Astraeus Holidays - Tailor-Made Greek Island Holidays
Dreaming of a Greek island holiday that feels effortless, personal, and made just for you?
At Astraeus Holidays, we design tailor-made Greek island and Cyclades escapes that take care of every detail - without needing a huge budget.
We’re a small, family-run travel company with a trusted support team in the UK, and our founders, Rachel and Brian, spend the high season in Syros in the Cyclades. That means we’re close by while you travel and always in the know about what’s happening on the islands.
From one-island hideaways to multi-stop island hopping adventures, we create package holidays that are completely individual - organised for you, not by you.
As members of the Travel Trust Association (TTA), every Astraeus holiday is 100% financially protected under UK Package Tour Regulations, giving you complete peace of mind.
Who we plan holidays for
Every traveller is different, and we design each itinerary to reflect that.
- Solo travellers who want a safe, welcoming base and insider travel tips.
- Couples looking for romance, relaxation, or an island adventure.
- Families who want easy journeys, family-friendly beaches, and stress-free travel days.
- Groups of friends planning a special trip, birthday, or anniversary.
- Honeymooners wanting a once-in-a-lifetime itinerary, from boutique luxury to thoughtful, budget-conscious escapes.
If you’re new to Greek island-hopping, we’ll guide you through it and be on hand as much or as little as you need. We can even provide chaperones for groups of young people travelling between islands, and for groups of 10 or more, we can arrange fully guided tours tailored to your party.
Handpicked stays and local insight
We take great pride in the accommodation we recommend. Every property we suggest has been handpicked by us and meets our high standards - we’ve visited them, stayed in many, and know the teams who run them.
Based in Syros in the heart of the Cyclades, we’re always up to date on local ferries, events, and island life, ready to share suggestions on where to eat, swim, explore, or watch the sunset. From charming hotels and apartments with plenty of character to high-end boutique stays, we’ll recommend the right mix for you and your budget.
Greek island and Cyclades destinations
The Aegean islands are blessed with sparkling, clear seas, beautiful beaches, and bright blue skies, with whitewashed villages, cubic architecture, and bougainvillaea-lined lanes with colourful doors.
Whether you’d like to stay on one island or hop between several, we’ll help you find:
- Islands with short, easy ferry journeys for families or first-timers.
- Quieter spots where you can slow down and escape the crowds.
- Livelier islands with nightlife, shopping, and buzzing waterfronts.
- Places with good local buses or taxi services, if you’d rather not hire a car.
We also arrange competitively priced short breaks in Athens and Thessaloniki, perfect for a culture-rich city add-on before or after your time by the sea.
Holidays designed around you
Every Astraeus holiday starts with a conversation. We’ll ask you what you’re dreaming of - beaches, walking, food and wine, culture, watersports, quiet coves, or a bit of everything - and how you like to travel.
From there, we will:
- Listen to your ideas, wish-list, and budget.
- Suggest islands, routes, and accommodation that fit your plans.
- Shape a bespoke itinerary together, refining it until it feels exactly right.
- Organise every flight connection, ferry, transfer, and hotel, so all you need to do is arrive.
We’re a small team, so we can add thoughtful touches along the way, from birthday surprises to special recommendations for your first evening. And whether you’re planning a family getaway, a honeymoon, or a once-a-year break in the sun, we’ll treat your holiday with the same level of care and attention.
Ready to start planning your Greek island holiday?
Tell us what you have in mind - or simply that you need a relaxing break and a bit of inspiration - and we’ll do the hard work for you. Your tailor-made, great value Greek island or Cyclades holiday is just a conversation away.
Why choose Astraeus Holidays?
- Tailor-made, but still a package. Every trip is designed around you - your pace, your interests, your budget - while still including all the essentials like accommodation, transfers, and ferries or internal flights.
- No need for a huge budget. We know the islands inside out, so we can suggest characterful, great-value places to stay and smart itineraries that make your money go further, whether you’re keeping things simple or want a luxury getaway.
- We handle the logistics. Ferries, flight connections, transfers, timing between islands - we organise it all, so you’re not juggling tabs, timetables, and bookings yourself.
- Great value vs DIY booking. With our local relationships and experience, we can often match (and sometimes beat) the kind of overall cost you’d pay piecing it all together alone, but with far less hassle and much more support.
- Small, personal, and family-run. You’ll speak to real people who remember your name, your plans, and what matters most to you, from the first conversation to the moment you return home.
FULLY GUARANTEED
As a member of the Travel Trust Association, we guarantee all travel arrangements are 100% protected and secured, allowing you to have complete confidence and satisfaction in the services in which we have provided.
What our customer say...
Mykonos Tinos Syros
Both Rachel and Brian were fabulous.... totally reliable
David
6 Jun 2025
Athens Syros Mykonos
You were always at the end of the phone and checking on me which was the best and when there was a problem you sorted it even something no one could think would happen ferry strike
David
13 Sept 2025