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nature
Nature and adventure
80%
60%
relax
Relax
60%
30%
history
Monuments and history
30%
30%
culture
City and cultures
30%
30%
party
Party and nightlife
30%
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Madeira 8 days
Sat, 16 Aug 2025 Sat, 23 Aug 2025
Almost confirmed

Group

2 WeRoaders


$1,500
Book your spot with a $115 deposit
Pay the outstanding balance of $ 1,385 by 17 Jul
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The deposit option is only available if you book this tour before 17 Jul.
Private room included when booking for 2
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What's included

Money pot? Find out more!

FAQs – Frequently Asked Questions

Itinerary

day 1

Welcome to Madeira!

culture
100 %
Check-in
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Flights to and from the UK 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.

Check-in at the hotel in Funchal. We are in the island’s capital, whose name derives from the abundance of fennel that grows here (Funcho in Portuguese). Fear not, our first dinner won’t solely consist of this… Our first taste of Madeira will most likely be fresh fish from the Atlantic!

Included: Overnight stay

day 2

Canyoning and Machico

nature
100 %
Ready for canyoning?
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Let’s get our adrenalin pumping with canyoning, an immersive experience where you descend the course of a river by climbing, swimming, sliding and jumping! With its water-carved gorges, waterfalls and lush vegetation, Madeira is considered the best country in the world to do this sport!
Machico
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After a quick lunch and chance to recover, we pick up our cars and drive to Machico, Maderia’s second largest city. We stroll through the narrow streets of the town centre before reaching the seafront promenade full of cafes and restaurants, where we can try the famous ‘bolo do caco’ with a sea view! At sunset, we head to the Francisco Alvares Nobrega Miradouro for a spectacular view of the Ponta de São Lourenço.

Included: Overnight stay, car rental, canyoning experience

Money Pot: Petrol, admission fees if any, parking

Not included: Meals and drinks

day 3

Trekking on Pico Ruivo

The eternal spring
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Madeira is often dubbed the island where it is always spring due to its mild climate and sheer natural beauty. This morning we wake up at dawn to tackle one of the most beautiful hikes on the island, Pico do Areeiro - Pico RuivoWe have about 6 hours of walking ahead of us, so let’s put on our walking boots and let the views talk for themselves!
On the roof of Madeira!
Pico Ruivo is the highest mountain on the island at 1862 metres. We set off on the trail and seek to maintain a good pace, crossing our fingers the weather promises clarity so we can soak up all the scenery. Once we reach the peaks, there is one last push to reach the summit, and although the overhangs are daunting, the path is safe and there are handrails in place. After a packed lunch, we retrace our steps and make our way back down the mountain to the cars, ready for a well-deserved evening of relaxation!

Included: Overnight stay, car rental

Money Pot: Petrol, admission fees if any, parking

Not included: Meals and drinks

day 4

The natural pools of Porto Moniz

relax
100 %
São Vicente & Seixal
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Today we will visit the volcanic centre near the caves of São Vicente, before heading to the small village of Seixal! Seixal promises some much-needed vitamin sea, offering a variety of beautiful beaches to choose from.

Porto Moniz: waterfalls and natural pools
Although the Atlantic is notoriously cold, we at least test it to see if we’ll brave the chilly temperature. We can then check out the Veu da Noiva viewpoint, which is located next to a waterfall of the same name, and enjoy yet another breathtaking view. We obviously seek to end our day on a high note! We head to the natural pools of Porto Moniz, a beautiful place where the temperature of the water is certainly more welcoming than the ocean. We can stay there until sunset, and lose ourselves in the enchanting beauty of this island.

Included: Overnight stay, car rental, catamaran excursion

Money Pot: Petrol, admission fees if any, parking, boat transfer to Porto Santo

Not included: Meals and drinks

day 5

Ponta de São Lourenço and Sunset boat trip

nature
50 %
relax
50 %
Trekking with a view
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This morning we get up early because a wonderful hike awaits us. We head to the Ponta de São Lourenço, the easternmost point of the island. Our relaxing walk will take us along a path overlooking the Atlantic Ocean, where red earth cliffs and lush foliage line the way. There will be plenty of opportunities to take a dip in the natural pools, and enjoy a well-deserved ‘poncha do pescador’, a typical island drink made with rum, honey and lemon!



Boat trip at sunset

In the afternoon we'll enjoy a scenic 3 hour boat trip at sunset. We'll set sail towards Cabo Girão, where we will anchor up for some snorkelling. For those that are keen to dive into the ocean, snorkelling equipment is provided on board. Those that prefer to simply kick back and enjoy the views can do so with a drink in hand, watching the sky turn from blue to orange as the sun sets over the ocean. What better way to soak up the epic views halfway through this Portuguese adventure?

