How To Plan A Really Amazing Trip To Italy

Villa Rufolo, Ravello

After the world being locked down for most of 2020, it now looks like international travel may finally be back on the horizon. Now that the vaccines have arrived along with the imminent arrival of the Common Pass, the world may just be ready to open back up. If you are anything like me then you too are more than ready to fly the friendly skies again!

Travel May Look Different

I am expecting travel to look different as we move forward with reopening the world. The mass tourism model has been so destructive to everything from ecosystems to local economies. Not only do I want mass tourism to be curbed, I also think that post pandemic people will be hestitant to take big bus tours, and leary of spending time floating around on giant petri dishes with 4000+ other cruise ship voyagers.

My hope is that more travelers will opt for small group travel, either with small tours or venturing out on their own

Research

While we wait for travel to reopen this is the perfect time to do some research for your trip.

Beyond the usual travel guide books I recommend watching movies set in Italy, reading books set in Italy, listening to podcasts about travel in Italy.

My Amazon storefront has a list of movies set in Italy to watch as well as a list called Books To Inspire Wanderlust, which is full of fantastic books set in Italy that I personally have used to help plan trips.

Podcasts

Check out episode 53 of the Untold Italy podcast where I talk about tips and tricks for planning a trip to Italy.

I just did an episode of the Untold Italy Podcast that was all about how to plan your trip. In the episode host Katy Clarke and I give you fantastic tips for how to put your dream trip together – (remember your most perfect trip won’t be the same as mine or as the person down the street’s perfect trip. The trick is to build the trip of a lifetime for you.) Then we also go over mistakes that we have each made. I learned everything the hard way, which gives me the perfect experience to guide you away from mistakes and keep you on track to do it all the easy way.

The podcast episode is fabulous and I’m really proud of it. You can listen to it here: Untold Italy Episode 53, How To Plan Your Trip.

How To Plan An Amazing Trip To Italy

Here are 9 important tips to consider when planning your trip, whether it’s your first time or whether you’ve already been to Italy multiple times.

1. What Type Of Trip Do You Want?

It seems obvious but oddly enough most people are so busy checking off bucket list sites that they don’t stop to think about what type of trip they really want.

Do you want to lie on the beach and swim in the Mediterranean? Do you want to have a relaxing couple of weeks staying in a villa in Umbria or Tuscany, driving around and exploring little towns and villages and wineries?

Do you want to visit as many Roman ruins as possible? Or maybe you are more interested in Etruscan ruins? Or shopping? Whatever it is that really lights you up and that would make this your absolute trip of a lifetime, that’s what we have to set about planning – rather than squeezing a twenty swim in between two big tourist stops.

2. What Type Of Traveler Are You?

This one is about being realistic. If you are a frequent international traveler the way you approach this will be different than if you are venturing overseas for the first time. If you are new to travel some things such as driving in a foreign country may be overwhelming. If you are a frequent traveler many things may be too touristy for you or you may want to get further off the beaten path.

The key is to design a trip that meets your needs and expectations. For example I would hate a trip that was staying in hotels every night – I prefer vacation rental apartments and villas. But the next person might hate that and prefer to be in hotels every night. No one is right or wrong, it’s just about finding th perfect style of travel for you.

3. Make A long List of Cities And Towns

As you research – watch movies set in Italy, read books set in Italy, listen to podcasts about Italy travel and read the posts of travel bloggers, make a long list of everywhere that sounds interesting or that you might like to visit. Ideally you will make a really long list.

4. Follow Travel Bloggers

I particularly like following travel bloggers as it is easy to find ones that do your type of travel. For example bloggers that travel with their kids, bloggers who backpack around the world, bloggers who like fashion inspired travel, foodie travel bloggers – basically whatever you personally are interested in. If you are a woman traveling on her own you will find solo female travel bloggers great resources and incredibly helpful. It doesn’t seem to matter how far you want to niche down, there are travel bloggers who not only do your type of travel but speak in a voice that makes sense to you.

