
  • Portofino National Park (1-2 hours, €7)
  • Gondola ride in Venice (1 hour, €80)
  • Burano Lace Shop (1 hour, €15)
  • Verona Arena (1-2 hours, €10)
  • Boat tour in Lake Garda (1 hour, €20)
  • Terme di Sirmione (2-3 hours, €25)
  • Shopping in Milan (2-3 hours, €100+)
  • Total Estimated Costs: €365 per person

Useful Tips

If you have more time, you can add a visit to Pisa and see the Leaning Tower or include Naples for authentic pizza. But, if you have less time, exclude Verona and Milan from your itinerary. Instead of Verona, spend more time in Cinque Terre, and, instead of Milan, go to Turin or Genoa.

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