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Highlights of Italy

8 Days | Taste the icons of Italia, from canals to clifftop villages

4.8 out of 5 based on 53 reviews submitted.
CAD $1,899
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How long does it take to fall in love? In a country where history spills from the world-class museums and on to the streets, where tiny osterias serve up life-changing pasta and sumptuous architecture sits on canals and perched on cliffs, we think eight days can easily do the trick. Begin your Italy adventure among the canals of Venice, hike through the charming Cinque Terre, soak up beauty and history in Florence and wind up in the piazzas of Rome. With plenty of free time for independent exploration and the freedom to discover Italy's history and culture at your own pace, there's no better way to see this wonderful pocket of Europe.

Trip overview

Map of Highlights Of Italy including Italy
Venice, Italy
Rome, 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 16
Trip code
This trip generates 19.08 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
  • Explore rocky coastal pathways and pastel-coloured villages with a Cinque Terre day pass, which allows you to hike at your leisure and use the coast's public transport.
  • Get lost in the floating city of Venice and wander the city's maze of alleyways, canals and lagoon islands, and choose whether to enjoy an optional gondola ride.
  • Spend two days in Florence, a city known for its beauty and rustic Tuscan cuisine, and choose to discover the cities culinary traditions on optional food excursions.
  • Squid ink spaghetti, rich Tuscan soups, a slice of pizza eaten while you gaze on centuries-old architecture – the food culture in Italy is intoxicating.
  • Discover the landmarks of Rome with your leader and wander around the Colosseum, Arch of Constantine, the Forum, the Pantheon, the Spanish Steps, Via Dei Condotti.
  • By travelling on this trip, you’ll directly support 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.

Is this trip right for you?
  • This trip is made for travellers who value their independence but also want the benefit of a local leader and a group of like-minded travellers. The itinerary has a mix of included activities and free time when your leader will offer suggestions. Please budget spending money for optional activities you want to partake in.
  • As accommodation on this trip is twin-share, solo travellers will share a room with other travellers of the same gender. This trip is a great opportunity to get to know other like-minded people, so embrace it! Please note that a single supplement is not available on this trip. Space is at a premium in Europe and your hotel is no exception. For those travelling as a duo, hotels in Europe often don't have double beds, but rather two single beds that can be pushed together. In most cases, bathroom facilities will be shared rather than ensuite.
  • Summer temperatures reach over 40°C in Italy during summer. It’s important to use sun protection, wear layers to combat the heat, and drink plenty of water. Please keep in mind that many European hotel rooms are not equipped with air-conditioning and consider the time of the year you wish to travel.
  • Less time spent travelling, more time to explore each destination! The primary means of transportation on this trip is 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. 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 specifics under ‘Packing’ in the ‘Essential trip information’ section.


This itinerary is valid for departures from 01 January 2024 to 31 December 2024.

View the itinerary for departures between 01 January 2023 - 31 December 2023

Map of Highlights Of Italy including Italy



3 breakfasts




Hotel (3 nights), Hostel (2 nights), Guesthouse (2 nights)

