Tailor-made luxury Greek Island tours
There are some 6,000 Greek Islands scattered between the Aegean and Ionian seas – 200 of them inhabited – and our travel designers have unrivalled expertise on the best of them.
Explore crescent-shaped Santorini with its dramatic cliffs and sunset cruises and Mykonos where luxury yachts deliver you to exclusive beach clubs. Family-friendly Crete is home to the beautiful Samaria Gorge National Park and the forests of Lasithi and then peaceful Paros, with its traditional villages, kite surfing and the tiny neighbouring island of Antiparos.
Travel to off-the-beaten-path islands. Discover some of the country’s most beautiful beaches on the island of Milos and explore Folegandros with its medieval clifftop town of Chora. Then there’s Spetses, a car-free island with a handful of elegant boutique hotels.
Depending on your interests and pace, your luxury Greek Island vacation will include several destinations, often beginning in the capital city of Athens. Our travel designers will guide you to the best yacht charters between islands, and to secret swimming spots and idyllic beaches.
Speak with our specialists who can arrange a perfect luxury Greece honeymoon, with private tastings of Santorini’s beautiful wines, or a luxury Greece family trip with hiking, swimming and cycling around Paros. We’ll recommend the best private villas and share our first-hand restaurant recommendations, so you can discover the culinary specialities of each island.
Highlights
Enjoy a romantic private cruise of Santorini at sunset, sailing to the volcano and hot springs
Spend a day at Scorpios beach club on the sun-drenched southern peninsula of the island of Mykonos
Board a luxury rib boat from Paros to cruise the breathtaking bays and sparkling waters of the ‘Small Cyclades’
Discover the culinary capital of Milos in Pollonia, a small fishing village on the island’s northeastern tip
Learn Crete’s fascinating history at Knossos Palace and the Archaeological Museum of Heraklion
A Greek Island hopping tour offers the perfect mix of relaxation, cuisine, adventure and culture, all rolled into one amazing sun-drenched trip. As most of the islands are so close together, it’s easy to cruise between them.

Dan Rhodes
Travel Designer
Luxury accommodation in the Greek Islands
There are many incredible places to stay in the Greek Islands. Here are some of our favourites, handpicked by our travel designers:
Why book with Jacada?

Personalised design
We’ll plan your trip around your specific interests, tastes and preferences, providing helpful tips and honest advice based on first-hand knowledge of the destination.

Authentic experiences
Our expert guides and brilliant travel concierges are hand-picked to provide a genuine experience, bringing your destination to life with care and passion.

Responsible travel
Our luxury trips are designed with responsible travel principles that prioritise travel experiences that are both good for you and good for the planet.
Greek Islands trip inspiration
Get inspired with our Greek Island example trips and then get in touch to plan your own adventure
Where to go in the Greek Islands

Crete
As the birthplace of Zeus and home to ancient Minoan civilization, Crete carries serious historical weight. But it also delivers stunning mountain landscapes and spectacular coastline, making it perfect for active families seeking adventure.
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Folegandros
Tucked away in the southern Cyclades, Folegandros remains refreshingly off-the-beaten-path. This authentic island offers dramatic clifftop views and a relaxed pace that feels worlds away from the crowds.
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Milos
Milos delivers everything you’d hope for – beautiful beaches with extraordinary volcanic rock formations, whitewashed villages and crystal-clear waters – and it’s far quieter than its more famous neighbours.
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Mykonos
Mykonos may be compact, but it’s bursting with personality. Known for glamorous nightlife and legendary beach clubs, the island also offers stunning beaches and hidden coves.
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Paros
Where golden-sand beaches meet impossibly blue waters, Paros offers a peaceful escape. Traditional villages connected by ancient paths reveal authentic island life, while neighbouring Antiparos – a short ferry ride southwest – takes the tranquility further.
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Santorini
Dramatic cliffs plunge to beaches of red, white and black volcanic sand, while whitewashed villages cling to every ledge. Greece’s most romantic island draws honeymooners for legendary sunsets and intimate cliff-edge dining.
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Spetses
Despite its small size, Spetses boasts fascinating history spanning millennia. This tranquil island has attracted sophisticated Athenians for over a century with its small-town charm and car-free streets.
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When to visit the Greek Islands
For fewer crowds, visit Greece in late spring (April and May) or early autumn (October and November). These shoulder months offer pleasant temperatures and far quieter islands than peak summer, letting you explore at a more relaxed pace with comfortable weather.
That said, July and August have their appeal if you enjoy the buzz. Summer brings Greece’s liveliest festivals – from the August Moon Festival to vibrant Panigiria (or Panegyria) celebrations honouring local saints. During these busier months, we’d recommend choosing a quieter island like Folegandros, or the northern northern islands of Samothrace and Thassos, to escape the heaviest tourist traffic.

Hiking and cycling
April–May, October–November

A beach break
June–September

Festivities
March–April (Easter)
Travel guides
Plan your trip to the Greek Islands


Plan with peace of mind
When you book a trip in today’s world there’s a lot to think about. But with the right advice and expert planning, you can do it with confidence.
If you book to travel with us but your plans are impacted by circumstances you can’t control, we’ll change your reservation or cancel your booking for a full credit towards future travel.










































