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Hiking & Trekking Tours & Trips in Portugal
Hiking & Trekking Tours & Trips in Portugal

Hiking & Trekking Tours & Trips in Portugal

Hiking and Portugal go together like salt and pepper. Have you ever dreamed of exploring Sabrosa, Magellan's birthplace, tasting wines at Douro quintas, or cruising on historic rabelo boats? How about hiking through vineyards to medieval Lamego, cycling Porto's riverside to Ribeira, strolling Vila Nova de Milfontes, and hiking Fishermen's Trail to Zambujeira do Mar? Portugal's trails are yours.

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AdultsAges 18 or above

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  • Jennifer•traveled in May4.0
    The hotel was very comfortable and well located. The daily hikes were really interesting, as a result of the excellent local guides who shared their knowledge and experience of the island. I found the hikes much more challenging than expected from the description of 'soft trekking' suitable for people up to age 90. The terrain was difficult at times and the hikes involved a lot of up and down hill.
    São Miguel Soft Hiking
  • Robin•traveled in October4.0
    Beautiful island, interesting walking and good meals. Great company and caring guiding.
    Walking the Island of Madeira
  • Suzanne•traveled in October5.0
    Authentic Trails provided fantastic support throughout our hike. From beginning to end, Teresa was always responsive, helpful and prompt. This was particularly important as were doing a self guided tour and reliant on GPS - all went well, and Teresa was quick to respond to any questions. The accommodation was beautiful, restaurants at the hotels provided delicious options. Would recommend taking the option of picnic lunches or making sure you have plenty of snacks for the trek as the hikes included remote, authentic trails throughout the vineyards. The scenery was beautiful, true hikes through different terrain. Teresa and the team made sure the experience was authentic with a bit of luxury at the end of the day. Special thought was given to make our experience a special one.
    Douro Wine Region self-guided hike tour
  1. Walking the Island of MadeiraMap of Walking the Island of Madeira
    Hiking & Trekking

    Madeira's scenic landscapes range from coastal paths along Ponta de São Lourenço to mountain trails reaching Pico Ruivo (6,109ft). Ancient levadas wind through Queimadas Natural Park, while Porto da Cruz showcases traditional rum production.

    Duration 8 days
    DestinationsMadeira Island, Ponta de São Lourenço, Caniçal, Porto da Cruz, Porto Moniz, Madeira, Paul da Serra, Ribeira da Janela, Funchal, Pico do Arieiro MountainSee all destinations
    Age Range Ages 16+
    Physical Rating Moderate
    Distance 110 mi
    OperatorExodus Adventure Travels

    From

    US$2,990
    View tour
  2. Madeira, self-guided hike in an extraordinary gardenMap of Madeira, self-guided hike in an extraordinary garden
    Hiking & Trekking

    This 8-day adventure takes you up 900m climbs to Pico Ruivo and along ridgeline walks from Pico de Ariero through heather forests and rock tunnels. Daily routes cover 13-17km following historic levadas like Levada do Furado, crossing Paul da Serra plateau beneath giant wind turbines, with natural pool swimming in Porto da Cruz.

    Duration 8 days
    DestinationsFunchal, Machico, Ponta de São Lourenço, Porto da Cruz, Caniçal, Faial, Ribeiro Frio, São Roque do Faial, Pico do Arieiro Mountain, Pico Ruivo de SantanaSee all destinations
    Age Range Ages 16+
    Distance 67 mi
    OperatorGrand Angle

    From

    US$1,199
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  3. Walking in the AzoresMap of Walking in the Azores
    Hiking & Trekking

    The dramatic Azores archipelago unfolds from Pico's UNESCO vineyards to São Jorge's coastal paths. Daily guided hikes weave through Caldeira crater circuit with options for Mount Pico summit. Local culture comes alive through cheese tasting and visits to traditional coffee plantations.

    Duration 8 days
    DestinationsMadalena, Pico Island, Sao Jorge Island, Faial Island, Horta
    Age Range Ages 16+
    Physical Rating Moderate
    Distance 85 mi
    OperatorExodus Adventure Travels

    From

    US$4,390
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  4. Hiking in Madeira (from Funchal to Santo da Serra)Map of Hiking in Madeira (from Funchal to Santo da Serra)
    Hiking & Trekking

    Summit Pico do Ruivo, Portugal's highest island peak, via the challenging Vereda do Pico do Ruivo trail with panoramic mountain views. Walk through ancient Fanal laurel forests and hike the coastal route from Machico to Porto da Cruz, passing orange-roofed villages along the way.

    Duration 7 days
    DestinationsFunchal, Estreito de Câmara de Lobos, Jardim do Mar, Paul do Mar, Prazeres, Estreito da Calheta, Calheta, Seixal, Santo António da Serra, MachicoSee all destinations
    Age Range Ages 15+
    Distance 1259 mi
    OperatorIntrepid Travel

    From

    US$1,995
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  5. Douro Wine Region self-guided hike tourMap of Douro Wine Region self-guided hike tour
    Hiking & Trekking

    Portugal's premier wine region reveals itself through 11-16km daily walks from Sabrosa to Régua. Ancient paths combine challenging vineyard ascents with riverside walks, featuring stops at historic quintas and Pinhão's azulejo-adorned station.

    Duration 9 days
    DestinationsPorto, Sabrosa, Fermentoes, Provesende, Pinhao, Ucanha, Lamego, Peso da Regua
    Age Range Ages 16+
    Operated in English, Portuguese, Spanish
    Physical Rating Easy
    Distance 211 mi
    OperatorAuthentic Trails

    From

    US$1,937
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  6. Discover Pico Island - Hiking, Sightseeing and MoreMap of Discover Pico Island - Hiking, Sightseeing and More
    Hiking & Trekking
    Duration 7 days
    DestinationsMadalena, São Roque, Pico Island
    Age Range Ages 6+
    Operated in English, Portuguese
    Physical Rating Easy
    Distance 357 mi
    OperatorFuturismo Azores Adventures

    From

    US$813
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  7. Hike the Rota Vicentina in PortugalMap of Hike the Rota Vicentina in Portugal
    Hiking & Trekking

    The rugged coastal paths from Malhao to Sagres await, with dramatic cliffs and ancient trails. Sandy sweeps of Aivados, steep terrain at Zambujeira do Mar, and the final stretch to Cabo de São Vicente unfold over 8 adventurous days.

    Duration 7 days
    DestinationsLisbon, Vila Nova de Milfontes, Almograve, Zambujeira, Aljezur, Vila do Bispo, Cabo de São Vicente, Sagres
    Age Range Ages 15+
    Distance 126 mi
    OperatorIntrepid Travel

    From

    US$1,995
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Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0

Select departure month

2026

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2027

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec

2028

Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec