Madeira Heartventure

Hiking Retreat in Madeira, Portugal

April 11-17, 2026

12 Spaces Available

Join us on the island of Madeira, Portugal, the Hawaii of Europe.

Personally, we think it’s Hawaii on steroids!

We will walk in the misty forests, along ancient levada’s and poke our heads above the clouds. We will explore the bustling city of Funchal as well as a couple smaller villages, learn about the history and culture of the island, and soak up the sun at our gorgeous villa.

Who is it for?

This retreat is for women who understand that hiking is rejuvenating, clarifying and one of the best ways to explore new places.

This retreat includes:

*4 hikes, plenty of time designated for exploring, and a day to just hang out at the villa or explore on your own.

* Please note: this is a hiking retreat. You need to be fit, with the ability to hike inclines and declines of 800m.

“It was like hiking through a National Geographic magazine. Madeira is just breathtaking.”

— Marie, Madeira Heartventure 2024

What’s included

-6 nights accommodations in a gorgeous Villa
- food and snacks (entrees at restaurants, and all meals at the Villa)
- transportation to and from hikes
- 4 guided hikes spread throughout the entire island
-an online gallery of images of the trip from professional photographer, Deedee

Not Included:
- flight to Funchal, transportation to and from the airport to the villa (it’s a 15-20 minute cab ride)
- lunch and transportation on free day
- alcohol
- incidentals
- medical (required) and trip insurance

Itinerary

  • April 11

    -Meet at Villa
    -Welcome
    -Opening circle
    -Dinner at the villa

  • April 12

    -Relaxing morning at Villa, self serve breakfast
    -Explore a village on the south coast
    -Epic sunset hike (10km, 300m incline)
    -Dinner at a local restaurant

  • April 13

    -Leave in the dark for secret sunrise
    -North shore hike with spectacular views and massive waterfalls (10km, 500m incline)
    -Madeira seafood lunch (other options available if seafood isn’t your thing!)
    -First hand lesson on the history and process of making Poncha (Madeira used to be known as the Rum Island)
    -Dinner at the villa

  • April 14

    Choose Your Own Adventure Day!

    Explore other parts of the island, take a surf lesson, explore Funchal or relax at the villa. It’s up to you!

  • April 15

    -Early morning, easier (but no less amazing) 8km hike.
    -Quick shower and change at villa
    -Espetada lunch at local taverna
    -Afternoon free to explore the village
    -Dinner at Villa

  • April 16

    -Morning hike at one Madeira’s largest and little known peaks before descending into one of the most beautiful valleys in the central mountain range (15km, 800m incline)
    -Afternoon at villa to relax and get ready for departure the next day
    -Dinner at an epic, fine dining meets local cuisine, mountain vistas and local wine to close the Villa

  • April 17

    -breakfast at the villa

    -pack up and leave for the airport

“There I was, on an incredible island surrounded by enchanting landscapes, delicious food, wonderful women and an itinerary that gave us all the opportunity to just be.”

— Georgie, Madeira Heartventure 2024

Investment

Payment plans available.
Prices in Canadian Dollars.
$800 deposit to save your spot when you click the “Join Now” button.

  • Private Room (5 available)
    Queen Bed
    EARLY BIRD: $5897+tax
    After October 1st: $6200

  • Shared Room (7 available)
    Twin Bed
    EARLY BIRD: $5397+tax
    After Oct 1st: $5697

“This experience will be one my mom and I can get to look back on for the rest of our lives and say “Yeah, we did that.” With enthusiasm and a smile. Forever etched into my heart.”

— Claire (with her Mom, Elizabeth) Madeira Heartventure 2024

✺ Frequently asked questions ✺

  • In brief, it’s pretty epic and within walking distance to some restaurants and access via gondola to a private beach. Check it out HERE

  • You can take a cab (15 ish min drive to the villa) or Bolt.

  • Anything from a coffee here and there, to tampons, to anything that might come up while travelling.

  • We will pay for transportation to and from hikes and anywhere we travel as a group. Free day transportation is not covered by us, nor is the taxi from the airport to the villa.

  • We will cater to your needs as much as possible, but please understand that we cannot control how restaurants prepare food so please have your own precautions in place if you have extreme allergies.

  • They are classified as easy or moderate by people who hike a lot. They are not walks, they are hikes. The paths are well marked and maintained, but you need to be fit and understand that there are steep inclines and declines with loose rocks in some instances.

"I arrived at this retreat knowing no one and instantly felt like I'd known every woman there forever. That's the beauty in gatherings like this. I was a bit nervous how my body would respond to the long travel days, the hiking, the sleeping arrangements, etc. but was pleasantly surprised at how well I did. I left feeling so full - grateful for new friends that I was able to share such an amazing experience with, grateful for the beauty I was able to witness and document, and grateful for the deep chats, the hugs, the tears, the understanding, and all the laughter”

- Heartventure Participant, 2023

"I was so grateful to be part of group where activities were planned for me. As the planner in my household, that alone was such a gift. It allowed me to truly experience the culture and the land without the stress of having to figure out what to do next in a country foreign to me. Activities were thoughtfully planned out, the villas were gorgeous, the food was grand, and the area was beautiful. I would definitely invest in another retreat with Heartventures which, by the way, is a perfect name for this experience.”

- Heartventure Participant, 2023