Highlights of Italy in Winter





An Italian winter full of delicious cuisine and classic sites
While most associate Italy with a piercing, orange-hued summer, the mild winters make the country the perfect place to visit during the off season! On this eight-day trip, you’ll see all the iconic spots with far fewer tourists crowding the squares and clogging up the lines. Take in the crumbling ruins of Rome, the renaissance beauty of Florence and the canals of 15th century Venice and grab your classic photo of the Leaning Tower in Pisa. With the cold mornings and afternoon espressos, you’ll have all the more reason to tuck into all the delicious local cuisine, glasses of vino and cheeky desserts, too – ah Italia!
4.8
38 reviewsStart: Rome, Italy
End: Venice, Italy
- Duration
- 8 days
- Group size
- 1 to 12
- Minimum age
- 15 years old
- Style
Basix: Simple accommodation, local transport and lots of free time
Original: Tourist-class hotels, some meals included and a great mix of included activities and free time
Comfort: Comfortable accommodation, with a relaxed pace of travel and many included meals and activities
Premium: Our best accommodation, exclusive inclusions and our most experienced leaders
- Original
- Theme
Our themes categorise trips based on a common interest or activity, while showcasing the highlights of a destination.
- Explorer
- 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
Why you'll love this trip
- See all the highlights of Italy without the crowds – this winter adventure celebrates the mild off-season of a tourist favourite, getting you closer to all the spots you want to tick off the list.
- Wander around Rome's famous landmarks including the Colosseum (one of the Seven Wonders of the World), Vatican City, the Sistine Chapel, St Peter's Basilica and much more.
- Get lost in the floating city of Venice. The maze of alleyways, canals and lagoon islands lead to over 130 churches, all with their own distinct character.
- Learn to make the king of all comfort foods – pasta, of course – by hand in Bologna. Then, tuck into your creations for dinner with your group and friendly host.
View the itinerary for departures between 01 January 2026 - 31 December 2026
Itinerary
Buongiorno! Welcome to Italy. Your adventure begins in the collossal city of Rome – a capital where modern restaurants and cafes live among ancient ruins and religious monuments. You’ll have a welcome meeting tonight at 6 pm to meet your local leader and fellow travellers. If you arrive early, and it’s recommended that you do, maybe take a tour of the Colosseum – one of the famed Seven Wonders of the World – grab dinner in trendy Trastevere and throw a coin into the Trevi Fountain, making a wish to return to the 'Eternal City'. After tonight's meeting, why not head out for dinner with your group and indulge in some classic Italian cuisine (maybe with a glass of the local vino).
- Hotel (1 night)
There are no meals included on this day.
- Vatican City - Vatican Museum - EUR25
- Rome - Galleria Borghese - EUR17
It’s very important that you attend the welcome meeting as we will be collecting insurance and emergency contact details at this time. If you are going to be late, please let your travel agent or hotel reception know. Ask reception or look for a note in the lobby for more information on where the meeting will take place.
If you are interested in visiting the Colosseum, we strongly suggest planning your visit for today before welcome meeting or Day 2 afternoon and pre-booking your tickets at https://colosseo.it/en/opening-times-and-tickets/
If you are interested in visiting the Vatican Museums, we strongly suggest planning your visit for today before welcome meeting or Day 2 afternoon and pre-booking your tickets at https://www.museivaticani.va/content/museivaticani/en.html
When in Rome! Join your leader on an orientation walk around the city and spot the iconic sites like the Colosseum and Arch of Constantine, the Forum (centre of ancient Rome), the Victor Emmanuel Monument, the Pantheon, via Condotti and the Spanish Steps. Your afternoon is then free to explore at your own pace. Maybe recharge with a slice of pizza and a strong espresso at the Piazza Navona or head into Vatican City and St Peter's Basilica. Entry to the Basilica is free and there's a small charge to climb the dome for a panorama over the city. History buffs may also want to walk through the ancient halls of the Pantheon.
- Hotel (1 night)
- Breakfast
- Rome - Christian Catacombs - EUR10
- Rome - Colosseum, Roman Forum & Palatine Hill - EUR19
- Rome - Castel Sant'Angelo - EUR19
- 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
- Rome - Galleria Borghese - EUR17
The Vatican Museum is closed on some days, including most Sundays. On the last Sunday of the month, it's open and free (but expect large crowds). We recommend that you visit the Vatican Museum before the group meeting on Day 1. Check the Vatican website (tickets.museivaticani.va/home) for updated information on when you can visit. To allow enough time in the museum and to avoid the crowds it is recommended to start the museum visit as doors open. Please note that pre-booked tickets are not required if you just want to visit St Peter's Basilica and its dome.
