Santorini
Luxury Santorini Holidays
Suggested trips through Santorini, each one a starting point that our LGBTQ+ travel specialists tailor around your dates, pace and preferences.
Featured Holidays in Santorini
Athens and Santorini in 7 Days: Luxury Greece Tour
This seven-day Greece itinerary combines Athens with Santorini, beginning with the country’s great ancient sites before moving out into the Aegean. You’ll start in Athens, where a guided tour takes in the Panathenaic Stadium, Hadrian’s Arch, the Greek Parliament and the Acropolis, followed by the Acropolis Museum.
7 days | From £4,800 pp
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Classic Greek Island Hopping: The Highlights
Experience the perfect mix of history and relaxation on this indulgent luxury island-hopping adventure through Athens, Mykonos, and Santorini on one of our most popular trips.
11 days | From £3,870 pp
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Athens, Mykonos, Santorini & Naxos: The Four Faces of Luxury Greece
Tailor-made HolidayFrom Athens, the birthplace of civilisation, to the glamour of Mykonos, the romance of Santorini, and the authenticity of Naxos, this journey showcases the many faces of the Greek world. Designed for LGBTQ+ travellers who want a balance of culture, decadence, and relaxation. Athens — Origins & Heritage Your journey begins in Athens, where the Acropolis and Parthenon stand as symbols of Greece’s ancient legacy.
13 days tailor-made from £3,175 per person View trip
The Best Luxury Hotels in the Greek Islands
Tailor-made HolidayThe 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.
7 days tailor-made from £2,800 per person View trip
Luxury Mykonos & Santorini Group Trip
Tailor-made HolidaySpend seven days island-hopping between two of Greece's most iconic destinations. This trip strikes the balance between high-energy Mykonos and romantic Santorini — perfect for groups who want both nightlife and natural beauty. Your group stays in a private villa within walking distance of Mykonos Town's winding streets and whitewashed buildings. After settling in, head to BAOS for grilled octopus and fresh Greek salads overlooking Little Venice.
7 days tailor-made from £2,680 per person View trip
Italy, Greece & Turkey: Luxury Gay-Friendly Cruise
Tailor-made HolidayThis itinerary moves through Italy, Greece, and Turkey, combining Rome and Athens with a seven-night LGBTQ+ friendly cruise of the Greek islands aboard Virgin Voyages, closing with a stop in Bodrum along the way. The trip begins in Rome, where ancient ruins and Renaissance-era architecture sit within a short walk of the city's best shopping and nightlife.
11 days tailor-made from £3,840 per person View trip
Ultimate Luxury Greece: Athens, Mykonos & Santorini
Tailor-made HolidayThis is the most luxurious way to experience Greece, combining Athens, the Athens Riviera, Mykonos, and Santorini with some of the country’s best hotels, private guides, yacht transfers, and seamless logistics. You’ll stay at Hotel Grande Bretagne in Athens, Four Seasons Astir Palace on the Riviera, Bill & Coo in Mykonos and Canaves Oia in Santorini.
10 days tailor-made from £9,800 per person View trip
Gay Honeymoon in Italy and Greece: Rome, Amalfi, & Mykonos
Tailor-made HolidayItaly and Greece are Europe's most sought-after honeymoon destinations. Couples flock to see Rome's ruins and rooftop restaurants, the Amalfi Coast's cliffside towns, Santorini's caldera views, Mykonos's beach clubs and whitewashed lanes. This 12-night honeymoon is built for couples of any orientation who want the best of both countries in one trip rather than choosing between them.
12 days tailor-made from £4,525 per person View tripMoments in Santorini
Greek Islands: The Out Of Office Collection
Greek Islands Tailor-made HolidayThe Greek islands have long been one of our most popular destinations. You'll find some of the most charming hotels in Europe in Greece, especially in Mykonos and Santorini. There are so many hotels to choose from in the Greek Islands. The Out Of Office Collection gives you an overview of the best of the best - whether you're looking for a honeymoon in a cave hotel or a party trip to Mykonos.
7 days tailor-made from £3,350 per person View trip
Gay Wedding in Santorini
Tailor-made HolidaySantorini is one of the most romantic settings in Europe. The caldera drops straight into the Aegean, whitewashed villages cling to the cliffs, and some of the island’s best hotels are designed around private terraces, plunge pools and uninterrupted sea views. For a wedding, it gives you a flawless backdrop. Since February 2024, same-sex couples have been able to marry legally in Greece.
