Group trips to Madeira

Join fellow travelers for levada hikes, cliff-top views, and a poncha at the end of the day: Madeira is a mountain island wrapped in the Atlantic.

Our customers sayExcellent

4.7 out of 5 based on 20526 reviews

A panoramic aerial view of a rugged, green coastline and deep blue sea, with a large sailing ship and other boats.

Madeira 360°: Hiking & Canyoning on Europe's Wildest Atlantic Island

8 days

4.8(652)

From$ 1,936

$ 2,274

-14%

See trip

Book with confidence

Book with $ 0

Lock in your spot and only pay once it's confirmed

Free changes

Switch dates or destination within 31 days, at no extra cost

Maximum Flexibility

With Flexible Cancellation, cancel up to 8 days before

Pay in installments

Spread the cost over time, interest-free

Which part of Madeira should you choose?

Travelers stroll along paths lined with red railings, fully immersed in a tropical palm garden overlooking the blue ocean.

Funchal and the South Coast

Funchal is the capital and the most convenient base for a trip mixing city vibes and nature: the local farmers' market with its fruit and flowers, the old town with its painted alleys, the waterfront, and restaurants where you can grab some espetada. Just outside, Cabo Girão and Câmara de Lobos offer some epic ocean views.

Three WeRoaders enjoying a well-deserved break at the summit, taking in the epic show of clouds and mountains at sunset.

The center: Pico do Arieiro and Pico Ruivo

The island's mountainous heart is the perfect spot for a high-altitude trekking trip. The trail to Pico Ruivo, the highest peak on the island, kicks off from Pico do Arieiro: get ready for tunnels carved straight into the rock and a sea of clouds beneath your feet.

Houses with triangular thatched roofs and red and blue trim stand out behind a blooming flowerbed and a wooden fence, all under a clear sky.

The North: Porto Moniz and Santana

The north is greener and wilder. In Porto Moniz, you’ll find natural lava pools, while Santana is home to those iconic traditional thatched-roof cottages. It’s the perfect pick for a trip immersed in the island’s nature and landscapes, with the laurisilva forest just a stone's throw away.

Green, gnarled trees standing out against an open meadow, under a sky full of clouds.

The levadas and the laurisilva

Levadas are ancient irrigation channels built to bring water from the mountains to the fields—and today, we hike right alongside them. The laurisilva forest, a UNESCO World Heritage site, is one of the most stunning stretches you'll find. It’s the perfect spot for a trekking adventure through waterfalls and tunnels.

A WeRoad group snapping a selfie mid-trek on a rocky ridge, under a clear blue sky.

A WeRoad group hanging out on a coastal road, right next to a waterfall plunging from the cliff into the ocean.

Two travelers on a WeRoad group trip, rappelling down a rocky, mossy canyon using a yellow safety rope.

When’s the best time to visit Madeira?

You can visit Madeira year-round: the climate is mild even in winter, with temperatures around 18-20°C (64-68°F) in Funchal.

In summer, it hits 25-27°C (77-81°F) on the south coast. If you're into hiking, spring and summer offer the most comfortable trails, while in fall you can explore with fewer crowds.

At the end of the year, Funchal hosts one of the most famous New Year's Eve fireworks displays in Europe.

A WeRoad group posing at the summit of a rocky mountain, backpacks dropped on the ground under a bright blue sky.

Steep, layered volcanic cliffs rise majestically above a rocky coastline and the deep blue ocean, all under an overcast sky.

Woven baskets overflowing with tropical fruit, including red bananas and nut-stuffed dates, proudly displayed among the market stalls.

What to see in Madeira

In Madeira, the mountains dive straight into the sea: think levadas and epic trails like the one connecting Pico do Arieiro to Pico Ruivo, the sheer cliff viewpoint at Cabo Girão, the natural pools of Porto Moniz, and the dramatic Ponta de São Lourenço peninsula.

And then there's Funchal, the farmers' market, and poncha – the local drink made with cane rum and lemon.

From the WeRoad blog

A hiker trekking along a narrow stone path on a ridge perched above the sea, surrounded by the ocean under a brilliant blue sky.

Hiking in Madeira: top trails

Pico do Arieiro, Caldeirão Verde, Ponta de São Lourenço: which Madeira trail really fits your legs, and what to pack before you head out.

Wooden boats moored along a river dock, right in front of a large, two-story arched bridge connecting the city's hilly banks.

Best places to visit in Madeira

Funchal is only the beginning: which corners of Madeira deserve a spot on your list, from lava pools to a golden beach on Porto Santo.

Two hikers, part of a WeRoad group trip, walking along a mountain trail with their spacious backpacks and trekking poles.

The best time to visit Madeira

Hiking, whales, or beach days? The right time for Madeira depends on what you want to do: here's how to match your plans with the weather.

FAQs

How does WeRoad work?

Choose your trip based on departure dates, destinations, and travel mood and... book it! Once you get the email confirming your trip, book your round-trip flights to and from the destination – nope, they aren't included in the package, we love flexibility! 15 days before departure, your Travel Coordinator will set up a WhatsApp group so you can start getting to know your future travel buddies. You're all set: enjoy your WeRoad trip! You’ll share incredible experiences, discover local culture, and live every minute to the max – you’ll probably shed a tear when it’s time to say goodbye, but that’s totally normal! (Want to know more? Read about How it works here!)

Are there any age limits?

Yes, we do have age limits. We organize groups by age group, so you always travel with people at a similar stage of life. Finding the perfect WeRoad for you will be a breeze!

Is the flight included?

Flights are not included—we love flexibility! This gives you total freedom to choose your departure airport, airline, number of layovers, and even extend your trip with a few extra days at the destination if you feel like it. Of course, we’re here to help you choose (click here for flight booking support), plus we’ve got plenty of discounts you can use with some major airlines.

When’s the best time to head to Madeira?

Madeira is a year-round destination. If you're into hiking, spring and summer are your best bet, while beach lovers should aim for June through September. And if you're there at the end of the year, you've got the New Year's Eve fireworks.

How much does a week-long trip to Madeira set you back?

Prices vary depending on the season and the type of itinerary: they tend to climb during peak times and are friendlier on the wallet in the off-season. The price always includes your Travel Coordinator, accommodation, and group activities. Check the individual trip page for the latest pricing.

Where is Madeira?

Madeira is a Portuguese archipelago in the Atlantic Ocean, sitting about 600 km off the African coast. From the US, you'll usually connect through Lisbon (or another European hub) and then take a short domestic flight to Funchal.

What’s the best area in Madeira?

There’s no single answer: it depends on what you’re looking for. The center is for those who love high-altitude trekking, the north for nature and lava pools, and Funchal for city vibes and nightlife.

Looking for things to do in Madeira on a group trip?

Walk along the levadas, hike up to Pico Ruivo, take a dip in the natural pools of Porto Moniz, taste the local poncha and espetada, and watch the sunset from Cabo Girão.

Do I need a passport to go to Madeira?

Yes! Madeira is part of Portugal, so you’ll need a valid passport to enter. Requirements can vary by nationality, so be sure to check the entry rules for yours before booking.