JAN 24th-30th, 2027
$3295 USD
12 Person Limit
All Running Abilities
7 DAYS / 6 NIGHTS
 

A WORLD CLASS TRAIL RUNNING ADVENTURE
ON EUROPE’S MOST DRAMATIC ISLAND


WHY MADEIRA?

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.


Trail running vacations
RUN THE TRAILS: Explore world-class trails across Madeira’s most breathtaking landscapes — from lush levadas and dramatic ridgelines to rugged cliffs and ancient tunnels. Each run is pace-supported, with guided options tailored to suit all fitness levels. Need help training for this adventure? Our very own Anna Frost is here to help!
All inclusive trail running holidays
ALL INCLUSIVE: Relax in stunning ocean-view accommodation perched on a cliff edge, with all meals included. From fresh local cuisine and recovery-ready amenities, to all transport and activities on the island, everything is taken care of so you can focus on the adventure.
Trail running adventure activities
BEYOND THE TRAILS: Activities for the Adventure seekers — canyoning, surf lessons, yoga, and a private catamaran with whale and dolphin watching. You can even bring a spouse or friend who doesn’t run; there are lots of options for activities.


JANUARY 24th - JANUARY 30th, 2027

ADVENTURE ITINERARY

The running and adventures were nothing but extraordinary... the trails were amazing, good mix of terrain and loved ending so many in beach towns so we could jump into the water after.
The surfing, canyoning and boat trip were fun additions allowing us an opportunity to rest our legs while still doing more activities. Overall, it was a great trip and would highly recommend to anyone solo or with friends/couple. I definitely hope to join another in the future!
— Sarah, October 2024

WHAT TO EXPECT:


THE ADVENTURE INVESTMENT

$3295 USD

  • $500 non refundable deposit required to secure your place. The deposit can be transferred to another adventure, and will be refunded in full if the adventure doesn’t go ahead.

  • Remaining balance due by 90 days prior to adventure. Registrations made within 90 days of the trip date must be paid in full.


FREQUENTLY ASKED QUESTIONS & PACKING LIST


WHAT OUR CUSTOMERS ARE SAYING

The accommodation was stunning and peaceful with top-tier amenities, and the food was a highlight too.
This experience far exceeded my expectations. I came for the adventure, but I left with deep connections and friendships that will last a lifetime.
— Kylie M, June 2025