OpenTube

14 Perfect Days in Italy | Italy Vacation Planning Travel Itinerary

Alexander Ayling

350,234 views

🇮🇹 THE PERFECT 14-DAY ITALY ITINERARY

Planning two weeks in Italy? This complete 14-day Italy itinerary takes you through Rome, Tuscany, Florence, Pisa, Cinque Terre, Genoa, Milan, Lake Como and Venice—with practical advice on where to go, how long to stay, what to eat and how to travel between destinations.

After years of traveling and filming throughout Italy, I designed this route to combine the country’s extraordinary history, culture, food, cities, countryside and coastline into one unforgettable journey.

📘 GET MY COMPLETE 14-DAY ITALY TRAVEL GUIDE

Want the entire route with the research already done for you?

👉 https://www.alexanderayling.com/store...

The premium guide includes:

📍 Location-pinned hotels, restaurants, attractions and hidden gems
🗓️ A detailed day-by-day itinerary
🗺️ An efficient route through Italy
🚆 Train, rental-car and transportation guidance
🍝 First-hand food, cultural and travel recommendations
📱 A convenient mobile-friendly format

Spend less time researching and more time experiencing Italy.

🇮🇹 IN THIS ITALY TRAVEL GUIDE

✓ The perfect 14-day Italy itinerary
✓ Rome, Florence, Venice, Milan and Lake Como
✓ A scenic Tuscany road trip
✓ Pisa, Cinque Terre and Genoa
✓ Italy train travel and rental-car advice
✓ Historic landmarks, local food and cultural experiences
✓ Tips for avoiding crowds, tourist traps and common mistakes

🕒 ITALY TRAVEL GUIDE CHAPTERS

00:00 – 14-Day Italy Itinerary | How to Spend 2 Weeks in Italy
01:50 – Flying Into Rome Fiumicino Airport ✈️
02:00 – Rome Airport to the City Center
02:15 – Leonardo Express Train to Rome
02:42 – 2 Days in Rome | The Perfect Rome Itinerary 🏛️
03:39 – Colosseum Tickets, Tours & Travel Tips
04:15 – Roman Forum | History & Travel Guide
04:35 – The Pantheon | Essential Rome Landmark
05:12 – Piazza Navona & Bernini’s Four Rivers Fountain
05:32 – Where to Eat in Rome 🍝
05:46 – How to Visit Vatican City
05:55 – Visiting the Sistine Chapel
06:20 – Trevi Fountain | How to Avoid the Crowds ⛲
06:40 – Rome Safety Tips | Pickpockets & Scams
07:05 – Visiting the Spanish Steps
07:40 – Renting a Car in Italy 🚗
08:01 – Tuscany Road Trip | The Perfect Scenic Route
09:21 – Saturnia Hot Springs | Tuscany Thermal Baths
09:31 – Tuscany Food, Wine & Restaurants 🍷
10:25 – Pienza | Tuscany Hill Town Travel Guide
12:49 – Siena | Medieval Tuscany Travel Guide
13:34 – Florence | The Perfect 2-Day Itinerary
16:57 – Pisa | Best Things to See and Do
17:30 – Leaning Tower of Pisa | Tickets & Tips
18:30 – How to Spend One Day in Pisa
19:40 – Florence or Pisa to Cinque Terre 🚆
20:40 – Cinque Terre | Villages, Coast & Travel Tips 🌊
23:18 – Genoa | Exploring Liguria’s Historic Port
24:40 – What to Eat in Genoa
26:00 – Traveling to Milan
26:30 – Milan | Attractions, Food & Culture
28:00 – Leonardo da Vinci’s Last Supper
29:20 – How to Travel From Milan to Lake Como
29:54 – Lake Como | Beautiful Towns & Villas 🌅
32:34 – Venice | Gondolas, Canals & Landmarks 🚤
36:00 – Venice Tips | Avoiding Crowds & High Costs
37:00 – The Perfect 2-Day Venice Itinerary

🌍 EXPLORE MORE OF ITALY

✈️ Complete Italy Travel Playlist:
Italy | Travel Tips, Guides and Vlog Series

📘 14-Day Italy Travel Guide:
https://www.alexanderayling.com/store...

📖 12 Essential Italy Travel Tips:
https://www.alexanderayling.com/episo...

🧭 Explore All My Travel Guides:
https://www.alexanderayling.com/store...

📅 Book a Travel-Planning Call:
https://alexanderayling.as.me/schedul...

🌐 Travel Guides, Stories & Resources:
https://www.alexanderayling.com

✈️ PLAN YOUR ITALY TRIP

🏨 Hotels: https://booking.tp.st/stLkfI5d
🚗 Rental Cars: https://discovercars.tp.st/teBb8YQ9
🎟️ Tours & Attractions: https://tiqets.tp.st/Rm9ItYhi
🧳 Luggage Storage: https://usebounce.com?ref=ALEXANDER58...
🛵 Rent a Vespa: https://bikesbooking.tp.st/MknuYg8s
🛡️ Travel Insurance: https://visitorscoverage.tp.st/YWHfLkCj
⛵ Yacht Rentals: https://searadar.tp.st/1mdM3cxZ
🇮🇹 Learn Italian: https://amzn.to/3MldvYq

👋 ABOUT ALEXANDER AYLING

I’m Alexander Ayling—a travel filmmaker, photographer, television host and co-founder of Vagabrothers. Over more than a decade, I’ve traveled through 50+ countries, created hundreds of travel films and helped millions of people explore the world.

