Is this trip for me?

Party and nightlife
Relax
Nature and adventure
City and cultures
Monuments and history
Physical effort
Trip type

Itinerary

A few days on the Ligurian coast are all we need: pastel villages stacked over turquoise coves, vineyard trails above the sea, and easy evenings on sun-splashed piazzette. We’ll start in Milan for a quick hit of city energy, then base ourselves in Monterosso: swim if it’s warm, stroll if it’s not, and refuel on focaccia the size of your face. From there we hop between the Cinque Terre by scenic trains and coastal paths: Vernazza’s postcard harbor, Corniglia’s terraces, Manarola’s vineyard viewpoints, and Riomaggiore’s cliffside lanes. We wrap in Pisa, under the Leaning Tower, with a final round of photos and plates of pasta that actually earn the carbs.

There’s a special kind of magic on the Italian Riviera: the scent of lemons, the flash of fishing boats, the clink of glasses at sunset. This express route keeps logistics light and leaves room for what matters: good walks, cold dips, strong coffee, cold gelato and a couple of late-night spritzes. Hike the iconic Sentiero Azzurro, boat-hop if the seas are calm, and lean into the vibe whether you’re chasing steps, views, or your next espresso. Expect simple connections, big scenery, and zero travel faff. By the time we roll into Pisa, you’ll have a camera roll full of colors, a pocket full of sand, and a crew you actually want to keep.

A map showing a travel route in Italy, starting in Milan and ending in Pisa, indicated by a line with directional arrows.
A small boat floats on a city canal as people walk across a bridge adorned with string lights against a sunset sky.
Day 1

Welcome to Italy!

1 night: Milan

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A small boat floats on a city canal as people walk across a bridge adorned with string lights against a sunset sky.
Check-in: our adventure starts in Milan

Arrive and take an easy stroll through the center before officially meeting the group. We'll enjoy getting to know each other by the Navigli canals during the golden hour, and follow to our first dinner together. We will keep it simple: drop the bags, stretch our legs, share a aperitivo and... kick things off!

A high-angle view of a crowded beach filled with orange umbrellas, with people swimming in the turquoise sea next to a coastal town.
Day 2

Exploring Liguria: Milan & La Spezia

1 night: La Spezia

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A high-angle view of a crowded beach filled with orange umbrellas, with people swimming in the turquoise sea next to a coastal town.
From Milan to La Spezia

We'll make the most of Milan: Duomo and Galleria in the morning, Brera or Sempione after lunch, and a last espresso before rolling our bags to the station. In the late afternoon/early evening, we'll take the train to La Spezia. Check in, stretch your legs with a stroll to the waterfront or Via del Prione, and grab dinner, think pesto trofie or seafood, then early night ahead of the Cinque Terre push!

A view through a stone archway of a colorful hillside village with a church and terraced vineyards in the background.
Day 3

Sentiero Azzurro: Monterosso, Vernazza & Corniglia

1 night: La Spezia

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A view through a stone archway of a colorful hillside village with a church and terraced vineyards in the background.
A hike through Cinque Terre

Boots on for the most iconic sections of the Sentiero Azzurro (Blue Trail). Hike from Monterosso to Vernazza first (~3.5 km/ 1.5-2 hours) for beautiful trails and views. Coffee/photos in Vernazza, then continue to Corniglia (~1.5-2 hours) through terraces and sea panoramas). If energy remains, we'll drop to Corniglia station first for a quick look at the cove before heading back for showers, gelato, and a relaxed dinner.

A high-angle view of a crowded pebble beach lined with rows of orange umbrellas, with people swimming in the turquoise sea.
Day 4

Manarola, Riomaggiore & Pisa

1 night: Pisa

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A high-angle view of a crowded pebble beach lined with rows of orange umbrellas, with people swimming in the turquoise sea.
Bye Cinque Terre, Ciao Tuscany!

Ride the train down-coast and focus on the southern trio. Explore Manarola first, for vineyard viewpoints and the small port, then continue to Riomaggiore. If Via dell’Amore trail allows, stroll its cliff but easy path; if not, take a short train or the steeper Beccara trail. In the afternoon, catch the train heading to Tuscany, we're going to Pisa. We'll wonder around the city and explore Piazza dei Miracoli for the classic Leaning Tower shots, before having our very well deserved farewell dinner.