Tickets for Galleria Borghese can also be booked online at galleriaborghese.beniculturali.it/en/
This morning, depart the Eternal City and catch a train to Florence. When you arrive, check into the hotel and go for a brief walk around the area to get your bearings. Florence is one of the most culturally rich and beautiful cities in Italy, known to many as the beating heart of Tuscany. The Medicis, Leonardo da Vinci, Raphael, Brunelleschi, Machiavelli, Donatello and Michelangelo all lived in Florence at the height of their creative reign. Food is a major part of the city's identity, so you’ll be spoiled for choice when it comes to lunch and dinner. Meat lovers should try the bistecca alla fiorentina (a huge T-bone steak that's usually shared between two people) or ribollita (a thick vegetable soup with bread, beans and greens). Panforte is the signature sweet treat, so maybe grab some in the afternoon or after dinner.
- Hotel (1 night)
- Breakfast
- Florence - Foodies Walk Urban Adventure - EUR79
The individual Florentine State Museums have slightly different opening times and closing days, but the website https://www.florence-museum.com/ has everything you need to know about all of them, including the option to purchase tickets. We suggest you pre-book your visit to the Uffizi, as this museum experiences enormous queues (up to 5 hours) all year round.
If you are interested in visiting the Galleria Uffizi and Galleria dell'Accademia, we strongly suggest planning your visit in the afternoon (after 15:00) or Day 4 (late afternoon) and pre-booking your tickets at https://firenzemusei.it/
Set out to the nearby city of Pisa. When you arrive, head out on a short orientation walk then visit the world-famous Leaning Tower. Grab your classic pinching-the-tower photo, then visit the Duomo (Piazza dei Miracoli, once the largest in Europe) and Pisa Baptistry (it's not always possible to climb the tower). The tower was built in the 12th century, but its foundation was on shifting sand and clay, meaning that it now leans at an angle of 4 degrees (after restoration and stabilising work). Wander the narrow streets, which feature everything from high-end boutiques to specialty book and antique stores, and maybe end the afternoon with an aperitif. Head back to Florence and make the most of your free afternoon to soak up the culturally rich atmosphere. Maybe walk up to Piazzale Michelangelo, set on a hill on the south bank of the Arno River, to take in the views of the city.
- Hotel (1 night)
- Breakfast
- Pisa - Half Day Trip to Pisa
- Florence - Medici Chapels - EUR17
- Florence - Pitti Palace, Gallery of Modern Art & Palatine Gallery - EUR19
- Florence - Accademia - EUR20
- Florence - Uffizi Gallery - EUR29
- Florence - Palazzo Vecchio - EUR12
- Florence - Brunelleschi 3 Days pass - Baptistry, Museo Opera del Duomo, Giotto Bell Tower and Brunelleschi Dome - EUR30
- Florence - Bargello Museum - EUR16
Your travel time today will be approximately 2 hours.
This morning, jump on a train to Bologna. Often neglected by travellers, Bologna is a charming city filled with medieval and Renaissance buildings and art. Get acquainted with this orange-hued hub during an orientation walk, then learn the fine art of Italian cooking with an evening cooking class. Here, you’ll be crafting the king of comfort food – pasta, of course! After learning the tricks of the trade, tuck into your creations for dinner.
- Hotel (1 night)
- Breakfast
- Dinner
- Bologna - Pasta class
There is no gluten free option for tonight's pasta making class. Please speak to your leader at the start of the trip should you wish to opt out of this activity.
Early this morning, get the train to the postcard-perfect city of Venice. Full of bridges, towers, piazzas, canals, churches and gondolas that remain practically unchanged since the 15th century, Venice is just as beautiful as you've always imagined. An orientation walk will help you to get the hang of the maze of the complex canal system, then you can set out on your own. Meet back up with your group in the late afternoon for a cicchetti walking tour (small snacks served in most bars and cafes) Snack and sip your way through the bars and taverns, soaking up the local culture in the best way.
- Hotel (1 night)
- Breakfast
- Dinner
- Venice - Cicchetti tour & Spritz
- Venice - Leader led orientation walk
Today is for exploring Venice and there are only two ways to get around this city – on foot or by boat. This morning, you’ll get a taste of both. Take the Vaporetto (water bus) over to the island of San Giorgio to climb the bell tower for the best view of the city and the canals. Then, the rest of the day is free to walk at your own pace. Perhaps grab an espresso and people watch in San Marco Square or discover the incredible artwork at the Palazzo Ducale or the Peggy Guggenheim Collection. In the evening, maybe join your fellow travellers for a group dinner at a local restaurant. Venice is famous for its specialities of fresh lobster and squid ink spaghetti dishes – just ask your leader for the best spots!
- Hotel (1 night)
There are no meals included on this day.
