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Airfare timeline and itinerary

Hello. I have a few (probably more) questions about planning an upcoming first trip to Italy. We will be taking a cruise that goes from Ravenna to Civitavecchia early October. We would like to spend time pre- and post-cruise in Venice, Florence and Rome. I’m thinking we would fly into Venice, spend three or four nights there; take a train to Florence for three or four nights; take a train to Ravenna a day or two before boarding ship. After the cruise, we would spend four or five nights in Rome before flying home.
Does the order of cities pre-cruise and flying into Venice make sense?

I have not booked airfare but check it regularly. Is there a “sweet spot” of when airfare may be better than it is today? When I checked online, AI said 3 to 5 months out, but I prefer to hear from actual people that have experience flying to Italy. This may be too specific of a question, but….if anyone has an idea of what a “reasonable” airfare (from basic to business class) would be from and to Southern California, I would appreciate it.

I apologize for the long post, but you all have a wealth of information. Thank you!

Posted by
1109 posts

Flying into Milan is another option; you may find a non-stop, or more connection
options, as opposed to Venice. From downtown Milan it's ~2 hours via train to
Venice, plus the hour to get into downtown from Malpensa.

Don't trust anything AI tells you about travel (at least without additional research)....

There is no such thing as a best time to buy airfare that applies to every situation
equally. Since you are starting to look this far out, set an alert or two on a site or
two like Kayak, Expedia, etc. Note that in international travel 2 1-ways does not
equal a round trip, and an open jaw may price out differently than a round-trip.

At some point you just have to decide it's good enough and pull the trigger.

Depending on how much time you have, you may want to keep an eye out for
RT fares to Rome or even Milan, if you're open to spending a little extra time
traveling back to your origin to save some money.

Finally, if you do purchase in the near future, airline schedules could very well
change before your travel dates, and it's important to know your rights in case
you don't like the rebook you are given.

Posted by
6837 posts

The sequence of pre/ post cruise visits looks good. A quick look at Trenitalia's website seems to show it's faster to get to Ravenna from Florence than Venice (with a change in Bologna).

As for flights, we usually book European flights around 6 months out. We tend to monitor Google Flights for a few weeks to get a sense of prices, and when you select a particular flight, the website usually says if it is currently priced above or below average. I dont think we've ever booked 2 one way flights, and only occasionally use round trip. We usually utilize a multicity ticket in order to avoid wasting time backtracking to our original arrival city. For us any increase in price (compared to a round trip ticket) is offset by the cost of getting back to that first city, not to mention the inconvenience factor. YMMV.

Posted by
24010 posts

Cjean's advice is solid. You need to check all your flight options. The is no consistency to airline pricing or great secrets as when to buy. Start checking today.. We normally fly open jaw or multi-city and rarely find that is substantial more expensive and always cheaper when factoring in cost and time to return to your starting point. Until recently I would say never look at one-way tickets -- BUT -- on two occasions we have found one way tickets were cheaper. Don't know why but you have to check it. It is easier because of flight options to fly into Venice and home from Rome. If you plan to visit Milan then you might consider flying into Milan.

Posted by
9 posts

Thank you so much to all of you for taking the time to respond. I will be adding the alerts and continue to check open jaw, multi city, RT and one way. I also need to remind myself it’s a vacation….try not to get overwhelmed; enjoy the planning. Thank you again.