Luxury Santorini vacations

Santorini Luxury Tours & Vacations & Holidays 2024 & 2025

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Santorini is an idyllic Greek island in the Aegean Sea, often featured among the world’s premier luxury travel destinations. Its mesmerising landscape of white-washed buildings, alluring waters, and enchanting sunsets entices travellers from all corners of the globe.

Here at Out Of Office, we truly understand the world you live in, and the world you want to explore. Our attention to detail, exceptional service and deep understanding of both luxury travel and LGBTQ+ travel make us a fantastic choice for those looking for a travel experience where exclusivity meets inclusivity.

Why is Santorini a popular luxury travel destination?

? Don't forget that all of our itineraries are totally customized and so this is just an idea of what we can build for you.

Santorini encapsulates the splendor and romance of the Greek isles, providing an unparalleled Mediterranean escape. The island boasts five-star service and comprehensive access to exclusive amenities like spas, beaches and haute cuisine restaurants.

Walk the narrow cobblestone streets of villages like Fira and Oia to take in gorgeous sea views accented by quaint blue-domed churches. Relax on black sand beaches reachable only by boat tours. As the sun sinks, Santorini puts on an unforgettable spectacle from vantage points across the island.

To enjoy Santorini to its fullest, stay at one of our handpicked Santorini hotels, which offers stunning views, verdant gardens, and extravagances such as private pools, jacuzzis and even personal chefs.

If you’re looking for an adrenaline-charged luxury experience then try yachting, scuba diving or horseback riding. The island of Santorini provides many exciting water-based and land-hugging activities that offer breathtaking views.

There are also many beautiful vineyards on the island for you to enjoy wine-tasting trips and if fine dining is on your menu then make sure you indulge in the vast array of gourmet options from Michelin-starred restaurants to simple lovable hidden coves with local fare.

Santorini is a perfect honeymoon destination or somewhere to rekindle your romance – an island that will allow you to create truly unforgettable moments giving you lasting memories of your luxury escape in paradise.


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Greece 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...

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Experience the highlights of Greece in unmatched luxury on this fully customisable Ultimate Luxury island-hopping itinerary. Designed to provide you with every indulgence, each detail of this trip elevates your journey through Greece’s most captivating destinations: the cosmopolitan capital of...

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Indulge in an unforgettable honeymoon through the romantic landscapes of Italy and Greece on this 12-night luxury journey. Custom-designed for newlyweds, this tailor-made itinerary combines world-class hotels, private guides, and bespoke experiences across Rome, the Amalfi Coast, Santorini, and Mykonos....

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Santorini is one of the best destinations on earth for a wedding and honeymoon. It’s the Greek island that’s come to symbolise romance. As of February 2024, you can now have a full legal gay wedding in Greece. The Greek...

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Our Experts

Jaike Rowe

Jaike Rowe

Luxury Travel Expert

"Santorini is simply gorgeous. It's perfect for romance, with its whitewashed buildings, blue-domed churches and stunning sea views."

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Luke Matthewman

Luke Matthewman

Luxury Travel Expert

"I always recommend Santorini to those who want the quintessential Greek Isle experience. Those views at sunset have to be seen to be believed."

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Travel Information for Santorini

Venture to the picturesque island of Santorini for a luxurious holiday that you won’t soon forget. With breathtaking views and high-end amenities, there’s something for everyone in this beautiful paradise. From exclusive resorts to hidden gems.

Santorini is the southeasternmost island in Greece’s Cyclades islands cluster and it is undoubtedly one of the most picturesque destinations in the world. Known for its dramatic cliffs and crystal-blue coastline, Santorini’s distinctive beauty makes it a popular destination among travellers looking for an unforgettable experience. Its resort towns, such as Oia and Fira, provide visitors with access to gorgeous beaches and breathtaking sunsets.

LGBT Rights in Greece
The state of LGBTQ+ rights has made significant progress in recent years in Greece, although hardships and inequalities still persist in areas outside of the major cities. The country has undergone a widespread legal and societal transformation that has begun to improve the rights and protections for LGBTQ+ individuals.

When it comes to legal advancements, Greece decriminalised same-sex sexual activity in 1951, and in 2015, the Greek Parliament passed a law that recognised civil partnerships for same-sex couples, granting them legal recognition and many of the same rights as married heterosexual couples. However, marriage equality has still not been achieved, as same-sex marriages are not legally recognised.

