OCTOBER 20th - 26th 2019 

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DATE: October 20th-26th, 2019 (Limited to 12 people)

WHERE: 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 flora and fauna 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, sandy and rocky beaches and the famous city Funchal whether by foot, bike, boat, board or water! We stay at the islands stunning Quinta do Furao which stands on a cliff top in Santana. It is surrounded with organic vines, vegetables and herbs including endemic plants of island. The comfort of the hotel includes a swimming pool, small gym, hot tub, massage room, games room, wonderful sea views from the rooms and to top it all off beautiful breakfast and dinner menus and buffets. 

WHAT: This trip is for all runners. We will cater the trails, distances and technicality specifically for you. This is an awesome opportunity for you and your partner to join a trip together and both get your fix! Run in the stunningly diverse mountains and along ancient viaducts, under waterfalls and through tunnels, canyoning, surfing, yoga, and a boat tour

Try something new, challenge yourself, take the step with Madeira trails! We are right there with you. And so is the local community, ready to take you on an adventure of a life time!

Trail time varies from 1-8 hours and can be adjusted to your ability or needs. Some runs may change depending on weather and will be slow moving, power hiking, steep, and technical so prepare accordingly. All runs will be measured in time rather than distance due to the vertical +/- and technical aspects of the trails (Always bring a running backpack to bring food, water, and a jacket with you. Please also include snacks and electrolytes as it can get very hot and humid). Other activities include, canyoning, surfing, yoga, boat tour, local dining and wine tour.

WHO: This adventure is for everyone. Madeira is full of adventures for us all. Some trails are extremely technical, some are smooth and flowy so we can make an adventure to fit everyone on the trip. This is an opportunity to run, surf, explore, swim, eat and drink and stretch out and relax together with Trail Run Adventures and local Madeira runners on their island, mountains and trails. 

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GUIDES FOR THIS ADVENTURE:  Braz, Goncalo Silva and Anna Frost


  • PRICE US$2295

  • US$500 non refundable deposit required to secure place, deposit can be transferred to another adventure.

  • Remaining balance due by July 1st 2019. Registrations after that date must be paid in full.

  • All tips included.


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

  • Personal travel and medical Insurance. We recommend: Global Rescue

  • Alcohol and other drinks

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

  • Personal spending - souvenirs etc.


  • Airport transfers and all transportation while in Madeira

  • Accommodation at the stunning Quinto do Furao (based on twin/double shared rooms. If you want a single room add $600 for the week)

  • Breakfast buffet, packed lunch and dinner at the delicious Quinto do Furao restaurant. All dietary requirements can be met

  • Equipment for all adventures

  • Local guides (no tips required as we have paid them well already!)

  • Yoga


DAY 1 - Sunday 20th

  • Arrival in Funchal, shuttle to hotel

  • Coastal run of 1 hour (depending on arrival time)

  • Wine tour at hotel

DAY 2 - Monday 21st

  • Breakfast at hotel

  • Run 4-5 hour on the on the top of the Island. Starting at Teixeira, running up high above the clouds to Pico Ruivo and then following the unique pathway of steps and single trail connecting to Pico Areeiro. Arrive at the restaurant for any extra energy bites you need to get you all the way back to the start. Amazing to see the 360 views of the entire island from both directions.

  • Packed lunch and snacks at cafe

  • Evening Yoga/Stretch

  • Dinner at hotel

DAY 3 - Tuesday 22nd

  • Breakfast at hotel

  • Run of 2-3 hours from the coastal village of Portela over the incredible ridges and back along a high coastal path to Porto da Cruz.

  • Pack Lunch

  • Surfing (all gear is provided)

  • Evening Yoga/Stretch

  • Dinner at hotel

DAY 4 - Wednesday 23rd

  • Breakfast at hotel

  • Canyoning (all gear is provided)

  • Packed Lunch

  • Run of 1-2 hours from the hotel to the small beach and steep ancient stone steps of Sao Jorge

  • Evening Yoga/Stretch

  • Dinner at hotel

DAY 5 - Thursday 24th

  • Breakfast at hotel

  • Run 1-3 hours at the stunning and diverse Ponta de St. Lourenco Peninsula

  • Lunch at restaurant

  • Boat tour from 2pm-6pm with snorkelling and maybe spotting some dolphins and whales!

  • Dinner at hotel

DAY 6 - Friday 25th

  • Breakfast at hotel

  • Run of 4-5 hours from Ilah along the ancient and incredible levadas engineering all the way to Cruzinhas via a 1.5km long tunnel

  • Lunch at restaurant

  • Farewell Dinner at hotel

DAY 7 - Saturday 26th - Goodbyes

  • Breakfast

  • Departures

More Questions? Please email us at: