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People interested: 4
Expected WeRoaders: 14
Itinerary
Italy, often dubbed the "beautiful country," boasts a rich cultural heritage, making it a must-visit destination. Our 8-day itinerary begins in Rome, the eternal city, where ancient marvels like the Colosseum and the Pantheon blend with modern delights in neighbourhoods like Testaccio and Trastevere.
Heading north to Tuscany, we'll traverse the picturesque landscapes of Val d'Orcia and Chianti before reaching Florence, the birthplace of the Renaissance. Nearby, we'll explore Lucca and Pisa, where the iconic leaning tower awaits our obligatory photo. En route back to Rome, a stop in Siena offers the chance to witness the famous Palio horse race. Our journey concludes in Rome, where we'll savour a traditional supplì with a smile, reflecting on the beauty and history we've encountered throughout our Italian adventure.


Welcome to Italy!
Check in: our adventure starts in Rome!
Roundtrip flights or transportation to reach the destination are not included in the package, so you can decide from where and when you want to leave! This gives you complete freedom of choice to adjust your travel itinerary to your needs.
Upon arrival at our Rome accommodation, we'll have a welcome meeting. Once settled, let's dive straight into the vibrant Roman nightlife. What shall we choose for our inaugural Capitoline aperitif: a refreshing Spritz or a timeless glass of wine?

Classic Rome: from the Colosseum to the Vatican
The Eternal City
Rome, with its blend of ancient marvels and modern delights, offers a diverse and stunning experience. Today, we'll embark on a 4-hour guided tour, delving into the city's rich history. We'll marvel at iconic landmarks like the Colosseum, the Imperial Forums, the Pantheon, the renowned Trevi Fountain, and the Spanish Steps, culminating in Piazza del Popolo.
The afternoon is yours to explore as you wish, but we highly recommend a visit to the Vatican City, the world's smallest state, for an unforgettable experience.
The smallest state in the world
How about a little excursion abroad? Vatican City, one of Italy's two independent states, offers a chance to step beyond Italian borders. A stroll in St. Peter's Square is a must, and for those interested, weather permitting, the Vatican Museums await (ranked in the top 10 most visited museums globally!). Should we decide to explore, prepare to crane our necks in awe at the stunning Sistine Chapel.
Afterward, a delightful reward awaits us: a refreshing dinner in a traditional Roman restaurant. Shall we indulge in the classic pasta carbonara or opt for the tantalizing cacio e pepe?

Authentic Rome: from Trastevere to Garbatella
Exploring
Today, we'll uncover the authentic essence of Rome, away from the tourist hubs, delving into the local neighbourhoods. We'll begin our journey in Trastevere, meaning "beyond the Tiber" in Latin, a district pulsating with the true spirit of the city. Here, amidst its labyrinthine alleys, artisans, small traders, and traditional trattorias coexist with trendy venues and foreign artists' workshops.
Three iconic squares await our exploration: Piazza di Santa Maria in Trastevere, Piazza Trilussa, and Piazza Sant'Egidio. Nearby lies the historic Jewish Ghetto of Rome, one of the oldest in the world. We'll indulge in the flavors of Judeo-Roman and kosher cuisine, sampling delicacies like artichokes alla giudia, cherry jam tart with ricotta, and anchovy and endive pie. It's essential to savor these culinary delights before continuing our Roman adventure.
Garbatella
To shake off the lunchtime indulgence, let's embark on a leisurely stroll to Garbatella! Here, we'll momentarily escape the bustling city and immerse ourselves in a genuine, unfiltered Rome. We'll encounter the voices of elders in historic bars and the echoes of mothers and grandmothers calling out to their children. It's the Rome of the locals, captivating us with its authenticity and making us yearn to linger.
However, our journey continues tomorrow, so let's relish this evening to the fullest.

