Loading...

Hiking in Madeira

When you think about a series of islands that’s famous for its wine and sunshine, your initial reaction probably isn’t to hike all across it. We’re here to prove that it should be. Immerse yourself in Madeira’s mesmerizing flavours, volcanic landscapes, and rich culture and history on this six-day hiking adventure.

On Sale
6 DaysSantana to Funchal
Valid on May 5 2026Trip Code: EPHM
From $1087.15 USDIncluding taxes and fees

Is this tour for me?

Travel Style: Active

Hiking, trekking, biking, rafting, and kayaking adventures all over the world, made for outdoor types.

Service Level: Standard

Comfortable tourist-class accommodations with character; mix of public and private transport.

Physical Grading: 4 - Demanding

Some high-altitude hikes or more strenuous activities, but accessible to most healthy travellers.

Trip Type: Small Group

Group trips average 12 travellers per departure, depending on the adventure. The maximum is usually no more than 16, but some can be smaller or bigger, depending on the trip. Check individual trips for details.

Age requirements: 12+

All travellers under age 18 must be accompanied by an adult.

Check Your Visa Requirements

Before booking, use our handy entry requirements tool so you know which documents you need to enter and travel through the countries on your trip.

Hiking in Madeira - Itinerary

Trip Start: SantanaTrip End: Funchal

DAY 1

Santana

Arrive at any time. Tonight, meet your CEO and fellow travellers at the welcome meeting, then opt to head out for dinner with the group.

Welcome Moment - Meet Your CEO and Group:
Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Opt to join the group for a local meal afterwards. Don't forget to see the notice in the lobby (or ask reception) for the official time and place to meet up with the group.

Hotel O Colmo Santana:
Hotel O Colmo Santana

Optional Activities

Hiking in Madeira - Itinerary

Trip Start: SantanaTrip End: Funchal
DAY 1
Santana

DAY 1

Santana

Arrive at any time. Tonight, meet your CEO and fellow travellers at the welcome meeting, then opt to head out for dinner with the group.

Welcome Moment - Meet Your CEO and Group:
Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Opt to join the group for a local meal afterwards. Don't forget to see the notice in the lobby (or ask reception) for the official time and place to meet up with the group.

Hotel O Colmo Santana:
Hotel O Colmo Santana

Optional Activities

DAY 2
Santana
+
DAY 3
Santana/Funchal
+
DAY 4
Funchal
+
DAY 5
Funchal
+
DAY 6
Funchal
+

What’s Included

  • Your Welcome Moment: Welcome Moment - Meet Your CEO and Group
  • Hiking to Boca do Risco from Machico near Santana
  • Pico do Arieiro
  • Cabo Girão Cliffs and Skywalk
  • Hike to São Lourenço Pont.
Accommodations
  • Hotels (5 nts).
Meals
  • 5 breakfasts, 3 lunches
Transportation
  • Private vehicle, walking.
Staff & experts
  • CEO (Chief Experience Officer) throughout.

Hiking in Madeira Departure Dates

All Years

StartEndingAvailabilityPrices from
Sat, Feb 14 2026Thu, Feb 19 2026Sold Out $1,151.1 USD
(price includes taxes and fees)
Sat, Feb 21 2026Thu, Feb 26 2026Sold Out $1,087.15 USD
(price includes taxes and fees)
Sat, Feb 28 2026Thu, Mar 05 2026Request (5)$1,087.15 USD
(price includes taxes and fees)
Sat, Mar 21 2026Thu, Mar 26 2026Sold Out $1,151.1 USD
(price includes taxes and fees)
Sat, Mar 28 2026Thu, Apr 02 2026Sold Out $1,151.1 USD
(price includes taxes and fees)
Sat, Apr 04 2026Thu, Apr 09 2026Sold Out $1,295.1 USD
(price includes taxes and fees)
Sat, Apr 11 2026Thu, Apr 16 2026Open (1)$1,295.1 USD
(price includes taxes and fees)

USEFUL INFO

Your Welcome Moment: Welcome Moment - Meet Your CEO and Group. Hiking to Boca do Risco from Machico near Santana. Pico do Arieiro. Cabo Girão Cliffs and Skywalk. Hike to São Lourenço Pont.

Trek to one of the highest peaks in Madeira, Discover the history of A-Frame houses in Santana, Hike the gorgeous Larano Trail, See the jaw-dropping view from the Cabo Girao cliffs and Skywalk, Wander through Laurisilva forest - a subtropical forest and UNESCO World Heritage site

While it is our intention to adhere to the route described below, there is a certain amount of flexibility built into the itinerary and on occasion it may be necessary, or desirable to make alterations. The itinerary is brief, as we never know exactly where our journey will take us. Due to our style of travel and the regions we visit, travel can be unpredictable. The Trip Details document is a general guide to the tour and region and any mention of specific destinations or wildlife is by no means a guarantee that they will be visited or encountered. Aboard expedition trips visits to research stations depend on final permission.

Additionally, any travel times listed are approximations only and subject to vary due to local circumstances.

1. LOCAL GUIDES
It is important to note that in Europe, all guiding is based around local guides all of whom are licensed to work only in a particular city. As such, our leaders are able to provide orientation walks which will show you the layout of each town and city as well as the location of local services such as post offices and laundromats, but are unable to legally share historical facts and figures in public places.

2. LUGGAGE
In Europe it is very rare to find elevators in train stations, hotels or other public places. We use public transport on this trip, which means you will need to carry your luggage from platform to platform, in and out of trains and buses etc. and also possibly up several flights of stairs. You will also need to be able to stow your luggage safely on trains and buses. It is therefore essential that you pack light and bring luggage which is compact and lightweight, and which you can easily transport. The carrying of your luggage remains your responsibility at all times.

3. OPTIONAL ACTIVITIES NOTE:
During high season in Europe (May-October) we highly recommend booking reservations for any popular optional activities/museum tickets etc. in advance to avoid encountering sold-out activities on the ground while on tour.

Max 15, Avg 12.

chat