Last updated on November 6th, 2025
Featured image: Explore Worldwide and JourneyWoman want to shift stereotypes about age and ability | Photo by YuriArcursPeopleimages on Envato
Enter to win a walking trip in Portugal before August 19, 2025
We’re partnering with our friends at Explore Worldwide to send one lucky winner on a dream trip to Portugal! The contest runs from July 29 to August 27, 2025 and is open to women over 50 in the US and Canada. The winner will have the opportunity to choose a date from eight trips in 2025 or 2026 and is guaranteed a single occupancy room. Read the terms and conditions for more information.
“With this campaign, Explore wants to show women over 50 that there’s no age limit to adventure travel,” says Katy Rockett, Managing Director, Explore North America. “Adventure travel is so appealing for a solo traveller, especially women, because it’s so empowering. With the safety, security and camaraderie of an Explore group, women have built-in companionship in a small group.”
“As the world’s first solo travel website for women, we’re thrilled to partner with Explore and encourage women step out of their comfort zone,” says Carolyn Ray, CEO, JourneyWoman. “We appreciate that Explore focuses on less-travelled places, and its itineraries include details on pace and activity level, something we know women over 50 are seeking when making a travel decision.”
Based in the UK, B Corporation Explore Worldwide has been creating small group adventures for over 40 years, with trips in over 100 countries around the world. Explore recently expanded into North America. Early on, its founders recognized the need for providing more authentic experiences and sustainable experiences and getting away from the main tourist trail. From six trips then, the company now has over 350 trips a year to 100 countries, including less-travelled destinations like Algeria and Poland. Read more about Explore here.
Trip details: Walking in Portugal – Remote Coastal Trails
Explores’s Walking in Portugal trip is an 8-day trip with a moderate level of activity. The trip begins in the small town of Sagres, near Faro, Portugal.
There are walks on 5 days for between 3 to 4.5 hours mainly along coastal paths and at times uneven paths along the cliffs.
This walking holiday explores an unspoilt corner of Portugal. Follow beautiful coastal paths to discover impressive cliff tops and quiet sandy beaches, sampling the delicious local seafood and crisp wines in the evening.
- Cabo Sao Vicente – Walk the long distance Rota Vicentina path to the most south-westerly point of Europe
- Ponta de Piedade – Dramatic rocky coastline, rock arch and turquoise seas
- Seven Hanging Valleys trail – Explore the spectacular coastal scenery of secluded beaches, hidden coves and limestone stacks
Explore’s 8-day walking trip is in a less-travelled region of Portugal/ Credit Explore Worldwide
Explore’s Portugal Walking Trip offers a medium pace for women / Photo provided by Explore Worldwide


The terms and conditions say the drawing is 12 Aug, but this post says the drawing takes place 19 Aug.
Thanks Briana, we’ll ask Explore to update the terms. It is August 19. thanks!