Planning a trip to Italy can feel completely overwhelming. With so many world-heritage sites, historic cities, and beautiful coastlines, where do you even start?
In this video, we are giving you our ultimate 2-week Italy itinerary, crafted by us—a couple of locals who actually live here! We break it down day-by-day and city-by-city so you can plan your dream Italian vacation completely stress-free.
We’ll share the “Golden Planning Rules” that will save your budget and your sanity, plus insider tips on navigating crowds, booking tickets, and discovering hidden gems that most tourists miss.
⏱️ TIMESTAMPS
00:00 – Start
00:50 – Rule 1: you can’t see everything
01:38 – Rule 2: Travel time is real time
02:25 – Rule 3: Not eferything is easy to reach
02:58 – Rule 4: go in only one direction
04:11 – Flying into Rome
05:01 – ROME — 4 NIGHTS (Days 1–4)
07:01 – NAPLES — 4 NIGHTS (Days 5–8)
11:47 – FLORENCE — 4 NIGHTS (Days 9–12)
15:09 – VENICE — 2 NIGHTS (Days 13–14)
🎟️ IMPORTANT LINKS & RECOMMENDED TOURS
⚠️ WARNING: Landmark tickets in Italy sell out weeks in advance. Do not buy from random street sellers! Use the official and trusted links below:
🏛️ Rome: https://traveladdictslife.com/best_of_rome
🌋 Pompeii: https://traveladdictslife.com/pompeii
🚤 Amalfi Coast: https://traveladdictslife.com/amalfi_boat_tour
🖼️ Florence: https://traveladdictslife.com/florence_tours
🍷 Tuscany: https://traveladdictslife.com/tuscany
🛶 Venice: https://traveladdictslife.com/venice_skip_line
🗺️ SUMMARY OF THE 14-DAY ITINERARY
Rome (4 Nights): Land at Fiumicino, take the Leonardo Express, and dive into history (Colosseum, Vatican, Pantheon, Trevi Fountain).
Naples (4 Nights): High-speed train south for the best pizza in the world, Pompeii, Herculaneum, and the stunning Amalfi Coast (or crowd-free Greek temples in Paestum!).
Florence (4 Nights): High-speed train to Tuscany’s capital. Explore the Uffizi, see the real Michelangelo’s David, take a Chianti wine tour, and visit Pisa in the evening.
Venice (2 Nights): The grand finale! Stay on the lagoon (Venezia Santa Lucia), explore Cannaregio, and take a water bus to colorful Burano.
💬 JOIN THE COMMUNITY
Are you planning your trip north-to-south or south-to-north? Have questions about trains, hotels, or booking tours? Drop us a comment below! We reply to as many questions as we can to help you plan.
If you found this guide helpful, please LIKE this video and SUBSCRIBE for more local Italian travel insider tips! 🇮🇹✨
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We are two Canadians currently living in Italy. We moved to Italy in November 2018 to start a new chapter of our life’s and we would like to share our story with. We hope you enjoy it.
Check out our website:
➤ https://readysetitaly.com/
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Contact us:
➤ traveladdictslife@gmail.com
About us:
In March 2017, Rick and Andrea (confessed Travel Addicts) started a Facebook Group called Travel Addicts as a way to share their travel photos and videos not just with their own respective friend’s lists – but with the world. Part of the reason was for bragging rights (I mean, that’s kind of the point of sharing photos, right?), but also to help answer questions to others about the destinations they have visited.
After inviting some of our friends and family, it grew and grew – and as of June 2019, the group has grown to over 200,000 members! One reason for our success, we believe, is that we have done our best to ensure only high-quality photos and videos get shared, all while limiting the use of commercial content.

3 Comments
Ciao everyone! 🇮🇹
Thanks for watching our 14-day Italy itinerary. We know planning a trip here can feel overwhelming — we hope the 4 golden rules and this day-by-day route make it a lot easier.
Now we want to hear from YOU: If you had 2 weeks in Italy, which of these four cities would you spend the most time in — Rome, Naples, Florence, or Venice? And why?
Drop your answer below 👇 We personally love Florence for the art and the Tuscan day trips, but Rome is always hard to beat. We'll be in the comments replying to your questions — ask us anything about your Italy trip!
And if you haven't already, hit that subscribe button so you don't miss our next guide. We've got more Italy travel videos coming. 😊
Ciao! — Rick & Andrea
♥♥
Going in October. Flying into Milan because, well, it was inexpensive and honestly, we bought flights before we really nailed down the itinerary. We'll take a train to Venice and stay for 3 nights/4 days, then Rome for 3 nights/4 days, and Vico Equense for 5 nights/6 days. We're staying at the coast so much longer because it's relaxing and there's so much to do and see in that area. We're going to stop in Bologna for half a day on the way to Rome from Venice. We cannot wait!