Portugal, Reimagined...

Some of Portugal’s most memorable experiences aren’t found in guidebooks.

They’re found around a table with a winemaker, on a hike with a shepherd, inside an artisan’s workshop, on a private estate, or in the places you would never have known to look for.

At Classic Portugal, we create tailor-made journeys that bring you closer to the people, places and traditions that make Portugal extraordinary. This is Portugal, experienced differently.

Meet Your Portugal Specialists

Hayley Sercombe
Bespoke Travel Designer / Founder

"I created Classic Portugal Travel because I fell in love with Portugal long before I worked in travel.

When I moved from London to Lisbon in 2016 to follow my love of surfing, I was working in the film production. So I began exploring the country through the eyes of a newcomer—discovering hidden beaches, family-run wineries, historic villages, remarkable hotels, and the people who make Portugal so special. What started as a personal passion quickly became an obsession with uncovering the country's most authentic and memorable experiences.

Today, that passion shapes every journey we create. Together with our trusted local partners and deep destination expertise, we help travelers experience Portugal in a way that feels personal, meaningful, and far removed from the typical tourist trail."

Ricardo Pina
Bespoke Travel Designer

"As a proud Portuguese native, I have spent countless summers exploring every corner of mainland Portugal, as well as the stunning islands of the Azores and Madeira.

For over 15 years, I represented Portugal as a professional surfer, competing internationally while discovering some of the country's most secluded coastal gems along the way, including many hidden treasures in Madeira.

Today, I am delighted to combine my deep local knowledge, global perspective, and passion for Portugal as part of the team at Classic Portugal, creating exceptional tailor-made journeys for discerning travellers. I look forward to sharing my insider knowledge and helping craft an unforgettable Portuguese experience for you."

Our Portugal Network

Over the years, we have built trusted relationships with boutique hotel owners, winemakers, chefs, artisans, historians, estate owners and exceptional local guides throughout Portugal.

These relationships open doors that aren’t normally available to visitors — from private estates and family vineyards to workshops, kitchens and places rarely discovered independently.

Because true luxury isn’t simply where you stay. It’s what you get to experience.

What Our Travellers Take Home

 Stories, not checklists
 Local connections, not tourist encounters
 Experiences chosen especially for them
 A deeper connection to Portugal
 Memories they’ll still be talking about years later

Trusted By Travelers From Around The World

Our guests travel with us from the United States, Canada, the United Kingdom and beyond, entrusting us with some of their most important journeys.

★★★★★ Google
★★★★★ Zicasso
★★★★★ TripAdvisor

Read what our travellers say about travelling with Classic Portugal.

Ready To Experience Portugal Differently? ✨

Whether you're dreaming of a wine-focused escape, a family adventure, a romantic celebration, or a grand tour of Portugal, we'll create a journey designed entirely around you.

Let's start planning.

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