I also find bloggers who specialize in towns and regions I’m interested in. In the podcast I talk about doing some research on Turin and googling travel bloggers, Turin as a starting point.

The two best ways to find travel bloggers are Google and Pinterest. I use Pinterest all the time. It is a giant search engine that speeds everything up by being a visual medium too. At a glance you can tell whether a place is for you or not. Most travel bloggers have a consistent presence on Pinterest. You can follow them and not only get quick access to their posts, but also they will be saving pins from other likeminded bloggers who are going to help flesh out your trip.

Not sure where to start with Pinterest? My Pinterest account is @Corinnamakeup. I have board set up for multiple different cities and regions in Italy as well as the rest of the world. You’ll not only find pins that link back to all of my travel blog posts, but also to those of other travel bloggers. Check it out here.

5. Look On A Map, Refine Your List

Once you have a big long list of cities, towns and villages that you would like to visit, its time to plot them out on a map and see what is feasible for this trip and what needs to be shelved for another trip.

I recommend staying at least 3 nights in any place. Constantly packing up, checking out, getting to the next town and checking in to your next accommodation is exhausting and chews up too much precious vacation time. For a 12 day trip I will try to stay overnight in only 3 places, using them as home bases from which to do day trips to some of the other towns and cities I want to visit.

When you block things out on a map you get a better idea of which places can be in this trip and you can avoid wasting precious vacation time by doubling back on yourself.

6. Plan Your Transport

As you refine the list of cities, towns and villages for your trip you also need to start researching your transport methods. You may want to rent a car or use the trains or do a combination of the two. Trains in Italy are fantastic, inexpensive and very easy to use. The high speed trains are game changers when it comes to accessing cities that would otherwise take hours to get to.

RELATED POST: HOW TO USE THE TRAINS IN ITALY

For example, Florence to Venice is only two and a half hours on the high speed train. Florence to Rome is an hour and a half. If Rome is your home base you can buzz up to Florence for a day trip one day and another day whip down to Naples, which is an hour and 15 minutes by high speed train.

The intercity trains and local regional trains also open up all kinds of options for you. Using Rome as our example again you can take a day trip to Orvieto in around 2 hours and you can take a day trip from Rome to Ostia Antica in 30 minutes by train. To get a better idea about day trips by train check out this post: Day Trips From Rome by Train and this post: Day Trips From Florence by Train.

Another way to get from one city to another or to do day trips either to places the trains don’t go, or just to be out driving through the countryside is to hire a driver. Professional drivers in Italy are NCC licensed. It is really important thaat you only hire an NCC driver and not someone’s cousin Bob who needs some cash. This post tells you what you need to know before hiring a driver in Italy.

Because all professionally licensed drivers in Italy belong to NCC they can help you get a driver somewhere else. For example if I am going to Piemonte, where I don’t know anyone, but I want a driver to pick me up at the train and take me to a winery, I can ask my Florence/Tuscany driver and he gets me the contacts I need. (I actually do this all the time.)

When planning your transport look at all the options. Sometimes the bus has a more direct and expeditious route, other times the train or a driver will. Flix bus has really nice coach style buses that are super comfortable to travel in and the tickets cost next to nothing. I took a Flix bus from Genoa to Florence. It was a really nice, modern luxury coach and it only cost 20 euros.

7. Make Lists Of Things To Do In Each Place

Now that you know which towns and cities you will be visiting, and how you will get around, you need to make a list of things to do in each place. In the podcast I talk about how I make a list of 20 to 50 things in each town but only plan on doing a maximum of 10. (For a day trip)

This way if the thing you planned on seeing is closed that day or if something goes wrong, you have other options up your sleeve. Things seldom go 100% as planned, so it’s a good idea to have some alternatives planned.

8. Be Mentally Flexible

If you’ve read my international best seller Glam Italia! How To Travel Italy: Secrets To Glamorous Travel (On A Not So Glamorous Budget) you will already be familiar with my travel philosophy that if Plan A goes sideways, Plan B is invariably 1000 times better anyway.

