Italy 360°: Milan, Venice, Florence, Naples, Capri and Rome

This trip starts in Milan. On the first day, we’ll meet at 14:00.

Your Group Leader will add you to the WhatsApp group for your trip about 15 days before departure.
It’s a great way to start getting to know your travel mates, receive more details about the first day’s meeting point, and ask any pre-departure questions you might have. If you expect to arrive later, let the coordinator know through the group: we’ll make the necessary arrangements so you can join without any issues.

This trip ends in Rome. The trip officially ends at 09:00 on the last day, so we recommend planning your return transfers accordingly. For example:

• if you need to book a flight, consider the time needed to reach the airport and complete check-in procedures;

• if you need to book a train or continue your journey independently, consider the time required to reach the station or your next destination.

 If you have any doubts, you can contact the coordinator assigned to your departure for advice.

For this itinerary, you can choose the type of luggage you prefer – we always recommend a backpack, but you can also travel with a duffel bag, a holdall, or (it breaks our heart to say it) a cabin trolley case or a checked suitcase, as long as it’s moderate in size. Our Group Leader will suggest the ideal luggage before departure in the WhatsApp group!

Return international flights are not included on our trips because we want to give you full autonomy and flexibility. You can choose your preferred airline, fly from the airport that works best for you, and decide how many stopovers you want to make along the way.

As flights are not included, you also have more flexibility with your travel dates: you could arrive at your destination a few days early or return home a bit later – or even continue independently to a nearby destination!

It depends on when you cancel, the status of your departure, and how much you have already paid. Here are all the cases.

If you cancel more than 31 days before departure - Tour not confirmed
You can cancel via email at hello@weroad.com

If it was your first unconfirmed booking (if you have more than one), nothing has been charged: no refund is needed.

If you paid the €/£/$100 deposit, the deposit is not refunded if you choose to cancel: you can, however, change trip from your MyWeRoad Personal Area and use the amount towards another departure.

The deposit is fully refunded only if WeRoad does not confirm the tour.

Tour confirmed – you paid only the €/£/$100 deposit
In case of cancellation by the WeRoader, the deposit paid is not refunded. However, you can change your trip from your MyWeRoad Account and use the amount for another departure.

Tour confirmed – you paid the full amount
In case of cancellation by the WeRoader, the amount paid is not refunded. However, you can change your trip from your MyWeRoad Area and use the amount for another departure.

If you cancel less than 31 days of departure
You can cancel your booking at any time. However, in case of cancellation of less than 31 days before departure, no refund of the amount paid is provided, nor is it possible to change your trip, unless you have purchased Flexible Cancellation.
The private room fee, included in the price of your trip, is not refunded under any circumstances within this time frame, unless you have purchased Flexible Cancellation.

If you have Flexible Cancellation
With Flexible Cancellation, for all departures from May 14 to September 30, 2026, you may cancel your trip up to 24 hours before departure and receive a refund, whatever the reason. The only amount not refunded is the cost of the Flexible Cancellation option itself.

PLEASE NOTE: before cancelling, keep in mind that you can move your booking to another trip or a different date. Find out how!

For any doubts about your specific situation, write to our team at hello@weroad.com - we’ll help you!

Yes, you can change your trip directly from your MyWeRoad personal area, up to 31 days before departure. If you purchased Flexible Cancellation, to give you maximum flexibility, for all departures from May 14 to September 30, 2026, you may cancel your trip up to 24 hours before departure and receive a refund, whatever the reason.

How to change your trip from MyWeRoad

• Enter your booking
• Scroll to the “Change your trip” section at the bottom right
• Select a different date for the same trip or a completely different trip

Things to know

You can change your trip up to 3 times from your MyWeRoad personal area. Further changes must be requested by contacting our team at hello@weroad.com.
The new trip must depart within 12 months from the original departure date.
If your original booking included a private room, Flexible Cancellation, discount codes, gift cards, or vouchers, we will notify you before confirmation if they cannot be applied to the new trip.

