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Graduation 9 night Italy itinerary help

We taking our 18 year old twins to Italy for graduation for our first family trip to Europe at the end of July. We want to see some highlights but also want to enjoy great food and not spend our whole time traveling. I would appreciate input on this itinerary:

Flight into Milan--plan to stay there that night but would consider skipping and taking the train right away to Florence
Night 2-4: Florence (one day trip to Siena; Duomo; possible cooking lesson)
Night 5-7: Debating--Naples, Sorrento or alternate location like Vico Equense (want to take a boat tour to Capri or Amalfi; morning at Pompeii) **open for ideas for best location here but don't want it to be too complicated to get to
Night 8-9: Rome

Thanks!

Posted by
3564 posts

Are you going to be in IT for nine nights? Florence needs three nights and that includes a day trip to Siena. The Amalfi Coast, three nights and that includes a day trip to Capri (sleep in Sorrento). Rome needs a minimum of three nights and that does not include Vatican City.

Posted by
9 posts

Yes we would be in Italy for 9 nights. Arriving in Milan. We are planning 3 nights in Florence for sure. 3 nights in a coastal location. Rome will only get 2 nights (I realize this is a rush but we are not planning to go to Vatican City and are trying to get a slower pace at these other locations).

Posted by
3013 posts

hey hey dianak
you are planning too much for 9 days. is day 1 and day 9 flying days which leaves you only 7 days. what time does your flight arrive in milan? you will need to get thru passport/immigration at airport then about an hour or so to milan centrale to florence will be at least 2+ hours coming off a long flight with jetlag (it's real)
like many other first time travelers they want to see too much in little time, cramming a square peg in a round hole. you are doing too much traveling wasting time instead of seeing the city. july will be so so busy everywhere, HOT HOT HOT!!! it's high high season with crowds everywhere, waiting in long lines, what ever activites/attractions you're planning reserve way ahead of time at direct website, book train tickets early for cheaper seats. have you looked at accomodations, many places are for 2 or 3, 4 can get crowded, no sofa beds (their feet will hang off and so uncomfortable (been there done that, never again) book ASAP since places maybe filling fast. the places you're hoping and wanting are the same places many others want to see for all the crowds and long lines. be prepared
split time between florence and rome. any side/day trips takes at least 1/2 to full day. check in to hotels/apts are 3-4pm and check-out 10-11am. where do you leave your luggage. you are over thinking and hoping to see more than you have time to. give your family time to enjoy and just roam around. so much to see and do in florence and rome. what do your 18 year old twins wanna do (i'm also a twin, 18 minutes older that mom had no idea she was having two until birth LOL, way back over 70 years ago), get them involved. what kinda of cooking (pizza, gelato, tiramisu, market/dinner menu) food tour. keep asking questions, forum will give you good bad and ugly and it's you & family decision. have a great time and enjoy the fun
aloha

Posted by
8767 posts

What a great Graduation celebration!

Next question: are you flying out from Rome? This past November, we flew in to/out from Naples, connecting through London, so Naples is potentially worth considering as your exit airport. That’s if you haven’t already booked all your flights. This could reduce the travel time needed to get from Florence all the way to Naples on Day 5, then backtracking to Rome for your final stay. If you flew out of Naples, you’d only have to get to Rome on Day 5, and then could work your way south after your Rome stay.

Posted by
8767 posts

As you’ve likely determined, Sorrento is closer to both Capri and Amalfi than is Naples, but Naples is closest to Pompeii. We stayed in Sorrento back in Dec. 2012, and reached Pompeii on New Year’s Day 2013, but we had a car. Staying in Naples in 2025, we visited Pompeii again (as well as Herculaneum in the afternoon), but without a car, and as the train timing was going to be difficult, got a private driver to get us to Pompeii. We met our private guide at the entrance before the site opened, which got us in ahead of bigger crowds.

Having a guide let us see more than we saw on our own the first time. I can’t recommend having a guide for the 4 of you highly enough - ours was recommended in the Rick Steves guidebook.

You can certainly see Pompeii, Capri, and/or Amalfi from either Naples or Sorrento. Naples presents a crazy/fun big city vibe, while Sorrento will be a more intimate coastal experience. Is one more or less important?

There’s another aspect - Naples has the National Archaeology Museum, which holds all the artifacts recovered from the excavations. How important would seeing the museum be?

Posted by
2240 posts

not spend our whole time traveling.

