14 Day Italy Itinerary | The Perfect First Trip

Italy is favored by travelers for its incredible food, immersive culture, and deep history. It's comprised of 20 different regions, way too many to explore in two weeks. For first timers, we strongly suggest seeing the coast, mountains, and at least one bigger city. Try planning at least a few days in each place. If you want a semi-hands-off trip planning experience, follow this 14 day Italy itinerary for a great first time.
Have you traveled to Italy? Tell us about your favorite destinations in the comments!
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Planning a trip to Italy? We strive to create high quality travel content about food, destinations, and even sample itineraries curated for different types of travelers. Browse our Italy travel guides at DropTack.com to make the most of your trip:
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Timestamps:
0:00 - Intro
0:46 - Venice
3:25 - Lake Como/Lake Maggiore
4:55 - Cinque Terre
7:32 - Spello
9:00 - Rome
11:50 - Outro
#italy #italytravel #travel #travelguide #itinerary #trip #traveltoitaly

[@carollogue8218]

My husband and I spent 2 weeks in Tuscany and rented an apartment in Lucca as our base. We toured Florence, Pisa, Siena, Volterra and many places in between. We fell so in love that we are planning for our retirement in Italy.

[@droptack]

That sounds wonderful! It's easy to fall in love with it.

[@DebraMcVey]

That is something you should research carefully. There are plenty of videos on KZbin that I advise you pay attention to. One of the things you should think about it is what are you going to do in a foreign country. One of the common things that I read on the Internet is it's wonderful to sit in a bar or a restaurant and nurse a drink like wine or coffee and watch the people go by I could do that for about a half an hour. Then I would go crazy. And remember you have to learn the language. You will see a lot of people say that it's possible to get by without learning the language just speaking English, but you really do not want to do that.

[@carollogue8218]

@@DebraMcVey we will be retiring so sitting with a coffee and watching the world go by is perfect for us. We found that a lot of Italians speak English as it is the universal language of business and trade. The real bonus is being able to travel all over Europe and visit friends and family. Thank you for your advice though. Very thoughtful. 🙂

[@alinaAZ7]

Hi, where is a good place to rent lodging in your experience. Booking and airbnb are so expensive, and the cheaper places don't look very nice. Thank you

[@carollogue8218]

@@alinaAZ7 We went through a rental agency. Google will help you.

[@jamesbryson575]

I was blessed with the opportunity to live and work in Italia in my 30's and 40's , a phase when most of us have the youth and appetite to push hard. Experiencing all that I could left me a lifetime fan but, sadly you eventually realize that Italy is far more than any single lifetime...what a glory.

[@mariagraziarusso8788]

Il paese più bello del mondo,la mia Italia!!!

[@brucewilliams8714]

This brought back memories. Sicily is a must, but in Spring when it's green. The north: Bolzano, with its incredible preserved Neolithic mummy. The northwest: Torino, with its arcades, palaces, and the Turin shroud; Aosta, with its Roman ruins. So many more. Avoid visiting in high season, Spring and Winter are best. Happy travelling.

[@droptack]

Thanks for sharing, Bruce. Great advice.

[@kathif8598]

Nicely done! Thank you for showcasing Italy. It my favorite country to visit!

[@droptack]

Thank you! Glad you enjoyed it.

[@reycosep5916]

Che meraviglia ❤ spettacolo

[@florencehendrick4781]

What a phenomenal job! Well done, very informative, and I love your easy-listening voice and laid-back presentation. Thank you so much! Your video makes you feel like you're right there....thank you so much for all the hard work! Looking forward to your other videos...

[@droptack]

Thank you very much for the kind words!

[@ruthgirl]

I lived in Italy for two years and traveled all over the country. Some of my favorite places are Verona, Sirmione, Matera, Ischia and Lago di Como.

[@davejohnston2069]

You have a good voice to listen to. Keep it up!

[@lydiapalmer1305]

This is one of my favorite videos of Italy recommendations

[@droptack]

Thank you Lydia! That’s very kind of you.