You cannot switch to sold-out trips. For “On request” departures, we will check availability. For “Last spots” departures, availability in rooms of your same gender may not be guaranteed.
If there is a price adjustment: if the new trip costs less, we will refund the difference; if it costs more, you will need to pay the difference.

PLEASE NOTE: before cancelling, keep in mind that you can move your booking to another trip or a different date. Find out how!

In some cases – for example when a departure is not yet confirmed and it is your first unconfirmed booking – you can book without paying the €/£/$100 deposit upfront.

This means that you can secure your spot at zero cost: nothing will be charged until the departure is confirmed. Once the departure is confirmed, the €/£/$100 deposit will be automatically charged within 48 hours according to the terms agreed at the time of booking.

Yes, but fees are non-refundable. If your plans change, you can modify your trip free of charge up to 31 days before departure.

How cancellation works Fees paid are not refundable in cash, regardless of whether your trip is confirmed or not. You can move your booking to another trip free of charge, up to 31 days before departure. After this deadline, changes are no longer possible.
Please note: if it's your first unconfirmed booking, you will only be asked to provide a credit card, PayPal, or Revolut as a guarantee, but nothing will be charged. From the second unconfirmed booking onwards, a mandatory £/$100 deposit will be required.

Exception: trip not confirmed by WeRoad If you wish to cancel, the rules above always apply. However, if WeRoad is the one not confirming the trip, you are entitled to a full refund of any amount paid.

Flexible Cancellation If you purchased the Flexible Cancellation option (available in the first step of the booking process), for all departures from May 14 to September 30, 2026, you may cancel your trip up to 24 hours before departure and receive a refund, whatever the reason. The only non-refundable amount is the cost of the Flexible Cancellation option itself.

How to cancel your trip Write to hello@weroad.com indicating your booking code. We will reply as soon as possible applying the cancellation conditions for your booking.
PLEASE NOTE: before cancelling, keep in mind that you can move your booking to another trip or a different date. Find out how!

We offer several payment methods to fit every need:

1. Credit or debit card (Visa, Mastercard, American Express);
2. Instalment payment with Klarna (you’ll pay for the trip in three equal amounts);
3. PayPal (for selected destinations);
4. Revolut Pay to pay even faster straight from your Revolut account.

Yes! We might not know the flights for everyone else in the group, but there are ways to find out which flights your fellow WeRoaders will be taking. 

1. All travellers can share their flight details after booking on their My WeRoad account so that other travellers on the same trip can see these details anonymously. 

2. Alternatively you can join our Facebook group: Solo Travellers | WeRoad Community – (here is the extended link: https://www.facebook.com/groups/963298767843213 ) Look for a post about the trip you’re interested in or ask the group admin for help in getting in touch with your future travel companions!

3. If the Group Leader has already been assigned to the trip you’re keen for, you can easily find their Facebook post on the website. 

If a departure is “Open to book”, it means that the trip is not yet confirmed and we are waiting for a few more bookings… maybe yours!

The good news? If it’s your first booking on an unconfirmed departure, you can book without paying anything! Just. leave your credit card details as a guarantee: no immediate charge, €/£/$0 deposit.
In the meantime, wait for the departure to be confirmed before purchasing your round-trip flights!

Generally, our groups have an average of 11 people. Everyone on our trips speaks English, and travellers join us from across the UK, Europe and beyond. Our trips are open to travelers between 18 and 49 years old. The indicated age is meant to give you an idea of the type of group, but it's not a strict limit: it's possible to participate even with a few years more or less, as long as you can keep up with the pace and energy of the group you're traveling with.

Each group will be joined and led by one of our experienced Group Leaders, who’s there to ensure everything runs smoothly and the group feels well-supported. 

If you’d like to know more about our typical WeRoad groups do reach out to us on WhatsApp on +44 7716573700. 

