The Island Escape

Relax in your Madeira villa with pool, enjoying local breakfasts and meals throughout the 7 night escape. With beaches on one side and lush green mountains on the other, Madeira has everything to offer the keen adventurer. We will hike the Stairway to Heaven, and explore the endless winding walks through forests and waterfalls. Swim at the coastal natural infinity pools whilst watching the waves of the Atlantic Ocean in the sunshine. Relax by the pool, enjoy locally sourced fruits and cuisine, whilst engaging in wellbeing sessions guided by your Escape Unclouded host. Share daily gratitude with your new friends, and dive into conversation upon the mountain tops. Life Coaching sessions 1:1 will be available throughout your adventure. There will be free-time to embark on additional adrenaline rushing activities, with local expert guides. e.g. waterfall canyoning!

At Escape Unclouded, we understand that everybody is wired differently - that is why every activity and wellbeing session is optional. There is no requirement to participate and you can see how you feel on the day.

Escape Unclouded provides an alcohol-free community environment for travelling, so that wellbeing and connection are at their strongest. We ask that guests respect this whilst embarking on your journey with us and your fellow travellers.

Dates: 17th - 24th October 2026 (7 nights)

Day 1:

Arrive in Madeira and make your way to our villa in your own time. Meet your new friends for the week over dinner, settle into your room, and relax at sunset around the pool. (Dinner included in trip cost). Your Escape Unclouded guide will schedule timings for Life Coaching 1:1 sessions (45 mins). 

Day 2: 

Wake for a sunrise breakfast in your villa. Our transfer will arrive to collect us and take us to the starting point of the Levada 25 Fontes Hike. Walking through narrow forest trails, we will reach the waterfalls, where we can take a wild swim in the cold pool. (Total 2 to 3 hours hiking - moderate difficulty). Your Escape Unclouded guide will bring a packed lunch for the group. Upon returning to the villa mid-afternoon, the evening is yours to enjoy local scenery and watch the sunset over the hills.

Day 3:

Enjoy breakfast at the villa before joining the group for a meditation session in the sun. Life Coaching 1:1 sessions (45 mins) will start around 2pm. In the late-afternoon, we will re-group for a mental wellbeing session, guided by your Escape Unclouded tour leader. The evening can be spent as you wish, finding a seaside sunset walk, or joining new friends for a local restaurant dinner.

Day 4:

After breakfast, we will join in a group meditation session, before heading to the Porto Moniz natural infinity pools! The stunning natural pools are perfect for a relaxing dip, enjoying the Madeira sunshine, and grabbing a local bite to eat. Relax, swim and chat, or speak to your guide about visiting Seixal, a cosy seaside town with surfing opportunities. A transfer can be organised at an additional cost. We will return to our villa from Porto Moniz for the evening. 

Day 5:

Following breakfast, take the day to relax, joining in afternoon wellbeing, 1:1 Life Coaching and meditation sessions at the villa. Today is the best day to go canyoning - this can be organised by speaking to your guide, who will get you in touch with the local canyoning experts! 

Day 6:

An early morning! We will be collected by our transfer at around 5.30AM to head to the Stairway to Heaven. A spectacular view over the mountains and beyond, as the sun rises. We'll grab a morning coffee after a short hike of around 1 hour, then return back to our villa around lunch-time. For those wishing to hike for longer, dependent on trail conditions, this can be organised for an additional cost. We will spend the evening in the town, exploring local markets and taking a relaxing sunset walk to the beach, where we will engage in a guided group talking session on mental health and wellbeing.

Day 7:

Spend the morning by the pool with breakfast. Take the day to yourself, or explore Funchal, or other coastal towns. Meet back at the villa for 6pm, where we will eat dinner together as a group and share our favourite memories of our week in Madeira. 

Day 8:

Say goodbye to your new friends over breakfast, before packing away souvenirs and getting ready to check out of the villa. Make your way to Madeira Airport to return home.

Escape cost includes:

• Seven nights in a local Madeiran villa with pool (all breakfasts included)

• Day trip to hike the Levadas 25 Fontes (with private transfer and lunch)

• Day trip to Porto Moniz to visit and swim in the natural infinity pools (with private transfer)

• Sunrise hike to Stairway to Heaven (with private transfer)

• Sunset beach walks and guided group talking sessions on mental wellbeing

• Guided meditation sessions in the Madeiran sunshine

• Life Coaching 1:1 Private session (45 mins per person)

• Multiple guided wellbeing group sessions at the villa

• Group dinners on first and last evening of your trip

• Guidance and direction to local experts to organise adrenaline seeking activities, i.e. canyoning, surfing...

• Alcohol-free environment so that wellbeing and connection are at their strongest

• New-found friendships and joining an inviting wellbeing travel community