Is this trip for me?

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

Itinerary

Italy is a dream, and this trip keeps it real! Fast trains, explorer days, and nine backpacker-style moments stitched from Renaissance rooftops to cliffside trails, Roman ruins to street pizza in Naples. This is a flexible and affordable ride down the spine of Italy, starting in Florence, cutting west to the Cinque Terre, and then dropping south through Rome, Naples, and the Amalfi Coast.

We move with curiosity, riding local trains, walking coastal paths, and choosing spritz spots based on sun position. We'll also have space to pause, swim, nap, journal, or just watch the sky shift color above a piazza. We’ll hike the iconic Sentiero Azzurro, toast in a boat at sunset, and cross off Rome's heavyweights before heading south to Pompeii and a ridge hike to Positano.

This is Italy in motion, on rails, on foot, and on our own terms. A backpack, a flexible mindset, and a willingness to share limoncello with strangers? That’s all you need!

A map of Italy showing a travel route that starts in Florence and ends in Naples.
An illuminated stone bridge crosses a river in a dense cityscape at dusk, its lights reflecting on the water.
Day 1

Welcome to Italy!

1 night: Florence

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
An illuminated stone bridge crosses a river in a dense cityscape at dusk, its lights reflecting on the water.
Florence, let's begin

We'll meet in Florence in the afternoon: drop the bags and meet the rest of the WeRoad crew for sunset. We’ll gather for a casual welcome meeting, learn each other’s names, and toast with our first aperitivo in a lively piazza. Maybe we’ll head to a cozy trattoria, or keep it street-style with pizza slices and beers by the river. No pressure to go big, just time to settle in, share travel stories, and get into the rhythm of Italy.

The large, red-tiled dome of a cathedral overlooks a cityscape of red-roofed buildings and distant mountains.
Day 2

Florence Classics & Renaissance

1 night: Florence

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
The large, red-tiled dome of a cathedral overlooks a cityscape of red-roofed buildings and distant mountains.
Exploring the capital of Tuscany

Today, Florence will be our playground. We'll wake up with the scent of espresso and fresh cornetti in the air. For art, we'll head to the Uffizi and go face-to-face with Michelangelo’s David. For views, we'll climb the Duomo and hike up to Piazzale Michelangelo with a picnic; and if we energy remains, get lost among the artisan shops in Santo Spirito, hidden gardens, local markets. The vibe will be ours to choose, but for sure we'll enjoy a lazy aperitivo of wine in hand and shoes dusty from stone streets.

A crowded pebble beach viewed from above, filled with people relaxing under orange umbrellas next to turquoise water.
Day 3

Arriving to Cinque Terre

1 night: La Spezia

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A crowded pebble beach viewed from above, filled with people relaxing under orange umbrellas next to turquoise water.
Riomaggiore and Manarola

We'll hop on a morning train to the Ligurian coast and arrive in the Cinque Terre before the crowds. First stop: Manarola, where colorful buildings tumble into the sea. We'll walk up to the vineyard terraces, take a photo (or ten), and slow down over a seaside lunch. Later, we'll ride to Riomaggiore for golden-hour exploration and a laid-back spritz at sunset, maybe from a local boat bobbing off the shore, if the sea's calm and the mood is right.

A village of colorful houses built into a rocky cliffside overlooking a turquoise sea under a blue sky with white clouds.
Day 4

Sentiero Azzurro through Monterosso, Vernazza & Corniglia

1 night: La Spezia

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A village of colorful houses built into a rocky cliffside overlooking a turquoise sea under a blue sky with white clouds.
Conquering Cinque Terre Trails

Time to hike the trail that made Cinque Terre famous. We'll kick off in Monterosso and follow the Sentiero Azzurro through craggy cliffs and coastal terraces. First stop: Vernazza, for photos, coffee, and maybe a dip. Then we'll hit the path to Corniglia, perched high above the water with a peaceful vibe. Views will be pure magic: vineyards, waves, lemon trees, and tiny villages in the distance. Whether we're hiking the way or tagging out early for a scenic train ride, it’s our day to connect with nature and earn that pasta dinner.