[@wendycalear3045]

Fabulous video and commentary. I've been visiting Italy for over ten times and five weeks at a time. My favourite places are Genoa, Padua, Lecce and Pisa lined with palaces on the Arno River. Then Orvieto and Treviso.🌺

[@droptack]

Oh my! Great advice from a well traveled source! Thank you very much!

[@JaniceInFrance]

Lido the island off of Venice is a perfect stay

[@droptack]

Thanks for sharing, Janice! We will look into Lido.

[@oliversmom]

Thank you for the video. The drone shots are magnificent. I went to Rome once, and that was it for me. But Lake Como, Venice, Tuscany & the Val d'Orcia, and then the Amalfi coast have been on my rotation every other year. I am done with touring, and now only go for the fabulous hotels, food, and views. Would love some 5 star luxury hotel reviews in those places as well, because your narration and video style are so pleasant.

[@droptack]

Thank you very much!

[@tartantexan007]

Just got back from Italy. We stayed in Menaggio on Lake Como. Absolutely beautiful. We used the ferries to visit other areas. Unfortunately we had to cut our trip short as the roof in our Airbnb started to leak during a storm. We ended up spending an extra day in Milan. Milan is really nice and easy to get around.

[@droptack]

Oh no! I'm sure that was quite the experience - at least it will make a great story. Thank you for sharing!

[@sarai72]

I’ve been to Italy a few times. My recommendation is to also visit Verona and Brescia. It’s about an hour or so train ride from Milano. Verona is a spectacular place to see from above. Take the Funicolare up to the Castel San Pietro. A view you’ll never forget.

[@droptack]

Thank you so much for the recommendations!

[@user-wy7wj9yp5b]

Italia ❤sei bellissima ln pratica hai tutto

[@anrn5303]

several times in Italy... esp Firenze, Monterosso Al Mare in Cinque Terre...

[@akramhosen1812]

I hope you will be release beauty of Garmany next video.please ❤❤❤

[@danieleostuni9743]

Nice video…but Do not forget to visit the south of Italy

[@Aceof2Hearts]

Amalfi Coast is also recommended

[@droptack]

Definitely - we will be including the Amalfi Coast in a future itinerary. Thanks for the recommendation!

[@mkphilly]

Beautiful, but it would have been nice to identify each of the towns on the lakes and Cinque Terre

[@shalevedna]

San Marino. Pompeii/ Sorrento/Capri/ Amalfi coast.

[@droptack]

Thank you for your recommendations!

[@corradoleoni9503]

Urbino is much more interesting and gorgeous than San Marino.

[@chrismacky7548]

Love the drone footage. I will be spending 3 months in Italy later in year and owning a Mavic 3, and already my thinking is, will be difficult to fly with regulations, weight and noise. What drone did you use for the footage, if I may ask? 🙏

[@droptack]

Hey Chris, I’m excited for you! We actually sourced the footage for this particular video from other artists so I can’t answer the specific drone question, though I’m partial to DJI. As far as I understand, Italy’s regulations are pretty standard and I don’t think they’re as strict as some other countries, though I would certainly read up on them if you haven’t already. The Mavic 3 is an A1 category so it should be easier to use as far as regulations are concerned. Where are you planning to go? Three months is a great amount of time in Italy.

[@cherrytraveller5915]

You have to be careful with the glass from Venice. It isn’t the glass places fault or anything wrong with it. They use DHL to send the stuff home and DHL see how much the stuff is worth and they hit you with an import tax.

[@droptack]

Thanks for sharing! Great information if you’re having them ship it to you.

[@sherrieshatzen3801]

Italy is one of my favorite places. My favorite place in Italy is Firenze (Florence). I think the architecture, the museums, the art both in & out of the museums, the Ponte Vecchio. I'm not sure that spending a year in Florence would be enough. If I could not see anything else in Italy I would choose Florence. You cannot really understand the Renaissance without spending time in Florence. The Vatican would not be the Vatican without all of the contributions, financial, architectural & artistic from Florence. Without Florence Italy's historical contributions to the world might have ended with the Roman Empire.

