What if your trip to Portugal went beyond the highlights and into the heart of everyday life?

In this episode of Transform With Travel, Kelly sits down with Paula Alves, co-founder of Portugal by TRAVELTAILORS, to explore what it truly means to experience Portugal through culture, tradition, and human connection.

Paula shares how her childhood spent between the United States and rural Portugal shaped her passion for preserving traditions, supporting small family-run businesses, and designing deeply personal itineraries that go far beyond Lisbon, Porto, and the Algarve. From village festivals and granite stone homes in the north to food, wine, crafts, and multi-generational storytelling, this conversation reveals why Portugal is best discovered slowly, thoughtfully, and with the right local partners.

This episode is an invitation to step off the checklist, reclaim time as the ultimate luxury, and experience Portugal as a living, breathing culture.

You will learn:

1. How Paula’s childhood in rural northern Portugal inspired the creation of Portugal by TRAVELTAILORS
2. Why Portuguese culture is rooted in tradition, community, and rural life
3. The difference between seeing Portugal’s cities and truly understanding the country
4. How gastronomy and wine experiences reveal the heart of Portuguese culture
5. Why small, family-owned businesses are central to sustainable travel
6. What makes private, intimate experiences more meaningful than mass tourism
7. Regions in Portugal advisors should emphasize beyond Lisbon and Porto
8. Why time, space, and immersion are the new luxury in travel
9. How Portugal is evolving as a destination for repeat visitors and premium travelers

We talk about:

1. 00:00 Intro
2. 02:30 Paula’s childhood between the U.S. and rural Portugal
3. 04:00 Life in northern villages, family traditions, and simplicity
4. 06:00 The inspiration behind Portugal by TRAVELTAILORS
5. 07:30 Portuguese culture, tradition, and rural life vs modern cities
6. 09:30 Northern Portugal, villages, animals, landscapes, and architecture
7. 11:00 Gastronomy, cooking workshops, and wine-making experiences
8. 13:00 Harvest season, grape stomping, and authentic timing
9. 15:00 Working with artisans, chefs, and small producers
10. 17:00 Sustainability, relationships, and supporting family-owned businesses
11. 19:00 Intimacy vs mass tourism and why small experiences matter
12. 21:00 Regions advisors should promote beyond Lisbon & Porto
13. 23:00 Northern Portugal, national parks, forests, waterfalls, and villages
14. 25:00 Rethinking “touristy” and embracing cultural icons responsibly
15. 27:00 Luxury as time, space, and immersion
16. 29:00 Paula’s personal connection to northern Portugal
17. 31:00 Festivals, folklore, crafts, and living traditions
18. 33:00 The future of tourism in Portugal
19. 35:00 Islands, private stays, and immersive accommodations
20. 37:00 How advisors and travelers can connect with Portugal by TRAVELTAILORS

Resources & Links:

1. Ready for your next adventure? Click here to view our Trip Planning Packages & 2025 Pricing: https://transform-with-travel.captivate.fm/packages

Connect with Portugal by TRAVELTAILORS

1. Website: https://portugalbytraveltailors.com/

Connect with me

1. Follow the Podcast on IG: http://www.instagram.com/transformwithtravel
2. Follow Kelly Tolliday on IG: http://www.instagram.com/kelly.tolliday
3. Transform With Travel Website: https://www.transformwithtravel.co
4. Email: kelly@travelkinship.com