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Itinerary

Discover the heart of Spain on an unforgettable journey through Madrid and its most iconic heritage cities. This 5-day adventure blends vibrant city life, cultural richness, and centuries-old history, perfect for curious travelers eager to explore beyond the ordinary. We begin in Madrid, Spain’s lively capital, where grand boulevards, world-renowned museums, and buzzing tapas bars set the tone for an authentic Spanish experience. From there, we venture to Toledo, a stunning hilltop city known as the “City of Three Cultures,” where medieval architecture and narrow cobblestone streets tell stories of harmony and heritage.

Next, we explore Segovia, a city straight out of a fairytale. Marvel at its soaring Roman aqueduct, wander through the historic Jewish quarter, and admire the Alcázar, a castle that seems plucked from a storybook. With time to enjoy both guided visits and free moments to roam, you'll experience these places like a true traverler, not just a tourist. This isn’t just a trip, it’s a journey into the soul of Spain. Designed for young adults who want to connect, explore, and experience culture firsthand, this itinerary offers a perfect mix of history, adventure, and community.

Ready to say ¡Vamos!

A minimalist map showing a travel itinerary with Madrid as the central start and end point.
Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
An ancient stone temple is illuminated and reflected in a long pool of water at sunset.
A Royal Walk Through Madrid

Arrival in Madrid, Spain’s electric capital, where vibrant culture, grand architecture, and buzzing nightlife await. After checking in at the hotel, we’ll meet our Travel Coordinator and fellow travelers for a brief welcome session.

We'll start the trip toasting with the Welcome Drink, followed by an optional tapas crawl, a the perfect way to ease into Spanish life, one bite and glass of wine at a time. Afterward, we might head into the lively streets of Malasaña, one of Madrid’s most iconic neighborhoods known for its alternative bars and retro energy. a holdover from the city’s countercultural movement in the ‘70s and ‘80s.

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A large stone fortress sits on a green hill above a historic arched bridge and fortified gate under a clear blue sky.
Travelling to where Christian, Jewish, and Muslim legacies intertwine

This morning we head to Toledo, a UNESCO World Heritage Site where Christian, Muslim, and Jewish cultures have left a lasting mark. Surrounded by ancient walls, this hilltop city is a maze of cobbled streets and stunning viewpoints. We explore iconic landmarks, from the Gothic cathedral to El Greco’s masterpieces, and uncover stories from centuries past. A guided tour will help us dive deeper into Toledo’s layered history.

In the late afternoon, we return to Madrid for some well-earned rest… but not for too long! The evening brings us to Plaza Mayor for more amazing food, followed by a walk through Lavapiés and La Latina, two of the city’s most lively neighborhoods. Tapas, music, and good company close out a memorable day.

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A large monument with an equestrian statue and a colonnade overlooks a lake with people rowing boats under a clear blue sky.
Art, Icons & Sunset Magic

We start our morning by diving into the art and soul of Madrid with a visit to the Reina Sofía Museum, home to masterpieces like Picasso’s Guernica, a haunting symbol of modern art. For those eager for more, the Prado Museum awaits just nearby, a sanctuary of classic European art.

Not an art buff? No problem, explore the quirky stalls of El Rastro, one of the largest and most colorful street markets in Europe (open on Sundays), or browse the boutiques around Chueca and Gran Vía.

Later in the day, we regroup to admire Madrid’s regal side. the Royal Palace, Almudena Cathedral, and a guided walk through Plaza Mayor. We’ll take our time, stopping for photos, churros, or even a cheeky vermouth. The day wraps up with free time to relax or join an optional flamenco show or dinner with the group.

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
A grand Gothic cathedral with domes and a bell tower sits above a town at sunrise, with hazy mountains in the background.
Castles, Cathedrals & an Aqueduct That Defies Time

Today we take one last day trip, and trust us, it's worth it. We're off to Segovia, a city that looks like it was plucked straight out of a fairy tale. Known for its dramatic Alcázar castle, Gothic cathedral, and one of the best-preserved Roman aqueducts in the world, Segovia will have you staring up in awe more than once.

After arriving, we'll start with the Aqueduct of Segovia, an architectural marvel built without mortar that still stands strong after 2,000 years. Then, we'll wind our way through the historic center, stopping at quaint squares and charming corners until we reach the Segovia Cathedral, perched elegantly above the city.

In the afternoon, back to Madrid for the last night!

Nature and adventure
Relax
Monuments and history
City and cultures
Party and nightlife
Trays of tapas skewers with green olives, cheese, and anchovies sit on a glass shelf in a display case.
Farewell, Madrid

As our unforgettable journey comes to a close, we gather for one final breakfast together. It’s time to reflect on the incredible moments we’ve shared, from cultural discoveries to spontaneous fun. With hearts full of memories, we say our goodbyes to Spain.

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 100 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!
  • 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.
  • Four nights nights in a twin bed rooms with bathroom

  • 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

The travel coordinators

Our coordinators are chosen because they’re people just like you: passionate travellers who share the experience authentically, while having the skills to take care of the organisation, and help you get the most out of every moment of the trip.

Find your flight

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

ArrivalAdolfo Suárez Madrid–Barajas Airport (MAD)
ReturnAdolfo Suárez Madrid–Barajas Airport (MAD)
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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 Madrid. 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 Madrid. 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.

Is there anything else I should be aware of regarding the physical effort of this trip?

Intermediate. This itinerary is relatively easy-going and any extra sports or activities are entirely optional. There is walking and/or hiking involved so pack comfortable shoes!

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 Spain

What are the entry requirements for Spain?

