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8250+ reviews
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An ideal 10 night Italy itinerary for a Family getaway

Curated by Naveen, planned 4502+ Italy trips



Your Itinerary
Milan
2 nights
Day01

Arrive in Milan airport. Get transferred to your hotel.

At leisure
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Day02

Milan: Official San Siro Stadium and Museum Tour - 11:00

At leisure
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Train ride to La Spezia
La Spezia
1 nights
Day03

Check out of your hotel. Take your train from Milan to La Spezia. Check-in to your new hotel

At leisure
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Train ride to Florence
Florence
3 nights
Day04

Check out of your hotel. Take your train from La Spezia to Florence. Check-in to your new hotel

At leisure
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Day05

Small-Group Wine Tasting Experience in the Tuscan Countryside - CHECK-IN 8:45AM 09:00

At leisure
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Day06

At leisure
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Pisa and the Leaning Tower Afternoon Tour from Florence - Spanish Guided Visit in Pisa 13:30
Train ride to Rome
Rome
4 nights
Day07

Check out of your hotel. Take your train from Florence to Rome. Check-in to your new hotel

At leisure
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Day08

Best of Rome Walking Tour including Trevi Fountain - 09:30

At leisure
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Spanish Steps
Day09

At leisure
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Skip the Line: Colosseum, Roman Forum, and Palatine Hill Tour - 12:00 pm Tour 12:00

Roma Pass for 72 hours
Day10

Skip the Line Vatican, Sistine Chapel and Basilica Guided Tour - VAT-GRP-ENG 08:30

At leisure
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Day11

Time to head home with a full camera roll, a few souvenirs, and that Sooper hit holiday glow. The next journey awaits.
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/ person
Excluding Applicable Taxes
Your route
Arrival at MXP
Milan
2N
Transfer by train
La Spezia
1N
Transfer by train
Florence
3N
Transfer by train
Rome
4N
Departure at FCO
Your trip includes
Transfers, Visa & Insurance
Tell us your dates, travel group, and departure city to view all inclusion details
Hear from a traveller who chose a similar itinerary has to say

Dear Rohit / Somi / Subhash / Srivathsan / Vaishnavi & Entire Pickyourtrail Team I Would Like To Thank You All For Making Our Italy Trip Wonderful & Memorable Your Presence During Our On Going Journey Made Ourself Relaxed & Supportive
parvesh ranka, Italy
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Embarking on a 10-night family getaway in Italy is more than just a trip; it’s an adventure that weaves history, culture, and breathtaking scenery into one unforgettable tapestry. Whether it’s your first time or a repeat journey, each city promises unique experiences that will captivate travelers of all ages. From the bustling fashion streets of Milan to the romantic canals of Florence and the ancient ruins in Rome, this itinerary offers a balanced mix of leisure and discovery, ensuring family bonding while exploring some of the world’s most iconic destinations.
Highlights of the Destination
- Experience Milan’s fashion pulse, from high-end boutiques to the stunning Duomo.
- Immerse in the coastal charm of La Spezia and the colorful Cinque Terre.
- Discover Florence’s Renaissance art through visits to Uffizi Gallery and stunning architecture.
- Walk through ancient Roman history as you explore the Colosseum and Vatican City.
Travel Tips for Italy
- Book skip-the-line tickets in advance for attractions in major cities to save time.
- Embrace local customs: Italians are passionate about family and food, so savor every meal.
- Use public transport—trains are a wonderful way to traverse the country comfortably.
- Learn basic Italian phrases; a simple 'Grazie' (thank you) can go a long way.
Conclusion
Packing up the memories from each city, this 10-night itinerary through Italy not only enriches the mind with cultural discoveries but also strengthens family ties. Finding joy in shared experiences, you’ll create stories that will last a lifetime—from marveling at breathtaking art to indulging in gelatos by the Trevi Fountain. Italy is waiting to welcome you and your family with open arms, ensuring a trip filled with laughter, learning, and love.
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8250 reviews
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Customer Reviews
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countries
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Parvesh Ranka
Reviewed on: 04 Jun 2026
Dear Rohit / Somi / Subhash / Srivathsan / Vaishnavi & Entire Pickyourtrail Team I Would Like To Thank You All For Making Our Italy Trip Wonderful & Memorable Your Presence During Our On Going Journey Made Ourself Relaxed & Supportive

Monisha Borthakur
Reviewed on: 22 Nov 2025
Experience of my Italy was very good. Gaurav Ramani was very prompt and helpful. Sana guided me well and planned a good trip me. Overall it was a very good experience
Vamsi Pradeep
Reviewed on: 02 Jul 2025
Hey, we just got back from our first Schengen trip to Italy and swiss with PYT, and it was awesome! The whole thing went super smoothly, and a big shoutout to the Visa team they were lifesavers, especially since our visa got rejected at first. Uma helped us plan everything, and Mohasib kept things running perfectly. Plus, the app support was great, with reminders and quick answers to all our questions. Seriously, I totally recommend PYT if you want a stress-free trip!

Srinivasu K
Reviewed on: 23 May 2023
The journey to Europe started from an inquiry with an amazing person Mr. Avik Shriram of pickyourtrial...and from there onwards its smooth planning and excitement to be there...It was absolutely an amazing experience to Swiss and Italy brilliantly organised and customised according to our taste by pickyourtrial.Their APP was amazing and you will love it once you start experiencing.... they provided 24/7 support for all your queries, and you get quick responses.I should give the entire credit to Avik Shriram as we ended with lots of memories to take away.

Preena Singh
Reviewed on: 12 Mar 2020
I booked my Honeymoon for Italy from Pickyourtrail , it was a good experience overall a few hits and misses but these guys did a nice job..Thank you for the amazing experience 😊

Bharath Sukumaran
Reviewed on: 12 Mar 2020
Excellent service for my Italy trip... I would definitely recommend Pickyourtrail for any trips...

Divya Mohan
Reviewed on: 10 Mar 2020
Had used pickyourtrail for my Italy vacation. They offered excellent support although. The live chat option was really helpful. Everyone I interacted with was really professional and helpful. 6 Stars 😊.

Dhivya M
Reviewed on: 03 Mar 2020
It was a wonderful experience with Pickyourtrial team. We had a pleasant journey. Online support team was very helpful at the new place when we were stuck and they were responding immediately and was very helpful. The entire trip to Italy went very well with no hassle. We loved it. Thank you guys.

Preena Singh
Reviewed on: 13 Feb 2020
I booked my Honeymoon for Italy from Pickyourtrail , it was a good experience overall a few hits and misses but these guys did a nice job..Thank you for the amazing experience 😊

Swarna Achin
Reviewed on: 30 Dec 2019
Our experience with PYT was nothing short of amazing. We had originally planned a vacation to Greece and while we were contemplating on the list of islands to visit in Greece with profound excitement, PYT team shared the same excitement as us and brought up this idea of visiting Italy also, instead of just doing Greece, thereby adding versatility to our vacation. And they came up with this beautiful itinerary for us - Venice -> Santorini -> Athens. They intently paid heed to what our interests were and made all the bookings accordingly. Regardless of the time gap, they even promptly responded to our queries while we were in the midst of our vacation. We are grateful for their seamless customer service and look forward to plan our future trips with PickYourTrail :)
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