[@droptack]

Thanks for sharing!

[@brodycancade3742]

Sadly babe, Italy’s contributions did end with the Roman Empire

[@georgecaplan11]

1:03 Rising sea levels? Do some research - that’s got nothing to do with it. Venice is sinking because of how Venice was built. Venice was built on tree trunk stilts. These are slowly sinking.

[@droptack]

Thanks for sharing. We agree that research is wonderful. In this case, we did some, and it's a combination of both issues. There's a controversy over whether or not it's still sinking, but of course there's controversy over climate change as well. While we do try to research adequately we will inevitably make mistakes and we appreciate you helping us get to the truth.

[@gabriellaamatucci9079]

Di certo l'Italia può stupire x la sua diversità , ogni città è una scoperta . Vedere Roma e la sua storia millenaria ti rende consapevole che prima di noi ci sono stati uomini di genio. Firenze bella da piangere chiede uniche al mondo e più bella dentro ai suoi palazzi che fuori . Venezia un gioiello costruito da uomini di genio unendo le isole e farne una città simbolo ne cito tre perché rappresentano la storia italiana ma le altre città sono altrettanto belle e uniche non si somigliano mai. Certamente molti stranieri potrebbero non capire perché vivono città accoglienti molto belle nei miei viaggi ho ammirato tutto il bello ma c'è una differenza l'Italia è un museo a cielo aperto e quando rientrerò nella mia terra potevo capire dove stava la differenza era arte che respiri in questo paese arte fatta da uomini eccezionali pieni di voglia di lavorare e questo paese merita tutto il rispetto prima dagli italiani e poi dalle persone che vengono da fuori. Sembra facile questore questi tesori ma no è così. Speriamo che tutto il mondo partecipi a salvare questo paese delle meraviglie l'Italia i di tutti voi amate la con tutti i suoi difetti.

[@MichelangeloZurria]

Dove . posso vedere la cavalleria rusticana ?

[@abbymiller2]

Do you have a recommendation for when a good time of day would be to visit the Trevi Fountain in order to avoid the crowds? Or is it just better to go during shoulder or off season?

[@droptack]

We always love traveling during shoulder season to avoid the crowds (spring and late fall for Rome). For the Trevi fountain specifically, the earlier the better. Morning is ideal, but also late evening visits (7PM and after) are nice for a different perspective.

[@abbymiller2]

Awesome, thank you!

[@johnblaine1479]

7 am or earlier. . Walk there in a leisurely way on nearly empty streets admiring the architecture rather than dodging the shoppers later in the day. The council workers might still be cleaning the fountain catchment, there are probably 6 other tourists and the nearby cafe might be open for coffee and cornetto . The miracle is that it is silent !!! A short walk ( 5 min) takes you to the nearby Pantheon, which opens at 8:30 and is free. Wait till then sitting at a nearby cafe for an authentic Italian breakfast and uninterrupted view across the piazza. Or would you rather sleep in have breakfast at your hotel, catch a bus and arrive at midday when there are thousands of tourists shoulder to shoulder and the sound of their shouting can be heard streets away. Your choice 🤦🏻‍♂️

[@ZuulGirl]

Off season is awesome….the temp is moderate in February….and there were only a handful of tourists at the Trevi Fountain at that time, which is gorgeous!

[@robertahall4960]

We went at 6am & it was busy!! Good luck

[@Travel_Trip_Ideas]

If we combine your video of Italy travel itinerary with the video on our channel about "How travel Italy for less money" this could be a great story for everyone wishing to explore this amazing country!

[@randomvintagefilm273]

I didn't hear the part about the place to avoid

[@cindyloppnow1621]

Wish there were other avenues for booking accommodation, besides Air BNB and VRBO. The fees on those booking engines have gone thru the roof, not the value they used to be.

[@annademo]

Try Fonte Gaia Travel in Siena. They are terrific (I have used them several times).