8 days tailor-made from £7,250 per person View trip
Greek Island Hopping: Mykonos, Ios & Santorini
Tailor-made HolidayMykonos, Ios, and Santorini have become the holy trinity of Greek island-hopping—and for good reason. Each island brings something different to the table: Mykonos serves up glamour and all-night parties, Ios delivers a more relaxed setting, whilst Santorini provides those postcard-perfect sunsets and caldera views. String them together over nine days and you've got yourself a perfect Greek summer.
10 days tailor-made from £2,905 per person View trip
Athens, Delphi, Kalambaka and Santorini
Tailor-made HolidayThis unique itinerary takes you from the historic streets of Athens to the mystical wonders of Delphi and Kalambaka, and finally to the breathtaking island of Santorini. Perfect for those seeking a blend of archaeological discovery and island relaxation, this trip offers a comprehensive exploration of Greece's rich heritage and stunning natural beauty. In Athens, delve into the heart of ancient civilisation.
8 days tailor-made from £3,250 per person View tripGay Group Trips in Santorini
Set departures with dates already fixed, organised end to end and travelling as a small group. Where a departure is full, dates are available on request. Extensions either side can be added, and we can plan something tailor-made instead if you would rather.
Gay Group Trip: Athens, Santorini, Naxos & Mykonos
Greece Group TripExperience the full range of Greece on this tailor-made eleven-day LGBTQ+ itinerary across Athens and three of the Cyclades. Designed for couples and honeymooners ready to take their time, the trip moves from the ancient capital to the quietest Cycladic island before ending on Greece's most established gay island, with stylish hotels, private guides and carefully curated experiences throughout.
11 days group departure from £7,490 per person View trip
Most Popular
Gay Group Trip: Greek Island Hopping
Group TripGreece is the cradle of Western Civilisation, so it's no surprise that it's a popular tourist destination. The perfect weather, golden beaches and cuisine also help. Not to mention the magical Islands surrounding the mainland. On this trip you'll get to explore the wonders of Athens, and then do some island hopping - including trips to Santorini, Mykonos and Milos.
11 days group departure from £3,315 per person View trip
Reading on Santorini
Mykonos or Santorini – which is better?
Greece has around 6000 islands, and just over 200 of them are inhabited. Among them, Mykonos and Santorini stand out as the most popular destinations for luxury travel in the Greek islands. Combining these two with a couple of nights in Athens makes for a great luxury holiday itinerary.
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Santorini Island Guide
Santorini is the most romantic of the Cyclades islands. Located in the south Aegean Sea 120 miles from the Greek mainland, it’s one of the two locations in Europe to have a desert climate. The other is Anafi, also a Greek island. Santorini is instantly recognisable. Its blue domes and caldera sunsets can be seen in the background of so many posts by Instagram “influencers.” It’s a place to be seen and be photographed in.
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The Best Cave Hotels in Santorini
Santorini is one of the most romantic and exclusive destinations in Europe. It's home to a great selection of luxury boutique hotels. You won't find many sprawling resorts here. This volcanic island lends itself to a more intimate, authentically Greek experience. Cave hotels are unique to Santorini and a handful of other destinations. You may be wondering what a cave hotel is. They are, quite literally, hotels built within caves.
ReadOne named specialist, from the first conversation to the flight home.
Frequently asked questions
Travelling with Out Of Office
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.
Our Experts
Santorini is simply gorgeous. It's perfect for romance, with its whitewashed buildings, blue-domed churches and stunning sea views.
I always recommend Santorini to those who want the quintessential Greek Isle experience. Those views at sunset have to be seen to be believed.
We plant trees for every booking
For every booking made with Out Of Office we commit to planting trees in your name to help reduce the impact of travel on future generations. You'll even get a link to see where your trees are planted in the world via our partner Ecologi.
We donate to Rainbow Railroad with every booking
Rainbow Railroad helps LGBTQ+ people escape state-sponsored violence and persecution. A donation goes with every trip we sell, funded by us and never added to your price.
Start Planning Your Trip
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.
One named specialist, first enquiry to homecoming. No call centre, and nothing is charged until you decide to book.