Yes! If you're curious, you can take a sneak peek at the group before booking. 
You’ll find the info in the ‘Group’ section for each trip on the departures page, showing how many WeRoaders have already booked. 

Click the little arrow and you’ll even see their gender and ages – but hey, that’s exclusive info, so we’ll ask you to log in or sign up to see that!

For our trips we usually use locally owned accommodation instead of big hotel chains. It’s our favourite way to really experience the local culture and, whenever we can, support the local economy. Typically, you’ll stay in hotels, apartments, guesthouses and hostels with the same standard maintained across all trips in the same destination.

The list of accommodation for your trip will be shared with you by your Group Leader 2-5 days before departure, along with other useful details for your adventure!

For some trips, in the itinerary section, you’ll find the number of nights and the location (not the hotel) where you’ll be spending the night(s). The location shown is the one we usually go for on most trips, but in some cases, you might stay in a nearby town. This will depend on logistics or availability of accommodation. 

The list of accommodation for your trip (and therefore also the exact locations) will be shared by your Travel Group Leader 2-5 days before departure, along with other useful information for your adventure!

The WeRoad Travel Group Leader is an experienced and skilled traveler who will be the perfect companion for your trip. They will manage all the logistical aspects of the itinerary like transport, timings, accommodation, restaurant bookings and meeting points, so that you can enjoy the trip without this hassle. They’re there to support the group, ensure everything runs smoothly and will no doubt make the trip a lot of fun along the way too! 

The Group Leader will set up a WhatsApp group approximately 2 weeks before departure. This will be the moment to ask any pre-departure questions and get to know the rest of the group! If the trip you are interested in already has a Travel Group Leader assigned, you can contact them before booking. Their details will be on the trip page, or you can search for their name here. After booking, you will find their contact details in your My WeRoad account, under ‘Bookings and Trips’ > ‘Your Upcoming Trips’ > ‘Trip Details’.

When you set off on a WeRoad trip, you’re officially a WeRoader – and as we often say, 'once a WeRoader, always a WeRoader'. This means that once you’re part of the community, a little piece of WeRoad will always stay with you.

But you’re not just a WeRoader during your trips, far from it! The community is alive and active all year round: you can stay in touch by following and interacting on our social media channels, like the Facebook group or the Instagram profile. You can also come along to one of our many events that we run in different cities worldwide. Check out and sign up to our events by downloading the WeMeet app here. 

Yes, on all our trips you will share a room with other WeRoaders in your group. The bathroom will either be private or shared only with other travelers on the trip. The rooms might be twins, triples, quadruples or multi-share (up to 8 people in exceptional cases), depending on the destination and availability.

You will never share with people from outside of the WeRoad group, except in certain cases for local experiences, which are specifically mentioned in the itinerary or communicated before booking. These typically involve specific nights in unique accommodation like tents, homestays, or camping, offering a more adventurous travel experience in exchange for some comfort.

During the booking process, you can also choose to stay in a mixed-gender room. If needed, only travelers who have opted in to this option may share a room with travel companions of a different gender.

On some of our trips we can offer a private room for an additional cost. Just tick the ‘Private Room’ option at checkout to get this added. For some of our trips if you book as two travelers together you can add this private room free of charge. Look out for this option at checkout. 

Please note that if you do book a private room with a friend/partner this could be either a double or a twin room so please email hello@weroad.com if you have a preference on this. 

Find out the entry requirements for Italy, and, if needed, apply for your visa through our partner Sherpa.

Before traveling, always remember to check the government website of your country of origin for updates on the entry requirements for Italy – you wouldn’t want to stay home due to a bureaucratic detail!

• UK residents: review the FCDO Travel Advice.
• US residents: consult the US Department of State Travel Advice.
• Other residents: refer to your government or local consulate's travel advice.

Italy is in the Central European Time (CET) zone. Just keep in mind that Italy observes daylight saving time, so from the last Sunday in March to the last Sunday in October, it switches to Central European Summer Time (CEST). Italy is one hour ahead of the UK.

