Tailor-made Holiday · Greece
The Best Luxury Hotels in the Greek Islands
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At a glance
The Greek Islands have always been one of our top destinations that our clients visit often. With some of Europe’s most charming hotels, particularly in Mykonos and Santorini, Greece is home to many world-class hotels.
There are so many hotels to choose from on the Greek Islands and the Out Of Office Collection brings you a curated list of the best – whether you're dreaming of a honeymoon in a cave hotel or planning a party trip to Mykonos.
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Each Greek island has its own distinct appeal – our experts can help you find the perfect match based on your preferences and interests. Whether you're seeking gay nightlife, complete relaxation, or something in between, the Greek Islands offer endless possibilities for a romantic trip.
Mykonos and Santorini are by far the most popular Greek islands. They're close enough to visit both in one trip and many clients opt to pair both Mykonos and Santorini with Athens. If you’re interested in island hopping, we can plan the ideal itinerary for you. We can also help with some of the smaller and alternative Greek Islands which offer a more rustic and quaint experience.
If you're interested in Greece’s ancient history, we’ll also suggest hotels and itineraries to match. You can discover Greece's distant past at historical sites like Meteora, the Acropolis of Athens, and Delphi. Experience Greece's renowned hospitality through folk dancing shows where you can even join in - and maybe even smash some plates at the end of the night (a Greek tradition, of sorts). Choosing the right hotel is crucial to ensuring your Greek Islands experience is unforgettable. Keep reading to discover some of our top picks.
Day by day
This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.
Best For Luxury: Myconian Naia
Just a ten-minute walk from Mykonos Town, Myconian Naia is our top luxury choice in Mykonos. As well as being in an unbeatable location, it’s an endlessly stylish hotel. You’ll be greeted with direct sea views from almost any vantage point in the hotel. Myconian Naia is very much geared towards romantic, luxury trips. You can see the famous Mykonos windmills from the pool terrace. Myconian Naia represents the height of understated luxury.
Best For Luxury: Myconian Utopia
Perched on a rock overlooking Elia Beach, Myconian Utopia is part of the Myconian Collection – along with Myconian Naia. They’re both tough to beat in terms of luxury and they’re located on different parts of the island. Either hotel can arrange transfers to or from Mykonos Town and Elia Beach. The infinity pool overlooking the beach is pretty spectacular. All of the furniture is made locally from natural materials. Expect whitewashed walls and understated luxury.
Best Cave Hotel: Iconic Santorini
Boutique cave hotels have become more popular in recent years. You’ll find them in troglodyte destinations, such as Cappadocia and Matera. Perhaps the most stylish cave hotels can be found in Santorini. As a volcanic island with a huge caldera, Santorini is a natural home for cave hotels. It’s a very romantic experience to wake up in a cave suite with an indoor grotto pool. For the best cave hotel on the island, we’d choose Iconic Santorini.
Best For Honeymoons: Bill & Coo
Bill & Coo is one of the best luxury hotels in Mykonos. It’s an ideal choice for a gay honeymoon in Greece. Located just on the edge of town, you’ll be right in the heart of the action. Bill & Coo is a design hotel so it’s very chic. All of the furniture is handmade. The honeymoon suites are especially charming – with private jacuzzis overlooking the Aegean. Bill & Coo’s restaurant is considered to be one of the best in Mykonos.
Best In Rhodes: Lindian Village
Our standout hotel on the island of Rhodes is Lindian Village. Located at the beach of Lardos at the south-eastern tip of the island of Rhodes – the picturesque village of Lindos up the road. Lindian Village is set amidst 60 acres and an artificial river wends its way around the resort. This is an ideal choice if you’d like to stay in a larger resort in the Greek islands with more amenities. It may be a larger resort but it’s still very stylish and distinctly Greek.
Further information
The Best Cave Hotels in Santorini
Santorini is home to a unique selection of luxury cave hotels, offering an intimate and authentic experience with stunning views of the Aegean Sea. These hotels, built into the island’s volcanic cliffs, blend rustic charm with modern amenities. Notable properties include Perivolas, known for its private suites and infinity pool; Canaves Oia Suites, offering spacious suites with private plunge pools; Iconic Santorini, a boutique hotel with sweeping views and 19 cave suites; and Kapari Natural Resort, a secluded retreat with whitewashed cave dwellings and private infinity pools.
Mykonos vs Santorini: which is better?
A question we get asked a lot by our clients. Mykonos and Santorini are two of Greece’s most iconic islands, each offering unique experiences. Mykonos is known for its vibrant nightlife, luxury beach clubs, and cosmopolitan atmosphere, drawing in travelers looking for glamour and excitement. It’s a hotspot for LGBTQ+ travelers, with a variety of gay-friendly venues and events. On the other hand, Santorini is celebrated for its stunning volcanic landscapes, romantic sunsets, and tranquil vibe, making it ideal for couples and those seeking a more relaxed escape.
While both islands feature incredible beaches, their appeal differs. Mykonos beaches, like Paradise and Super Paradise, are lively with parties and DJ sets, while Santorini’s beaches, such as Red Beach and Perissa, offer unique black and red volcanic sands, perfect for a quieter experience. Mykonos boasts luxury accommodations and a social atmosphere, whereas Santorini’s cliffside hotels and infinity pools cater to romance and breathtaking views.
The choice between Mykonos and Santorini ultimately depends on your travel style. Mykonos suits those seeking nightlife, LGBTQ+ inclusivity, and a vibrant social scene, while Santorini is ideal for honeymooners, nature enthusiasts, and anyone craving a serene getaway. Both islands provide unforgettable Greek experiences but cater to distinct types of travelers.
Our Experts
Greece is one of our clients' most popular destinations. The combination of history in Athens and beach life in the islands is a brilliant combination.
Island hopping in Greece is one of my favorite travel experiences. The cobbled streets of Mykonos and the bright blue domes of Santorini are picture perfect.
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Anthony S.
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Myconian Ambassador
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Myconian Avaton
Mykonos Luxury HotelA design-led five-star hotel above Elia Beach in Mykonos, with suites and villas featuring private pools, a fine dining restaurant, spa, and a distinctive aesthetic that sets it apart from anything else on the island. Named after the sacred sanctuaries of the ancient world, Avaton positions itself as a place apart.
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Myconian Imperial
Mykonos Luxury HotelA five-star beachfront resort on Mykonos' quietest stretch of sand, with private pools, a clifftop spa, and dining that rivals anywhere on the island. Above Elia Beach on Mykonos' unhurried southern coast, the Myconian Imperial delivers serious five-star luxury well away from the island's party crowds. Elia is the longest sandy beach on Mykonos, and the resort holds its own private section, a rarity at this end of the Aegean.
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Myconian Korali
Mykonos Luxury HotelA Relais & Châteaux hillside hotel above Megali Ammos Beach, minutes from Mykonos Town, with rooms and suites in white marble and warm accents, Satori Thalasso Spa, and Baos Fine Dining restaurant. Myconian Korali sits 300 metres from the Aegean and a short walk from the Little Venice waterfront and Mykonos Town Myconian Korali, on a hillside overlooking the harbour and the iconic Kato Mili windmills.
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Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specialising in tailor-made holidays and extraordinary journeys around the world. We create bespoke luxury holidays, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalised experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with travelling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveller, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalised service and discretion.
Do you create tailor-made LGBTQ+ holidays?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalised itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travellers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
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Tell us where you would love to go, when you are thinking of travelling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
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