Sicily 360°: blue sea, stunning sunsets, and ancient wonders
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Itinerary
Get ready for the ultimate road trip in Sicily: 10 days of crystal-clear sea, ancient history, incredible food, and unforgettable sunsets. A complete journey, from west to east, packed with culture, relaxation, and moments to share.
We kick off in Palermo, diving into street food and those first group vibes, then hit the road towards Trapani for seaside aperitivos and a day of pure relaxation between beaches and turquoise waters.
We'll pause for one of the most iconic moments of the trip: sunset at the Valley of the Temples, where golden light ignites the ancient ruins, creating a truly unique atmosphere. The next day, we head south-east, balancing relaxation with Baroque wonders, exploring the elegant streets of Modica and Noto, with postcard-perfect views and unforgettable local flavours.
In Syracuse, we'll explore the Neapolis Archaeological Park and the magic of Ortigia, before heading up towards Taormina and Mount Etna.
We return to Palermo to complete the circle of our Sicily 360 trip, experienced to the fullest.

Palermo: our tour kicks off from here
Welcome to Sicily
Flights aren't included in the package, so you can decide which airport to fly from, what time, and with the airline you prefer. This gives you maximum freedom of choice. Catania is also reachable by train or bus.
Check-in at the hotel, here's how the meet-up works! The first thing to do is drop your backpack off and then head straight to the matter that's closest to our hearts, the one that's been buzzing in our heads (and stomachs) since we set foot on Sicilian soil: food.
Let's get to know each other!
After picking up the cars directly at the airport, we're ready to hit the road: the amazing Palermo and its flavors welcome us with open arms. Escaping cannoli and arancine will be impossible, but luckily we'll have some fizzy tamarind to help us digest!
From Palermo to Trapani
...via Erice
Before arriving in Trapani, we'll make a stop in Erice, a village suspended in time and perched on the mountain. Here, we'll get lost among stone alleys, flowery courtyards, and incredible panoramic views of the coast. We'll do a walking tour amidst a medieval atmosphere, castles, and legends, with time to enjoy the scenery and maybe even taste some local sweets.
We're arriving in Trapani
Then we head back towards Trapani, where we continue exploring the historic center and the seafront, letting ourselves be carried by the city's slow rhythm and the salty air. Between a stroll and some sea views, the most anticipated moment arrives: sunset aperitivo, with the sun diving below the horizon and the first group toasts that officially kick off the trip vibes.
Beach day and total freedom
Sea, sea... or still more sea?
It’s our free day to live at the rhythm of the sea. Beaches, dips, relaxation, and zero rigid plans—let’s decide as a group the plans for the day!
For those craving a bit more, there’s the option to organize a boat trip to Favignana or explore the coast and crystal-clear waters of San Vito Lo Capo. Alternatively? Total chill on the beach, sun and sea to your heart’s content.
A perfect day to slow down, recharge, and soak up the most authentic Sicily.
Agrigento and the Valley of the Temples
Morning on the road
Today we'll have the chance to stop off en route in Mazara del Vallo, with its Arabic influences and charming old town, or in the authentic villages of Salemi and Gibellina, steeped in contemporary art and memory.
Sunsets and ancient culture
From Agrigento to Modica
Beach mode: ON
This morning we’re taking it slow and soaking up the most authentic Sicily: a day at the seaside awaits us at one of the local beaches, with golden sands, crystal-clear waters, and absolutely zero worries. Dips, sun, and relaxation are the only priorities, with plenty of time to recharge our batteries and live in the moment.
On the road to Modica
In the afternoon, we head back to Modica, where we'll spend the night. Here, we'll immediately dive into the unique atmosphere of its Baroque historic center, with its scenic staircases, illuminated alleys, and honey-colored buildings. And of course, a sweet stop is a must: Modica is famous for its artisanal chocolate. An evening stroll through soft lights and the scent of sweets will be the perfect way to wrap up the day!
Sweet awakening & route to Syracuse
Chocolate Vibes
The day starts slow in Modica, surrounded by the scent of cocoa and tradition: chocolate is a real institution here, so it’s a must-stop to taste it and discover what makes it so unique.
Nature or Baroque?
Then we're back on the road towards Syracuse, with the chance to choose how to experience the journey: those craving the sea can stop in the wild nature of the Vendicari Reserve, between pristine beaches and crystal-clear water; alternatively, you can get lost among the Baroque wonders of Noto, with its golden palaces and elegant views.
Arriving in Syracuse, we'll get settled and enjoy the evening with our first group vibes and Mediterranean atmosphere.
