Portugal · HIKING & TREKKING

Hiking & Trekking Days in Portugal Worth Booking: 15 Reviewed

32 tours  ·  from $32

The best hiking & trekking days fill up first. Below: the 15 to book early, what each includes and where they differ.

Funchal: Pico do Arieiro Sunrise Transfer Self-guided Hike - The early pickup from Funchal or Caniço
Hiking & Trekking, Hiking Tours in Madeira, Madeira Tours, Morning, Mountain Peak Hikes, Self-Guided Tours, Tour Reviews

Funchal: Pico do Arieiro Sunrise Transfer Self-guided Hike

1.Pico do Arieiro Sunrise Transfer Self-guided Hike

★★★★★★★★★★4.9 · 2,798 reviews · from $37Our pick

Start with a Funchal or Caniço pickup, reach Pico do Arieiro before sunrise, then hike independently toward Pico Ruivo and Achada do Teixeira. Your driver explains the route, timing, and meeting point, but you walk without a guide. Route closures may switch part of the hike to PR3.

“pick up and drop off excellent. Our guide Fernando great. Weather awesome for us so sunrise with cloud inversion was amazing. Shame about the 100's of folk on top but good to escape them down the PR3. great day, thank you so much”

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Peniche: Berlengas Island Trip, Hiking and Cave Tour - Walking from the fortress to the lighthouse
Hiking & Trekking, Nazare Tours, Sea Cave Tours, Tour Reviews, Tours

Peniche: Berlengas Island Trip, Hiking and Cave Tour

2.Berlengas Island Trip, Hiking and Cave Tour

★★★★★★★★★★4.7 · 1,473 reviews · 4 hours · from $46

From Peniche, cross to Berlenga by catamaran, semi-rigid boat, or sports yacht, then explore the island by glass-bottom boat and guided hike. Expect clear water, sea caves, the São João Baptista fortress, steep steps, and fine views. Guides including Pedro and Paulo add local history in Portuguese, English, and Spanish.

“Loved this tour so much. It was really cloudy on the boat ride over so I was worried about how the weather would affect the trip. But the cave tour is on the south side of the island so it’s blocked from the wind and waves and was really calm! Our tour guide was phenomenal on the cave tour and hike and on the boat there and back he kept checking on guests on the boat upstairs. He kept the group together, was funny, always smiling, loved his camaraderie with other tour guides on the island, felt genuine, and gave us great historical information we wouldn’t have had otherwise! Was…”

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Pico Do Arieiro Pico Ruivo Sunrise or Morning Hike Transfers - The 50-minute climb from Funchal or Caniço
Hiking & Trekking, Hiking Tours in Madeira, Madeira Tours, Morning, Mountain Peak Hikes, Tour Reviews

Pico Do Arieiro Pico Ruivo Sunrise or Morning Hike Transfers

3.Pico Do Arieiro Pico Ruivo Sunrise or Morning Hike Transfers

★★★★★★★★★★4.8 · 1,169 reviews · 8 - 8.5 hours · from $37

Travel by small air-conditioned minivan from Funchal or Caniço to Pico do Arieiro, then hike independently toward Pico Ruivo or follow an approved alternative route. Drivers such as Radko and Ciro explain the trail, timing, and pickup point. Sunrise starts offer cloud-level views, while later departures suit hikers who prefer more sleep.

“We had an amazing day, weather was perfect. Great views and hike wasn’t too busy.”

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Rabaçal: 25 Fontes & Risco Levada Transfer Self-guided Hike - The shared van from Funchal to Rabaçal
Hiking & Trekking, Hiking Tours in Madeira, Levada Walks, Madeira Tours, Self-Guided Tours, Tour Reviews

Rabaçal: 25 Fontes & Risco Levada Transfer Self-guided Hike

4.Rabaçal: 25 Fontes & Risco Levada Transfer Self-guided Hike

★★★★★★★★★★4.8 · 841 reviews · from $38

Take a shared van from Funchal or nearby towns to Rabaçal, then follow the 25 Fontes and Risco levadas on your own. You get five hours on the trail, clear route instructions, and a return transfer. Early departures with hosts such as Pedro or Adriana help you reach the waterfalls before the crowds.