[@yashpatwari6574]

Hey love your travel vlogs. Have been watching them to help plan my Italy trip. Wanted a suggestion. I am planning a 10 day Italy trip. As I am travelling to Venice for a day and amalfi coast for 3 nights. After Rome do you suggest I should do the Florence/ Tuscany region for 2-3 days or Milan / Como. Would appreciate your response. Thanks

[@droptack]

Hi Yash, we’re glad you’re enjoying them. That’s a tough question… you really can’t go wrong with either choice. I prefer Florence to Milan, but Lake Como is an incredible place. Logistically, the train systems make it easy to access either of them so Milan is only about an hour further from Rome. If you enjoy lakes, mountains, or more modern cities go to Milan/Como. If you lean towards history, rolling hills, art, and architecture I’d recommend Florence/Tuscany. Sounds like a great trip! You’re going to see a lot.

[@yashpatwari6574]

@@droptack thanks for your reply. as I am visiting Venice and the amalfi coast, do you think lake como is similar or it’s different? What would a better overall choice be according to you ?

[@droptack]

I think Lake Como is different enough that it would be worthwhile. The lake is situated in the mountains and has a different feel than the coasts and canals. It really depend on the type of traveler you are. Lake Como can feel a bit touristy, whereas Tuscany offers more insight into Italian culture. Personally, I would add Florence/Tuscany if it were my itinerary, but like I said, it differs for each traveler.

[@yashpatwari6574]

@@droptack Thanks a lot for your suggestion. Solved a big headache for me

[@marilupaternoster7647]

Florence absolutely it s a place to go!

[@rosannathomson5282]

FYI San Francesco was born in Portugal. Of course, it's subjective. But the lakes of Alto Adige are breathtaking. Fritto misto is best eaten in Napoli. Best thing about Cinque Terre is getting to know the locals. Have you been to Calabria? Great for understanding the real Italy.

[@droptack]

Hi Rosanna, thanks for sharing! We haven't been to Calabria, but we've researched it and it looks absolutely beautiful.

[@danieled.4582]

San Francesco è nato ad Assisi!!! Credo che tu ti confonda con Sant'Antonio da Padova, che è nato a Lisbona. Saluti da Torino😊

[@catherinemori4496]

Exactly….nato ad Assisi!

[@rosannathomson5282]

Preciso. Sant'Antonio naque a Lisbon

[@marilupaternoster7647]

Esatto, niente a che vedere con San Francesco che è di Assisi

[@greenbeauties]

So what’s the name of that place on your thumbnail to avoid then?

[@droptack]

The place on the thumbnail is Positano. It’s known to be expensive and touristy. It’s not a bad place, but there are better options in our opinion.

[@deejay6016]

Great video! The narration was well-done as well. Some travel videos I've seen, I couldn't even bear after a few minutes because of awful narration.

[@droptack]

Wow, thank you so much. That means a lot!

[@elizabethedwards7082]

Vinci, Vicenza, Lucca, Celle de Puccini, Volterra, Bagni di Lucca, Ferrara, San Miniato.

[@DemetriusFlenory-qs2dh]

T.i.

[@805gregg]

rent a car and go where you want not where the train goes

[@rudfil]

The car is the ideal way to discover Italy but in Rome, Milano, Naples or Venice forget the car and just walk everywhere.

[@Mybrothermyteacher]

In Rome,one of the must see place is Roman forum.

[@kg3718]

Cinque Terre vastly overrated. Trains packed very expensive restaurants. So many other places in Liguria more interesting and no so many pickpockets and bag snatchers

[@droptack]

Thanks for sharing!

[@marilupaternoster7647]

Cinque terre was fine some years ago… now it s so crowded that s impossible to appreciate it

[@murrayarmstrong499]

I have been to Cinque Terre in May and October and the weather has been perfect for hiking and it has been quite busy but not enough to spoil our holiday.

[@annademo]

This is so stupid. Sea levels are not rising. Venice is sinking. There is a difference between those 2. Venice will eventually sink into the sea.....

[@droptack]

Thanks for your feedback