Find out the entry requirements for Spain, 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 Spain – you wouldn’t want to stay home due to a bureaucratic detail!

What's the time zone in Spain?

Spain mainly operates on Central European Time (CET), which is UTC+1. During daylight saving time, from the last Sunday in March to the last Sunday in October, it switches to Central European Summer Time (CEST), which is UTC+2.

If it is 12pm in the UK, it will be 1pm in Spain during CET and 2pm during CEST.

Keep in mind that the Canary Islands follow Western European Time (WET), which is UTC+0, and Western European Summer Time (WEST), which is UTC+1 during daylight saving time.

Which currency is used in Spain?

Spain uses the Euro (EUR) as its currency. The daily exchange rate can vary, but as a rough guide:

  • 1 GBP is about 1.15 EUR
  • 1 USD is about 0.95 EUR
  • 1 EUR is roughly 1 EUR

You can exchange currency at banks, exchange bureaus, and some hotels. It's also convenient to withdraw Euros directly from ATMs using your debit or credit card.

How can I pay in Spain?

In Spain you can pay using cash, credit cards, or debit cards. Most places accept major credit cards like Visa and Mastercard. It's a good idea to have some cash on hand for smaller businesses, markets, or in rural areas where card payments might not be accepted. 

ATMs are widely available for withdrawing cash if needed. Keep in mind that American Express may not be accepted everywhere, so it's better to have an alternative card as a backup.

Do I need to tip in Spain?

Tipping in Spain is not mandatory, but it is appreciated for good service.

  • In restaurants, it is common to leave a small tip of around 5 to 10 percent of the bill.
  • In cafes and bars, you can leave some small change.
  • For taxis, rounding up to the nearest euro is a nice gesture.
  • Hotel staff, like bellhops and housekeepers, also appreciate a small tip for their services.

Remember, tipping is not expected but always welcomed.

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

In Spain, the internet is generally reliable and Wi-Fi is widely available in most urban areas, hotels, cafes, and restaurants. If you're traveling from Europe or the Schengen area, you can use roaming services, which means you won't need to buy a local SIM card for data use. However, if you're coming from outside Europe and want to ensure a stable connection, consider buying a local SIM or an e-SIM data plan. Popular providers include:

  • Movistar
  • Vodafone
  • Orange

Wi-Fi is usually free in public places, but speeds can vary, so having mobile data as a backup is a good idea.

What language do they speak in Spain?

In Spain, the primary language spoken is Spanish, also known as Castilian. However, you might also encounter regional languages like Catalan, Galician, and Basque. Here are some useful Spanish expressions you might hear or use:

  • Hello - Hola
  • Thank you - Gracias
  • Please - Por favor
  • Excuse me - Perdón
  • How much is it? - ¿Cuánto cuesta?

Being familiar with these can make your interactions smoother and more enjoyable.

What kind of plugs are used in Spain?

In Spain, you'll find Type C and Type F plugs. The voltage is 230V and the frequency is 50Hz. If you're coming from a country that uses different plug types, like the UK or the USA, it's a good idea to bring a universal adapter to ensure your devices can be charged without any issues.

What’s the main religion in Spain?

The main religion in Spain is Roman Catholicism. Catholic traditions play a significant role in Spanish culture, and many public holidays are religious, such as Easter and Christmas. Major celebrations like Semana Santa (Holy Week) feature processions and events throughout the country. While the majority identify as Catholic, Spain is quite secular, and other religions are practiced as well. Dress is generally casual, but if visiting religious sites, it's respectful to cover shoulders and knees.

What should I pack for Spain?

Spain offers a diverse climate, so packing wisely will ensure you're prepared for any adventure. 
Here's what you should include in your backpack for Spain:

  • Clothing
    Lightweight shirts and shorts for hot days
    Long pants and a light jacket for cooler evenings
    Swimwear for the beaches
    A scarf or shawl for visiting religious sites
  • Shoes
    Comfortable walking shoes for city exploration
    Sandals or flip-flops for the beach
    Dress shoes if you plan on dining out
  • Accessories and Technology
    Sunglasses and a hat to protect from the sun
    A reusable water bottle
    A power bank and smartphone
    A universal adapter for charging electronics
  • Toiletries and Medication
    - Sunscreen and lip balm
    - Basic toiletries like toothbrush, toothpaste, and deodorant
    - Common travel medication like ibuprofen, antihistamines, and motion sickness tablets
What’s the weather like in Spain?

Spain's weather can vary greatly depending on the region, so here's a quick breakdown:

  • Northern Spain: Expect cooler, wetter weather, especially in regions like Galicia and the Basque Country. Summers are mild, with temperatures around 20-25°C.
  • Central Spain: In cities like Madrid, summers are hot and dry, often reaching 30-40°C. Winters can be chilly with temperatures around 5-10°C.
  • Southern Spain: Areas like Andalusia enjoy hot summers, with temperatures often above 30°C. Winters are mild, around 10-15°C.
  • Coastal Areas: The Mediterranean coast, including Barcelona, has warm, dry summers and mild, wet winters.

For the best weather, consider visiting in spring (April to June) or fall (September to October).

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!

Can I get a refund if I cancel?

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!

Can I modify my booking?

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 dateFind out how!

What does €/£/$0 deposit mean?

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.

What does the "Available" status mean?

to-confirm.svg

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!

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;
     
  • Activities paid through the Money Pot: they are carried out by third-party local suppliers and their conditions apply; WeRoad does not intervene in their management nor assumes any responsibility. For details on the money pot, see the General Terms and Conditions
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 my booking?

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 dateFind out how!

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?

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. 

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 hello@weroad.com 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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