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.
JANUARY 25th - JANUARY 31st, 2026
ADVENTURE ITINERARY
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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
Wine tour and briefing
Dinner at Hotel
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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
Evening Yoga/Stretch/Core strength
Dinner at Hotel
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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)
Evening Yoga/Stretch/Core strength
Dinner at Hotel
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Meals: Breakfast, Lunch + Dinner
Run: Today we Canyon!
Activities:
Breakfast Buffet
Canyoning 3-4 hours (all gear is provided)
Evening Yoga/Stretch/Core strength
Dinner at Hotel
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Meals: Breakfast, Lunch + Dinner
Run: ~12km, stunning Levadas
Activities:
Breakfast Buffet
Shuttle to Funchal
Explore Funchal
Board a luxurious private Catamaran for Whale/Dolphin watching, afternoon tea and drinks, and water activities.
Dinner at Hotel
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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
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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!
“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!”
WHAT TO EXPECT:
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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.
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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.
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Adventure Travel: As we base ourselves at the stunning Quinta du Furão, Shuttles will transport the group around the island to the various trails and activities.
Flights: Once we have confirmed you can book flights, you will fly to Funchal (FNC), Madeira. Book a window seat if possible, as the views are spectacular flying in!
Airport Shuttles: Complimentary shuttles will be provided for airport pickup and drop-off, and confirmed 24 hours prior.
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Madeira’s official language is Portuguese and the currency is the Euro (€). While English is widely understood in tourist areas, learning a few local phrases goes a long way. To greet someone, say “Olá” (hello), and to express gratitude, say “Obrigado” if you're male, or “Obrigada” if you're female.
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Your home will be the beautiful Quinta do Furão, a cliff-top boutique hotel offering twin-share accommodation (single upgrade available), with stunning ocean views, a hot tub, pool, gym, cocktail bar, restaurants, and cellar door, all set in lush vineyard surroundings ideal for relaxation and recovery.
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Madeira’s subtropical climate offers year-round sunshine and mild temperatures, ranging from lows of 14°C to highs of 25°C on average. Perfect for trail running any time of year!
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Breakfast: Extensive and sumptuous buffet breakfast at the hotel.
Lunch: Lunches vary depending on the daily itinerary, from pizza, to ample packed lunches, and one or two offsite restaurant lunches at an additional cost.
Dinner: Nightly 3 course dinners at the hotel restaurant, featuring both indoor and outdoor dining with stunning sea and mountain views. The menu combines traditional Madeiran flavours with international dishes, emphasising local and organic ingredients, and is a definite highlight!
THE ADVENTURE INVESTMENT
$2995 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.
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Airport transfers and all transportation while in Madeira
Accommodation at the stunning Quinta do Furao (based on twin/double shared rooms. Single room upgrade is $800
Breakfast buffet, packed lunches, and dinner at the delicious Quinta do Furao restaurant
All dietary requirements can be catered to
Equipment for all adventures
Whale/Dolphin watching tour on a private Catamaran
Local guides
Yoga/Stretch/Core Strength
A guaranteed great time!
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Flights (Please do NOT make travel arrangements until we notify you that the group size has met the minimum)
Personal travel and medical insurance
Offsite restaurant Lunches
Alcohol and other drinks
Additional snack foods, race food (gels, bars, electrolytes etc)
Personal spending - souvenirs etc.
Massages (can be arranged at the hotel)
Extra days before or after the trip
Tips
Laundry service (available at hotel $$)
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.”
