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Top Holidays
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Glorious Greece: Which Greek holiday destination is right for me?

Inspiration | 05 November 2025

Greece, a destination steeped in ancient history and scattered with more breathtaking landscapes than you can fit in your camera roll, offers an array of experiences as diverse as the dishes on a mezze-laden table.

Whether it’s a romantic escape, an enriching family adventure, an adventure-filled escapade, or a foodie phantasmagoria you’re after, Greece is more than happy to oblige. From the iconic Santorini sunsets to the timeless charm of Kassandra, discover the best Greek destinations and luxury resorts in Greece for every type of traveller and let’s begin your odyssey.
 

Grace Hotel, Auberge Resorts Collection, Santorini
Grace Hotel, Auberge Resorts Collection, Santorini

Best holiday destination for couples in Greece: Santorini

This one comes as little surprise to anyone who has been lucky enough to tread Santorini’s cliff-hugging stairways or witness the spectacular parade of pastel hues that streaks these skies at dusk. Romance blooms amidst the whitewashed villages, and the views are enough to make you tear your eyes away from another (even if only briefly). Indulge in a private sunset cruise, explore charming Oia hand in hand, and savour a candlelit dinner overlooking the caldera – Santorini offers endless romantic experiences for couples to cherish together.

Stay at Grace Hotel, Auberge Resorts Collection, a stunning retreat with intimate private pool suites and some of the most romantic views we’ve ever seen. Alongside its rooms made for romance, as one of the finest luxury hotels in Greece, it offers a range of experiences perfect for pairs, including wine and caviar tastings, horse-riding excursions, and a private tour in a vintage 2CV during which you can stop for photos at some of the island's most scenic spots.

View of Daios Cove
View of Daios Cove

Best holiday destination for families in Greece: Crete

For families seeking an epic Grecian adventure, Crete reigns supreme. From ancient treasures to sun-drenched stretches of coastline and some of the best luxury resorts in Greece, there is something for everyone. Encourage your little ones delve into a world of mythological wonders while you spend days unwinding on soft sands (including the famous pink sands and turquoise waters of Elafonissi Beach) and evenings devouring delicious Mediterranean cuisine. Embark on a captivating journey to the Palace of Knossos to explore the labyrinthine ruins and imagine life in the Minoan civilisation: an educational and enriching experience for all ages.

Our Head of Marketing, Lauren Godfrey, travelled to Crete with her daughter, staying at Daios Cove Luxury Resorts and Villas. She tells us what she loved about the hotel and her top tip for visiting with a little one.

Family holidays to Daios Cove, Crete
Family holidays to Daios Cove, Crete

WINGED BOOTS RECOMMENDS

Lauren Godfrey, Head of Marketing

Daios Cove was a fantastic hotel for my first holiday as a parent. The weather was balmy, the staff were so accommodating for my daughter (who was 6 months old) and the food was out of this world. If travelling with young children, make sure you bring a lightweight stroller as there are a lot of stairs – but without them you wouldn’t get the insane view.”

Read more about our team's travels here

Pool suite at Kenshō Ornos, Santorini
Pool suite at Kenshō Ornos, Santorini

Best holiday destination for sunseekers in Greece: Mykonos

Mykonos entices with its unparalleled blend of cosmopolitan flair and traditional charm, offering a vibrant nightlife scene, stunning beaches, iconic whitewashed architecture and some of the most sought-after luxury hotels in Greece that create an unforgettable island experience unlike any other in Greece. For those who follow the sun in search of hedonistic paradise, the island beckons with its swathes of golden sands, gin-clear waters, and the ever-present promise of a good time. Bask in the abundant sunshine by day, then dance the night away in iconic beach clubs.

As for accommodation, Kenshō Ornos offers a blend of laid-back vibes by day, and the nighttime allure that characterises the island. When you're not basking in the sunshine (possibly nursing a hangover) or exploring the nearby nightlife, make the most of the hotel's abundant wellness facilities, wonderful restaurant, and the range of excursions that the experience team will happily arrange for you. You can even opt to take to the water and explore the island from the supreme luxury of the Kenshō yacht.

