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Explore Mykonos & Paros: Luxury Greek Island Escape

Tailor-made Vacation

This two-island escape brings together two of Greece’s most captivating Cycladic islands, Mykonos and Paros - each offering something beautifully different in one of the world's most LGBTQ+-friendly nations. Start in Mykonos, the  icon of Greek island glamor and luxury. Known for its world-famous beach clubs, design-led hotels, and vibrant LGBTQ+ scene, Mykonos is where celebration, style and indulgence take center stage.

9 days tailor-made from $7,920 per person View trip

Grootbos Private Nature Reserve

Luxury Hotel

Grootbos Private Nature Reserve is a luxury eco-retreat located just two hours from Cape Town, overlooking the rich marine landscapes of Walker Bay. Surrounded by ancient milkwood forests and rare fynbos, this remarkable property offers sweeping views of both mountain and ocean. The reserve is a living showcase of biodiversity, with over 800 plant species on site, some found nowhere else on earth.

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Mustique: Private Island Luxury

Tailor-made Vacation

This curated journey to Mustique invites you to experience one of the Caribbean’s most exclusive destinations. It is a place where privacy is sacred, service is deeply personalized, and every guest is welcomed with warmth and discretion. This eight-day journey invites you into a world that few get to experience, where barefoot beach walks, bespoke yacht days, and candlelit dinners are part of the rhythm of daily life.

8 days tailor-made from $14,395 per person View trip

Discover Turks & Caicos and The Bahamas

Tailor-made Vacation

This bespoke journey offers you the opportunity to explore two of the Caribbean's finest destinations: Turks and Caicos and Harbour Island in the Bahamas. Begin in Turks and Caicos, where you will experience the secluded beauty of Grace Bay and the world-class service of the island's resorts.

10 days tailor-made from $11,885 per person View trip

Luxury Tanzania Safari with Serengeti & Zanzibar

Tailor-made Vacation

Tanzania is a destination that defines the spirit of adventure: vast savannahs where lions roam freely, ancient craters teeming with wildlife, and sunsets that stain the sky in hues of gold. Yet beyond the wild heart of East Africa lies an unexpected contrast in Zanzibar, a spice-scented island wrapped in white-sand beaches and the warm waters of the Indian Ocean. This journey blends both sides of Tanzania in one seamless itinerary.

10 days tailor-made from $10,965 per person View trip

Luxury Botswana Safari & Victoria Falls Adventure

Tailor-made Vacation

This luxury journey invites you deep into the wild beauty of Botswana and Zimbabwe, combining some of the most breathtaking safari experiences in Africa. From the waterways of the Okavango Delta to the elephant-dotted plains of Chobe and the thundering drama of Victoria Falls, this is a curated itinerary that balances adventure, luxury and total immersion in nature.

11 days tailor-made from $11,230 per person View trip

Rome’s Gay Legacy: A Luxury LGBTQ+ Tour Through the Roman Empire

Tailor-made Vacation

The Roman Empire's relationship with sexuality was fundamentally different from the morality imposed by later Christianity. Same-sex relationships existed openly among the elite, were documented in historical records, and shaped the empire's political and cultural landscape. What's often sanitized in standard history books becomes viscerally real when you stand in the actual spaces where these emperors lived, ruled, and loved. This isn't revisionist history.

10 days tailor-made from $7,475 per person View trip

South Pacific Luxury Tour: Explore Fiji, New Zealand and Australia

Tailor-made Vacation

Three countries, one itinerary, and a private island finale. Embark on a once-in-a-lifetime journey that ventures through the heart of Australia, the wild beauty of New Zealand, and the idyllic islands of Fiji. This 24-day bespoke itinerary has been thoughtfully designed for those seeking both adventure and indulgence. Begin in Queensland’s tropical north, where the Great Barrier Reef and the Daintree Rainforest offer an incredible immersion into two World Heritage wonders.

24 days tailor-made from $17,830 per person View trip

Luxury Australia and Fiji Honeymoon

Tailor-made Vacation

Embark on a once-in-a-lifetime honeymoon that brings together the energy of Australia and the serenity of Fiji. This beautifully curated itinerary invites you to explore the world-famous sights of Sydney before unwinding on a private island in the heart of the South Pacific. You and your partner will enjoy luxurious stays, cultural depth and stunning natural beauty. Begin in Sydney, a city that dazzles with its harbourfront beauty.

15 days tailor-made from $7,920 per person View trip

Luxury Fiji Island-Hopping: Mamanuca Islands and Taveuni

Tailor-made Vacation

Two islands, two different versions of Fiji, one itinerary. This twelve-day itinerary moves between two regions that show different sides of the country: the Mamanuca Islands, all lagoon and white sand, and Taveuni, known across Fiji as the Garden Island for its waterfalls, rainforest, and reef. Rather than choosing one, this itinerary gives each region enough time to be more than a stop along the way.

