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We’ve created the PERFECT 10-day Italy itinerary for first-timers that want to see the iconic sights and have unforgettable experiences in Rome, Cinque Terre, Florence and Venice.
This done-for-you itinerary is everything you need!
I'm ready to plan my trip!
21
pages
10
fully-planned days
4
exciting locations
Completely DONE-FOR-YOU Itinerary!
CONFESSION:
I have major trip FOMO.
I hate coming home from a trip only to realize I missed an epic hike or a hidden restaurant I was just around the corner from.
Can you relate?
If so, you are in the right place because we have literally spent hundreds of hours creating this itinerary (no exaggeration) so that you don’t have to worry about missing out.
This is packed with advice (from actual on-the-ground experience) as well as hidden gems most travelers miss.
Our itinerary style…
Eat at local restaurants with food that you’ll be talking about for years to come.
Visit a mix of iconic sights and hidden gems that see far fewer tourists.
A mix of splurge-worthy experiences and free activities for a well-rounded exploration.
Are you in?!
If you’re ready to embark on the Italy trip of your dreams, grab your itinerary now & you’ll soon be on your way.
Cheers to the trip of a lifetime!
It was such a vital part of our planning!
“After researching several travel blogs for [an itinerary], I purchased the TWS itinerary and use it as a guide to help [with planning]. It was such a vital part of our planning and was such an amazing thorough packet of not only recommended places but packing list, campervan rentals, food recs and so much great info and had everything we needed to plan our trip.“
Nice to have someone with experience guide you!
“This Italy itinerary is great! Packed with fun excursions, cultural sites, and great food! Its so nice to have someone who has experienced Italy first hand guide you through your trip. I loved the hikes on the Amalfi coast and in Cinque Terre! And the guides for how to access were extremely helpful.”
Well worth the money!
“I was hesitant to pay for an itinerary however I’ve found that this Itinerary was well worth the $! It’s FAR more detailed that anything I could find free & has shaped the backbone of our trip. Thanks for all the info!”
Interactive Google Map
Be sure to grab the interactive map with all places pinned for easy access!
Getting around
We’ve provided easy directions for using Italy’s extensive train system to get around on this itinerary. No driving required!
Best restaurants
You’ll love our restaurant recommendations throughout the itinerary as we’ve done plenty of on the ground “research” to find the best spots.
Accommodation
We’ve carefully chosen accommodation options for a range of budgets and travel styles, all of which get rave reviews.
A 10-day custom itinerary based on all of our research and experience in Italy would cost upwards of $800.
We know that is not feasible for everyone, so we decided to take our experience and turn it into a totally affordable and downloadable PDF guide!
Let us help save you SO MUCH TIME.
Classic Italy Itinerary
Overview
This itinerary includes detailed plans for each of these iconic destinations (+ plenty of hidden gems!) and is customizable based on your interests & travel style.
Rome
Explore ancient ruins, world-famous landmarks, and incredible food in Italy’s historic capital.
Cinque Terre
Colorful villages, an epic cliffside hike, and unforgettable sunsets along the stunning Italian Riviera.
Florence
Home of the Renaissance—packed with art, architecture, and some of Italy’s best eats.
Venice
Wander canal-lined streets, ride in a gondola, and uncover the magic of this one-of-a-kind city.
“We’ve packed this with insider tips that’ll make the difference between a great trip & the most unforgettable trip of your life!”
– Katie & Ben Zweber
Why trust our Italy advice?
Italy holds a special place in our hearts—we actually studied abroad together in Florence and spent 4 unforgettable months soaking up the culture, practicing our Italian, and exploring as much of the country as possible.
To make sure this itinerary is truly top-notch, we sought out the help of our team member Amanda, who’s basically an Italy travel pro. (Pictured at her favorite pizza place in Rome)
She’s been to Italy 5 times (and counting!) and has spent over 5 months collectively traveling the country—returning to each of these destinations again and again, always discovering new hidden gems along the way.
This itinerary is the best of all our combined experiences—packed with iconic sights, local tips, and unique stops you might not find on your own. We think it’s the perfect itinerary for your first trip to Italy and we cannot wait to hear what you think!
-Katie & Ben Zweber
Your dream trip awaits…
Let’s turn your dream Italy trip into reality!
We’ve done all the hard work for you. This itinerary will truly save you SO MUCH time and headache. All you’ve got to do is pack your bags and you’ll be off on the trip of a lifetime!
Grab your itinerary!
IF THIS YOUR VIBE, THIS ITINERARY IS FOR YOU…
Wandering ancient ruins + indulging in pasta, pizza & gelato + world-renowned art & history + charming coastal villages & iconic cities + sipping aperitivos with a view + an epic coastal hike + once-in-a-lifetime experiences
Get ready to make core memories!
FAQs
Who is this itinerary for?
This is the perfect route for first-time Italy travelers who want to see the iconic sights and destinations throughout the country.
This itinerary is for you if you:
- seek out authentic cultural experiences
- have a love for history and art
- enjoy big cities and smaller towns
- like traveling independently (not with tour groups)
- have a mid-range budget to explore Italy
If you’ve been to Italy before, or you’re just looking for a different type of trip, you might be more interested in our Amalfi Coast itinerary, which can also be combined with this itinerary for one epic trip.
What is the budget?
The accommodation, experiences, and activities recommended are for those with a mid-range budget.
We’ve done our best to keep costs reasonable.
We’ve included a handful of (optional-but-worthy) splurges, but have mostly stuck with mid-range prices.
What type of accommodation is recommended?
Each night of this itinerary has 2-3 accommodation options to choose from. We’ve included a mix of Airbnbs and hotels to give you options depending on your preferences.
Do I need a car to follow this itinerary?
Nope! We set up this itinerary based on train travel around Italy. In our experience, taking the trains in Italy is both affordable and efficient!
That being said, if you prefer to have your own vehicle, you could absolutely follow our itinerary by self-driving. Just know the timing may change a bit due to traffic and road conditions.
How much physical activity does this itinerary require?
We’ve included the Blue Trail Cinque Terre hike in our Italy itinerary. Plus there is a decent amount of walking involved to explore the destinations around Italy.
That being said, we think anyone with a moderate level of fitness should be able to enjoy our classic Italy itinerary, and you can always swap out the hike for another less strenuous activity if you’re not feeling up for it.
What time of year can I follow this itinerary?
In theory you could do this itinerary during any time of year. However in the colder winter months, some of the hiking and outdoor activities may not be as enjoyable (or open!).
We’d suggest following either our Classic Italy itinerary during the spring, summer or fall months (April – October).
You can find more information in our guide to the best time to visit Italy.
What if I have less time?
We have suggestions for how to alter this itinerary whether you have more or less time.
What is your return policy?
Since this is a digital download and we cannot revoke access to it, we have a no refund policy.
For this reason, we have made it incredibly affordable.
We stand by this product 100% and have put countless hours into putting it together for you. We are confident that this will be extremely helpful in planning your trip.
The itinerary includes various easy to moderate level hikes, but nothing too demanding or requiring extra gear.
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Still have questions?
If you still have questions, feel free to reach out and ask away!
Get in touch!