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  3. Italy 5 Nights 6 Days Luxury Winter Escape Itinerary
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Itinerary
Venice
3 Nights Stay
Venice3 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
Day 03
Venice Walking Tour from St. Mark's to Rialto Bridge
Morning
Venice Walking Tour from St. Mark's to Rialto Bridge
Venice: Murano & Burano Panoramic Boat Tour w/ Glassblowing
Noon to Evening
Venice: Murano & Burano Panoramic Boat Tour w/ Glassblowing
Train ride to Rome
Rome
2 Nights Stay
Rome2 Nights
Day 04
Morning to Noon
Checkout of your hotel. Take your train from Venice to Rome. Check-in to your new hotel
Evening
At leisure. Add Activity
Day 05
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 06
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
₹97,938/ 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

Discover Italy: 5 Nights Luxury Winter Escape Itinerary

Imagine yourself meandering through the historic streets of Venice and Rome during a serene winter escape. With this 5 Nights Luxury Winter Escape Itinerary, immerse yourself in the picturesque canals of Venice and the breathtaking ruins of Rome. Each city offers an extraordinary blend of rich history, exquisite cuisine, and luxury accommodations that promise an unforgettable experience.

Highlights of the Destination

  • Venice's Enchanting Canals
  • The Majestic St. Mark's Basilica
  • Rome's Colosseum and Vatican City
  • Unique Artisan Crafts in Murano and Burano

Travel Tips for Italy

  • Book tickets in advance for popular attractions to save time.
  • Embrace local customs, like trying cicchetti in Venice and gelato in Rome.
  • Wear comfortable footwear; both cities are best explored on foot.
  • Learn a few basic Italian phrases to enhance your interactions with locals.

Conclusion

Your 5 Nights Luxury Winter Escape in Italy is not just a trip; it’s an adventure through time, art, and culture. From the gondolas gliding through the canals of Venice to standing in awe at the Vatican in Rome, this journey is designed to make your heart skip a beat. You'll leave with memories painted in vibrant colors and stories waiting to be shared for years to come.

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
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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 best times to visit Italy?

The best times to visit Italy are during the spring (April to June) and fall (September to October) when the weather is pleasant and crowds are smaller.

Is floatation available in gondola rides in Venice?

Yes, gondola rides are typically available year-round but the experience is especially magical in winter when the city is less crowded.

What should I pack for a winter trip to Italy?

Pack warm clothing, a good pair of walking shoes, and an umbrella, as winter weather can be unpredictable.

How can I get around in Venice and Rome?

In Venice, walking and using water buses are the primary modes of transport. In Rome, the metro and buses, as well as walking, are convenient options.

Are there any unique winter festivals in Italy?

Yes, Venice hosts the famous Carnival, known for its elaborate masks and costumes, and Rome has various Christmas markets and events worth experiencing.

Is it safe to travel to Italy during winter?

Yes, Italy is generally safe for travelers year-round. Just be mindful of your belongings and follow health guidelines.

What types of cuisine should I try in Italy?

Be sure to try local Venetian dishes like risotto al nero di seppia and Roman specialties like spaghetti alla carbonara and suppli.
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