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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 28 reviews submitted.
USD $2,196
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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 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 - Cicchetti tour
  • Venice - San Giorgio Bell Tower
  • Venice - Traghetto Ride
Add on activities
  • Vatican City - Vatican Museum - EUR22
  • Rome - Galleria Borghese - EUR16
  • 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


4.9 out of 5 based on 28 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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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

Katie · Traveled December 2023
This trip was an incredible way to see the main areas of Italy in a relatively short period of time. Our tour leader, Matteo, was phenomenal - he made sure the entire trip ran smoothly and kept a transparent and optimistic attitude throughout everything!
Review submitted 16 Dec 2023

Kathryn · Traveled December 2023
Excellent Trip, 10/10 recommend!
Review submitted 16 Dec 2023

Ricky · Traveled November 2023
The Winter in Italy trip far exceeded our expectations. This was a trip my wife and I have wanted to do for 43 years. Once we retired and my wife was harshly diagnosed with ALS we knew that it was time to go. The trip could not have been better for us as far as having all of our needs taken care of and all of our questions answered. We are so glad we booked with Intrepid, had Magic as a guide and did the trip. Thanks for your attention to details and making us feel like seasoned travelers.
Review submitted 05 Dec 2023
Highlights of Italy in Winter
USD $2,196