MADEIRAÂ 2027 WOMEN'S TRIP
This journey through Madeira invites you to experience one of the most breathtaking islands in the world, where rugged volcanic peaks, lush forests, cascading waterfalls, and dramatic cliffs meet the turquoise Atlantic. It’s an invitation to embrace adventure, step outside your comfort zone, and feel fully alive while experiencing the wild beauty and magic of this extraordinary island.
COUNT ME IN!Why visit Madeira?
Madeira may be small, but it packs an incredible amount of adventure into one island. You can hike along dramatic ridgelines above the clouds, follow centuries-old levadas through lush forests, chase waterfalls, rappel through canyons, swim in natural volcanic pools, and explore the Atlantic coastline—all within a few days. Its compact size and wildly varied terrain make it an outdoor adventurer’s DREAM.
But Madeira also has a way of making you slow down and take it all in. There’s a raw, almost otherworldly beauty here that makes even the simplest moments feel extraordinary. It’s a place that invites you to explore boldly, embrace the unexpected, and reconnect with the sense of wonder and adventure that can so easily get lost in everyday life.
Madeira 2027 Trip Details
When: April 29-May 7, 2027Â (8 days/8 nights)
Who: Women 21+ who crave outdoor adventure, meaningful cultural experiences, deeper connection and growth—both with themselves and an incredible group of like-minded travelers. *Please note this trip is limited to only 14 women.
Where:Â Lisbon and Madeira, Portugal
What: Our adventure begins in Lisbon, where we’ll experience the history, charm, and incredible food of Portugal’s capital before flying to the breathtaking island of Madeira.
In Madeira, we’ll hike dramatic coastal trails and mountain peaks, go canyoning through waterfalls, explore tropical gardens, and sail the Atlantic in search of whales and dolphins. We’ll take on the iconic Pico do Arieiro to Pico Ruivo hike, trek along lush levadas, and experience some of the island’s most spectacular sunrises and viewpoints.
We’ll finish on Madeira’s wild northern coast, exploring the mystical Fanal Forest, swimming in the volcanic pools of Porto Moniz, visiting Seixal’s black-sand beach, and hiking through the lush Laurisilva forest—an unforgettable ending to an adventure packed with epic scenery, outdoor challenges, and incredible experiences.(See full itinerary below)
Throughout the journey, we'll incorporate mindfulness practices, guided meditations, journaling, and meaningful conversations designed to help you slow down, reflect, and connect more deeply—with yourself and the incredible women around you.
Cost: $4300 USD/person (EARLY BIRD DISCOUNT—Regularly priced at $4800) Your fee includes accommodations in beautiful 4-star hotels, domestic airfare to Madeira, ground transportation (private drivers), local guides, excursions, meals, park and other entrance fees, mindfulness practices, and a gallery of professional photos at the end of the trip.
International flights excluded. Payment plans available.
*Only a $500 USD deposit per person is required to reserve your spot! (100% refundable for the first 30 days)
Meet Your Trip Leader
Priscila (known as “Pri”) is originally from Brazil and now lives in Portland, Oregon with her husband, Claudio, and their two adventure-loving kids. In 2021, she launched @kerws.onthego to share their family’s Pacific Northwest adventures and love for the outdoors to include hiking, paddling and camping.
Having joined several Your Limitless Adventures group trips with me 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.Â
In 2024, she became 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.
On a personal note, Pri has become a dear friend of mine over the years and I couldn't have chosen anyone more perfect to lead this incredible trip to Madeira! I am confident you will love her just as much as I do! :)
Accommodations & Transportation
All lodging and transportation throughout the trip will be arranged for you. We’ll stay in carefully selected accommodations that allow us to experience different sides of Portugal—from the heart of historic Lisbon and vibrant Funchal to a beautiful nature retreat on Madeira’s lush northern coast.
