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Highlights of Italy in Winter

8 Days | See a less crowded side of Italy on this winter adventure.

4.8 out of 5 based on 29 reviews submitted.
EUR €1,787
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Ah, Italia. It seems a little unfair that one country does food, architecture, art, history and the central social square so perfectly. It’s just a shame the rest of the world feels the same way! But while most associate Italy with summer, relatively mild winters make Italy the perfect place to visit during the off season. On this trip, you’ll see all the fabulous spots with far fewer tourists crowding the squares and clogging up the lines. Take in the crumbling ruins of Rome, whimsical Florence and the floating 15th century city of Venice in this diverse tour.

Trip overview

Map of Highlights Of Italy In Winter including Italy
Rome, Italy
Venice, Italy
Physical rating
Indicates how physically exerting a trip is, and how fit you will need to be to enjoy it. More info on physical ratings
Min 15
Group size
Min 1 - Max 12
Trip code
This trip generates 27.49 kg of CO2-e per person per day.
We offset these emissions on your behalf. But we know that is not enough, so we also have a carbon reduction target.

Why you'll love this trip
  • This winter trip is a great way to see the highlights of Italy without any of the crowds.
  • Wander around Rome's famous landmarks including the Colosseum, Vatican City, Sistine Chapel, St Peter's Basilica and much more. This is a city where you'll be able to tick a lot off your bucket list.
  • The floating city of Venice is one place you’ll be happy to get lost in. The city's maze of alleyways, canals and lagoon islands lead to over 130 churches, all with their own distinct character.
  • Learn to make the king of comfort food – pasta – by hand in Bologna.

Is this trip right for you?
  • The primary means of transportation on this trip is by train. Trains are a fast way to cross long distances, allowing you to avoid traffic jams and arrive right into the city centre. They are comfortable and all have toilets, however can sometimes be quite busy. Please note that you'll have to carry your own luggage on and off the train, so make sure it doesn’t exceed our weight and size recommendations. You can find this information in the 'What to Take' section of the trip notes.
  • Often there are no lifts or escalators in train stations or in the hotel, so you will have to carry your bags up and down the stairs yourself.
  • This trip is designed for off-season and takes place in the colder winter months of the year. It is essential that you are aware of the climate in Italy during this time. Please carefully consider the time of the year you wish to travel and your suitability to that season.
  • Hotels in Europe often don't have double beds, but rather two single beds that can be pushed together/apart. Rooms can be rather small, especially compared to American or Australian standards.
  • On this trip you must pack as lightly as possible because you will be expected to carry your own bag and although you won't be required to walk long distances with your luggage (max 30 minutes), we strongly recommend keeping the weight between 15kg / 33lb. Most travellers carry their luggage in a backpack, although an overnight bag with a shoulder strap would suffice if you travel lightly. Smaller bags or backpacks with wheels are convenient although we recommend your bag has carry straps to accommodate the cobbled streets, uneven surfaces, stairs and steps you are likely to encounter while carrying your luggage. You'll also need a day pack/bag to carry water and a camera etc for day trips.


Map of Highlights Of Italy In Winter including Italy



5 breakfasts, 1 dinner


Train, Public bus, Metro


Hotel (7 nights)

  • Pisa - Half Day Trip to Pisa
  • Bologna - Pasta class
  • Venice - Cicchetti tour
  • Venice - San Giorgio Bell Tower
  • Venice - Traghetto Boat Ride
Add on activities
  • Vatican City - Vatican Museum - EUR21
  • Rome - Galleria Borghese - EUR15
  • Rome - Pantheon One Hour Guided Tour Urban Adventure - EUR35
  • Rome - Christian Catacombs - EUR10
  • Rome - Colosseum, Roman Forum & Palatine Hill - EUR19
  • Rome - Castel Sant'Angelo - EUR14
  • Rome - Imperial Fora - EUR9
  • Rome - Keats-Shelley Memorial House - EUR6
  • Rome - Venezia Palace - EUR16
  • Vatican City - St Peter's Dome Climb & Elevator - EUR10
  • Rome - Pantheon - EUR5
  • Florence - Aperitivo Time! Urban Adventure - EUR77
  • Florence - Foodies Walk Urban Adventure - EUR79
  • Florence - Baptistry - EUR10
  • Florence - Medici Chapels - EUR15
  • Florence - Pitti Palace, Gallery of Modern Art & Palatine Gallery - EUR19
  • Florence - Accademia - EUR17
  • Florence - Uffizi Gallery - EUR24
  • Florence - Palazzo Vecchio - EUR12
  • Florence - Baptistry, Museo Opera del Duomo, Giotto Bell Tower and Brunelleschi Dome - EUR30
  • Florence - Bargello Museum - EUR14
  • Venice - Scuola Grande di San Rocco - EUR14
  • Venice - Doge's Palace & Bridge of Sighs - EUR30
  • Ca’ D’Oro - Galería Franchetti - EUR15
  • Venice - Accademia Gallery - EUR16
  • Venice - Museum of St Mark's Basilica - EUR5
  • Peggy Guggenheim Collection - EUR17
  • Venice - Ca' Rezzonico Museum of Eighteenth Century Art - EUR11
  • Venice - Glass Museum Murano - EUR11
  • Venice - Gondola Ride - EUR80
  • Venice - St Mark's Campanile - EUR12
  • Venice - St Mark's Basilica Treasury - EUR5
  • Venice - The Sweet Taste of Venice Urban Adventure - EUR94

