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Madeira Small Group Tours
Madeira Small Group Tours

Madeira Small Group Tours

Ever dreamed of exploring Madeira's dramatic levada trails, discovering Funchal's gardens and tasting that fortified wine right where they make it? These small-group island trips balance coastal walks with mountain hikes, traditional villages with subtropical forests. Portugal's Atlantic gem has got these incredible paths carved into cliffs, amazing botanical stuff and volcanic landscapes that feel genuinely otherworldly.

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2026

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2027

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2028

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1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
  1. Madeira Uncovered: A 6-Day Island DiscoveryMap of Madeira Uncovered: A 6-Day Island Discovery
    Explorer
    Duration 6 days
    DestinationsFunchal, Pico do Arieiro Mountain, Ribeiro Frio, Ponta de São Lourenço, Machico, Camara de Lobos, Ribeira Brava, Sao Vicente, Porto Moniz, Madeira Island
    Age Range Ages 8+
    Group Size Max Group Size 10
    Group Type PrivatePersonalized
    OperatorOmega Tours

    From

    US$3,429
    View tour
  2. Active MadeiraMap of Active Madeira

    Built for 2-4 travelers, this private trip gives you a rental car and 24/7 digital guide so you can adjust hiking distances on routes like Pico do Arieiro to Pico Ruivo, swim longer at 25 Fontes Falls, or wait in Fanal forest when fog rolls in and creates its mystical vibe.

    Duration 7 days
    DestinationsFunchal, Pico do Arieiro Mountain, Pico Ruivo de Santana, Madeira Island, Porto Moniz, Santana
    Age Range All Ages Welcome
    Group Size Max Group Size 5
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$494
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  3. Madeira: The Island of Eternal SpringMap of Madeira: The Island of Eternal Spring

    Join 2-4 travelers and tackle Madeira's landscapes at your own pace, from the challenging PR1 peak hike with flashlight-required tunnels to relaxed walks through Monte Palace's 7-hectare gardens. Small group size lets you personalize timing on the Pico do Arieiro to Pico Ruivo trek and try optional canyoning.

    Duration 8 days
    DestinationsFunchal, Monte, Mercado dos Lavradores, Ponta de São Lourenço, Caniçal, Faial, Santana, Rabacal, Anjos, Ponta Do SolSee all destinations
    Age Range All Ages Welcome
    Group Size Max Group Size 5
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$511
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  4. Active Madeira on Your OwnMap of Active Madeira on Your Own

    This private tour fits 2-4 travelers so families and couples can go at their own pace with a rental car and digital guide. You can extend stops at places like Garganta Funda Viewpoint or adjust hiking times on Levada Nova's 7 km, 4-hour route, plus spend more time at Curral das Freiras' natural river pools.

    Duration 9 days
    DestinationsMachico, Faial, Santana, Funchal, Caniço, Pico Ruivo de Santana, Pico do Arieiro Mountain, Peneda-Geres National Park, Sao Vicente, Ribeira da JanelaSee all destinations
    Age Range All Ages Welcome
    Group Size Max Group Size 4
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$704
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  5. Exploring Island of MadeiraMap of Exploring Island of Madeira

    Built for private groups of 2-4 people, you'll get a rental car and total freedom to create your own schedule around Madeira. Drive to Porto da Cruz's surf beaches, stop at the North Mills Distillery to taste local rum, and find the mystical Fanal laurel forest when it's misty, then pick between tough hikes.

    Duration 9 days
    DestinationsMachico, Funchal, Camara de Lobos, Porto da Cruz, Santana, Madeira Island, Rabacal, São Jorge, Sao Vicente, Ponta de São Lourenço
    Age Range All Ages Welcome
    Group Size Max Group Size 4
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$787
    View tour
  6. Madeira in 8 Days: Scenic Road TripMap of Madeira in 8 Days: Scenic Road Trip

    This private tour for 2-4 people gives you a rental car so you can set your own pace around Madeira. Hike to 25 Fontes waterfall, catch sunrise at Pico do Arieiro, or spend as long as you want at Machico beach. Le Vingale apartment has cooking facilities for shared meals, and the Worldee App Guide keeps you on track.