From Lazio to Tuscany: Val D'Orcia and Chianti
Stunning scenery
Good morning, WeRoaders! As the first rays of sunlight beckon, it's time to rise, enjoy breakfast, and make our way to the car rental. Today, we bid farewell to Rome and set our course for Tuscany. Our journey along the motorway leads us to our initial destination: Val D'Orcia. Here, in the province of Siena, we're greeted by the quintessential Tuscan landscape—rolling hills, expansive vineyards, rows of cypress trees, and charming farmhouses. This picturesque region, a UNESCO World Heritage Site, epitomises the postcard-perfect image of Tuscany found in souvenir shops.
As we pass through San Quirico D'Orcia, let's seize the moment to capture the iconic cypress trees in more than one photograph, even if our time is brief. Continuing our journey, we make our way to the Chianti area, where a stop for a delectable meal paired with fine wine, or perhaps a wine and charcuterie tasting, is a must. Later in the afternoon, we head towards our final destination: Montecatini Terme.

Florence: the cradle of the Renaissance
Exploring the city
Welcome to the city of Humanism! Florence, a place where the brilliance of Dante Alighieri, Leonardo Da Vinci, and Michelangelo Buonarroti shone, alongside countless other artists, writers, and scientists fostered by one of Italy's greatest patrons, Lorenzo de Medici, the Magnificent. A guided stroll through the historic center immerses us in an era where the clash of lords was intertwined with monumental artistic and engineering endeavors.
Our journey begins at Piazza del Duomo, dominated by the awe-inspiring Santa Maria del Fiore, Giotto's Bell Tower, and the intricately adorned Baptistery of San Giovanni. The murmur of the Arno River leads us to Ponte Vecchio, still home to jewelers and goldsmiths' shops. On the opposite bank, the grand Pitti Palace and enchanting Boboli Gardens await.
After the tour, as hunger beckons, let's savour the quintessential Tuscan lampredotto sandwich, a quick and delightful street food option. In the afternoon, enjoy the freedom to explore Florence at your leisure, with markets, shopping, and cultural delights aplenty!

Pisa, Lucca and the secrets of Italian cuisine
Authentic Italy
Today, we venture beyond the noble Tuscan landscapes of Florence to explore the captivating cities of Pisa, famed for its leaning tower, and Lucca, embraced by medieval walls. Yet, no Italian journey is complete without indulging in the gastronomic wonders that define the nation's culinary legacy.
As we ponder the secrets behind perfect pasta, the nuances of exceptional pizza, and the revered "tricks" employed by Italian mothers for a flawless tiramisu, we'll immerse ourselves in a cooking class. Here, we'll unravel the mysteries of Italian cuisine, striving to master its artistry, knowing that our efforts will culminate in a delightful dinner featuring our own creations!

On the way to Rome: Siena and Piazza del Campo
The most beautiful square in Italy?
As we journey back to where it all began in Rome, our final stop awaits us in the enchanting city of Siena. Renowned worldwide for its iconic Piazza del Campo, with its distinctive shell shape and architectural splendour, Siena captivates visitors with its unique charm and hosts the traditional Palio di Siena twice a year.
A brief pause in Siena allows us to savour its delights, indulging in Sienese delicacies like ribollita, tomato soup, panforte, and ricciarelli—culinary treasures not to be missed. With hearts and bellies full, we bid farewell to Siena and make our way back to Rome, ready to conclude our journey through the Bel Paese with fond memories of our Italian adventure.