Dates and availability

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Important notes

1. This trip takes place during the colder winter months. While this allows you to experience the highlights of Italy without the crowds it is important to bear in mind that winters in Europe are usually quite cold and possibly snowy. Temperatures can drop to freezing or below, and snowfalls are common, especially at higher altitudes. If temperatures are above freezing there is a likelihood of rainy days during this time of year. You will need to be prepared to travel in varying temperatures, rain and snow.
2. A single supplement is bookable for this trip. Availability is limited due to small property we use. Please speak to your booking agent for further information.

Essential Trip Information

Want an in-depth insight into this trip? Essential Trip Information provides a detailed itinerary, visa info, how to get to your hotel, what's included - pretty much everything you need to know about this adventure and more.

Read Essential Trip Information


4.8 out of 5 based on 29 reviews submitted.
Reviews are from travellers who have completed their trip and want to share their experience. We show all reviews, but may remove any that include profanity or inappropriate content, are unrelated to the trip or reveal personal details.

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Roz · Traveled October 2023
I’m a solo traveller, so please don’t be afraid, the tour group embraces all. Definitely try to think about booking the really busy tourist attractions in advance. Failing that skip the line tours are an easy way to get a ticket, but more expensive. However having the guide is quite invaluable and informative. I also recommend extra days at beginning and end.
Review submitted 08 Nov 2023

WENDY ANNE · Traveled October 2023
To really appreciate Italy with its rich cultural history, delicious food, superb architecture and fascinating cities would take a lifetime. But, if you do the small group, 8 day ' Highlights of Italy in Winter' tour, you will certainly come away with a deep appreciation of this amazing country.
Review submitted 09 Nov 2023

Vanessa · Traveled October 2023
The trip was fantastic. Matteo is the best your guide ever and if you get him you are so lucky :)
Review submitted 07 Nov 2023

Chunwei · Traveled March 2023
I really enjoyed my journey through Italy with our fantastic trip leader and the three assistants, who are helpful, warm and fun. I love the art, history, food, talking to the locals and all the walking. The trip information could have been more accurate and useful. After talking to their North American office, I was led to believe that the trip leader would book the tickets for me if I let him/her know my options at the first meeting upon arrival. This turned out not to be accurate, and I and others in the group had to scramble to book tickets on the spot. By then, many attractions had sold out. Secondly, the hotel information was not accurate because two out of the four hotels was overbooked. We had to accept alternative lodgings, which was either not as nice as the original one or was in another city altogether. I felt that we had spent less time on the attractions as a result since we had to spend more time traveling from the hotel that was out of the way. If you take this trip, you will need to take care of the tickets yourself in advance to ensure access upon arrival and be prepared for changing hotels at short notice.
Review submitted 16 May 2023

Noel · Traveled March 2023
WOW!!! What a wonderful trip I’ve just experienced with a wonderful group of people in a beautiful and interesting country. I had a wonderful experience with a varied group of fellow travellers. We had a brilliant and enthusiastic leader In Jacob. We had a unique experience of having 3 trainee leaders accompany us, each are already great leaders who added quite a lot of knowledge and experience to this trip. Lots of fun was had while learning loads from each other. ANDIAMO!!!
Review submitted 28 Mar 2023
Highlights of Italy in Winter
EUR €1,787