    Duration 8 days
    DestinationsMadeira Island, Funchal, Ponta de São Lourenço, Machico, Santana, Pico do Arieiro Mountain, Pico Ruivo de Santana, Porto Moniz, Prazeres, Ponta Do SolSee all destinations
    Age Range All Ages Welcome
    Group Size Max Group Size 4
    Group Type Private
    OperatorWorldee

    From

    US$556
    View tour
  7. Walk Madeira's Highlights (8 days)Map of Walk Madeira's Highlights (8 days)
    Hiking & Trekking

    This small group tour takes 2-12 travelers aged 16-80 on guided hikes with an authorized ASI mountain guide through Madeira's volcanic terrain. Walk the Levada do Furado through ancient forest and follow the coastal path to Boca do Risco at 550 meters, then climb to Pico Ruivo at 1,862 meters.

    Duration 8 days
    DestinationsMadeira Island, Santo da Serra, Caniçal, Machico, Pico do Arieiro Mountain, Pico Ruivo de Santana, Curral das Freiras
    Age Range Ages 16+
    Operated in Only: German
    Group Size Max Group Size 12
    Group Type Group
    OperatorASI Reisen

    From

    US$2,044
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  8. Hike Madeira (Easy)Map of Hike Madeira (Easy)
    Hiking & Trekking

    This fully guided tour takes small groups of 4-12 travelers (ages 16-80) with an authorized ASI mountain guide. The intimate size works well for navigating the 2,600-foot levada tunnel near Rabaçal, climbing to Pico Ruivo's 6,109-foot summit, and smaller groups mean flexible pacing on easy-rated hikes.

    Duration 8 days
    DestinationsMadeira Island, Funchal, Paul da Serra, Machico, Caniçal, Ponta de São Lourenço, Camara de Lobos, Estreito de Câmara de Lobos, Porto da Cruz, Pico Ruivo de Santana
    Age Range Ages 16+
    Operated in Only: German
    Group Size Max Group Size 12
    Group Type Group
    OperatorASI Reisen

    From

    US$1,956
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  9. Crossing Madeira - from east to West with hotel comfort (8 Days)Map of Crossing Madeira - from east to West with hotel comfort (8 Days)
    Hiking & Trekking

    Groups have 8-12 people (max 15), so you'll get a more personal hiking trip that works well for Madeira's narrow levada paths and mountain trails. Your ASI mountain guide can share details about places like the laurel forests of Fanal and help everyone safely reach the Pico Ruivo summit at 1,862m.

    Duration 8 days
    DestinationsMadeira, Funchal, Machico, Pico do Facho, Porto da Cruz, Achada de Texeira, Pico Ruivo de Santana, Pico do Arieiro Mountain, Curral das Freiras, Porto MonizSee all destinations
    Age Range Ages 16+
    Operated in Only: German
    Group Size Max Group Size 15
    Group Type Group
    OperatorASI Reisen

    From

    US$2,366
    View tour
  10. Madeira by Bike 8 DaysMap of Madeira by Bike 8 Days
    Bicycle

    This private tour for groups of 4+ riders (ages 16-80) offers personalized pacing through Madeira's mountain roads, with luggage transferred between accommodations in Santa Cruz, Santana, Porto Moniz, and Funchal. Small group setup means you can extend rides to tougher routes like the 53km climb to Pico do Areeiro.

    Duration 8 days
    DestinationsSanta Cruz, Camacha, Santana, Porto, Porto da Cruz, Porto Moniz, Prazeres, Ribeira Brava, Funchal, Camara de LobosSee all destinations
    Age Range Ages 16+
    Operated in Only: German
    Group Size Max Group Size 1
    Group Type PrivatePersonalized
    OperatorASI Reisen

    From

    US$1,757
    View tour
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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