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Level Up Your Training in Madeira
From £1,750
per person sharing
select dates
14 Oct 2026 - 20 Oct 2026
Enquire
Duration
7 Days
places
Madeira Island, Portugal
Accommodation
6 Nights Included
Meals
All Meals Included
participants
Maximum of 7-14 People
Stella Kamba
How This Trip Can Change Your Life
  • You will break free from routine and reignite your passion: Life can seem repetitive, but Madeira offers a unique escape. The rugged peaks, crystal-clear waters, and laughter with new friends remind you of living life. This trip serves as a reset button, bringing renewed energy and a fresh perspective.
  • You will build strength—inside and out: The retreat offers a challenging experience that not only strengthens muscles but also builds resilience, confidence, and a positive mindset. You will leave Madeira mentally tougher, ready to tackle life’s obstacles with determination, and prepared for any challenge that comes your way.
  • You will find stillness in the wild: Nature offers a peaceful escape from noise and distractions. Disconnecting from screens and stress allows for a natural connection with oneself, leading to clarity, easier decision-making, and a refreshed mind. This sense of peace persists long after the trip ends, providing a sense of calm and rejuvenation that lasts long after the journey.
overview

If the rhythm of daily life feels relentless, Madeira offers a breath of fresh air—literally and figuratively. This week-long retreat on Portugal’s most captivating island invites you to trade the noise of routine for the sound of your feet on volcanic trails, the splash of tidal pools, and the laughter shared over nourishing meals with newfound friends.

Whether you’re chasing a personal best, seeking clarity, or simply longing to move with purpose in a place of wild beauty, this retreat is designed to meet you where you are.

From canyoning through mossy ravines and diving beneath Atlantic waters, to hiking across mountain ridges above the clouds, each day brings new experiences to move, explore and expand your comfort zone. When you’re not out adventuring, you’ll train at Funchal’s Box Naval gym with expert-led sessions tailored to your level, surrounded by those who share your drive for challenge and connection.

Your base for the week is Casas da Levada—a lovingly restored farmhouse estate on Madeira’s southwest coast. Here, cottages sit among organic gardens and avocado trees, with sweeping views to the Atlantic. Whether you’re relaxing by the outdoor pool or unwinding on your terrace, this is a place where calm meets character.

Accommodation options include double or twin ensuite rooms, in either the main house or private cottages, offering a blend of rustic charm and modern comfort.

Expect days filled with movement, salty air, and shared joy, and nights spent eating well, resting deeply, and feeling genuinely restored.

Adventure Highlights

  • Pico-to-Pico Hike (Vereda do Arieiro): Cross one of Madeira’s most iconic trails linking two of the island’s highest peaks. The “Stairway to Heaven” is a route carved into the mountains with views that defy words.

  • Canyoning: Navigate Madeira’s lush canyons with expert local guides, jumping, sliding, swimming and rappelling your way through a truly magical landscape.

  • Introductory Dive: Dip below the surface with the Cipreia Dive Club and discover the island’s vibrant marine world on the south coast.

  • Fajã dos Padres: Reach this secret shoreline via cable car, where cliffside views, turquoise waters, and tropical orchards create the perfect setting for an alfresco lunch and a refreshing swim.

Group training sessions are held at Box Naval, one of Madeira’s top fitness facilities. Sessions are inclusive, supportive, and tailored, allowing each guest to be challenged appropriately, no matter their level of experience. Prefer to follow your own programme? Open Gym access is also available upon request.

For recovery, the pool and peaceful surroundings offer space to reset, and massage treatments can be arranged for an extra touch of care.

Meals are thoughtfully curated to satisfy and support a week of activity. Expect fresh, local ingredients, nourishing flavours, and shared tables that bring everyone together:

  • Breakfasts: Fresh eggs, seasonal fruit, creamy yoghurts, and organic breads from the estate’s own produce.

  • Lunches: Enjoy local favourites with a view, at hand-picked island restaurants or packed and ready for summit days.

  • Dinners: Return to the farmhouse for beautiful communal meals prepared by a private chef, showcasing Madeira’s freshest seafood, vegetables, and island flavours.

All meals are included; drinks are available at an additional cost.

Dietary needs? Everything from plant-based to gluten-free is happily catered for.

This is more than a holiday—it’s a reset and a chance to move your body, calm your mind, and share a week with people who get it. The retreat blends world-class coaching, island adventure and moments of genuine connection in one of the most dramatic natural settings in Europe.