The Leaning Tower of Pisa stands on a green lawn next to a large cathedral under a bright blue sky, with people strolling nearby.
Day 5

Pisa check-out and goodbyes

The Leaning Tower of Pisa stands on a green lawn next to a large cathedral under a bright blue sky, with people strolling nearby.
See you soon!

Our final morning is unhurried: perhaps one last espresso, a gentle stroll by Pisa’s riverside, or a final look at the Leaning Tower before we go. We will swap photos and contacts, trade favorite moments, and promise to meet again. Check-out, transfers, and heartfelt arrivederci from Tuscany until the next WeRoad adventure!

What's included

What's not included

Roundtrip flight to/from destination
  • Food and beverages when not specified
  • All the extras you'll be able to fit in your backpack
  • Anything not mentioned in the "What's included" section

Money pot

The Money Pot is only used for all the extra activities (not included in the tour package) that ALL members of the group agree to do. It will also cover the coordinator`s fee for these extra activities. The Money Pot is approximately £/105€120 and is collected on-site by the Travel Coordinator. The amount of the Money Pot will vary based on the number of activities and extras that the group decides to do. Any leftover money will be returned at the end of the trip to participants and don`t worry, our Travel Coordinators always try and haggle a deal!

  • Roundtrip flight to/from destination
  • Food and beverages unless specified
  • Anything not mentioned in the "What's included" section
  • Coordinator's money pot share
  • All extra activities that each member of the group agree on doing and the coordinator's fee as well

Additional info

Learn more about accommodation, transport, and other useful travel information.
  • All accomodation stays in shared rooms (private rooms available upon request)

  • Private Room Option Show all details

Why WeRoad

  • Small groups, on average 11 people

  • Free cancellation with 100% refund up to 31 days before departure

  • Book with a £/€100 deposit

The travel coordinators

Our travel coordinators are chosen because they are people like you. Not only are they the best travel buddy you could hope for, but they're trained professionals guaranteed to show you a travel experience like never before

Find your flight

For this trip, we recommend arriving and departing from these airports.

Arrival Milan
Return Pisa International Airport
WeRoadX

This is a WeRoadX

A trip designed and created entirely by an experienced WeRoad Travel Coordinator.

This is a trip designed and created entirely by an experienced WeRoad Travel Coordinator. They organise the whole trip: from defining the itinerary to selecting accommodation and on-site experiences. On the WeRoad website you can book the trip and manage it in MyWeRoad, just like any other WeRoad.

FAQs – Frequently Asked Questions

About this trip

What are the meeting and departure details for this trip?

This trip starts in Milan. On the first day, we’ll meet at 18:00

Your coordinator 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.

This trip ends in Pisa. The trip officially ends at 10:00 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.

What kind of luggage can I bring with me on this trip?

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 Travel Coordinator will suggest the ideal luggage before departure in the WhatsApp group!

About Italy

What are the entry requirements for Italy?

If you are a UK citizen, to find out the entry requirements for Italy, you can check this informational page from our partner Sherpa. If you need a visa, you can apply for it through Sherpa. If you are not a UK citizen, you can still use Sherpa by changing the nationality in the 'Passport' section.

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!

What's the time zone in Italy?

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.

Which currency is used in Italy?

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.

How can I pay in Italy?

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.

Do I need to tip in Italy?

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.

What's the internet like in Italy? Should I buy a SIM card? How available is Wi-Fi?

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.

What language do they speak in Italy?

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:
  • No: No

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

What kind of plugs are used in Italy?

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.

What’s the main religion in Italy?

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.

What should I pack for Italy?

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!
 

What’s the weather like in Italy?

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.

About WeRoad

Are flights included?

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!

What does the "Available" status mean?

to-confirm.svg

An "Available" departure means that the trip isn’t confirmed yet and we’re waiting for a few more travellers to sign up… which could be you!

If you book the trip please wait for it to be confirmed before booking your international flights.

What is the Money Pot and how does it work?