- Venice - San Giorgio Bell Tower
- Venice - Vaporetto daily pass
- 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
If you are interested in visiting the Doge Palace, we strongly suggest planning your visit for anytime today and pre-booking your tickets at https://palazzoducale.visitmuve.it/en/home/
With no further activities planned, your adventure comes to an end this morning. You're free to depart the accommodation at any time before check-out. As there is so much to see in Venice, it’s recommended that you stay a few extra days. If you need help with booking additional accommodation, just speak to your booking agent at the time of booking.
There are no meals included on this day.
If you have some more time in Venice, why not check out the daytrips offered by Urban Adventures. Check out urbanadventures.com for more information.
Inclusions and activities
5 breakfasts, 2 dinners
Train, Public bus, Metro
Hotel (7 nights)
- Pisa - Half Day Trip to Pisa
- Bologna - Pasta class
- Venice - Cicchetti tour & Spritz
- Venice - Leader led orientation walk
- Venice - San Giorgio Bell Tower
- Venice - Vaporetto daily pass
- Vatican City - Vatican Museum - EUR25
- Rome - Galleria Borghese - EUR17
- Rome - Christian Catacombs - EUR10
- Rome - Colosseum, Roman Forum & Palatine Hill - EUR19
- Rome - Castel Sant'Angelo - EUR19
- 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 - Foodies Walk Urban Adventure - EUR79
- Florence - Medici Chapels - EUR17
- Florence - Pitti Palace, Gallery of Modern Art & Palatine Gallery - EUR19
- Florence - Accademia - EUR20
- Florence - Uffizi Gallery - EUR29
- Florence - Palazzo Vecchio - EUR12
- Florence - Brunelleschi 3 Days pass - Baptistry, Museo Opera del Duomo, Giotto Bell Tower and Brunelleschi Dome - EUR30
- Florence - Bargello Museum - EUR16
- 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
This trip generates 20 kg of CO2-e per person per day
Learn more about our climate commitment.
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Before you book you should know
- 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 but 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 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 15 kg (33 lb). 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. You'll also need a day pack for daytrips.
The style of accommodation indicated in the day-to-day itinerary is a guideline only and may change. On some occasions, alternative arrangements may need to be made due to the lack of availability of rooms in our preferred accommodation. In these cases, we will use a similar standard of accommodation.
Throughout the trip, we request that our properties prepare rooms in time for our arrival, especially if we're arriving prior to normal check-in time. However, this isn't always possible which means we won't be able to check-in immediately on arrival at some hotels. Instead, we can store our luggage and explore our new destination or on some trips, have use of shared day rooms until all rooms are available.
OCCASIONAL ALTERNATIVE ACCOMMODATION
The style of accommodation indicated in the day-to-day itinerary is a guideline. On rare occasions, alternative arrangements may need to be made due to the lack of availability of rooms in our usual accommodation. A similar standard of accommodation will be used in these instances.
TWIN SHARE BASIS
Accommodation on this trip is on a twin/multishare basis. We pair up solo travellers with another traveller of the same gender as per the gender marker on each of their passports. Please note there may be times where facilities will be shared rather than ensuite and rare occasions when you share a room with passengers travelling on different Intrepid trips than your own.
CHECK-IN TIME
Throughout the trip we request that our hotels prepare rooms in time for our arrival, especially if we're arriving prior to normal check-in time. However this isn't always possible which means we won't be able to check-in immediately on arrival at some hotels. Instead, we can store our luggage and explore our new destination.
PRE/POST TRIP ACCOMMODATION
If you've purchased pre-trip or post-trip accommodation (if available), you may be required to change rooms from your trip accommodation for these extra nights.
FACILITIES
Your accommodation may not always have private en suite facilities or air-conditioning. European hotels generally don't provide kettles or fridges.
Hotel Madison
Via Marsala 60 00185 Roma RM, Italy
Rome
ITALY
Phone: +39 0683395266
Description
The Hotel Madison Roma boasts a strategic location in the centre of the Eternal City. Within a few minutes' walk you can reach the Baths of Diocletian, Piazza della Repubblica and the Basilica of Santa Maria Maggiore. Other main attractions in the area include: Altar of the Patria , Fori Imperiali and Colosseum.
Instructions
If you have booked an arrival transfer, and you experience severe delays at immigration, baggage collection or customs, or if you are not able to find to the driver, please contact the transfer operator directly on the following number: +39 338 6766111
Dates and prices
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.
3. If you have prebooked departure transfer with us, please read Finishing Point Instructions in Essential Trip Information document for exact details. Your transfer may include a water taxi, or a car taxi, and you may be required to walk for a short distance from your hotel to the starting point of the transfer route.
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.
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