What's Included
  • Six nights stay at our private farm estate; with exclusive use of the house, outdoor pool, and grounds
  • All meals throughout your stay
  • Pico-to-Pico hike, Canyoning, Diving, visit to Faja dos Padres and all other day trips
  • All CrossFit classes for the week are included, whether you choose to take part in the class or train independently
  • All transfers including group airport transfers
  • Photography: Photos and videos to keep the memories alive!
  • Retreat Gift Pack: A curated gift bag of essentials

GOOD TO KNOW

  • International/domestic flights are not included
  • Visas are not included
  • Travel insurance is highly recommended
  • Drinks are not included
  • Return travel to Funchal: Your return journey to and from Funchal Airport is not included, however, we will send you detailed instructions on what flights to book.
  • Massage: 60-minute massage sessions in the comfort of our villa. (Optional add-on)
  • Private airport transfer: If you cannot make the group transfer, a private transfer for you at an additional cost. (Optional add-on)
ITINERARY
Day 1
Touch down in Madeira and breathe in that Atlantic air. After a scenic coastal drive from the airport, we stop in the charming seaside village of Ponta do Sol for a laid-back lunch with ocean views, perfect to shake off the travel haze.

Once at our home for the week, you’ll settle into your room, explore the lush grounds (don’t miss the hobbit bar!), or take a refreshing dip in the pool. In the evening, we gather around the table for a wholesome welcome dinner and relaxed chats as the sun dips behind the mountains.
Day 2
We kick off the day with a high-energy CrossFit session at Box Naval to get the blood pumping. Afterwards, we head to the coast for a fresh local lunch near the dive site.

In the afternoon, you’ll have the chance to experience something truly unique: a beginner-friendly dive, described by the instructor as “meditation or yoga… but underwater.” It’s a serene, weightless exploration of Madeira’s crystal-clear waters that will leave you feeling completely reset.

Prefer to stay dry? No problem, snorkelling and beach chill time are available too. The evening brings us back home to unwind with a nourishing dinner and slow, connection-filled chats.
Day 3
After breakfast, we head into the island’s lush interior for an unforgettable canyoning experience. You’ll journey through waterfalls, forest trails, and natural pools! No experience needed, just a sense of adventure and a willingness to get a little wet!

Weather permitting, we will spend the afternoon at Seixal Beach, one of Madeira’s hidden gems with volcanic black sand and dramatic coastal cliffs. Whether you’re dipping your toes in or stretching out on the shore, it’s the perfect way to soften the adrenaline high.

We return home in time to rest, reset, and share stories over a cosy dinner.
Day 4
We start the day with our second CrossFit class of the week, expect a feel-good blend of strength, sweat and endorphins to carry you into the rest of the day.

Then it's off to explore Madeira’s wild side, beginning with a scenic cable car ride down the cliffs to the oceanfront haven of Fajã dos Padres. After a relaxed lunch by the sea, you’ll have time to go for a swim, sunbathe on the quiet beach, or simply soak up the views from a shaded lounger.

Later, we meander back up through tropical trails, returning home for a chilled evening and another delicious dinner shared under the stars.
Day 5
Today we take on Madeira’s most iconic trail, the Pico-to-Pico hike. This guided adventure leads us across misty ridgelines, through ancient forests, and high above the clouds, offering some of the most breathtaking views on the island.

We break for lunch a rustic mountain restaurant that once served as a shelter for shepherds and travelers journeying through Madeira’s rugged heart! It’s the perfect place to refuel and soak in the history before the final stretch of the trail.

We return home tired, content, and ready for a slow, restorative evening together.
Day 6
We ease into the day with a slow morning and one last chance to connect with the island. After breakfast, we’ll head out for a gentle levada walk, a peaceful trail that winds through Madeira’s jungle-like greenery, following the island’s historic irrigation channels.

It’s the perfect way to stretch the legs, clear the mind, and soak in a final dose of nature’s calm.

In the evening, we’ll gather for a laid-back final dinner overlooking the ocean, sharing stories, laughter, and gratitude for the week that was.
Day 7
On our final day, we’ll check out and take a slow drive to the charming coastal town of Machico. With its golden beach and laid-back atmosphere, it’s the perfect spot to breathe in your last moments of island life.

We’ll enjoy a relaxed lunch by the sea before heading to the airport, sun-kissed and soul-full, ready to carry this week’s magic back home with you.

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