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  1. Home
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  3. Italy 4 Nights 5 Days Family Winter Escape Itinerary
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Itinerary
Venice
2 Nights Stay
Venice2 Nights
Day 01
Morning
Arrive in Venice airport. Get transferred to your hotel.
Noon to Evening
At leisure. Add Activity
Day 02
Venice: Boat tour and visit to Murano Glass and Burano Lace
Morning to Noon
Venice: Boat tour and visit to Murano Glass and Burano Lace
Venice: Winter Walking Tour & Romantic Gondola Ride Upgrade
Evening
Venice: Winter Walking Tour & Romantic Gondola Ride Upgrade
Train ride to Rome
Rome
2 Nights Stay
Rome2 Nights
Day 03
Morning
Checkout of your hotel. Take your train from Venice to Rome. Check-in to your new hotel
Noon to Evening
At leisure. Add Activity
Day 04
Rome: Hop-On Hop-Off Panoramic Bus Ticket - Access 3 Routes
Full Day
Rome: Hop-On Hop-Off Panoramic Bus Ticket - Access 3 Routes
Day 05
Morning
At leisure. Add Activity
Noon to Evening
Take your flight back home. Hope you end up with a lot of memories and a few souvenirs too.
Add trip details
₹73,493/ person
Excluding Applicable Taxes
Your route
city
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 experienceMonisha Borthakur, Trip to Italy

Italy Family Winter Escape Itinerary: 4 Nights of Adventure

Embark on a magical 4-night, 5-day family winter escape in Italy that promises enchanting moments and cherished memories. Start your journey in the beautiful canals of Venice, where the chill of winter brings a unique charm to this iconic city. Wander through narrow streets, visit hidden gems, and indulge in delicious local cuisine as you create unforgettable experiences with your loved ones. After exploring Venice, make your way to the historical marvels of Rome, where ancient ruins and vibrant culture await. This itinerary has been designed specifically for families, ensuring comfort and fun for all ages.

Highlights of the Destination

  • Explore the romantic canals of Venice with a winter walking tour.
  • Experience a mesmerizing gondola ride through shimmering waters.
  • Visit the historic landmarks of Rome on a hop-on hop-off bus tour.
  • Discover the artistry of Murano glass and Burano lace on a boat tour.

Travel Tips for Italy

  • Book your gondola ride in advance for the best experience and availability.
  • Choose off-peak hours for walking tours to avoid crowds.
  • Wear comfortable walking shoes to explore the cobblestone streets of Venice and Rome.
  • Always keep cash handy for local street vendors and small shops.

Conclusion

This family winter escape to Italy is more than just a vacation; it's an adventure that will enrich your family's bonds and create lasting memories. From the enchanting canals of Venice to the magnificent architectural wonders of Rome, every moment is filled with stories waiting to be discovered. Whether you’re wandering through UNESCO World Heritage sites, enjoying savory Italian cuisine, or experiencing local traditions, this trip is bound to ignite a love for travel in every family member. Ready to create your own magical moments in Italy? Pack your bags and let the adventure begin!

See what’s included in this tripCost your itinerary to see the hotels, flights, and activities included in your trip
Inclusion card
4.7
From 8250 reviews
Verified Reviews
Photos from Travellers
Pickyourtrail's Original Reviews
Monisha Borthakur-Profile
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
Monisha Borthakur-Profile
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-Profile
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!
Vamsi Pradeep-Profile
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!
Prachi Chirania-Profile
Prachi Chirania
Reviewed on :11 Dec 2024
We had an amazing experience booking our honeymoon trip to Italy planned through Pickyourtrail. From the very start, their team was attentive, helpful, and thorough in understanding our preferences. Every detail, from the accommodations to the activities, was planned well, with 24/7 virtual assistance making our trip stress-free. Highly recommend PickyourTrail for anyone looking to plan a seamless and Special !
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Prachi Chirania-Profile
Prachi Chirania
Reviewed on :11 Dec 2024
We had an amazing experience booking our honeymoon trip to Italy planned through Pickyourtrail. From the very start, their team was attentive, helpful, and thorough in understanding our preferences. Every detail, from the accommodations to the activities, was planned well, with 24/7 virtual assistance making our trip stress-free. Highly recommend PickyourTrail for anyone looking to plan a seamless and Special !
Prachi Chirania-testimonial-0
Prachi Chirania-testimonial-1
Prachi Chirania-testimonial-2
+1View all
Bhavana Rao-Profile
Bhavana Rao
Reviewed on :07 Nov 2024
I am an avid traveller and have taken help from many travel agencies over the years. I haven't seen anyone come close to what PYT provides starting from providing itinerary, working with us on visa, helping us through documentation, changes required and support during the overall journey is incredible. Some folks like Nayanashi and Rinchen here are just amazing. We just finished a 10 day trip to Italy and it was just awesome. Dedicated to providing what we need in terms of travel, sight seeing, transfers required etc
Bhavana Rao-testimonial-0
Bhavana Rao-Profile
Bhavana Rao
Reviewed on :07 Nov 2024
I am an avid traveller and have taken help from many travel agencies over the years. I haven't seen anyone come close to what PYT provides starting from providing itinerary, working with us on visa, helping us through documentation, changes required and support during the overall journey is incredible. Some folks like Nayanashi and Rinchen here are just amazing. We just finished a 10 day trip to Italy and it was just awesome. Dedicated to providing what we need in terms of travel, sight seeing, transfers required etc
Bhavana Rao-testimonial-0
Srinivasu K-Profile
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.
Srinivasu K-Profile
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-Profile
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 😊
Preena Singh-Profile
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 😊
4.7
From 8250 reviews
Verified Reviews

Frequently Asked Questions

What are the must-visit attractions in Venice and Rome?

In Venice, must-visit attractions include St. Mark's Basilica, the Rialto Bridge, and the Doge's Palace. In Rome, the Colosseum, Vatican City, and the Pantheon should be on your list.

How can I enjoy local cuisine in Italy?

Try local trattorias and pizzerias, indulge in gelato, and sample regional specialties to truly savor Italy's culinary delights.

What should I pack for a winter trip to Italy?

Pack warm clothing, comfortable shoes, an umbrella, and travel essentials. Don’t forget your camera for capturing beautiful moments!

Is it easy to get around in Venice and Rome?

Yes, Venice has a convenient vaporetto (water bus) system, while Rome has extensive public transport, including buses and metro services.

What is the best time to visit Italy in winter?

December to February is ideal for winter escapes. You'll enjoy fewer crowds and the charm of holiday decorations, especially around Christmas.

Are gondola rides suitable for families?

Absolutely! Gondola rides are a magical experience for families, but ensure to book ahead and check weight limits.

Can we combine guided tours with free time?

Yes! Many tours allow for free exploration time in between scheduled activities, giving families a chance to discover at their own pace.
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