Switch to the app and book faster and easier!

tourradar.com
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.

Select Date

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
1 Adult2 Adults, 1 Child2 Children

Who is travelling?

AdultsAges 18 or above

2

ChildrenUnder 18

0
  1. Madeira: The Island of Eternal SpringMap of Madeira: The Island of Eternal Spring

    Perfect for small private groups of 2-4 travelers seeking personalized access to Madeira with total flexibility. Your group gets exclusive access to a rental car, so you can spend as much time as you want at the Ponta de São Lourenço PR8 trail or Fanal Forest without fixed schedules. Unlike larger group tours, you'll have private moments at hidden gems like Véu da Noiva waterfall cascading into the ocean. Swim undisturbed at Praia do Porto do Seixal's black sandy beach. Customize your canyoning adventure with Epic Madeira at your own pace.

    Duration 8 days
    DestinationsFunchal, Monte, Faial, Santana, Ribeiro Frio, Caniçal, Rabacal, Pico do Arieiro Mountain, Pico Ruivo de Santana, Ribeira da JanelaSee all destinations
    Age Range All Ages Welcome
    Group Size Max Group Size 4
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$525
    View tour
  2. Active Madeira on Your OwnMap of Active Madeira on Your Own

    This private tour works for 2-4 travelers with flexible pacing, covering 14 destinations across Madeira Islands including Machico, Porto Moniz, and Curral das Freiras. Small group setup means spending more time at Caldeirão Verde waterfall or adjusting the difficulty on the challenging 19 km Pico Ruivo to Pico do Arieiro trek with 5 km elevation gain. A rental car and Worldee App Guide are included, so your group decides when to visit Cabo Girão (Europe's highest sea cliff at 580m) or swim at Seixal Black Sand Beach without waiting for others.

    Duration 9 days
    DestinationsRibeira Brava, Machico, Ilha, Faial, Santana, São Jorge, Pico Ruivo de Santana, Porto Moniz, Ribeira da Janela, PrazeresSee all destinations
    Age Range All Ages Welcome
    Group Size Max Group Size 4
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$618
    View tour
  3. Madeira in 8 Days: Scenic Road TripMap of Madeira in 8 Days: Scenic Road Trip
    Duration 8 days
    DestinationsMadeira Island, Santana, Machico, Pico do Arieiro Mountain, Pico Ruivo de Santana, Porto Moniz, Prazeres, Ponta Do Sol, Ribeira Brava, Funchal
    Age Range All Ages Welcome
    Group Size Max Group Size 4
    Group Type Private
    OperatorWorldee

    From

    US$545
    View tour
  4. Exploring Island of MadeiraMap of Exploring Island of Madeira

    This private, personalized trip through Madeira accommodates 2-4 travelers, creating an intimate setup that works well for couples or small families. You'll have a rental car and the Worldee App Guide as your 24/7 digital companion, giving complete flexibility to move at your own pace—stopping to photograph the 25 cascading waterfalls at Levada das 25 Fontes, spending extra time at the charming A-shaped casas de colmo houses in Santana, or pausing spontaneously at hidden viewpoints along the levada trails without the constraints of larger group schedules.

    Duration 9 days
    DestinationsFunchal, Machico, Monte, Porto da Cruz, Santana, Ribeiro Frio, Sao Vicente, São Jorge
    Age Range All Ages Welcome
    Group Size Max Group Size 4
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$563
    View tour
  5. Active MadeiraMap of Active Madeira

    This private, personalized adventure accommodates 2-4 travelers, providing an intimate way to see Madeira's diverse landscapes. With complete flexibility in your rental car, you'll navigate at your own pace from Funchal's botanical gardens to Pico Ruivo's 1,862-meter summit, adjusting hiking times to avoid crowds at popular spots like the 25 fountains and Risco waterfall. Small group size allows spontaneous stops along levada trails, extended photo sessions at Fanal's UNESCO-listed laurel forest, and unhurried walks through Santana's traditional Casas de colmo houses.