“Pedro was brilliant! He gave us a lot of information about the area and the trek we did. We did the 6am pick up and so glad we did as we missed the crowds. We were very lucky with the weather too, perfect conditions ☺️”

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Funchal: Caniçal Ponta São Lourenco Hiking Transfer - The shared van from your hotel
Hiking & Trekking, Hiking Tours in Madeira, Madeira Tours, Tour Reviews

Funchal: Caniçal Ponta São Lourenco Hiking Transfer

5.Caniçal Ponta São Lourenco Hiking Transfer

★★★★★★★★★★4.9 · 756 reviews · 6 hours · from $35Best value

You’ll ride from Funchal, Caniço, Santa Cruz, or Machico to PR8 Ponta São Lourenço, then follow a 7.5-kilometer coastal trail on your own. Your English-speaking driver explains the route, map, timing, and safety rules before leaving you to walk. Expect about 4.5 hours for hiking, photos, a café stop, or a swim.

“Beautiful hike, was very helpful to have hotel pick/ up and drop/ off. Our guide, Filipe was informative, fun and made certain we were aware of everything from best viewpoints to safety in the trail. Also, , very lovely fellow hikers. Many thanks again! Tracey”

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Caldeirão Verde: Queimadas PR9 Transfer and Self-Guided Hike - The ride from your accommodation to Queimadas
Hiking & Trekking, Hiking Tours in Madeira, Levada Walks, Madeira Tours, Self-Guided Tours, Tour Reviews

Caldeirão Verde: Queimadas PR9 Transfer and Self-Guided Hike

6.Caldeirão Verde: Queimadas PR9 Transfer and Self-Guided Hike

★★★★★★★★★★4.9 · 668 reviews · from $38

Travel from Funchal, Caniço, Santa Cruz, or Machico to Queimadas Natural Park, then walk the 15 km Caldeirão Verde trail at your own pace. Your English-speaking driver explains the route, tunnels, meeting time, and safety points. Expect Laurissilva forest, waterfalls, narrow levadas, and a shared van for up to eight people.

“Our trip was well organised and super enjoyable. Nuno was fun, chatty and knowledgeable guide, he arrived on time and got us to the starting point of our hike quickly. Return was perfect as well. We’ll definitely be booking with this company again :) thank you!”

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Madeira: PR 9 - Levada do Caldeirão Verde Hike Transfer - The morning ride from Funchal, Caniço, or Garajau
Hiking & Trekking, Hiking Tours in Madeira, Levada Walks, Madeira Tours, Tour Reviews

Madeira: PR 9 – Levada do Caldeirão Verde Hike Transfer

7.PR 9 – Levada do Caldeirão Verde Hike Transfer

★★★★★★★★★★4.8 · 620 reviews · 7 hours · from $47

Travel from Funchal, Caniço, or Garajau to Pico das Pedras, then hike independently through Madeira’s Laurissilva Forest to Caldeirão Verde. Your English or Portuguese-speaking driver, such as Vitor, Fabio, Roberto, or Cristiano, provides trail instructions, maps, GPS details, and a return pickup. Expect tunnels, waterfalls, wet paths, and about 17 to 18 kilometers on foot.

“Beautiful flat hike, only 93 steps in total. Going through dark caves was exciting, but some people were scared and bumped their heads a few times. This is described as a 6km hike each way, but I clocked up 21km on the hike. Not for the faint hearted.”

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Madeira: Sunrise at Pico do Arieiro & Hike Larano trail - Pico do Arieiro: sunrise, cold air, and a strict clock
Hiking & Trekking, Hiking Tours in Madeira, Madeira Tours, Morning, Mountain Peak Hikes, Tour Reviews

Madeira: Sunrise at Pico do Arieiro & Hike Larano trail

8.Sunrise at Pico do Arieiro & Hike Larano trail

★★★★★★★★★★4.8 · 516 reviews · from $45

Start before sunrise with hotel pickup from Funchal or Caniço, then head to Pico do Arieiro for mountain views and an optional PR1 walk toward the Stairs of Heaven. After Guindaste’s glass platform, follow the self-guided 7 km Larano coastal trail. Drivers such as Rosbert, Roberto, and Chris provide transport and island insight.