With a background in history and cultural anthropology, my travel guides go beyond checking attractions off a list. I believe the best journeys come from understanding the history, culture, food, landscapes and people that make each destination unique.

Travel Deeper. Experience Destinations, Not Just Attractions.

SUBSCRIBE:
https://bit.ly/ClickToSubscribeToAlex

INSTAGRAM:
Instagram: alexander.ayling

Some links are affiliate links. I may earn a commission at no additional cost to you, helping support the creation of independent travel guides and films.

#ItalyTravel #ItalyItinerary #ItalyTravelGuide

20 Comments

@AlexanderAyling Creator 3 years ago (edited) Pinned

My 14-day Italy Itinerary PDF Travel Guide! https://bit.ly/ItalyPDFTravelGuide

5000+ Likes 👍🏽- WE CAN DO IT TEAM!
Hit the like button and if you’re new here, SUBSCRIBE. 🙏🏼
+ Subscribe: https://bit.ly/ClickToSubscribeToAlex

FULL ITALY PLAYLIST: https://www.youtube.com/playlist?list=PLmhbBmUiJiZkGXEAqsVhVG0sfnJgfBfuW
+ Book Cheap Airfare: https://bit.ly/CHEAPFLIGHTSNOW
+ Book Your Hotel: https://agoda.tp.st/8cX0epof
+ Book Your Rental Car: https://discovercars.tp.st/teBb8YQ9
+ Book a Vespa!: https://bikesbooking.tp.st/MknuYg8s
+ Book Museums Here: https://bit.ly/DiscountTiqets
+ Book Your Activities: https://viator.tp.st/OLzT6k8V
+ Book Your Italy SIM Card: https://airalo.tp.st/5pkpPYWS
+ Get Travel Insurance: https://visitorscoverage.tp.st/YWHfLkCj
+ Read My Italy Blog Post: https://www.alexanderayling.com/episodes/12-essential-italy-travel-tips

@johnsmith-xk2pz 2 years ago

As someone who has travelled to Italy for business at least once a year for 30 years I would advise against picking up your rental car in Rome on your way to Tuscany. Rome traffic is very challenging. A much better way is to take the train to Orvieto. There are rental car outlets right by the train station in Orvieto and it's an easy hop from there onto the autostrada north to Tuscany. I promise that you will enjoy the train ride much better than trying to battle your way out of Rome. You might even want to stay overnight in Orvieto as it's a lovely city with a beautiful cathedral.

@jenniferwarhawk7301 2 years ago

I don't think I could handle a trip this busy but it was great to watch to hear of some of the places to see when I go in 2025. I have booked two weeks but I want a lot of that to be lazy days by the beach. I'm battling cancer now so the trip will be a celebratory trip, assuming that I'll beat cancer. It will also be an early 50th birthday present. I'll be staying in Formia and will hope to travel to Rome, Naples, Florence, Pisa, and Venice while I'm there. But if I miss some of them to lazy days by the beach, so be it!

I live in Colorado.

@Sclero80 2 years ago

I am Italian and I live in Emilia-Romagna, precisely on the Adriatic coast in Romagna in the ancient city of Rimini! Rimini is not just sea and tourism, but there are many wonders to see.....

@liberal_lunatic 4 weeks ago

This is so excellent. This guy is thorough clear a d knowledgeable

@nadinemc9286 3 years ago

I have just spent an amazing three weeks in Italy and covered most of what you listed (phew 😅). I’m currently in Zurich but about to head back home to Australia with 2775 photos on my phone and a heap more on my camera. We did a few walking and day tours with rest days every week. I loved Italy - my favourite place was Florence.

@hugo_sato 2 years ago

OMG. Im not sure what words should I use to describe the quality of this video.
Awesome! Regards from Brazil

@JaswinderSingh-ze4ft 2 years ago

I am watching from CANADA

@joeyf4917 9 months ago

my name is joey and watching from glafstaff
lol bye thxxx

@stargazer5073 3 years ago

Alex, recycle some of your old footage of Italy!.....the attractions don't change!

@brhambler9750 2 years ago

Greetings from North Carolina! First trip to Italy( Venice, Florence and Rome). Im so excited. Your videos are excellent. Thank you so much!!

@lantran8967 2 years ago

Northern VA. Love Italy 🇮🇹.

@Blessed-pe9cr 3 years ago

Wow, I have watched many videos on travel in Italy n yours is the most organised. Love the way u present the info in a very systematic way. Great video !

@souadgarcia7786 2 years ago

I m sue I m from USA
Born raised in Morocco
I m visiting my Mom in Morocco I love it here too

@cherlgolja5402 2 years ago

God sure worked overtime on you!❤

@milescabia 3 weeks ago

I wish you have shown a map tracking each destination

@angelacucuzza3326 2 years ago

My name is Angela and I love Italy

@meridethhendry5733 1 year ago

This was such an enjoyable and informative video! Thank you so much. My name is Merideth and I live In Southern California USA. We are taking a family trip to Italy for 21 days in January 2025. So exciting. My husband and I have been to Italy a number of times but it will be the first time for our grandchildren. Can’t wait!