MADEIRA 2027 WOMEN'S TRIP

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Overview

MADEIRA 2027 WOMEN'S TRIP
Lisbon and Madeira, Portugal
Apr 29 - May 7, 2027
Group size: 8 - 14
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Your Limitless Adventures
$3,600
Deposit: $500

About this trip

Get ready to experience one of the most breathtaking islands in the world on an adventure you'll never forget. Madeira is an island of dramatic contrasts—where rugged volcanic peaks rise above the clouds, lush forests hide cascading waterfalls, and towering cliffs plunge into the turquoise Atlantic Ocean.

It's the kind of place where you can hike along mountaintops at sunrise, follow lush levada trails through the forest, rappel down waterfalls, swim in natural volcanic pools, and spot whales and dolphins along the coast—all in the same journey.

Madeira feels wild, adventurous, and almost otherworldly. If you're craving epic scenery, outdoor adventure, connection, and experiences that make you feel fully alive, this is the trip for you.

Meet Your Trip Leader

Priscila Kerhwald (known as “Pri”) is originally from Brazil and now lives in Portland, Oregon with her husband, Claudio, and their two adventure-loving kids.

Having joined several Your Limitless Adventures trips to different destinations around the world, Pri has experienced firsthand the power of adventure and connection to spark transformation—helping her rediscover the fearless adventurer within. 

Pri is also a certified Life Coach and now, through @pines.and.soul, helps women get unstuck, build confidence, and step into the lives and dreams they’ve been longing for through the healing power of nature.

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What's Included

What's included

All accommodations

4-star hotels

Ground transportation

All private transportation with dedicated drivers throughout the trip

Domestic airfare

Roundtrip airfare to Madeira from Lisbon, Portugal

All Meals

Breakfast, lunch and dinner

Private guides

Excursions

City and food tours in Lisbon, hikes, canyoning, dolphin catamaran excursion, Porto Moniz pools, Monte Palace Tropical Gardens

Entrance fees

All entrance fees to national parks and historical sites

Mindfulness practices

Experience intentional “Mindfulness Moments” woven throughout the adventure, creating space to slow down, reflect, and connect more deeply with yourself. (*Optional to participate)

Professional photos

Walk away with a gallery of beautiful, professional-quality photos of your experience!

What's not included

International flights

Flights to and from Lisbon, Portugal

Travel medical insurance

This is REQUIRED for all participants to ensure your safety and peace of mind. It’s very affordable (usually under $100) and provides coverage in case you need medical care while traveling abroad

Trip insurance

Not required but HIGHLY recommended for peace of mind in case you need to cancel your trip for unexpected reasons

Tips for guides/drivers

Alcoholic beverages

Snacks

Massages or spa services

Travel fees

Visas (if required), airport taxes, etc

Souvenirs & incidentals

Pricing

Day 1: April 29

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Arrivals to Lisbon

After arriving in Lisbon and settling into our accommodations at the charming and centrally located Hotel Borges Chiado, we'll gather for our first evening together and kick off the adventure with a welcome dinner in the heart of Lisbon.

This is an opportunity to meet the incredible women you'll be sharing the journey with, connect over delicious Portuguese food, and soak in the excitement of everything that lies ahead.

Please arrive at Lisbon Airport no later than 3PM (local time) on April 29, 2027.

Day 2: April 30th

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Taste & Explore Lisbon

Today we'll dive into the history, culture, flavors, and charm of Lisbon on a private tuk-tuk and food tour through the heart of the city. We'll wind our way through colorful neighborhoods and cobblestone streets, stopping at iconic landmarks and scenic viewpoints while tasting some of the local foods and flavors Portugal is known for.

After our tour, the rest of the afternoon is yours to explore! Wander the streets of Chiado and Bairro Alto, shop for local treasures, find the perfect pastel de nata, or simply grab a seat at a sidewalk café and soak in the energy of the city.

We'll come back together in the evening for dinner and our final night in Lisbon before heading to the island of Madeira the following morning.

Day 3: May 1st

Day 3: May 1st image

Welcome to Madeira: Wild Coastlines & Sunset Views

Today we'll say goodbye to Lisbon and fly to the spectacular island of Madeira, where the adventure really begins! After checking into the Moon & Sun Hotel in Funchal and enjoying lunch, we'll head out to explore one of the island's most dramatic landscapes.

We'll hike the Ponta de São Lourenço peninsula, a stunning trail along Madeira's rugged eastern coastline. Unlike the lush green landscapes we'll experience later in the trip, this part of the island is wild and volcanic, with towering sea cliffs, colorful rock formations, and sweeping views of the Atlantic Ocean in nearly every direction.

After our hike, we'll make our way to Ponta do Rosto to watch the sun dip toward the horizon before returning to Funchal for dinner and a well-earned night's rest.