Goodbye Italy
Check out and goodbye
Check-out and goodbye – until your next WeRoad adventure!
What's included
7 nights accommodation in shared rooms
All breakfasts
Car rental from day 4 to day 7
Local Experience: authentic Italian cooking class
Travel coordinator services
Medical and baggage insurance - (coverage limits by destination country/region - €10,000 Italy, €20,000 Europe, €30,000 World, €50,000 USA/Canada)
What's not included
Roundtrip flight to/from destination
Food and beverages unless specified
All souvenirs and extras that you wish to buy and will be able to squeeze in your backpack
- Anything not mentioned in the "What's included" section
Money pot
The Money Pot is approximately £180/€200 for this trip and is collected on-site by the Travel Coordinator on the first day. The amount of the Money Pot will vary based on the number of activities and extras that the group decides to do.
Local transport
Authorised local guides in Rome and Florence
Petrol and tolls
All extra activities that each member of the group agree on doing and the coordinator's fee as well
Coordinator's money pot share
Additional info
- Accommodation
Small hotels / guesthouses.
- Transport
Rental car and local transport.
- Self-driven tour
This is a self-driven tour - it isn’t compulsory to drive, however if you are willing to, then please tick the box when booking your trip.
- Staff
Our trips are led by a Travel Coordinator who has been specifically trained by us to lead group travels to ensure you have the best time. A WhatsApp group with all travel participants will be created two weeks prior to departure by your Travel Coordinator.
- Luggage
Backpacks are mandatory to allow easy transfers - we recommend a 45L backpack for our trips.
- Private Room Option Show all details
Why WeRoad
Small groups, on average 11 people
Free cancellation included (deposit refunded as a gift card)
Book with a £/€100 deposit
Find your flight
For this trip, we recommend arriving and departing from these airports.
FAQs – Frequently Asked Questions
About this trip
This trip starts at Rome. On the first day, we meet at 18:00.
This trip ends at Rome. On the last day, you are free to leave anytime from the morning onward, so you can arrange your flights as you prefer!
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
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!
- 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.
About WeRoad
Round-trip flights are not included in any of our trips because we like to give you autonomy and flexibility: you can choose the airline you want to fly with, the departure airport that suits you best, and how many and which stops you want to make.
Since flights are not included, you also have more flexibility with your travel dates: if possible, you can arrive at your destination a few days earlier or return home a bit later – or even continue independently to a nearby destination!
This is the question of all questions, and here’s the answer, broken down into points!
The Money Pot is a common fund collected in local currency from all tour participants and managed by your Travel Coordinator.
It is used to streamline paymentsfor extra activities, goods and services that the whole group decides to do and to guarantee 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 amount of the money pot on the website under the section ‘What’s included in the money pot’ – how do you get there? 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 used exclusively for group expenses that ALL participants decide to take part in.
It is estimated based on the experiences of other groups but can vary depending on the needs of the group itself. As such, the Travel Coordinator may need to increase the amount during the trip.
If not all of the money pot is used, the difference will be returned to all participants at the end of the trip in equal amounts.
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 part of the money pot before the trip for certain non-refundable optional activities, unfortunately, the amount cannot be refunded in case of trip cancellation.
We offer several payment methods to fit every need:
1. Credit or prepaid card (Visa, Mastercard, American Express);
2. Instalment payment with Scalapay up to €4,999 (only available with the “Full trip payment” option – not available with the “Deposit and balance” option; pay in 3 instalments up to €1,200 or in 4 instalments over €1,200);
3. PayPal (for selected destinations);
4. Revolut Pay to pay even faster straight from your Revolut account;
5. Welfare credit – BEFORE BOOKING, reach out to us at [email protected].
If you choose the deposit and balance option, you’ll also be able to pay the balance via bank transfer from your Personal Area.
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, you will receive a 100% refund of the WeRoad trip price. (Deposits will be refunded in the form of a gift card valid for 365 days from issue date.) 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. Deposits will be refunded in the form of a gift card valid for 365 days from issue date.
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.
In general, we always choose local accommodations, avoiding large hotel chains, because we love to experience the culture of the place and, whenever possible, contribute to the local economy. Typically, our accommodations are hotels, apartments, guesthouses, and hostels run by local entrepreneurs, with the same standard maintained across all trips in the same destination.
For our Collection trips, which are our premium category, the accommodations are always 4 or 5-star or carefully selected boutique hotels.
The list of accommodations for your trip will be shared with you by your Travel Coordinator between 5 and 3 days before departure, along with other useful details for your adventure!