The currency in Italy is the Euro (EUR). You can exchange your money at banks, currency exchange offices, and some hotels. ATMs are widely available for easy cash withdrawals.

In Italy, you can pay with credit and debit cards almost everywhere, especially in cities and tourist areas. Visa and Mastercard are widely accepted. It's a good idea to have some cash on hand for smaller purchases or in more rural areas where card payments might not be available. 

ATMs are common, and you can withdraw euros easily. Always inform your bank before traveling to avoid any issues with international transactions.

In Italy, tipping is not as customary as in some other countries. Service charges are often included in your bill at restaurants, so there is no need to tip extra. However, if you receive exceptional service and want to show appreciation, leaving some small change or rounding up the bill is a nice gesture.

• For taxis, rounding up to the nearest euro is common.
• In hotels, giving a small tip to porters or housekeeping is appreciated but not expected.

Always remember tipping is entirely at your discretion.

The internet in Italy is generally reliable, especially in urban areas and tourist destinations. You'll find Wi-Fi in most hotels, cafes, and restaurants. If you're planning to travel around, a local SIM card might be handy for data on the go. You can easily get one from major providers like TIM, Vodafone, or WindTre. However, if you're from a European country, remember you can use your home data plan without extra charges due to the EU roaming regulation.

In Italy, the main language spoken is Italian. Here are some useful Italian expressions you might hear or use:

• Hello: Ciao
• Please: Per favore
• Thank you: Grazie
• Yes: Sì
• No: No

These simple phrases can help you navigate your trip and interact with locals.

In Italy, you'll find Type C, F, and L plugs. Type C is the standard European plug with two round pins, while Type F also has two round pins and grounding clips on the side. 

Type L is unique to Italy and has three round pins in a row. The voltage is 230V, and the frequency is 50Hz. We suggest you bring a universal adapter to easily fit any socket you encounter.

The main religion in Italy is Roman Catholicism. Italy is renowned for its rich Catholic heritage, with iconic sites like the Vatican City, the center of the Roman Catholic Church. Catholicism influences many aspects of Italian culture, traditions, and holidays. Major religious holidays include:

• Christmas on December 25
• Easter in spring (dates vary)
• All Saints' Day on November 1

While Catholicism is predominant, Italy is a country with religious freedom, and you will find various other religious communities throughout the country.

Packing for Italy can be exciting, and it's important to be prepared for a variety of activities and weather conditions. Here's a handy list to help you pack your backpack:

• Clothing:
  - Light layers for spring and autumn
  - T-shirts and shorts for summer
  - Warm sweaters and a coat for winter
  - Smart casual outfits for dining out
• Shoes:
  - Comfortable walking shoes or sneakers
  - Sandals for warmer days
  - Dress shoes for formal occasions
• Accessories and Technology:
  - Sunglasses and a hat for sun protection
  - A small daypack for daily outings
  - Travel adapter for plugs (Italy uses type C, F, and L plugs with a voltage of 230V)
  - Smartphone and charger
  - Camera to capture the beautiful sights
• Toiletries and Medication:
  - Basic toiletries like toothbrush, toothpaste, and deodorant
  - Sunscreen for sun protection
  - Travel-sized shampoo and body wash
  - Common travel medication like pain relievers, motion sickness tablets, and any personal prescriptions you need

This list should help you pack efficiently for your Italian adventure!
 

Italy has a diverse climate, so it varies by region. Here's a quick overview:

• Northern Italy: The weather here is colder in winter with snow in the Alps, while summers are warm and humid. Best time to visit is late spring to early fall.
• Central Italy: Mild winters and hot, humid summers. The best time to visit is spring and autumn.
• Southern Italy and Islands: Winters are mild and rainy, while summers are hot and dry. Visiting in spring or fall is ideal to avoid the heat.

Each region offers its unique charm depending on the season, so plan according to your preferences.