The trick to a completely fantastic trip is to be mentally flexible. If the thing you had planned on doing doesn’t work out you are bound to find that Plan B far exceeds anything you had imagined. This happens to me all the time. Over decades of international travel I have had so many absolutely incredible experiences that came my way because what I originally planned didn’t work out. From a missed train to Caserta to a Venice day trip being cancelled due to torrential rain, to a (local) friend winding up in hospital the night before we were supposed to go to Naples, to many, many other unexpected twists to my travel plans, every time something hasn’t worked out, whatever I did instead turned out to be amazing.

The key is to relax, don’t get stressed out and above all be mentally flexible.

The 25 – 75 Split

When you are planning your trip and looking at all the amazing things to do in any given city or town, plan on spending 25% of your time at the big ticket tourist sites and 75% of your time at the lesser known locations.

Most tourists just hit the same spots, which are invariably overcrowded. In every city there are masses of other things to see and do that are equally amazing but are off the tour bus radar. My books are all about the other things to do (you can see my books on Amazon here). Another great resource is Pinterest. Just search for “unusual things to do in” (fill in the city) or “other things to do in” (fill in the city) and you will find all kinds of fun and fabulous things to see and do that take you away from the tourist crowds.

You don’t want to miss the most famous sites but you also don’t want them to be the only things you see.

Want more guidance on Italy trip planning? My newsletter tells you about secret towns you may want to visit, foods and wines you need to try (and which regions they’re from), festivals you won’t want to miss, and much more! It only comes out twice each month so you don’t need to worry about getting endless emails from me! Join the thousands of newsletter members who love getting the inside scoop here.

Images used in this post are by Keith and Melissa Photography taken during a 2019 Glam Italia Tour

Fascinating In Florence On The Untold Italy Podcast!

Florence is one of the most well known and well loved cities in the world. Famed for being the home of Italian Renaissance art, adored for its picturesque medieval historic center, coveted for its mastery of Italian leatherwork.

Florence Italy skyline

Florence is also a city that in the last few years has suffered from massive tourist overcrowding. It’s easy to feel overwhelmed by the busloads of tourists, unless of course you know where to go to avoid them. I’ll give you a heads up – there is an entirely different experience awaiting you just a few meters away from the crowds!

During my years of leading private tours through Florence I’ve learned about really amazing places to visit and things to see and do in the renaissance city that are only a stone’s throw away from the crowds yet feel like you’re in a different world.

Untold Italy Episode 49

I was so lucky to be invited onto the Untold Italy podcast to talk about my secret Florence. In the podcast we talk about everything from the Medici to the best places to try artisan gelato, where to go for an aperitivo, churches you had no idea you wanted to see, and some of my best tips for experiencing the real Florence, the Florence you will fall madly in love with.

Check out the podcast episode here.

RELATED POST: HOW TO FIND THE BEST GELATO IN ITALY

If like me you are aching for Italy but stuck at home because of the pandemic, Untold Italy has a member site called Untold Italy Insiders where every month you have a cooking lesson with one of Italy’s most famous chefs, a wine class with a sommelier who will make your heart flutter, lessons from private tour guides, live question and answer sessions, and help planning your dream trip for once we can fly the friendly skies again. There is much more available too. You can find out more about Untold Italy Insiders here.

RELATED POST: 18 Fabulous Things You MUST Do In Florence
Best Florence Travel Guide Book
Glam Italia! 101 Fabulous Things To Do In Florence

If you want more insider secrets to help you explore the magic of Florence and discover roughly 100 incredible things to see and do that the bus tours don’t know about, almost all of which are hiding in plain sight, right under your nose, check out my best selling book Glam Italia! 101 Fabulous Things To Do In Florence. Available world wide on Amazon.

How To Escape To Capri (While We Are Stuck At Home)

Have you been to Capri yet? Is it on your travel bucket list?

If it isn’t, it needs to be.

Arriving into Marina Grande, Capri

Just twenty minutes from Sorrento by ferry Capri is the most chic island in the Mediterranean. From its staggering beauty to its fascinating history, exquisite cuisine and fabulous shopping, Capri has something for everyone.