The legal system in Greece prohibits discrimination on the basis of sexual orientation in employment and certain other areas. However, LGBTQ+ individuals continue to face discrimination and social stigma in various aspects of their lives. Homophobic and transphobic attitudes persist in some parts of society, especially in more remote and rural areas.

On a positive note, Athens, the capital city, has a vibrant LGBTQ+ community with a thriving nightlife scene, with an annual Pride parade that attracts thousands of participants from across the globe. LGBTQ+ organisations and advocacy groups in Greece actively work to promote equal rights and social acceptance.

Though LGBTQ+ travellers can enjoy visiting all areas of Greece’s diverse landscape, the gorgeous island of Mykonos is a particular favorite amongst the LGBTQ+ community. In Mykonos, you’ll find a plethora of gay-focused bars and clubs as well as some of Europe’s most beautiful gay beaches.

History in Santorini

Santorini is steeped in history, with such sights as the traditional villages and ancient ruins. One of the most popular destinations on the island is Akrotiri. Here, visitors can explore some of the best preserved Minoan sites in Europe and enjoy stunning views of Mount Etna in Sicily. Nature lovers should also make time to visit The Caldera in Fira or take a boat excursion off the coast to see wild dolphins swimming in their natural environment.

The blue domes of Santorini

One of Santorini’s most iconic sights are the white and blue-domed churches. Painted in stark white and a brilliant deep blue, these churches dot the sky around the island captivating visitors with their brilliant display of color. Be sure to take some time and hike to the top of one of the villages for an unforgettable view of these picturesque structures. You may even spot wild donkeys or goats roaming through rustic pathways.

LGBT Rights in Greece

The state of LGBTQ+ rights has made significant progress in recent years in Greece, although hardships and inequalities still persist in areas outside of the major cities. The country has undergone a widespread legal and societal transformation that has begun to improve the rights and protections for LGBTQ+ individuals.

When it comes to legal advancements, Greece decriminalised same-sex sexual activity in 1951, and in 2015, the Greek Parliament passed a law that recognised civil partnerships for same-sex couples, granting them legal recognition and many of the same rights as married heterosexual couples. However, marriage equality has still not been achieved, as same-sex marriages are not legally recognised.

The legal system in Greece prohibits discrimination on the basis of sexual orientation in employment and certain other areas. However, LGBTQ+ individuals continue to face discrimination and social stigma in various aspects of their lives. Homophobic and transphobic attitudes persist in some parts of society, especially in more remote and rural areas.

On a positive note, Athens, the capital city, has a vibrant LGBTQ+ community with a thriving nightlife scene, with an annual Pride parade that attracts thousands of participants from across the globe. LGBTQ+ organizations and advocacy groups in Greece actively work to promote equal rights and social acceptance.

Though LGBTQ+ travellers can enjoy visiting all areas of Greece’s diverse landscape, the gorgeous island of Mykonos is a particular favorite amongst the LGBTQ+ community. In Mykonos, you’ll find a plethora of gay-focused bars and clubs as well as some of Europe’s most beautiful gay beaches.

Vineyards in Santorini

Santorini is widely regarded as one of the most luxurious travel destinations in Greece, thanks to its stunningly beautiful landscape and fully-equipped villas. For wine connoisseurs, the island’s volcanic soil and warm climate create ideal conditions for growing some of Greece’s finest white wines – including Assyrtiko, Athiri, and Aidani. Enjoy luxury views along with your luxury tipple on a romantic getaway to Santorini.

Santorini is the perfect destination for luxury travellers looking to indulge in a wonderful experience. For wine lovers, there is no better way to explore the island’s famed vineyards than through one of our curated private guided tours that include tastings, winery and vineyard visits, and sumptuous meals in gourmet restaurants. These customisable tours are designed to meet your exact requirements, providing an unforgettable journey through Santorini’s viniculture.

You can fly or get a ferry to Santorini depending on your itinerary.

Direct flights operate from the UK to Santorini and from the US you are likely to need to change in Athens.

A lot of our clients visit more than one place in Greece, combing Mykonos and Athens with the island and for this route, it’s an experience to take the ferry between islands.

From the blog

Best Gay Honeymoon Destinations 2025 & 2026
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At Out Of Office, we pride ourselves on being unrivaled experts when it comes to delivering the most memorable gay honeymoons on earth. Our expert team has planned thousands of honeymoons for couples all over the world, and so we...

Mykonos or Santorini - which is better?
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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...

Santorini Island Guide
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...

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