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 Uncovered: A 6-Day Island DiscoveryMap of Madeira Uncovered: A 6-Day Island Discovery
    City & Culture
    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$3,372
    View tour
  2. Madeira: Mountains, Levadas, and Wild CoastlineMap of Madeira: Mountains, Levadas, and Wild Coastline
    Hiking & Trekking
    Duration 8 days
    DestinationsMadeira Island, Machico, Ponta de São Lourenço, Pico do Arieiro Mountain, Pico Ruivo de Santana, Porto Moniz, Calheta, Rabacal, Paul da Serra, Sao VicenteSee all destinations
    Age Range All Ages Welcome
    Group Size Max Group Size 5
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$705
    +$1,181 upfront costs
    View tour
  3. Madeira for Families with TeenagersMap of Madeira for Families with Teenagers
    Hiking & Trekking
    Duration 8 days
    DestinationsSanta Cruz, Faial, Pico do Arieiro Mountain, Ribeiro Frio, Funchal, Monte, Mercado dos Lavradores, Madeira Island, Ponta Do Sol, Ponta de São LourençoSee all destinations
    Age Range All Ages Welcome
    Group Size Max Group Size 5
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$604
    +$1,210 upfront costs
    View tour
  4. Madeira in 8 Days: A Scenic Road TripMap of Madeira in 8 Days: A Scenic Road Trip
    City & Culture

    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 5
    Group Type Private
    OperatorWorldee

    From

    US$488
    +$750 upfront costs
    View tour
  5. Active MadeiraMap of Active Madeira
    Hiking & Trekking

    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$603
    +$705 upfront costs
    View tour
  6. Escape to the Atlantic: Madeira & Porto SantoMap of Escape to the Atlantic: Madeira & Porto Santo
    Nature & Wildlife
    Duration 10 days
    DestinationsMadeira, Sao Vicente, Porto Moniz, Madeira Island, Camara de Lobos, Ponta Do Sol, Porto Santo, Funchal
    Age Range All Ages Welcome
    Group Size Max Group Size 5
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$988
    +$1,852 upfront costs
    View tour
  7. Active Madeira on Your OwnMap of Active Madeira on Your Own
    Hiking & Trekking

    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
    DestinationsMadeira Island, Machico, Faial, Santana, São Jorge, Pico Ruivo de Santana, Pico do Arieiro Mountain, Sao Vicente, Seixal, Ribeira da JanelaSee all destinations
    Age Range All Ages Welcome
    Group Size Max Group Size 5
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$764
    +$936 upfront costs
    View tour
  8. Madeira - 8 Day Adventure TourMap of Madeira - 8 Day Adventure Tour
    Nature & Wildlife
    Duration 8 days
    DestinationsFunchal, Madeira Island, Monte, Ribeira Brava, Paul da Serra, Rabacal, Porto Moniz, Curral das Freiras, Pico do Arieiro Mountain, SantanaSee all destinations
    Age Range Ages 18+
    Operated in Only: German
    Group Size Max Group Size 12
    Group Type Group
    OperatorChamaeleon

    From

    US$2,768
    View tour
  9. Exploring the Island of MadeiraMap of Exploring the Island of Madeira
    City & Culture

    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 5
    Group Type PrivatePersonalized
    OperatorWorldee

    From

    US$705
    +$961 upfront costs
    View tour
  10. Madeira HighlightsMap of Madeira Highlights
    Hiking & Trekking
    Duration 8 days
    DestinationsFunchal, Ponta Do Sol, Prazeres, Porto Moniz, Ponta de São Lourenço, Machico, Porto da Cruz, Arco de São Jorge, Monte, Camara de Lobos
    Age Range Ages 18+
    Operated in Only: German
    Group Size Max Group Size 14
    Group Type Group
    OperatorSKR Reisen

    From

    US$2,191
    Incl: Return flight (Frankfurt Intl Airport)
    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