Up at Villa Jovis, Capri

Walk through the residential area up to Villa Jovis, Emperor Tiberius’ 2000 year old palace and take in the breathtaking views of Naples, Sorrento and the Amalfi Coast. Ride around the island in a famous Capri convertible taxi, take a rowboat helmed by a singing Napolitan into the Blue Grotto, rent a local gozzo boat for an afternoon circumnavigating the island and swimming with a view of the Faragioni. Sit somewhere beautiful with a view to die for and enjoy the delicious local cuisine.

Blue skies, blue seas and our boat captain in Capri

It’s hard not to fall in love with Capri.

But what do you do if you are dying to get back to the island or dreaming of going there for the first time, but are stuck at home with travel bans and pandemic lockdowns?

Today I want to give you three ways to escape to Capri while we are stuck at home. These three things also make fabulous gifts for the traveler who couldn’t get away.

Three Ways To Escape To Capri During Lockdown

Best-selling author Kevin Kwan (Crazy Rich Asians) has set much of his newest book Sex and Vanity on the island of Capri.

His writing style is so descriptive and alive, you will feel like you are actually there. His characters even frequent real life shops and restaurants that you too can visit once we open back up for travel.

RELATED POST: 21 BOOKS To Inspire Your Wanderlust

Order A Food Box From Capri

The much loved Ristorante Michel-Angelo in the book is actually a real place, not a fictitious one! It was actually chosen as one of the top 10 restaurants on the Amalfi Coast! (See the list full here) Sadly they closed their doors for the last time at the end of the 2020 travel season but you can still buy their famous food boxes.

Food boxes from Ristorante Michel’Angelo, delivered to your door, worldwide.

Their food boxes include their own fresh Extra Virgin Olive Oil, jars of their bottled tomatoes, their wine, a ravioli stamp and their cookbook.

Order a picnic and enjoy local cuisine with a view from one of the many nature parks on the island

For those of you who have been to Ristorante Michel-Angelo and like me are devastated that it has closed down, they now have a new business, Giardino Michel-Angelo. This is a huge vegetable garden overlooking the Mediterranean in Anacapri, where you can do everything from taking cooking classes to ordering a curated picnic to take on a walk (or a boat!) while you enjoy the wild beauty of the island.

** I featured the food boxes in a newsletter recently. I told my newsletter members that I don’t know the owners, I just like the food boxes. The following week the owners reached out to me (there are thousands of members of my newsletter, and some had contacted Ristorante Michel-Angelo to order boxes shipped to their countries all over the world.) and we have since become friends! I will be ordering picnics for my tour groups when we are finally able to travel again, hopefully in 2021. You can join the newsletter here

RELATED POST: 10 Things You MUST Do On The Amalfi Coast

A Podcast To Make You Fall In Love With Capri

The month after I sent out the Capri food box information, one of my favorite Italy-centric podcasts, Untold Italy, did an interview with Holly d’Esposito, one of the owners of Ristorante Michel-Angelo.

Capri

Her story is the stuff dreams are made of. She talks about arriving on the island as a tourist and asking her hotel for a restaurant recommendation. They sent her to – you guessed it – Ristorante Michel-Angelo. She walked through the front door and locked eyes with the owner, handsome Gianluca d’Eposito. The most gorgeous love affair rolled out from that moment and now the couple are married with two lovely little kids who are growing up on this island paradise.

If you’ve ever daydreamed of finding your true love and soul mate via a chance encounter on a beautiful island in the Mediterranean, or if the idea of escaping from real life for an hour to hear a beautiful love story that happened because of a magical twist of fate, check out the podcast episode here.

Holly also tells you about fabulous things to do while visiting Capri, indulging your wanderlust and giving you ideas for that next trip.

You’re going to love it.

If you know someone who would love to visit Capri, consider buying them the Kevin Kwan book and/or the food box for a holiday gift!

RELATED POST: 10 Things You MUST Do In Ravello

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