Just my 2¢, with only 9 nights, I would pick 3 places max. Otherwise you'll be spending more time getting from place to place than experiencing the wonders of Italy.

If you truly aren't interested in Milan, then head directly to Florence for 3 nights. Then Siena for 3 nights, followed by Rome for 3 nights.

You will have barely skimmed the surface.

When are you going to wander the streets with your gelato? Enjoy the evening Passeggiata in Siena? Pick out the most buttery soft and beautiful leather gloves at Madova in Florence?

Posted by
13485 posts

Flight into Milan--plan to stay there that night but would consider skipping and taking the train right away to Florence

What time would you be arriving in Milan? From MXP to Florence is ~3.5 hours., once you are off the plane, collected any checked bags and gotten to the airport train station. And if Milan is your 1st stop in the Schengen zone, you have to go through passport control.

Offering input on your itinerary works better knowing where your first night is. With only 9 nights every one is precious

Sorrento is closer to Capri than Naples and Pompeii is essentially equidistant from Naples and Sorrento, so as far as access to Capri and Pompeii is concerned Sorrento probably is the better choice.

July will be REALLY hot and will wear you down faster than you may expect. Leave some gap time to recoup during the day.

Posted by
9 posts

Milan was going to be night one only because I hadn’t thought to head to Florence that day. Our flight lands in the am. We were thinking just low key walking around and dinner. Heading to Florence the next morning. We can totally adjust that and head to Florence that same day if that is doable. I hear buy train tickets way in advance. How do you plan for timing without knowing how long it takes to exit the airport?

We have a total of nine hotel nights in Italy. Would choosing a Tuscan coast area be a better option than Naples/ sorrento? I know wee wanted do a coastal area to mix it up from cities. We are a beach/ mountain family typically.

Posted by
9 posts

Also we are truly not museum people. Love beautiful architecture and nature. So we are not that interested in museum hopping. :).

Posted by
2240 posts

Have you already booked flights into Milan & back home from Rome?

From Milan you are close to the Italian Lakes. You'll have mountain views and nature. Spend a few days on a lake.

Posted by
6782 posts

Accommodations could already be in short supply, so I’d start looking asap.
If this were my flight plan, I’d probably go somewhere along the coast between Genoa and Rome, but I realize many cannot resist the pull of Amalfi.
I think you may be underestimating the time suck of changing locations, etc. If it’s going to be three locations, I’d make them really tight with super efficient travel between. With 9 days, one could make a strong case for two bases.

Posted by
6782 posts

Re Tuscan coast: that’s one of my favorite areas, but a car is a near requirement and some don’t want that bother. One of the Saturday morning shows for kids recently did a spot about the Tuscan coast and shows what it is like in parts.
https://tv.youtube.com/browse/earth-odyssey-with-dylan-dreyer-UCF2V3x0TUl66ajP7mk6PwYw

If you want to stick to train, the Camogli-Rapallo area is great, and there is always Cinque Terra, but I would not want to go there in summer.

In fact, I’m talking myself into suggesting the mountains, as July is scorching!

Posted by
9243 posts

Are you flying home from Rome? We need to know where you are departing from- you must be IN your departure city night before flight.

Florence in July will be stifling hot, humid and heaving with crowds. If museums are not your thing, why are you going to Florence? Florence is all about Renaissance art

Rome for 2 nights means you have just 1 full day in Rome. It will take you at least half a day to get there- or more if you are coming from Sorrento. Please do some forum searches and read all about the chaos, overcrowding and confusion of transportation issues in the Sorrento area.

Since you are flying in to Milan- I assume that can’t be changed? - consider going to one of the Lakes for your water/mountain/views location. Lake Garda would be my choice. (Lake Como is extremely overcrowded and touristed)
Spend first 3 nights on a lake.

Then maybe go to Bologna- that’s the foodie capital- 3 nights there. You can hike up to the Sanctuary of San Luca thru the world’s longest portico.

Then to Rome for final 3 nights.
That still only gives you 2 full days in Rome but better than just 1! It’s perfectly OK to skip the Vatican.
You can go to Ostia Antica as a Pompeii substitute- at least there is a bit of shade there.