If you're wondering why WeRoad trips have a money pot, we’re assuming you already know what it is. If not, or if you have any doubts, we invite you to read all the information here!
Let’s quickly recap: The Money Pot is a common fund collected in local currency from all tour participants and managed by your Travel Coordinator. It’s used to speed up payments for extra activities, goods and services that the whole group decides to do and to guarantee flexibility in choosing activities and excursions at the destination in line with the mood of the group.
But let’s get to the point: why the money pot? First of all: it gives us a lot of flexibility. In all WeRoad trips you will have a bunch of Must See/Must Do activities already included - these are experiences, places or activities that simply cannot be missed! Any extra activities is decided by the group, why? Because each group is unique and may have particular wants or desires and the Money Pot allows each group to customise their trip to make it perfect for their requirements!
It also helps us speed up payments – imagine being in the subway in New York City, one by one purchasing the ticket...a nightmare right? Thanks to the Money Pot, the Travel Coordinator can simply purchase the tickets for everyone making the entire processes smoother! Any leftover money will be returned at the end of the trip and split equally amongst all participants.
In some destinations, buying goods or services on site is more economical as you are able to negotiate the price - places like Morocco, or South East Asia, bargaining is part of the culture. As such, our Travel Coordinators will be able to secure the best deal for all participants.
The amount of the money pot is specified in each trip – look for this button
which will take you to a detailed breakdown for each trip, like this:
Even if we don't know the flights of all WeRoaders, there are several ways to find out which flights your travel companions have purchased.
1. Each WeRoader has the ability to communicate their flight details after booking within their personal area so that other travel companions can see the details anonymously. Enter your booking and you will find this section:
[Screenshot]
2. If you want to find out before booking, instead, you can contact us and we will support you in your search or you can ask your travel companions for direct information by joining our Facebook group 'WeRoad... let's get to know each other before leaving! (official)' – (here is the extended link: https://www.facebook.com/groups/weroadit) look for a post associated with your trip, or ask the group administrators for help in getting in touch with your future adventure companions!
If the coordinator has already been assigned to the trip you are interested in, you can easily find his/her presentation post in the group through the site: in the shift list click on 'Ask the coordinator', or in the trip tab, in the coordinator section, click on 'Ask [coordinator name] about this shift in our Facebook group'. For both cases, see the screenshots below!
[screenshot]
On our group trips, the Travel Coordinator and participants speak English – knowing how to speak and understand English is therefore a fundamental requirement to participate in WeRoad.com trips.
On average the groups are made up of 12 people, with a minimum of 3/4 participants and a maximum of 15 (18 in very few cases).
The average age of our groups is 30 years old (more or less!). If you're very curious to know the average age of the group for a tour you're interested in, you can contact us by WhatsApp at +447716573700
Regarding the male-female mix, it is not guaranteed that the group will be equally balanced, because everything depends on you and when and what you book!
Yes! If you're curious, you can take a sneak peek at the group before booking – although, in our opinion, that kind of spoils the surprise! 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!
The WeRoad Travel Coordinator is an experienced and skilled traveller and will be the perfect companion for your trip. They will be available for any eventuality and will manage all the logistical aspects of the itinerary (transports, timings, accommodations, meeting points, etc.), so you can enjoy the trip without any worries!
You will have the chance to get to know them when the WhatsApp group is created 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 specified in the schedule or on the trip page, or you can search for their name here. After booking, you will find their contact details in your Personal Area, under ‘Bookings and Trips’ > ‘Your Upcoming Trips’ > ‘Trip Details’.
Yes, in all our trips you will share a room with other same-sex travellers, and the bathroom will either be private or shared only with fellow participants of the trip. The rooms we select can be doubles, triples, quadruples, or multi-bed (up to 8 people in exceptional cases), depending on the destination and availability.
There are never dorms with people outside 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 accommodations 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 opt for a mixed room: in this case, if needed, only those who have agreed to this option may share a room with travellers of a different sex. If you are booking for multiple people together and select this option, the room will not be exclusive to your group but may be shared with other travellers in the group.
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, even if you no longer travel with us.
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. We can also meet up for a dinner or a trek together at one of the events organised by our coordinators around the world!