Call us on
    Exit
    Exit
    Private cove exploring Greek islands

    Luxury Greek Island Tours made for you

    Start Planning
    Luxury Greek Island holidays and private tours

    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.

    From our experts

    Experiences picked by our destination specialists

    Cruise Santorini at sunset

    toggle accordion

    Enjoy a romantic private cruise of Santorini at sunset, sailing to the volcano and hot springs

    Spend a day at Scorpios beach club on Mykonos

    toggle accordion

    Spend a day at Scorpios beach club on the sun-drenched southern peninsula of the island of Mykonos

    Take a rib boat to the Small Cyclades

    toggle accordion

    Board a luxury rib boat from Paros to cruise the breathtaking bays and sparkling waters of the ‘Small Cyclades’

    Eat at Pollonia, Milos's fishing village

    toggle accordion

    Discover the culinary capital of Milos in Pollonia, a small fishing village on the island’s northeastern tip

    Uncover Minoan history at Knossos Palace

    toggle accordion

    Learn Crete’s fascinating history at Knossos Palace and the Archaeological Museum of Heraklion

    A word from one of our experts

    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 headshot
    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:

    Crete

    Phāea Blue Palace
    With unparalleled views of the Aegean and an atmosphere of effortless serenity, Phāea Blue is the only boutique hotel in Crete situated directly on the beach. Each room and suite is curated with natural materials, handcrafted Greek artwork and a colour palette inspired by he surrounding sea, sand and olive groves. Some feature private pools, while others open onto terraces that frame uninterrupted views of the horizon. Step onto the hotel’s private 200-meter pebble beach, where wooden decks and plush loungers invite leisurely afternoons under the sun. Meanwhile the spa offers a collection of treatments inspired by ancient Greek wellness rituals as well as yoga and pilates sessions that take place under the open sky. Dining at Phāea Blue is an immersive journey into the culinary heritage of  Greece. At Anthós, the hotel’s signature open-air restaurant, chefs prepare exquisite dishes in a live kitchen using the finest local ingredients. For an intimate seafood experience, The Blue Door evokes the charm of a traditional Greek taverna, where the catch of the day is served just steps from the water’s edge. The Phāea Farmers Feast invites you to savour farm-to-table creations, where time-honoured cooking techniques celebrate the island’s fertile land and rich gastronomic traditions. As twilight descends, the scenic Votsalo Bar, perched above the sea, beckons with artisanal cocktails and a thoughtfully curated selection of Greek wines, offering a front-row seat to the spectacular Aegean sunset.
    Discover more

    Paros

    Rooster, Antiparos
    Antiparos is a jewel in the Adriatic sea, just a short ferry trip from the main island of Paros. Here, on this tranquil island, rich in natural beauty you’ll find The Rooster. Set in 30 acres of rolling hills and giving way to soft sand dunes and eventually twinkling crystal clear sea waters. This exclusive beachfront property is made up of 16 private houses, with a design, architecture and decor that’s respectful to the island. Each of the private guest houses are individually designed to offer privacy without distracting from the connection to the views and natural landscapes. The furniture and decor is in keeping with the island’s own heritage. For example, walls are painted with neutral tones or whitewash and there’s comfortable low slung wooden chairs with soft furnishings made from traditional textiles. Each house is complete with a bedroom, living area, bathroom (with outdoor shower) and a luxurious private pool with secluded lounging areas shaded by greek gardens or cabana style, wooden canopies. Aside from the private houses guests can also choose to stay in the Farmhouse, around 1.5km away from The Rooster the private Farmhouse is surrounded by kitchen gardens, calming outdoor social areas and it has its own private pool. The house has its own kitchen where your meals will be prepared or where you can dive in yourself to enjoy the fresh produce from the nearby farm – a great option for families.  The Rooster is a lifestyle and wellness retreat that allows guests to connect with themselves and nature. The House of Healing is an intrinsic part of daily life at The Rooster where a journey of mind and spirit centeredness can be achieved through personalised therapies such as Rooster Rituals, Ayurveda treatments, facials, massages and yoga. There’s also a gym for those who want to compliment their beach walks and sea swimming with extra activity. Close to the main hotel is The Farm, another venue to be explored. At The Farm guests are invited to experience a traditional ‘bostani’ (kitchen garden), vegetable fields, open kitchen cooking, private dining and the chance to learn about local, seasonal ingredients. The hotel itself offers its own indoor restaurant with huge windows and doors that open out to the gardens and with sea views. There’s an atmospheric bar with loungers for total relaxation as you sip your drinks, a secret garden and courtyard and the cuddle puddle. The cuddle puddle is a wooden tipi that sits within the dunes to capture the island’s signature, glowing sunsets.
    Discover more

    Why book with Jacada?

    Personalised design illustration image

    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 illustration image

    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 illustration image

    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.

    Ready to plan your adventure?

    Whatever you want from your Greek Islands tour, our team of expert travel designers are ready to help.

    Where to go in the Greek Islands

    Crete thumbnail

    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.

    Read more
    Folegandros thumbnail

    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.

    Read more
    Milos thumbnail

    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.

    Read more
    Mykonos thumbnail

    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.

    Read more
    Paros thumbnail

    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.

    Read more
    Santorini thumbnail

    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.

    Read more
    Spetses thumbnail

    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.

    Read more

    Meet your Europe team

    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)

    When Is the Best Time to Visit Greece?

    When Is the Best Time to Visit Greece?

    Read more

    Plan your trip to the Greek Islands

    Start Planning

    Don't take our word for it

    Your trip, your story

    We craft trips deeply personal, delightfully surprising and entirely one of a kind. Every Jacada journey begins in conversation with a travel designer, a specialist in their destination of expertise. Behind each journey is a wealth of insight, gathered over years of on-the-ground exploration.

    Once you’re booked, you’ll meet your concierge. Based in the region you’re visiting, they’ll take care of all the details so your mind is at rest. They make the trip truly special – and truly yours.

    Where would you like to travel?
    Ariel view of waves breaking on a forested shoreline