  • Venice - Leader-led Orientation Walk
  • Venice – San Marco Square
  • Venice - Cicchetti Snack Stop
  • Cinque Terre - Day Trip, including Cinque Terre Pass
  • Florence - Leader-led Orientation Walk
  • Rome – Leader-led Orientation Walk
  • Rome – Trevi Fountain
Add on activities
  • Venice - Gondola Ride - EUR80
  • Venice - Doge's Palace & Bridge of Sighs - EUR30
  • Venice - Guggenheim Museum - EUR17
  • Venice - St Mark's Campanile - EUR12
  • Venice - St Mark's Basilica Treasury - EUR5
  • Venice - Accademia Gallery - EUR16
  • Venice - Venezia Ca' d'Oro - EUR15
  • Venice - Ca' Rezzonico Museum of Eighteenth Century Art - EUR11
  • Venice - Glass Museum Murano - EUR11
  • Venice - Museum of St Mark's Basilica - EUR5
  • Venice - Scuola Grande di San Rocco - EUR14
  • Venice - Chicchetti & Wine Tour of Venice Urban Adventure - EUR99
  • Cinque Terre - 'Il Laboratorio del Pesto' Making & Demonstration - EUR15
  • Cinque Terre - Coastal Cruise - EUR30
  • Florence - Foodies Walk Urban Adventure - EUR67
  • Florence - Aperitivo Time! Urban Adventure - EUR77
  • Siena - Day Trip to Siena by Public Bus - EUR24
  • Florence - Baptistry, Museo Opera del Duomo, Giotto Bell Tower and Brunelleschi Dome - EUR30
  • Florence - Palazzo Vecchio - EUR12
  • Florence - Accademia - EUR16
  • Florence - Uffizi Gallery - EUR24
  • Florence - Pitti Palace (Boboli Gardens, Museo Argenti, Costume Gallery, Porcellain Museum) - EUR12
  • Florence - Bargello Museum - EUR13
  • Florence - Medici Chapels - EUR15
  • Rome - Castel Sant'Angelo - EUR14
  • Rome - Christian Catacombs - EUR8
  • Rome - Colosseum, Roman Forum & Palatine Hill - EUR16
  • Rome - Keats-Shelley Memorial House - EUR6
  • Vatican City - Vatican Museum - EUR21
  • Rome - Pantheon - EUR2
  • Vatican City - St Peter's Dome Climb & Elevator - EUR10
  • Rome - Venezia Palace - EUR12
  • Rome - Galleria Borghese - EUR15

Dates and availability

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Important notes

A single supplement is not available on this trip.

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 53 reviews submitted.
While we try our best to display all reviews, removal may be due to the following: privacy concerns, profanity/inappropriate content or it is unrelated to this trip. We welcome honest feedback and will directly respond to negative reviews.

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Orya · Traveled August 2023
This was a great way of seeing so many amazing parts of Italy in such a short time. Our tour leader Anna really made us feel like locals. Watching the sunset from Piazzale Michaelangelo in Florence while eating a delicious focaccia sandwich with a glass of red wine will was an absolute highlight for me. Something I never would have done without Anna’s recommendation. I would definitely recommend packing as little as possible. I only had a backpack and it was perfect. People with wheeled suitcases really struggled on the cobbled streets and trying to find places to store them on the packed trains and buses was very stressful for them. Especially for people who brought very large luggage. It also holds up the rest of the group while people try to manage their excessive luggage. This is not a trip for large amounts of luggage.
Review submitted 04 Sep 2023

Jerome · Traveled August 2023
This was the final leg of a long tour for me and it was the most fun. The group was very diverse and got along very well from the start. Anna was a great tour leader, making sure we all got what we wanted out of the trip. I probably wouldn’t have thought to go to cinque terre myself but it was a great day. Drinking wine while watching the sunset over Florence was a highlight. My only suggestion would be to include a trip to Pisa on the way to La Spezia, the train already goes past it and it means the day isn’t completely lost to travel. Would definitely recommend to a friend.
Review submitted 03 Sep 2023

Nadia · Traveled August 2023
This tour was phenomenal. Our leader, Anna, was so much fun and incredibly knowledgeable. The itinerary was brilliant and the accommodation was excellent. We loved this tour and it truly was the highlight of Italy.
Review submitted 03 Sep 2023

Tracey · Traveled August 2023
This tri was so Amazing due to the Awesome Anna as our tour leader and our wonderful group pus the Awesome destinations chosen to visit. I loved the flexibility that we were given to join the group or to venture out on your in. I would fully recommend Intrepid to anyone wishing to travel. This was my second Intrepid trip.
Review submitted 28 Aug 2023

Anne Marie · Traveled August 2023
I have found love, the love of living ♥️
Review submitted 16 Aug 2023
Highlights of Italy
CAD $1,899