Luxury Greek Island Holidays
Sun-drenched beaches, azure waters and cobbled streets lined with white-washed buildings. Greece's many rugged islands have an indescribable allure.
- Tailor-made Greek island holidays
- Exclusive experiences with local private guides
- Award-winning travel experts
- Around-the-clock support
Sit back and watch the waves lap against the shore as you tuck into delicious gyros or souvlaki, served with lashings of tzatziki and a cold beer. This is relaxed island life at its finest and it's the simplicity that we love the most.
From the rugged beauty and sleepy fishing villages of Sifnos to the luxurious private villas on Zakynthos, Greek island holidays allow you to discover each place's unique charm. These enticing islands are ideal for an early summer getaway in May and June when the temperatures are warming up but the summer crowds haven't arrived yet.
Whether you're after a tailor-made island-hopping adventure or prefer to unwind at a single hotel for a week, our specialists will ensure your trip ticks all the boxes.
Our Greek Island Holiday Tours, Hotels & Destinations
Experience a tailor-made holiday to the Greek islands where ancient culture, family traditions, boundless adventure and gastronomic delights await.
We've handpicked the finest hotels and luxury villas on the Greek islands for our carefully curated collection of properties. From secluded retreats to charming boutiques, experience a wide array of accommodation options in one unforgettable trip. You'll encounter traditional Greek charm blended with style and sophistication, all set in unique locations that showcase the best this country has to offer.
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Grace Santorini, Auberge Resorts Collection
Santorini, Greece
Naxian Collection
Agios Prokopios, Naxos, Greece
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Honeymoon in the Greek Islands
Athens, Milos, Sifnos & Santorini
SGD $14,900 pp
Epic Greek Islands
Athens, Milos, Sifnos & Naxos
SGD $10,900 pp
Family Fun in the Greek Islands
Athens, Kea, Paros & Vouliagmeni
SGD $10,100 pp
Extraordinary Mykonos & Santorini
Mykonos & Santorini
SGD $11,100 pp
Call us on +65 6028 0820 to start planning
Greece Island Guides and Inspiration
The Best Greek Islands for…
Whether you’re after the outdoors hiking the rural landscapes or spending time with a Greek family learning about their culture and traditions all wrapped in a gorgeous homecooked meal, here’s where to go for your ideal trip.
The Best Greek Islands for...
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Best for Beaches
Luxury Greek island holidays wouldn't be complete without blissful beach days. As the largest island, Crete has a huge variety of beaches and secluded coves to choose from. Experience the pink sands and turquoise waters of Elafonissi Beach or visit lesser-known beaches for a truly tranquil escape. Milos' volcanic landscape has shaped dramatic coastlines and unique geological formations, with beaches like Sarakiniko defined by striking white rock.
Zakynthos is best known for stunning beaches like Navagio, or 'Shipwreck Beach'. Head to Paros and find soft sands and lively beach bars at Golden Beach or experience the windsurfing scene at Kolymbithres Beach. Naxos, meanwhile, is known for an exceptional diving scene on its pristine coast.
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Best for Food & Drink
In Santorini, indulge in mineral-rich wines nurtured by the island’s volcanic soil and idyllic climate. Crete is renowned for its signature cheeses, best enjoyed with local olives. Join a hands-on cooking class afterward sampling some to master traditional Cretan dishes with authentic flair.
Sifnos also has a rich culinary heritage, featuring slow-cooked dishes like revithada (baked chickpeas) and mastelo (lamb or goat in red wine). Meanwhile, the high-end restaurant scene in Mykonos is a draw for many travellers.
"The Greek islands offer an exceptional culinary experience. Expect the finest seafood, freshly caught and simply prepared to highlight natural flavours, paired with local wines that capture the essence of the islands.
"Mykonos excels in gourmet dining, with beachfront restaurants serving fresh seafood and world-class wines. Crete is known for its farm-to-table philosophy, where rich olive oil, wild herbs and local cheeses elevate traditional dishes, while in Zakynthos, fresh fish and local honey create unforgettable flavours."
Geraleine Yap, Europe Travel Expert -
Best for Nightlife
While holidays to the Greek islands offer a serene escape from reality, there's no shortage of evening entertainment. Mykonos is renowned for its glamorous nightlife in the form of exclusive beach clubs like Pasaji, one of the smartest in the area. Within its whitewashed streets, you'll find plenty of sophisticated restaurants and stylish bars. The island also attracts top DJs from around the world, making it perfect for those looking to party into the night.
Enjoy picture-perfect sunsets with a cocktail or local wine in one of Santorini's many chic bars overlooking the caldera. The island offers refined, laid-back nightlife, with plenty of venues to explore.
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Best for Culture
While holidays to the Greek islands offer a serene escape from reality, there's no shortage of evening entertainment. Mykonos is renowned for its glamorous nightlife in the form of exclusive beach clubs like Pasaji, one of the smartest in the area. Within its whitewashed streets, you'll find plenty of sophisticated restaurants and stylish bars. The island also attracts top DJs from around the world, making it perfect for those looking to party into the night.
Enjoy picture-perfect sunsets with a cocktail or local wine in one of Santorini's many chic bars overlooking the caldera. The island offers refined, laid-back nightlife, with plenty of venues to explore.
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Best for Hiking
Greek island holidays offer a diverse set of hiking experiences. Crete's dramatic gorges and towering mountain ranges make it the ideal destination for those wanting to connect with nature across varied terrain.
You can venture between mountain villages hidden in the green valleys in Naxos, while Santorini's volcanic trails promise unrivalled views of the caldera and the Aegean Sea.
- Best for Beaches
- Best for Food & Drink
- Best for Nightlife
- Best for Culture
- Best for Hiking
FAQs for Greek Island Holidays
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Definitely! It's such a great way to see all that Greece has to offer and experience the different islands’ variety of cultures and foods. Whether your interests lie in history, adventure or simply relaxing on the beach, these islands have something for everyone.
And with our tailor-made tours, we’ll craft a Greek Island holiday that feels uniquely yours.
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We recommend Paros as the most elegant island in Greece.
Expect traditional whitewashed hillside towns and sleepy tavernas serving the catch of the day. With plenty of white sand beaches to choose from, Paros is also a foodie-loving haven. Anti-Paros, a small island just a short boat ride away from Paros, is ideal for those who seek total peace and quiet – a rare thing in Greece during the summer months! For the best beaches, Milos has plenty to offer. A great spot for couples, Milos is evolving into one of the Mediterranean’s most sought-after destinations.
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The prettiest and quietest Greek island has to be Sifnos. With towering mountains, crystal clear water and incredible food, this island is a must for all who are seeking complete relaxation. The breathtaking whitewashed villages are full of friendly locals who want to show travellers what their lovely island has to offer. This island is ideal for couples, as well as families, a truly hidden gem undiscovered by mass tourism.
Our team of Greece travel specialists are waiting to help you book your next adventure.