If flights can be changed I would fly into Milan and out of Venice and stay north in July. Look for multi-city flights not 2 one way tickets
Lake- Bologna- Venice
Although it is easier to fly IN to Venice than OUT of Venice. If you reverse it and leave from Milan you have to give a night to Milan before flight.
Your kids should love Venice. There is nowhere else like it.
Take a look at Row Venice. https://rowvenice.org
It even has a beach if you must see a beach-just know that beaches in Italy are not what one typically thinks of - not even on the AC. They are rocky and tiny and will be jammed in July.

Keep your transits short and simple- you don’t have the time it takes to get to/from Sorrento area, nor do you have time that area needs- a 3 night stay is only 2 full days.
Each location change eats up at least a half a day- takes time to pack up, check out, get to transportation, transit then find your lodgings, check in, get oriented, etc.

Posted by
9 posts

Thanks for all of the great ideas! Tickets are purchased (we were a bit dependent on airline points) so open jaw Milan and Rome are set. We are planning the last two nights in Rome so that we don't have travel stress the day we head home.

Love the idea of Lake Garda or some of the locations near Portofino but we are definitely not renting a car. Not sure how easy it is to get to those locations via train where you really want to be? We have hotels booked based on the current itinerary but I was getting concerned about the travel aspect. We can always adjust hotels as needed but want to use the train systems primarily. Thanks!

Posted by
13485 posts

I hear buy train tickets way in advance. How do you plan for timing without knowing how long it takes to exit the airport?

The general advice is to buy those tickets after you have cleared the airport. Means not getting the cheapest ticket, but knowing that, if you guessed wrong, you won't be buying a 2nd set of tickets

With an AM arrival in Milan there is no reason to spend the night there just because of not being able to get a train ticket to Florence.

What plans/tickets are already bought and 'set in concrete' ?

Posted by
9 posts

Good to know! Is it worth staying in Milan for one night after the flight or better to "save" the night and have up to 3 nights in each location? Feels like a marathon day of travel but maybe worth it to front load it. We have hotel stays booked but all refundable so we can still make adjustments. I haven't booked anything else just yet (but want to in the next couple of weeks).

Posted by
545 posts

The trip from Florence to Sorrento will eat up most of day and although I love Capri and the Amalfi Coast, going to each as a day trip is not worth it. Leave them for a future trip.

I think spending the first night in Milan is worth it. From Milan go to Cinque Terre for 2 nights. Cinque Terre can be the coastal location you want. Then on to Florence for 3 nights and then Rome for 3 nights.

Or skip the first night in Milan and spend 3 nights in Cinque Terre, the Florence (3) and Rome (3). Either would work for me.

Posted by
9 posts

Thank you. That was our original plan and then I had read that the crowds are unbearable in Cinque Terre in late July. Still worth it? Particular towns that would be worth staying and enjoyable? I realize that everywhere will. be crowded this time of year but we are trying to manage this as much as we can.

Posted by
168 posts

The train from Florence to Naples is 4 hours at best. Add in time to get to the train station and arrive early it's 5 hours. And that's not factoring in Sorrento. So Day 5 might very well be a travel-only day. Might Naples et al be a bridge too far?

Posted by
545 posts

That was our original plan and then I had read that the crowds are unbearable in Cinque Terre in late July. Still worth it? Particular towns that would be worth staying and enjoyable? I realize that everywhere will. be crowded this time of year but we are trying to manage this as

I think the mornings, late afternoons and evenings would be more enjoyable before and after day trippers arrive and leave. Midday will be very crowded but Sorrento, Capri and Amalfi Coast would be very crowded too. I stayed on Monterosso old town, it has the largest beach, and is the best town for the ferries.

Posted by
6983 posts

Why are you going to Florence? Sorry if you answered and I missed it. Florence gets really hot and humid in the summers, and if you're not museum folks, why include it? Perhaps spend the nights in Sienna instead?
I agree, the AC is too much for this trip.
I would encourage Venice, however. It's not beach coastal, but it's so charming. There are many neighborhoods of Venice that are not crowded, just stay away from St Marks Square and the Rialto Bridge areas. Whatever you decide, decide asap, and have a great trip!