    Duration 7 days
    DestinationsFunchal, Monte, Pico Ruivo de Santana, Pico do Arieiro Mountain, Porto Moniz, Santana, Caniçal
    Age Range All Ages Welcome
    Group Size Max Group Size 4
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$622
    View tour
  6. Hike Madeira (Easy)Map of Hike Madeira (Easy)
    Hiking & Trekking

    Groups are capped at 16 travelers, creating a more intimate way to see Madeira's landscapes and coastal areas. With fewer people, you'll have better access to your guide for questions about the island's levadas, viewpoints, and local culture as you move between stops. Smaller numbers mean navigating narrow mountain paths and traditional villages more easily, with more flexibility if someone wants to spend extra time at a particular viewpoint or take photos without holding up a large crowd.

    Duration 8 days
    DestinationsMadeira Island, Rabacal, Funchal, Ponta Do Sol
    Age Range Ages 16+
    Operated in Only: German
    Group Size Max Group Size 12
    Group Type Group
    OperatorASI Reisen

    From

    US$1,961
    View tour
  7. Walk Madeira's Highlights (8 days)Map of Walk Madeira's Highlights (8 days)
    Hiking & Trekking

    Travel with an intimate group of 2-12 people and get personalized attention from your authorized ASI mountain guide throughout all hikes. Small group size allows flexible pacing on moderate trails like the Levada do Furado and makes spontaneous stops at viewpoints across Madeira's peaks easy. Fewer hikers mean easier navigation through narrow levada paths and more meaningful interactions during lunches at mountain huts.

    Duration 8 days
    DestinationsFunchal, Rabacal
    Age Range Ages 16+
    Operated in Only: German
    Group Size Max Group Size 12
    Group Type Group
    OperatorASI Reisen

    From

    US$2,054
    View tour
  8. Madeira by Bike 8 DaysMap of Madeira by Bike 8 Days
    Bicycle

    This private self-guided tour works for groups from 4 to 1 rider, giving complete flexibility in daily pacing across 8 days of cycling. Solo travelers get personalized routes with digital navigation apps and local support numbers, tackling challenging stages like the 37km descent from Bica da Cana on their own. Small groups can check out Santana's triangular A-frame houses and Porto da Cruz's historic rum distillery, with luggage transfers between 7 nights of accommodation so riders can focus on Madeira's coastal roads.

    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$1,756
    View tour
  9. Madeira Crossing - 8 daysMap of Madeira Crossing - 8 days
    Hiking & Trekking

    This guided hiking trip keeps groups between 4-15 travelers, creating a close-knit atmosphere as you hike through Madeira's terrain together. Your authorized ASI mountain guide leads safely through challenging tunnels on the north coast path (you'll need flashlights) and up to Pico do Arieiro at 1,818 meters and Pico Ruivo at 1,862 meters - Madeira's highest peaks. You'll stay at the 4-star Quinta da Penha de França in Funchal and Hotel Aqua Natura Bay in Porto Moniz as base camps for your adventures. The group hikes the levadas irrigation systems through Ribeira da Janela valley and treks across the fern-covered Paúl da Serra plateau, sharing accomplishments along the way.

    Duration 8 days
    DestinationsPorto Moniz, Porto da Cruz, Funchal
    Age Range Ages 16+
    Operated in Only: German
    Group Size Max Group Size 15
    Group Type Group
    OperatorASI Reisen

    From

    US$2,317
    View tour
  10. Hike Maderia (Comfort)Map of Hike Maderia (Comfort)
    Hiking & Trekking

    Small groups of 4-12 hikers walk through Madeira's laurel forests and levada trails, with personalized attention from an ASI mountain guide throughout terraced slopes and mountain peaks. You'll stay at the 5-star Quinta Mirabela hotel in Funchal, where the intimate group size helps connect with fellow travelers while hiking from Pico do Arieiro through stone landscapes to Rabaçal's 25 springs. The compact group allows flexible pacing through Folhadal valley and Machico's scenic north coast, suitable for ages 16+.

    Duration 8 days
    DestinationsMadeira Island, Machico, Funchal, Rabacal, Pico do Arieiro Mountain
    Age Range Ages 16+
    Operated in Only: German
    Group Size Max Group Size 12
    Group Type Group
    OperatorASI Reisen

    From

    US$2,487
    View tour
Want to explore even more?

Adventure is better together

Share your stories, ask your questions, and fuel your wanderlust with a community of explorers.

Community Banner Thread

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