Beachfront villas at Porto Zante Villas & Spa
Beachfront villas at Porto Zante Villas & Spa

Best holiday destination for adventurers in Greece: Zakynthos

Thrill-seekers yearning for adrenaline-fueled escapades, look no further than the rugged landscapes of Zakynthos. With its dramatic cliffs, hidden coves, and brilliant turquoise waters, it’s a playground for adventurers, offering everything from hiking and biking to cliff diving to sea kayaking. Embark on an exhilarating journey to Navagio Beach, where adventurous travellers can cliff jump into the crystal-clear waters or take a thrilling boat tour to explore the iconic shipwreck and rugged coastline, immersing themselves in the island's natural beauty.

After all that action, you’ll want somewhere to reset. Porto Zante Villas & Spa fits the bill with a tropical touch and enticing wellness facilities. Their beachfront villas with private pools and unimpeded views elevate your holiday to new heights.

Junior Suite with Private Garden at Porto Sani
Junior Suite with Private Garden at Porto Sani

Best holiday destination for foodies in Greece: Kassandra

Though you’ll find incredible food in everything from beachside tavernas to Michelin-starred establishments across the islands, the mainland is the place to go for traditional dishes rooted in history. Indulge in the region's delectable seafood, featuring freshly caught fish and succulent shellfish, along with traditional Greek mezze dishes bursting with the distinctive flavours of local olives, feta cheese, and aromatic herbs, promising a culinary journey to tantalise the taste buds.

For all-inclusive dining, Sani Resorts are unbeatable – with their unique Dine Around scheme allowing you to taste your way through the 26 restaurants in the programme. Porto Sani places you in the centre of these and offers 3 gorgeous on-site eateries to whet your appetite.

Lobby at Hotel Grande Bretagne, A Luxury Collection Hotel, Athens
Lobby at Hotel Grande Bretagne, A Luxury Collection Hotel, Athens

Best holiday destination in Greece for history buffs: Athens

Athens, a dynamic metropolis steeped in ancient history and studded with world-famous Greece landmarks, offers a captivating blend of antiquity and modernity, making it ideal for both city breaks and extended stays. History buffs will revel in exploring iconic landmarks like the Acropolis, Parthenon, and Ancient Agora, immersing themselves in the rich tapestry of Greek mythology and civilisation. Beyond its historical treasures, Athens boasts vibrant neighbourhoods, world-class museums, and a lively culinary scene, ensuring an unforgettable experience for every visitor.

With an ideal location in the heart of the city and a fabulous on-site restaurant offering Acropolis views, Hotel Grande Bretagne, A Luxury Collection Hotel, Athens provides the perfect springboard for experiencing the best that Athens has to offer. 

One&Only Kéa Island
One&Only Kéa Island

Best holiday destination in Greece for something special: Kéa Island

Kéa Island, an enchanting gem of the Cyclades, offers a serene escape from the bustle of more popular Greek destinations. Renowned for its rugged landscapes, pristine beaches, and quaint villages, Kéa exudes an authentic charm that captivates visitors seeking a tranquil retreat. With its rich history, diverse hiking trails, and unspoiled beauty, this island beckons those in search of a genuine Greek experience off the beaten path and offers something to suit every type of traveller, including couples, families, active holidaymakers, foodies and history buffs.

Opening in May 2024, One&Only Kéa Island offers a luxurious escape with its exclusive all-villa accommodation, boasting breathtaking views of the Aegean Sea. Guests can indulge in delectable culinary experiences at the resort's gourmet restaurants, showcasing locally sourced ingredients and innovative Mediterranean cuisine. Offering an idyllic setting, outstanding personalised service, and unparalleled amenities, One&Only Kéa Island promises an unforgettable retreat for discerning travellers seeking luxury and tranquillity. It's also a great choice if you are planning on celebrating a special occasion such as a wedding, milestone birthday, or anniversary in Greece. 

More ideas for your Greek island escape


 

Have you found your ideal Greek holiday destination? Or are you still in need of some inspiration? Either way, give our team of personal travel managers a call on 0203 318 6077 or enquire online and book your luxury getaway to Greece today.

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