Rates are based on shared occupancy, though you'll always have your own bed. If you prefer a private room, please contact me and I’ll do my best to arrange one for an additional fee (availability not guaranteed).
Private transportation with trusted local drivers is included throughout the itinerary, along with our domestic flight from Lisbon to Madeira, so you can relax and enjoy the adventure without worrying about logistics or navigation.
You'll simply need to arrange your international flights to Lisbon (LIS) on April 29, arriving by 4PM and departure flight from Lisbon on May 7 after 3PMÂ (local time).
*Please see the FAQ section for more details.
Madeira 2027 Trip Itinerary
Day 1 (April 29): Arrivals in Lisbon by 4PM; meet & greet; welcome dinner
Day 2 (April 30):Â Private Lisbon tuk-tuk city & food tour; free time to explore Lisbon
Day 3 (May 1): Fly to Madeira in AM; São Lourenço Peninsula coastal hike; sunset at Ponta do Rosto
Day 4 (May 2): Guided canyoning adventure through Madeira’s waterfalls and canyons, visit Monte Palace Tropical Gardens; dinner overlooking the coast
Day 5 (May 3): Sunrise Pico do Arieiro to Pico Ruivo mountain hike; free afternoon to relax and explore Funchal
Day 6 (May 4): Whale & dolphin watching catamaran cruise; Levada Nova & Levada do Moinho loop hike; sunset at Miradouro do Espigão
Day 7 (May 5): Transfer to Madeira’s northern coast; explore the mystical Fanal Forest; swim in Porto Moniz volcanic pools; Seixal black-sand beach & sea caves; visit scenic coastal viewpoints
Day 8 (May 6): Sunrise at Bica da Cana viewpoint; Levada do Caldeirão Verde hike through Madeira’s lush Laurisilva forest, waterfalls & tunnels; farewell dinner
Day 9 (May 7): Departures from Madeira in AMÂ
*Optional mindfulness moments will be sprinkled throughout the adventure, offering opportunities to slow down, reflect, and connect.
Travel Requirements & Other Important Info
- A valid passport (must have at least six months of validity at time of entry) plus two blank pages and a return ticket
- To see up-to-date travel requirements and restrictions for South Africa, go here
- For safety concerns please ready the FAQ section below
- For your ease and enjoyment, a decent fitness level is highly recommended. You should feel comfortable walking or hiking up to 6-8 miles in a day on moderate terrain. Being in good physical condition will allow you to fully enjoy the adventure—and feel strong, empowered, and capable every step of the way.
Cancellation & refund policy
If you decide to cancel within the first 30 days of registering, you will receive a 100% refund on your deposit. After that, there will be NO refunds for cancellations, even illness. However, if unforeseen circumstances arise and I need to cancel the trip, I will refund you.
Additionally, I will not provide any refunds 90 days prior to the departure of the trip, if you register within that time frame. Lastly, it is HIGHLY recommended to purchase travel insurance before the trip.
This way if you need to cancel for any reason OR have any accidents or medical issues while traveling, you will be covered by your travel insurance company.
Embark on an adventure of a lifetime!
Come explore one of the most stunning destinations in the world. Make new friends with other like-minded women. Experience a new country and culture that will beckon you to return. And walk away with a life-changing experience that will feed your soul and help you reconnect more deeply with yourself.
Ready to travel to Madeira in 2027?Â
RESERVE MY SPOTFrequently Asked Questions
If you have additional questions not listed below, don't hesitate to reach out to: [email protected]
When is the cut-off date to sign up?
Do you offer payment plans?
What is included and NOT included in the trip fee?
What kind of weather should I expect and what do I need to pack?
What does shared occupancy entail?
When do we need to arrive in South Africa?
Is South Africa safe?
What to expect from the safari game drives?
Do you accommodate for food allergies?
What do the hikes and other activities entail?
Can I opt out of any activities if I choose or spend a day on my own?
Do I have to participate in the mindfulness practices?