Posted by
347 posts

I am late to this topic, but I would say that there is enough to see in Milan to stay there Night 1. From there, if you want the best lake/nature spot, it's an hour by train to Lake Como, and you may not get a room in Varenna, but there are plenty of nice places and all can be reached by ferry. From there you could go to Florence for Night 3 & 4, which I think is plenty since you are not focused on museums. If there for 2 nights, maybe skip Siena or the cooking, depending on your interests. For Night 5-7 Naples is the chaotic city and Sorrento is the calm one. Depends on what you want or what you think the kids would like. Pizza originated in Naples, that could be good. A boat ride to Capri and visiting the Amalfi Coast and Pompeii are on list and they would be on mine too (and they are for my trip in July). Since navigating the Amalfi Coast is challenging, I recommend getting a driver, if your budget allows. We have done that twice now, and seen the coast and Pompeii in one day. Capri would be another day. Night 8-9 in Rome sounds great. You will never see it all anyway, just prioritize what you want to see and make sure you get some gelato. In case you don't know, it is about an hour by train from Rome city center to the airport.

You need to do what works for you. There will always be people telling you that you are doing too much and I am here to say that I like to do as much as I possibly can. Have a great trip.

Posted by
8767 posts

dianak, since you and others have brought up some potential alternatives over the last 24 hours, I’ll make some additional suggestions:

1) regarding Florence (and potential day trip to Siena), as you’re not really museum hoppers, you could still hit Florence for the Duomo, and see the replica statue of The David (and other statues) outside of the Palazzo Vecchio in the Piazza della Signoria square and move on. If you stayed for a night, you could head to the Tuscan Coast the next day (more on that to follow). An outstanding cooking class option in Florence is from Chef Michele at Riva Lofts.

2) Our last trip to Florence, a couple years ago, involved staying for several nights and visiting lots of museums and other sights, and was followed by a couple of nights in Siena. We took the train, but then found it difficult to get into the Siena old town. A long line of people were waiting outside the train station for a taxi to take them up into the old town, but taxis weren’t showing up. The Rick Steves guidebook described a bus stop nearby, but wasn’t clear enough for us to find that stop easily. We eventually located an unmarked elevator just outside of a shopping mall, and took it down to what turned out to be the underground bus stop. Getting on the bus, which was standing room only, turned out to be like a dangerous amusement park ride, as the bus careened around curves going up steep streets, and our wheeled luggage spun all over the place as we stood, trying to hang on to the bus and our bags. Not fun, although the town itself is interesting, and there are exceptional restaurants in Siena. Going for just a day, though, might be more trouble than it would be worth.

3) You also mentioned the Cinque Terre, and concerns about unacceptable crowds. Our last time there was in October (supposedly kind-of off season) in 2023, and Vernazza was literally packed shoulder-to-shoulder on main street, a solid mob of people. Tiny Corniglia was so full that the shuttle bus running between the train station and the town itself above the station couldn’t handle all the people, and so it drove away leaving lots of people still at the stop. We gave up on the bus after 2 had come and gone and walked down LOTS of steps to reach the station on foot. We stayed in Riomaggiore, which was only slightly less crowded. Restaurants were fully booked, and we had to hunt for places to eat on the nights we hadn’t made reservations. Our first trip to Cinque Terre had been magical. Back then it was not crowded. This second trip was an ordeal, and now I don’t want to ever go back.

4) So, you mentioned maybe the Tuscan Coast, rather than Naples/Sorrento. I’ve recommended this here before, but let me recommend Chicca and Arnaud’s Casa Toscana https://cookingintuscany.cc/casa-toscana/ . We’ve stayed in one of her 2-bedroom apartments twice, and have taken many in-person and online cooking classes from her (and she’s doing a free online gnocchi class on April 6 - see her Website). Her place is just below the hill town of Castagneto Carducci, and just inland from the beach town Donoratico. We’ve had a car, and she recommended local LuMaTos, which allowed us to have a car for a few days after we arrived by train. She may also be able to provide transportation alternatives.

5) Also, what if you saw Pisa (architecture!) on your way between Florence and Castagneto Carducci?

6) If you were to visit this part of the Tuscan Coast instead of Naples/Sicily, you could catch a ferry just a little south of there, at Piombino, over to the island of Elba (where Napoleon was exiled), instead of seeing Capri. And while it’s not on the scale of Pompeii, there’s the Etruscan archaeological Necropolis of Populonia, also close to Piombino.

7) Skipping Naples/Sorrento/Elba/Pompeii could also give you extra days in Rome or the other locations farther north.

Posted by
9 posts

Thank you all for the amazing input. Leaning towards adding in Tuscan coast between Florence and Rome with suggested locations: Castagneto Carducci, Sperlonga, Gaeta. Porto Santo Stefano and Porto Ercole were suggested that are south of Rome. Any experiences with these locations?