“Absolutely brilliant day! The sunrise at Pico do Arieiro was breathtaking and the Larano trail offered stunning views throughout. Rosbert was a fantastic guide and driver - friendly, punctual, and incredibly knowledgeable. His communication was spot-on and everything ran like clockwork. He really made the day smooth and enjoyable. Only tip: if you’re visiting in April, definitely bring gloves - it can get chilly at sunrise!”

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From Faro: Benagil Hiking Cliffs and the 4 Treasure Experience - Benagil from above, not from inside the cave
Algarve Tours, Hiking & Trekking, Sea Cave Tours, Tour Reviews

From Faro: Benagil Hiking Cliffs and the 4 Treasure Experience

9.Benagil Hiking Cliffs and the 4 Treasure Experience

★★★★★★★★★★5.0 · 424 reviews · 6 hours 20 minutes to 6 hours 30 minutes (approx.) · from $54Top rated

Travel from Faro in an air-conditioned van with guide Claire to four coastal highlights: Praia da Marinha, the top of Benagil Cave, Algar Seco, and Senhora da Rocha. Expect an easy to moderate cliff walk, striking viewpoints, free beach time, and optional snorkeling when sea conditions are safe. Groups are limited to eight.

“Clare was lovely. Our family had a great time. The views were amazing and the time on the beach was relaxing. The hike was beautiful and easy. I was not scared of the cliffs at all, and I am not a fan of heights. I felt safe.”

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From Porto: Hike, Swim or just Explore Gerês National Park - Choose between a scenic loop and a 10-kilometer walk
Braga Tours, Hiking & Trekking, National Park Tours in Braga, National Parks, Tour Reviews

From Porto: Hike, Swim or just Explore Gerês National Park

10.Hike, Swim or just Explore Gerês National Park

★★★★★★★★★★4.8 · 323 reviews · from $77

Spend 9.5 hours traveling from Porto to Gerês National Park with a multilingual guide. Choose a relaxed waterfall loop with lunch, or, from June to September, hike 10 kilometers to seven natural pools. Guides such as André and Rui are known for friendly, entertaining outings, but bring water, sun protection, and sturdy shoes.

“Two of us joined the hiking/swimming trip. The scenery was stunning and the pools beautiful. The hike was a nice distance - a decent amount to enjoy the scenery and exercise, but not too challenging. Our guide Rui was fantastic. Really friendly and knowledgeable and made sure we had a lovely day. It was a nice, small friendly group.”

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From Funchal: Ponta de São Lourenço/Caniçal Full-Day Hike - The opening trail and Madeira’s eastern geology
Full-Day, Hiking & Trekking, Hiking Tours in Madeira, Madeira Tours, Tour Reviews

From Funchal: Ponta de São Lourenço/Caniçal Full-Day Hike

11.Ponta de São Lourenço/Caniçal Full-Day Hike

★★★★★★★★★★4.6 · 262 reviews · 8 hours · from $50

Join Lido Tours for an 8-hour guided hike from Funchal to Madeira’s rugged eastern peninsula. Walk between the north and south coasts, learn about local plants, wildlife, and volcanic rock, then swim in clear ocean water if conditions allow. Guides may include Rubi, Charlotte, Sergio, or Sarah. Pickup is available from selected hotels.