12 days tailor-made from $7,920 per person View trip

Luxury Morocco: Imperial Cities, Sahara & Chefchaouen

Tailor-made Vacation

This journey takes you from Casablanca's Atlantic shores to the Sahara's silent dunes, weaving through imperial cities, the blue-washed alleys of Chefchaouen, and Marrakech's souks. Why Chefchaouen? The Story Behind Morocco's Blue City Chefchaouen wasn't always blue. The tradition began in the 1930s when Jewish refugees fleeing the Spanish Inquisition settled in the Rif Mountains and painted their homes in shades of blue - a color symbolizing heaven and spirituality in Jewish tradition.

11 days tailor-made from $7,790 per person View trip

Ancient Rome Luxury Tour: The Colosseum to Pompeii

Tailor-made Vacation

At its peak, the Roman Empire stretched from Britain to Syria, but its heart always remained in Italy. This nine-day journey takes you through the empire's most spectacular sites—from the Colosseum where gladiators fought to the buried streets of Pompeii, from Hadrian's architectural masterpieces to the villas where emperors escaped the heat. Expect private expert guides, five-star hotels, and access that brings imperial Rome to life without the crowds.

9 days tailor-made from $10,430 per person View trip

Greek Mythology Tour: Crete, Delos & Mount Olympus

Tailor-made Vacation

This nine-day journey takes you to the places where Greek gods were born, heroes fought monsters, and legends began. From Crete's labyrinth to the summit of Mount Olympus, you'll walk in the footsteps of mythology whilst staying in exceptional hotels and enjoying private expert guides who bring these timeless tales to life. This tour is a must of you’re a history buff or if you’ve seen the film 300.

9 days tailor-made from $9,030 per person View trip

Jane Austen’s England: A Bridgerton-Inspired Tour

Tailor-made Vacation

Step into the world of drawing rooms, country estates, and Bath's elegant crescents on this nine-day journey through Jane Austen's England. This carefully crafted itinerary takes you beyond the typical tourist trail to the places that shaped Austen's life and inspired her most beloved novels -…

9 days tailor-made from $10,430 per person View trip

Rosewood London

Luxury Hotel

One of London's great landmark hotels, Rosewood London sets the standard for luxury in the capital from its commanding Edwardian address on High Holborn, steps from Covent Garden. Occupying a building of extraordinary architectural pedigree, the hotel's 267 rooms and suites were designed by award-winning Tony Chi and Associates, each striking a balance between residential warmth and genuine luxury.

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Luxury Gay K-Pop Tour of South Korea

Tailor-made Vacation

For the K-pop enthusiast with a taste for the finer things, South Korea offers an unparalleled luxury experience that goes far beyond screaming fans and crowded venues. This exclusive itinerary combines behind-the-scenes access to the entertainment industry's most prestigious locations with five-star accommodations, private guides, and VIP experiences that money typically can't buy.

10 days tailor-made from $10,375 per person View trip

Australia’s Wild South with Kangaroo Island Heli-Safari

Tailor-made Vacation

This private itinerary weaves together the very best of Australia's varied south, from Melbourne’s chic laneways to the untouched beauty of Kangaroo Island and the vineyard valleys of the Barossa. Begin in Melbourne, where a curated food and fashion tour introduces you to Australia's stylish cultural hub. Then fly by private helicopter to Kangaroo Island, touching down for a multi-day wilderness immersion.

8 days tailor-made from $17,170 per person View trip

Luxury Cambodia: Private Temples, Jungles & Islands Tour

Tailor-made Vacation

This is Cambodia as few ever see it - a wholly exclusive journey through ancient temples, vibrant cities, untouched wilderness and private island bliss. Crafted for those who appreciate luxury with purpose, this itinerary unveils the country’s soul through the most exclusive experiences, impeccable service, and curated cultural encounters.

14 days tailor-made from $18,490 per person View trip

Luxury Cultural Tour of Ireland: Writers, Poets & Music

Tailor-made Vacation

Our Cultural Tour of Ireland is a thoughtfully curated itinerary that celebrates the country’s greatest writers and musicians - bringing their stories to life across cities, coastlines and sacred landscapes. Arrive into Dublin, a UNESCO City of Literature that has played home to many of Ireland's revolutionary movements. Explore iconic landmarks with expert guides, from the Book of Kells at Trinity College to Wilde’s childhood home and Temple Bar’s lively musical pulse.

10 days tailor-made from $10,300 per person View trip

Luxury Ancestry Tour of Ireland

Tailor-made Vacation

This exclusive journey through Ireland is designed for travelers looking to discover their Irish heritage whilst exploring Ireland's most iconic sites, including Dublin, the Cliffs of Moher and the Ring of Kerry. Beginning in Dublin, the journey opens with a deep dive into Ireland’s cultural and literary soul. From Trinity College to the cobbled lanes of Temple Bar, the capital reveals itself through Georgian architecture and medieval history.

10 days tailor-made from $12,680 per person View trip
Did you know?

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.

Our charity partner

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

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