Highlights of Italy in Winter

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

4.9 out of 5 based on 31 reviews submitted.
ZAR  43,300
View dates and book

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 22 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.
  • By travelling on this trip, you’ll learn about our Intrepid Foundation partner, Cooperativa Coraggio. Donations help them regenerate 22 hectares of unused public land to create local jobs and produce organic food in Italy. Intrepid will double the impact by dollar-matching all post-trip donations made to The Intrepid Foundation.

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 under 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 - San Giorgio Bell Tower
  • Venice - Cicchetti tour
Add on activities
  • Vatican City - Vatican Museum - EUR22
  • Rome - Galleria Borghese - EUR16
  • Rome - Christian Catacombs - EUR10
  • Rome - Colosseum, Roman Forum & Palatine Hill - EUR19
  • Rome - Castel Sant'Angelo - EUR14
  • Rome - Imperial Fora - EUR16
  • Rome - Keats-Shelley Memorial House - EUR6
  • Rome - Venezia Palace - EUR17
  • 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 - EUR17
  • 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 - Traghetto Ride - EUR2
  • Venice - The Sweet Taste of Venice Urban Adventure - EUR94

Dates and availability

Loading trip dates and availabilities...

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 rainy. Temperatures can drop to freezing or below, and snowfalls can happen 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 and rain.
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


4.9 out of 5 based on 31 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.

Filter by rating

Meredith · Traveled March 2024
I loved this trip! I appreciate that Intrepid offers small groups up to 12 compared to some of the larger tours. I went in March and had beautiful weather, with temps mostly in the 50s and 60s Fahrenheit, so it didn't even feel "wintry." There is generally a planned activity in the morning and free time in the afternoon (or vice versa), so be prepared to do some organizing of your own activities, but the guide is helpful in offering suggestions and answering questions, and it's nice to have a balance between organized activities and being able to do your own thing. I thought the accommodations were good, not the most luxurious but fine given the budget of this trip. It is a lot of walking, so be prepared for that. If you're looking to see the main highlights of Italy with some guidance and company, but still a lot of flexibility and independence, this is a great trip for you!
Review submitted 27 Mar 2024

Bridget · Traveled March 2024
Small group was perfect. Group leader extremely knowledgeable, safe, and made the experience fun. I will definitely book another trip with Intrepid!!
Review submitted 23 Mar 2024

Denise · Traveled February 2024
This was a fun, informational trip that provided a introduction to Italy. My favorite were the pasta making class and Venice. This is a winter trip and we had good weather for most of the trip but winter in Italy is far better then winter on the prairies in Canada where I am from. If you decide to book this adventure I hope you enjoyed as much as I did.
Review submitted 22 Feb 2024

Natasha · Traveled January 2024
This tour absolutely maximised the opportunity of less crowds for a very special experience in some of the finest Italian destinations. With a knowledgeable and innovative guide the experience was special indeed
Review submitted 12 Jan 2024

carlos · Traveled January 2024
Review submitted 12 Jan 2024
Highlights of Italy in Winter
ZAR  43,300