MADEIRA ADVENTURE OCTOBER

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Overview

MADEIRA ADVENTURE OCTOBER
Madeira
Oct 25 - 31, 2026
Trail Run Adventures, LLC image
Trail Run Adventures, LLC
$3,295
Deposit: $500

About this trip

VOLCANIC BEAUTY, UNESCO LANDSCAPES, YEAR-ROUND SUNSHINE

The archipelago of Madeira is situated in the north Atlantic Ocean, southwest of Portugal. It is famous for its wine, local food, historical and cultural value, immensely beautiful and lush landscape, and of course, incredible mountain trails that ‘Trail Run Adventures’ fell in love with. We will explore all of the main corners of the island, the high points of Pico Ruivo and its neighbouring peaks, ancient levadas, waterfalls, tunnels, sandy and rocky beaches, and the famous city of Funchal.

RUNNING DISTANCES

Our trails are subject to change as we tailor our days to provide you with the best possible experience under daily conditions. However, you can expect to run from 1 hour to 4 hours, or 10-23km each day, with the longer trails being a combination of hiking uphill and trail running. We frequently stop to re-group, catch our breath, take photos, and soak in the beautiful scenery, so the distances are not run non-stop.

DIFFICUTY RATING (1-5)

3 (Moderate Difficulty)

This trip is rated a 3, for moderate difficulty. Some of the runs can be cut short, but some of the terrain is steep and technical. Everyone will be able to run their own pace, so the trip is suitable for anyone comfortable with technical terrain. You should be regularly running 10km+ to prepare for this trip.

What's included

Accommodation

At the stunning Quinta do Furao (based on twin/double shared rooms. Single room upgrade is $800

Meals

Breakfast buffet, packed lunches, and dinner at the delicious Quinta do Furao restaurant. All dietary requirements can be catered to.

Activities

Whale/Dolphin watching tour on a private Catamaran. Equipment for all adventures

Local guides

Transport

Airport transfers and all transportation while in Madeira

Yoga/Stretch/Core Streng

What's not included

Flights

(Please do NOT make travel arrangements until we notify you that the group size has met the minimum)

Snacks

Additional snack foods, race food (gels, bars, electrolytes etc)

Personal spending

Massages

(Can be arranged at hotels)

MANDATORY INSURANCE

Personal travel and medical insurance

Alcohol and other drinks

Offsite restaurant Lunch

Tips

Laundry service

(available at hotel $$)

DAY 1

DAY 1 image

25th OCTOBER: ARRIVAL

Meals: Dinner

Run: ~10km, coastal

Activities:

  • Arrival in Funchal, shuttle to hotel. *Please choose flight times that allow you to arrive by early afternoon, so that you can join the evening run at 5pm and dinner/briefing at 7pm.

  • Check-in to hotel from 2pm

  • Briefing before dinner

  • Dinner at Hotel

DAY 2

DAY 2  image

26th OCTOBER: RUN + HIKE PICO RUIVO

Meals: Breakfast, Lunch + Dinner

Run: ~23km, Madeira’s highest peak, Pico Ruivo.

Starting at Teixeira, running up high above the clouds to Pico Ruivo and then following the unique pathway connecting to Pico Areeiro. Arrive at the restaurant for any extra energy bites you need to get you to the finish. Amazing to see the 360 views of the entire island!

Activities:

  • Breakfast Buffet

  • Packed lunch provided upon request

  • Wine tasting

  • Dinner at Hotel

DAY 3

DAY 3  image

27th OCTOBER: RUN THE COASTAL RIDGES, MACHICO - PORTO DA CRUZ

Meals: Breakfast + Dinner

Run: ~20km, coastal ridge

Activities:

  • Breakfast Buffet

  • Lunch at a local restaurant after our run (*Additional Cost)

  • Surf Lessons (all gear is provided)

  • Dinner at Hotel

DAY 4

DAY 4 image

28th OCTOBER: CANYONING ADVENTURE

Meals: Breakfast, Lunch + Dinner

Run: Today we go Canyoning!

Activities:

  • Breakfast Buffet

  • Packed Lunch provided

  • Canyoning 3-4 hours (all gear is provided)

  • Evening Yoga/Stretch/Core strength

  • Dinner at Hotel

DAY 5

DAY 5  image

29th OCTOBER: RUN LEVADAS, RIBEIRO FRIO - PORTELA

Meals: Breakfast, Lunch + Dinner

Run: ~12km, stunning Levadas

Activities:

  • Breakfast Buffet

  • Packed Lunch provided or optional restaurant lunch (not included)

  • Shuttle to Funchal

  • Explore Funchal

  • Board a luxurious private Catamaran for Whale/Dolphin watching, afternoon snacks, drinks, and water activities.

  • Dinner at Hotel

DAY 6

DAY 6 image

Sunday, November 8th - TRAIL RUN DAY 230th OCTOBER: MOUNTAINS TO PORTO

Meals: Breakfast, Lunch + Dinner

Run: 3-4 hours in the mountains, with a mix of hiking and running.

Activities:

  • Breakfast Buffet

  • Enjoy the natural swimming pools at Porto Moniz

  • Lunch at a local restaurant (*Additional Cost)

  • Goodbye dinner and drinks at the hotel

DAY 7

DAY 7 image

31st OCTOBER: DEPARTURE

Meals: Breakfast

Time to say goodbye…

  • Shuttles to the Airport

  • Or stay in Madeira for extra night/s at your own expense. We can recommend activities!

About your organizer

Trail Run Adventure trips are custom-made to accommodate all levels of runners, from beginner to advanced and everything in between. With Trail Run Adventures, you’ll see more of the world from a trail. Our guided and unguided trips handle all the details such as activities, food, accommodations, and unforgettable running trails for once-in-a-lifetime adventures like none other.

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