Included: Overnight stay, car rental, sunset boat excursion with drink

Money Pot: Petrol, admission fees if any, parking

Not included: Meals and drinks

day 6

Cabo Girão and Ponta do Pargo

nature
50 %
relax
50 %
The island from above
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We travel along the south coast starting from Camara de Lobos which, as some people know, hosted Winston Churchill, who was fascinated by this place during his trip in 1950. We ascend a little and prepare to put our vertigo to the test at Cabo Girão, a viewpoint from where you can see the entire southern coast of the island. Fear of heights will be truly tested by the glass platform standing 580 metres above ground, making it the highest cliff overlooking the ocean in Europe and second highest in the world! We pick up the cars and continue up to Ponta do Pargo, the westernmost point of the island. The view from up here is truly unrivalled, so why don't we stop here and watch the sunset?

Included: Overnight stay, car rental

Money Pot: Petrol, admission fees if any, parking

Not included: Meals and drinks

day 7

Nossa Senhora do Monte, gardens and tropical fruit

history
50 %
culture
50 %
Sledding in Madeira?
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We have one last day to spend in beautiful Madeira. The island has already won us over, but there is one final activity that still stands to astound us. We take a cable car to the Igreja de Nossa Senhora do Monte (Church of Our Lady of the Mount), the most important pilgrimage site on the island. Aside from the incredible view, we also enjoy the botanical gardens, before descending in the strangest and most epic way possible; sledding! Toboggans were first used at the beginning of the 19th century as a means of public transport.
A tour of the local market
In the afternoon we are free to enjoy the island as we see fit. A must-see is the Mercado dos Lavradores, located in the centre of Funchal. Here we’re guaranteed to find the freshest fruit and flowers, and the most intricate crafts of the island. After buying souvenirs to take home with us, we get ready for our farewell dinner, where we’ll raise a glass to this incredible shared experience!

Included: Overnight stay, car rental

Money Pot: Petrol, admission fees if any, parking

Not included: Meals and drinks

day 8

Check-out and goodbye

Check out
Time flies when you’re having fun: see you soon for another WeRoad adventure!
End of services. The itinerary may undergo some variations that differ from what is stated above. These variations may not be foreseen nor dependent on WeRoad’s control, i.e. climate conditions, national holidays, strikes, etc.
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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

Info to know

FAQs – Frequently Asked Questions

About Portugal

What time zone is Portugal in, and does it observe daylight saving time?
Portugal is in the GMT time zone (same as the UK during winter). It observes daylight saving time, moving to GMT+1 in the summer months.
What currency is used in Portugal?
Portugal uses the Euro (EUR). You won’t need to exchange money, and card payments are widely accepted.
How can I pay in Portugal?
You can pay by card in cities and tourist areas. However, it's a good idea to carry some cash for small shops, cafés, or when exploring rural villages. ATMs are available almost everywhere.
Should I tip in Portugal?
Tipping isn't mandatory, but it's appreciated. Leaving 5–10% in restaurants or rounding up in taxis is common if the service is good.
What about internet access in Portugal?
Travelling from the UK, check with your provider whether roaming fees apply post-Brexit. Many still offer EU roaming, but policies vary. You can also buy a local SIM or eSIM from providers like MEO, NOS, or Vodafone at airports or in town.
What language do they speak in Portugal?
The official language is Portuguese. In tourist areas, English is spoken quite well. Still, learning a few local words is always a nice touch: - hello: olá - thank you: obrigado (male) / obrigada (female) - yes: sim - no: não - please: por favor
What type of plugs do they use in Portugal?
Portugal uses plug types C and F, with 230V voltage. UK travellers will need a European adapter.
What is the main religion in Portugal?
Portugal is predominantly Catholic. Religion influences many festivals, especially in smaller towns.
What should I pack for a trip to Portugal?
The perfect backpack doesn’t exist – and this list doesn’t include everything you’ll need for Portugal (underwear, for example, is a given). Always check the weather and expected temperatures during your trip to pack wisely. That said, we think you shouldn’t forget: - comfortable shoes - lightweight clothing (for summer) and a few warmer layers (for winter) - travel plug adapter - camera or smartphone to capture incredible moments - a waterproof jacket (always bring one!)
What’s the weather like in Portugal?
Portugal has a mild climate. Winters are cool but not harsh; summers are hot and dry, especially inland. Coastal areas are more temperate.

About WeRoad

Is the flight included?

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!

What is the Money Pot and how does it work?

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.

Which are the accepted payment methods?

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.

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, 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.

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?

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!

Why do we have the Money Pot on all WeRoad trips?

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 paymentsimagine 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:

Can I find out my travel groups' flights?

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]

 



What's the average size and age of a WeRoad group?

In all our groups, the Travel Coordinator and participants speak English – knowing how to speak and understand English is therefore a fundamental requirement to participate in our trips.

On average the groups are made up of 6-15 people, with a minimum of 3/4 participants and a maximum of 15.

All our travellers are in theirs 20s, 30s and 40s. If you're very curious to know the age range of the group for a tour you're interested in, you can see this by finding the trip on our website, and clicking the down arrow to see the ages & genders of participants. You'll need to have created a WeRoad account with us to do this.

Any issues finding this info just give our team in the office a call, we're always happy to help! 

Regarding the male-female ratio, this is not guaranteed and varies trip by trip.  

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 – 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!

Will I share the room?

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.

Who is and what does the Travel Coordinator do?

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’.

How can I be part of the 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, 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!