“Hike with amazing landscapes 😍 It can get quite muddy and slippery, so good walking shoes are a must. This hike is a back and forth hike, but there’s a possibility to return by speedboat (€15-€25) if the sea allows it. Our guide Sarah and driver Nono were amazing, we had a really good chat and everyone in the group felt appreciated. We also got the right amount of explanation about the fauna, flora and geology of the place. There’s also the possibility to go for a swim during lunch break, so be sure to pack a swimsuit. I really recommend Lido Tours for their amazing sense of organization: they…”

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Madeira: Pico Ruivo Guided Sunrise Hike with Hotel Pickup - The early pickup and one-hour drive
Guided, Hiking & Trekking, Hiking Tours in Madeira, Madeira Tours, Morning, Mountain Peak Hikes, Tour Reviews

Madeira: Pico Ruivo Guided Sunrise Hike with Hotel Pickup

12.Pico Ruivo Guided Sunrise Hike with Hotel Pickup

★★★★★★★★★★5.0 · 257 reviews · 5 hours · from $68

Join Carlos and a small group of up to eight for a pre-dawn climb from Achada do Teixeira to Pico Ruivo. You’ll walk 2.5 kilometers and gain 260 meters under the stars, using a head torch, then watch sunrise from Madeira’s highest point. Hotel transfers, tea, and a granola bar are included.

“Carlos was a superb guide and provided us with true Madeira’s experience without feeling rushed . Thank you for they !!!”

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From Lisbon: Sintra, Pena Palace & Cabo da Roca Hiking Tour - Pena Palace and the hills above Sintra
Hiking & Trekking, Palace Tours, Sintra Tours, Tour Reviews, Tours

From Lisbon: Sintra, Pena Palace & Cabo da Roca Hiking Tour

13.Sintra, Pena Palace & Cabo da Roca Hiking Tour

★★★★★★★★★★4.7 · 211 reviews · 6 hours · from $176

Travel from Lisbon in a small, air-conditioned van to Sintra, see Pena Palace from outside, stroll the village, then hike from Cabo da Roca to Praia da Adraga. Guides such as Rui, Jorge, Walter, and Pedro bring the history to life, while the 5-kilometer coastal route adds cliffs, forest, vineyards, and Atlantic views.

“It was excellent. The explanations started with the drive and we saw the beautiful palace (do not miss) and Cabo da Roca. Jorge the guide was perfect.”

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Porto: Paiva Walkways and Suspension Bridge Hike with Lunch - Starting from Porto and crossing the mountains
Arouca Tours, Hiking & Trekking, Suspension Bridge Walks, Tour Reviews

Porto: Paiva Walkways and Suspension Bridge Hike with Lunch

14.Paiva Walkways and Suspension Bridge Hike with Lunch

★★★★★★★★★★4.9 · 202 reviews · from $111

Leave Porto in a small group of up to eight for the 516 Arouca Bridge and an 8km downhill hike beside the Paiva River. Guides such as João, Ricardo, and Norberto add Portuguese history along the way. Lunch, Arouca convent sweets, entrance tickets, and transport are included, but good shoes and stamina are essential.

“It was such a fantastic day. Our guide, Marlo, was wonderful, the bridge, the hike, lunch everything was so great. My husband had no idea what we were doing because I set it all up, but we both loved it. Highly recommend!”

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From Funchal: Machico to Porto da Cruz Larano Cliff Hike - Machico’s fields and levadas ease you into the hike
Hiking & Trekking, Hiking Tours in Madeira, Madeira Tours, Tour Reviews

From Funchal: Machico to Porto da Cruz Larano Cliff Hike

15.Machico to Porto da Cruz Larano Cliff Hike

★★★★★★★★★★4.9 · 189 reviews · 8 hours · from $50

Spend a full day hiking Madeira’s Larano Cliff route from Machico to Porto da Cruz. Guides such as Charlotte and Sara explain local plants, farming, culture, and history as you pass levadas, fields, cliffs, and ocean viewpoints. The 12-kilometer walk takes about 4.5 hours and includes Funchal-area pickup, but narrow paths and exposed sections require steady footing and comfort with heights.

“This was my favorite tour I did during my entire trip in Madeira! Charlotte was fantastic and it was a beautiful walk. It wasn’t that hard, but the views were stunning! We had a fun group as well which helps too.”

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