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.

Located in the Ionian Sea lies the Greek Island of Corfu, an island of contrasts, with a rugged interior but serene shoreline, and eclectic architectural style defined by its colonial past.
- Curated collection of luxury hotels in Corfu
- Tailor-made Greek Island holidays
- One-of-a-kind experiences
- 24/7 support from award-winning experts

Lying in the Aegean Sea, Crete is a mountainous island rich in history and culture, and well worth a visit for travellers after sublime beaches and luxurious resorts.
- Tailor-made luxury holidays to Crete
- Collection of premium hotels & resorts
- Unique exclusive experiences
- 24/7 support from award-winning experts
The destination of choice for jetsetters and honeymooners, Mykonos is known for its glamorous nightlife, luxurious resorts, white-washed villages and sparkling blue sea.
- Tailor-made luxury Mykonos tours
- Unique exclusive experiences
- Curated collection of luxury hotels
- 24/7 support from award-winning experts

From the soft sands found along the coastline to the hilltop villages of the island's interior, holidays to Naxos offer something for both sun worshippers and culture lovers.
- Tailor-made Greek Island tours
- Curated collection of luxury Naxos hotels
- Unique exclusive experiences
- Round-the-clock support

The picturesque island of Paros is home to spectacular sandy beaches and enchanting towns. The third largest island in the Cyclades, Paros is renowned worldwide for its beautiful marble, which helped put the island on the map. Whitewashed villages lead to the stunning coast, where the surrounding islands are scattered across the horizon.

Santorini is possibly the most picturesque of the Cycladic islands, famed for its spectacular sunsets, whitewashed houses, blue-domed churches and legendary romantic appeal. Beaches of multicoloured volcanic sand can be found in the south-east of the island while along the western coast calm, clear waters lap the pebble beaches.

The rugged island of Sifnos is an outdoor lover's paradise, where spectacular scenery and breathtaking views meet picturesque whitewashed villages. This mountainous island offers fantastic hiking trails, as well as the opportunity to discover a more authentic side of Greece. Paired with delicious local cuisine, Sifnos is a true hidden gem of the Cycladic islands.
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.
FAQs for Greek Island Holidays
-
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.
-
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.
-
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.
Call us on 020 8682 5040 to start planning your holiday
Greece Island Guides and Inspiration
Why Scott Dunn?

Unique to You

- We listen to your travel goals and craft unique trips that are bespoke to you.
- We’re with you every step of your life’s travel journey, from honeymoons to family trips and beyond.

Seamless Service

- Global offices in the UK, US, and Singapore for 24/7 seamless service.
- We offer flexibility if your plans change so you can book with confidence and peace of mind.

Carefully Curated Collection

- We’ve curated an elevated collection of accommodation, experiences, and guides.
- Committed to fostering close global relationships to continue bringing you unique experiences.

Luxury in Every Sense

- We deliver a sense of luxury that matters most to you.
- Awarded Condé Nast Traveller’s Top Travel Specialists in the World 12 years in a row.