Siracusa between history and sea
The story
The morning is all about discovering Siracusa: we kick off with a walking tour through history and local vibes, followed by a guided visit to the Neapolis Archaeological Park, where we dive into ancient Greece amongst theatres, quarries, and timeless tales.
Ortigia Vibes
The afternoon is free to enjoy Ortigia at a relaxed pace: with its seaside alleyways, bright piazzas, and perfect spots for an aperitivo or a dip, everyone can experience the city at their own speed.
Catania
Towards Catania: sea or volcano?
We're heading back from Siracusa towards Catania, and here's a tough choice: would you prefer the elegant charm of Taormina, with its breathtaking views and lively streets, or an adventure on Mount Etna, Europe's highest active volcano?
Two completely different experiences, both incredible—whether you opt for sea and relaxation or lunar landscapes and wild nature, it'll be a day to remember.
Arriving in Catania, we'll get settled and enjoy the evening with some Sicilian energy and good group vibes.
Back to Palermo
Last moments: choose your ending
Last day on the road: we head back from Catania towards Palermo, but the morning is all yours to choose.
You can spend it discovering a bit more of Catania, revisiting one of the experiences from the day before—between Taormina and Etna—or head straight to Palermo and calmly enjoy your last hours in the city.
Whatever you choose, it's the perfect moment to soak up the last glimpses of Sicily and wrap up the trip the right way.
Farewell dinner
Whatever our decision was this morning, we've now arrived in Palermo for our last evening: amidst laughter, toasts, and recently shared memories, it's clear to everyone that this trip won't be easily forgotten. And who knows... maybe before going to sleep, we're already booking the next WeRoad!
Hello beautiful Sicily!
It's time for goodbyes
And just like that, you're heading home. If you feel like you've put on a few extra pounds, that's totally normal! After all, as Sigmund Freud once said, “Sicily is the most beautiful region in Italy: an unheard-of orgy of colours, scents, and lights, a pure delight”.
What's included
- 9 nights in a shared room with private bathroom and breakfast for the entire duration of the trip
- Car Rental
- Walking tour of Erice and Trapani with a guide
- Sunset aperitivo in Trapani
- Tickets and guided tour of the Valley of the Temples in Agrigento at sunset
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
- Food and beverages when not specified
Gas/petrol, parking, toll fees
City tax
- All the extras you'll want to buy and manage to fit in your backpack :)
- All that is not mentioned in "what's included"
Optional activities
Please see below extra optional activities that you can experience during your trip. Your Group Leader will be happy to assist with organizing these activities for the group. Availability may vary depending on location and group preferences.
Please note these activities are provided by third party suppliers and liability rests exclusively with these third party suppliers.
Entrance to Beach Club - approx. USD30
Modica Chocolate Experience - approx. USD30
Greek Theatre Taormina - approx. USD20
Etna Excursion - approx. USD105
Palermo Streetfood - approx. USD41
Public Boat to Favignana Return - approx. USD45
Private Boat to San Vito Lo Capo - approx. USD59
Vendicari Hiking Guide - approx. USD24
Additional info
- Accommodation
Hostels and local hotels.
- Transport
Rental car will be used to explore Sicily
- Info on private roomsShow all details
Why WeRoad
Small groups, on average 11 people
Move or change your trip for free up to 31 days before departure
Book with €/£/$0. Pay the €/£/$100 deposit only once the trip is confirmed
Find your flight
For this trip, we recommend arriving and departing from these airports.
About this trip
This journey begins at Palermo. On the first day, we meet at 18:00.
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.
This journey ends at Palermo. 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 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!
About Sicily
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.
About WeRoad
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 - Departure 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, it will be fully refunded.
Departure 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.
Departure 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, you can cancel up to 8 days before departure and receive a 100% refund of the price, including the deposit and the private room fee. 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, you have up to 8 days before departure.
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.
If a departure is “Available”, 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!
Yes, but the available options depend on the status of your trip and when you make the request.
If your trip is not yet confirmed
You can cancel your booking by emailing hello@weroad.com
free of charge, up to 31 days before departure.
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 £/$0100 deposit will be required.
If your trip is confirmed
Fees are not refundable in cash. You are entitled to cancel up to 31 days before departure, but after this deadline, cancellation is no longer possible.
Flexible Cancellation
If you purchased the Flexible Cancellation option (available in the first step of the booking process), you can cancel your trip up to 8 days before departure and receive a 100% refund of the price, including the deposit and private room fee. 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!
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!
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.
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 25 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 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.
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 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 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 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’.
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 hello@weroad.com if you have a preference on this.
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.