Luxury Greece Holidays 2026/2027

Weather-wise, Greece is arguably a year-round travel destination. However, due to the fact that most of the islands shut down during winter, we suggest travelling from early May to mid-October.

Early May is arguably the best time to visit Greece as well as mid-September to early October after the summer rush.

However, if it’s school holidays you’re trying to fill, our experts know how to curate a private experience no matter how busy the destination is.

When it comes to weather, Greece has a Mediterranean climate with long hot, dry summers and mild and wet winters. When travelling during our recommended times above, you should expect temperatures of around 24 degrees in May, with peak temperatures in the low to high 30s throughout July to September.

For travellers wanting something a bit more pared back and less travelled, or have visited Greece’s islands on holiday before, take the time to check out Paros. While it’s a smaller island, it boasts an authentic feel that can get lost in the larger islands and offers intimate beautiful beaches.

If you’re looking for buzz and to liven up your holiday, Mykonos is a household name for a reason. Bursting with beach clubs, lounge music, and a buzzing night scene, you have the makings of a vibrant and lively holiday. The main town is also stunning with an excellent selection of dining options.

We generally recommend 5-to-10-day itineraries, depending if you’re looking for a beach resort stay or a island-hopping holiday. Scott Dunn tailor-makes your holiday based on what interests you most, from cultural experiences and cuisine to the best Greek beach destinations.

The best way to get around Greece’s islands on holiday is by ferry. Due to the distance between the islands, private boats aren’t always available, however, if you’re looking to island-hop in ultimate luxury you can travel via helicopter.

Yes, in fact most Scott Dunn tours combine the Greek islands with Athens or the Peloponnese. Choose from tours like our Epic Greek Island itinerary which combines Athens with lesser travelled Greek islands or our Gourmet Greece itinerary for a foodie tour from Athens to Santorini.

For the best beach holidays in Greece, Halkidiki is our top recommendation (and most loved by guests).

Nestled in the northern region of Greece on the Aegean Sea, Halkidiki is a true fly-and-flop destination with its high-end resorts – fitted with fantastic amenities and facilities – and miles of coastline beckoning travellers searching for a spot of R&R.

Yes, Greece is a great holiday destination for families, couples, and honeymooners. Families can enjoy stays at beach resorts like Costa Navarino that have a dedicated Explorers kids' club. We also offer luxury holidays for couples in Greece as well as across Europe. From island-hopping to going on a foodie adventure across Athens, Crete and Santorini, we create bespoke Greece holidays for all types of travelling couples.