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.
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.


ADVENTURE ITINERARY


ULTRASKYRUNNING MADEIRA - CHOOSE YOUR RACE DISTANCE


WHAT TO EXPECT:


THE ADVENTURE INVESTMENT

$3495 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

In June, I went on my first trail running vacation with Trail Run Adventures in Madeira, and it was nothing short of extraordinary. From the meticulous planning and support from Anna and Braz, to the awe-inspiring trails we ran each day, every element of the trip was seamless.
— Kylie M, June 2025