Skyros:
The Soul of a Unique Island

Authentic encounters, living traditions, and unforgettable experiences in the heart of the Aegean.

Anna's 60th - 5 October to 10 October 2026

Skyros: Culture,  Flavours & Authentic Encounters

Rather than having a big 60th birthday party, I’d much rather celebrate by sharing one of my favourite places with the people who mean the most to me.

Skyros isn’t Mykonos or Santorini. It’s an island that has stayed true to itself. Life is simple, the people are incredibly welcoming, and it reminds me of what the Greek islands felt like 40 years ago before tourism changed so much.

The schedule is intentionally relaxed and can be changed around. I’ve arranged a few special experiences that I’d love to share with you, but there’ll also be plenty of time to simply do what we do best, spend time together, and see where each day takes us.

We’ll have dinner with a local family who have become good friends and have welcomed us warmly. We’ll dine with a wonderful restaurant owner who is one of the characters of the island. He also cares for the rare Skyrian Horses, and his sister has a little shop in Chora (the main town) filled with beautiful things made by local artists.

There will be time to wander through Chora, stop for gelato and almond sweets, coffees, freddo espresso’s and local wine, climb up to the monastery for the views, visit the ancient site of Palamari and learn a little about the people who lived there thousands of years ago. If you’d like to, you can spend some time with a local artist we met and paint your own Skyrian design to take home. We are also planning to head out on a fishing boat, swim or snorkel if the weather is kind to us, and go for a few walks in the amazing forests.

I’ve reserved all the sea-view rooms at a lovely little boutique hotel where we’ve become friendly with the owners, overlooking the Aegean.

More than anything, I just want to spend a few days with my friends, sharing a place that has become very special to me.

I would absolutely love it if you came to celebrate my 60th with me in Skyros.

CULTURE. FLAVOUR. NATURE

The essence of Skyros

Culture

archaeology, craftsmanship, living traditions

Flavour

local cuisine, shared meals, sea-inspired cooking

Nature

hidden Skyros, slow rhythms, beyond mass tourism

The Itinerary

ACCOMMODATION

One of the things I really wanted was for us all to stay together somewhere that felt personal rather than just another hotel. 

So I’ve booked all the sea-view rooms at Ammos, a small boutique hotel against the mountain and right on the water. We’ve become good friends with the owners, and they’re looking forward to welcoming everyone. 

It’s relaxed, unpretentious, has a fantastic “certified” Greek breakfast every morning, and best of all, every room looks out over the Aegean. 

I couldn’t think of a nicer place for us all to call home for a few days.

What’s Included

What’s Not Included

BOOK NOW!

5 nights / 5 days full of experiences!

An immersive journey through Skyros, discovering authentic Greek culture, local gastronomy, artisan traditions, hidden beaches, and meaningful encounters with the island’s people.