Italy itineraries by trip length
Last updated . Transport, entry and booking details can change. Check the named official sources before travel.
The cheapest month to fly to Italy
Of the 10 coming months with fares on record, November 2026 is currently the cheapest to fly from London, from €47 round trip.
| Month | Round trip from | Found on | Search |
|---|---|---|---|
| October 2026 | €62 | 14 October 2026, nonstop | See dates |
| November 2026cheapest | €47 | 3 November 2026, nonstop | See dates |
| December 2026 | €67 | 5 December 2026, nonstop | See dates |
| January 2027 | €64 | 30 January 2027, nonstop | See dates |
| February 2027 | €66 | 19 February 2027, nonstop | See dates |
| March 2027 | €68 | 17 March 2027, nonstop | See dates |
| April 2027 | €81 | 9 April 2027, nonstop | See dates |
| July 2027 | €113 | 27 July 2027, nonstop | See dates |
| August 2027 | €184 | 1 August 2027, nonstop | See dates |
| September 2027 | €69 | 28 September 2027, nonstop | See dates |
Lowest round trip fares recently found on Aviasales for each month, London to Italy, checked 7 October 2026. Prices move constantly, so read this as the shape of the year rather than a quote. Fares are for Rome, where this itinerary starts.
Italy's fast trains make several cities look close on a map, but hotel changes still consume usable hours. Seven days are strongest with two bases and one direct intercity transfer.
How much of Italy fits into one week?
7 days fit 2 Italian city bases well, with 1 fast train transfer and enough time for each place to have its own rhythm.
This route chooses Rome and Florence. Adding Venice creates a three base trip in which arrival and departure logistics occupy too much of the week.
Book the trip
Start with Italy, dates and travellers
Compare the travel services first, then use the itinerary below to plan each day.
- Flights
Choose your airports, travel dates and passenger count.
Search flights - Hotels
Search stays near the places in this route.
Search Booking.com - Activities
Check tours and tickets for the stops you want to keep.
Find activities
You book each service directly with its supplier. These separate bookings do not form a RoamWeek package.
What we checked
- Italia.it, Florence city break read 23 August 2026
- Trenitalia, Frecciarossa read 23 August 2026
- Uffizi Galleries, official tickets read 23 August 2026
Why this page exists. Every RoamWeek page has to say something true of it and false of its siblings. For Italy that is the question of how long to stay, which the duration pages below answer one length at a time.