The question of all questions! Here’s some more information: 

  • The Money Pot is a common fund collected in local currency from all travellers on the trip and managed by your Travel Coordinator. 
  • It is used to streamline payments for extra activities, goods and services that the whole group decides to do. This guarantees flexibility in choosing activities and excursions at the destination in line with the mood of the group. 
  • It is typically collected on the first day of the trip in local currency, although at times, the Travel Coordinator may ask for it to be paid before departure.
  • You’ll find the Money Pot amount on the website under the section ‘What’s included in the Money Pot’. To find this look for ‘What’s included’, scroll down to ‘Money Pot? Click here’ and you’ll find the details.
  • The amount varies depending on the destination chosen.
  • It is usually used for group expenses that all travellers decide to take part in, but sometimes if you opt out of an activity it might make more sense for it to come out of the Money Pot. In these cases the Coordinator will return the amount for this activity back to you at the end of the trip. 
  • It is estimated based on the experience of other groups but can vary depending on what activities your group is keen for. As such, the Travel Coordinator may need to increase the amount during the trip.
  • If not all of the Money Pot is spent, the difference will be returned to all travellers at the end of the trip. 
  • The Money Pot also covers the Travel Coordinator’s share of the activities included in the Money Pot, except for those activities that are free for the Travel Coordinator.
  • If you pay in advance for part of the Money Pot before the trip for certain non-refundable optional activities, unfortunately, the amount cannot be refunded if the trip is cancelled. 
What payment methods can I use?

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.

Can I cancel or modify my booking?

Anyone who books a WeRoad trip has the option to cancel or modify the trip – including both the dates and the destination – free of charge up to 31 days before departure. In case of cancellation up to 31 days before departure, you will receive a 100% refund of the WeRoad trip price. If you make a change, a price adjustment will be applied to the new trip chosen – meaning, if the new trip is cheaper, we will refund the difference; if it’s more expensive, you will need to pay the difference.

If you’ve purchased the Flexible Cancellation Option (which you can add in the first step of the booking process), you can request a cancellation or trip change until 8 days before departure. In case of cancellation, you’ll receive a 100% refund of the WeRoad trip price, minus the cost of the Flexible Cancellation option. 

You can do it directly from your personal MyWeRoad account!
 
Within your booking you will find the "Change Your Trip" section at the bottom right, just underneath your booking details. You will be able to select a different date for the same trip, or a different trip entirely. Whether you are able to change the trip depends on the cancellation terms of your booking. For your original booking if you selected the Private Room, Flexible Cancellation or entered any discount code, gift card or voucher, before confirming the change we will let you know if anything isn't applicable to the new trip and you can decide whether to proceed or not. If you have any issues please do get in touch with the WeRoad team and we'll be able to help. 
 
It's not possible to move to a 'sold out' trip and with any trips that are 'on request' we will need to check availability with our local partners so please do get in touch if you want to move to an 'on request' trip. Please bear in mind that if the trip has the 'final spots' status, there may be no places left in either the male or female room.

How to request a cancellation or change to your trip? Send us an email at [email protected] or a WhatsApp on +447716573700. Please share the booking reference for the trip you want to cancel or change, and, in case of a change, the new trip you would like to join.

What type of accommodation should I expect on your trips?

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 Travel Coordinator 2-5 days before departure, along with other useful details for your adventure!

Can I find out my travel groups' flights?

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 Coordinator has already been assigned to the trip you’re keen for, you can easily find their Facebook post on the website. Click 'Ask the Coordinator' and follow the link here. 

 



 

How is a group made up in average?

Our groups usually consist of 8–12 travellers, with a minimum of 3–4 and a maximum of 15. 
Everyone on our trips speaks English, and travellers join us from across the UK, Europe and beyond. Our trips are open to people in their 20s, 30s, and 40s, with an average age of 34 across all trips.

Each group will be joined and led by one of our experienced Travel Coordinators, 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. 

Can I see who’s in the group before I book the trip?

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!

If a location is mentioned, is it guaranteed that we’ll spend the night there?

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 Coordinator 2-5 days before departure, along with other useful information for your adventure!

Who is the Travel Coordinator and what is their role on the trip?

The WeRoad Travel Coordinator is an experienced and skilled traveller 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 Coordinator 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 Coordinator 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’.

Will I be sharing a room?

Yes, on all our trips you will share a room with other WeRoaders in your group. By default this will be people of the same gender, unless you tick ‘I'm OK with a mixed gender room’ when you book. The bathroom will either be private or shared only with other travellers 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.

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 travellers 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 [email protected] if you have a preference on this. 

How can I be part of the WeRoad community?

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

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