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Day 4: May 2nd

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Canyoning Through Madeira

Get ready for one of the most adventurous days of the trip! Today we'll experience Madeira from an entirely different perspective on an epic canyoning adventure through the island's lush interior.

With experienced guides leading the way, we'll make our way through a beautiful canyon by rappelling down waterfalls, scrambling over rocks, swimming through natural pools, and navigating through the forest. No previous canyoning experience is necessary—just an adventurous spirit and willingness to get a little wet!

After several hours of adventure, we'll have the afternoon to slow down, recharge, and visit the spectacular Monte Palace Tropical Gardens, wandering through lush tropical gardens filled with exotic plants, waterfalls, ponds, sculptures, and beautiful views over Funchal.

Day 5: May 3rd

Day 5: May 3rd image

Above the Clouds: Pico to Pico

Today we'll rise early for one of Madeira's most iconic and unforgettable adventures—the spectacular Pico do Areeiro to Pico Ruivo hike.

We'll begin around sunrise, hiking high above the clouds through Madeira's dramatic central mountain range. The trail winds along rugged ridgelines, through mountain tunnels, and beneath towering volcanic peaks, with breathtaking views unfolding around nearly every corner. Our journey leads us toward Pico Ruivo, the highest point on the island, where we'll take in panoramic views across Madeira.

After approximately five hours on the trail, we'll enjoy lunch and return to Funchal for a well-earned afternoon of free time. Relax at the hotel, wander the streets, shop, or simply put your feet up after an incredible morning in the mountains.

We'll gather again that evening for dinner near our hotel and celebrate another epic day together.

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Day 6: May 4th

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Ocean Adventures, Waterfalls & Sunset Views

This morning, we'll trade the mountains for the sea as we set sail along Madeira's beautiful coastline on a dolphin and whale-watching catamaran tour. We'll spend a few hours cruising the Atlantic in search of the dolphins, whales, and other marine life that frequent the waters surrounding the island while taking in Madeira's dramatic coastline from the water.

Later, we'll lace up our hiking shoes again for the Levada Nova & Levada do Moinho Loop, a beautiful trail that follows Madeira's famous irrigation channels through lush countryside, waterfalls, tunnels, and dramatic cliffside scenery.

We'll finish our adventure at Miradouro do Espigão, taking in the sweeping mountain and valley views as the sun goes down, before returning to Funchal for dinner and our final night in the city.

Day 7: May 5th

Day 7: May 5th image

Madeira's Wild & Beautiful North Coast

Today we'll leave Funchal behind and journey to Madeira's spectacular north coast, where lush mountains, volcanic landscapes, and dramatic ocean views await.

We'll wander through the mystical Fanal Forest, an ancient laurel forest filled with centuries-old trees and an almost otherworldly atmosphere. From there, we'll continue to Porto Moniz, where we'll have the chance to swim in the famous natural volcanic pools carved into the rugged coastline.

Our adventure continues along the coast to Seixal, known for its striking black-sand beach, sea caves, waterfalls, and towering green cliffs. If time allows, we'll also stop at the Véu da Noiva viewpoint for another incredible view of Madeira's dramatic coastline.

We'll end the day with dinner in Seixal before settling into our accommodations at Pestana Quinta do Arco Nature & Rose Garden Hotel surrounded by the natural beauty of Madeira's north side.

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Day 8: May 6th

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Sunrise, Waterfalls & One Final Adventure

Our final full day begins with sunrise at Miradouro da Bica da Cana, where we'll watch the morning light illuminate Madeira's mountains and valleys from above.

Afterward, we'll embark on our final hike—the spectacular Levada do Caldeirão Verde. This lush trail follows one of Madeira's historic levadas deep into the Laurissilva forest, passing through tunnels, alongside steep mountainsides, and beneath waterfalls before reaching the impressive Caldeirão Verde waterfall, tucked inside a towering green canyon.

Tonight, we'll gather for a special final dinner to celebrate everything we've experienced together—the adventures, challenges, laughter, connections, and memories we've created along the way.

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Day 9: May 7th

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Departures

After an unforgettable week together, it's time to say goodbye to Madeira and begin the journey home. We'll leave with so much more than photos—new friendships, incredible memories, a deeper sense of connection, and the confidence that comes from saying YES to adventure.

About your organizer

I’m Christina McEvoy, founder of Your Limitless Adventures, a small-group travel company for women and couples who crave more than just a vacation. At YLA, we believe in "travel that transforms" through adventure, connection, and self-discovery. Our trips combine epic outdoor adventures, immersive cultural experiences, meaningful mindfulness and self-discovery practices, and deep connection with like-minded travelers—all in bucket-list destinations around the world. The goal? To come home with incredible memories, meaningful connections, and feeling more alive, inspired, and connected to yourself.

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