Luxury Greece Holidays 2025/2026

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

While you can still tour the Peloponnese during winter – getting the chance to view some of Greece’s most famous ruins without the rush of tourism – early May is particularly beautiful as well as mid-September after the summer rush.

Learn more about the best time to visit Greece.

Greece has a Mediterranean climate, offering 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 romantic getaways and iconic calderas, then Santorini is the perfect Greece island holiday for you. Santorini is also brimming with adventure with its multi-coloured cliffs and wild volcanic landscape to explore.

If it’s foodie delights you’re after, then look no further than Crete. Crete hosts some of the best food in Greece and is perfect for all travellers, including some truly idyllic resorts that families with love.

Absolutely! Many of our sample itineraries include island-hopping, with Mykonos, Santorini and Crete always making the cut.

But you’re not limited to just that. Our travel experts specialise in creating unique, personalised itineraries – so any Greek island you’d like to visit can be seamlessly incorporated into your island-hopping tour.

As far as cities go, Athens is the highlight of Greece.

This ancient city is bursting with history, cuisine, culture and endless streets to wander through. We offer bespoke experiences that allow you to see the city your way. From tailor-made food tours to personalised guided walkthroughs of the Acropolis, it’s a gorgeous city to get absorbed in.

However, Oia in Santorini and Chania in Crete are gorgeous bustling towns found on the Greek islands. Oia is where you’ll find the picture-perfect calderas and Chania is excellent for cultural experiences with its historic towns and olive oil tours.

While you truly can find delicious food all over Greece (think freshly caught seafood, crisp Greek salads, and an incredible selection of meze), the Katikies Hotel in Santorini offers stunning sunset views at their Michelin-starred restaurant. We rarely create a Greece holiday itinerary without booking it!

For the best beach holidays in Greece, Mykonos and Crete never disappoint.

Couples and friend groups will love Mykonos’s famous beaches and buzzing nightlife, while families and those looking for a laid-back beach holiday will adore Crete’s selection of luxury resorts.

Our favourite Greece honeymoon destinations are Santorini and Antiparos.

Sporting intimate boutique hotels – perfect for honeymoons – Santorini just exudes a sense of romance that can’t be beaten, and presents adventure, cuisine and culture all in one enchanting package.

On the other hand, Antiparos feels very private and exclusive, offering an incredible escape from the hustle and bustle of everyday life, and providing a laid-back environment for newlyweds to revel in the romance.

We 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.

Yes! Luxury family holidays to Greece are one of our specialities. Enjoy a fly-and-flop holiday to one of our favourite Greek Island resorts, like Costa Navarino, where kids can spend the day adventuring with our kids' club and parents can indulge in the world-class amenities and facilities.

Or go island-hopping on a Greek Islands family tour, staying in lush resorts and immersing yourself in local Greek culture and cuisine.

Singapore passport holders do not need a visa to visit Greece and can holiday for up to 90 days before needing one.

Find out more on the foreign ministry website.

Flights from Singapore to Athens fly from Changi Airport. However, do note there are no direct flights from Singapore to Greece.

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

Our luxury holidays to Greece start at around SGD $7,000 per person and build from there. The final price will be dependent on the finished itinerary you build with your travel specialist.

However, we promise full transparency when it comes to the costs of your activities, bookings, flights – whatever your tour may include – so you’ll know exactly how much you can expect to spend.

To book your luxury Greece holiday, please fill out our online enquiry form or call us at the number listed below. From there, you’ll be directed to a travel specialist who can start building the Greece holiday of your dreams.