During our trip with Trafalgar, we explored several different regions of Italy in 14 days. After the tour, we spent 4 additional days in Rome on our own. Below is our itinerary.
Key: [region]

• May 19-20 & 30-31, June 1-3: Rome part 1, part 2 [Lazio]
• May 21: Amalfi Coast – Pompeii and Positano [Campania]
• May 21-22: Amalfi Coast – Sorrento [Campania]
• May 22: Island of Capri [Campania]
• May 23: Monte Cassino [Lazio]; Assisi [Umbria]
• May 24-26: Venice [Veneto]
• May 25: Murano and Burano [Veneto]
• May 26: Verona [Veneto]
• May 26: Milan [Lombardy]
• May 26-27: Lake Maggiore and Lake Como & Isola Isabella and Isola Madre [Lombardy]
• May 28: Pisa [Tuscany]
• May 28-29: Florence [Tuscany]
• May 30: Siena [Tuscany]
• June 2: Ostia Antica [Lazio]

 

References

Italy Guides. (n.d.). ItalyGuides.it: A Sightseeing Revolution – A Virtual Travel of Italy. Retrieved from http://www.italyguides.it/en/

Machiavelli, F., Martin, S., Townsend, H., & Tyrrell, N. (Eds.). (2014). Italy. New York, NY: DK Eyewitness Travel.

Rick Steves. (n.d.). Italy Travel Guide by Rick Steves. Retrieved from https://www.ricksteves.com/europe/italy