A woman with curly hair and a denim jacket stands on a cobblestone street, looking up at a large, ancient stone amphitheater under a clear sky.
Day 5

Rome Arrival & Hidden Corners

1 night: Rome

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A woman with curly hair and a denim jacket stands on a cobblestone street, looking up at a large, ancient stone amphitheater under a clear sky.
Arriving to the Capital

We'll roll out early and ride south to Rome, the Eternal City. Bags down, sneakers on, and into the streets. We’ll toss a coin in the Trevi Fountain, and sit in awe under the Pantheon dome. We'll head to the Jewish Ghetto for history and the best fried artichokes in town, and climb Aventine Hill for skyline views and a hidden keyhole perspective of the Vatican. Rome can be wild and overwhelming, but also peaceful and poetic.

A large, ornate fountain in a cobblestone square, with tourists gathered around and a souvenir stand in the foreground.
Day 6

Ancient Rome

1 night: Rome

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A large, ornate fountain in a cobblestone square, with tourists gathered around and a souvenir stand in the foreground.
Rome wasn't built in a day

We'll decide how to spend the day: ancient Rome, papal power, or both! If gladiators are calling, tour the Colosseum, walk through the Forum, and stand on the ruins of empire. If you’re chasing art and awe, hit the Vatican Museums, marvel at the Sistine Chapel, and enter St. Peter’s Basilica. No fixed times, just good advice and flexible options. In the evening, most likely we'll grab pizza or carbonara in Trastevere, relax by the Tiber River, or sip espresso at a bar older than your hometown.

Two Neapolitan pizzas topped with fresh mozzarella and basil resting on a restaurant table with glasses of water.
Day 7

Naples & Pompeii

1 night: Naples

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
Two Neapolitan pizzas topped with fresh mozzarella and basil resting on a restaurant table with glasses of water.
Southbound to Naples + Pompeii Ruins

This morning, we board'll a fast train to Naples, a city with more energy than espresso. After dropping bags, explore the chaotic beauty: Spaccanapoli street slices the city in two, while murals, markets, and scooters race past. In the afternoon, we jump a local train to Pompeii and walk among the frozen ruins of a Roman city. It’s powerful and eerie, in the best way. Back in Naples, it’s all about pizza: the real deal, where it was born. Eat it hot, folded, and unapologetically messy.

A high-angle view of a coastal village on a cliffside overlooking the sea, with vibrant pink flowers in the foreground.
Day 8

Amalfi Coast & Positano

1 night: Naples

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A high-angle view of a coastal village on a cliffside overlooking the sea, with vibrant pink flowers in the foreground.
Path of the Gods

Another full day that will begin early but, this time, into the mountains above the Amalfi Coast. From Agerola, we'll hike the legendary Path of the Gods, a ridge trail with jaw-dropping views over cliffs, sea, and tiny whitewashed towns. We'll descend into Positano, where steep staircases lead to beach cafés and pastel houses. Swim if you like, snack if you must. If energy remains, we'll catch a ferry to Sorrento, the perfect place to linger with a lemon granita or check out artisan shops. One last journey back to Naples for a farewell dinner. We’ll be tired, but glowing.

A white scooter is parked on a cobblestone street in front of an outdoor restaurant stand with two large wooden barrels.
Day 9

Farewells

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A white scooter is parked on a cobblestone street in front of an outdoor restaurant stand with two large wooden barrels.
See you soon!

We pack, hug, and say our goodbyes. Some head home, some keep going. But the group chat is alive, your shoes are scuffed, your phone is full, and your appetite for the world is wide open. Italy’s behind us—but the journey’s still rolling.

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 200 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!
  • Local museum ticket entrances
  • Group activities (e.g., cooking class)
  • All public transportation in Rome
  • 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 accommodations 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 Peretola Airport
Return Naples 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 journey begins at Florence. On the first day, we 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 journey ends at Naples. On the last day, you are free to leave at any time, so whether you need to book a flight, a train, or wish to continue the journey on your own, you can organize your return as you prefer.

For this trip a backpack is mandatory, why?

For this itinerary, traveling with a backpack is mandatory for logistical reasons and the convenience of the entire group - including yourself! Trolleys, bulky suitcases, or hard luggage are not allowed. The Travel Coordinator will provide guidance on the ideal baggage before departure via 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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