Luxury Transgender Holidays vacations

Transgender Holidays

We specialise in LGBTQ+ travel. It is at the core of what we do and is the reason we set up this company. We understand that transgender holidays are somewhat different from any other type of trip, with more to consider in terms of attitudes and safety.

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.

We recommend

You may have concerns when it comes to travelling without any issues - from passport information to the way you present yourself. We want to help you travel as freely as possible, no matter who you are - and so we are happy to advise you every step of the way. We believe honesty is the best policy, so if we're not 100% sure about transgender travel in a destination, we'll take the time to research it and reach out to some of our specialist contacts and partners to help give you complete peace of mind.

Our commitment extends far beyond simply booking your flights and accommodations. We take the time to truly understand your specific needs and concerns as a transgender traveller. From curating experiences where you can avoid prejudice to recommending ideal destinations that celebrate inclusivity, our specialist knowledge helps you holiday with confidence. We can arrange private tours led by respectful local guides, reserve accommodations at LGBTQ+-welcoming properties, and design tailored itineraries allowing you to express yourself freely. Whether it's arranging appropriate room configurations, facilitating sensitive dialogue with resort staff, or simply providing a judgment-free space to ask questions, we're here as your advocate every step of the journey. Our goal is to empower you to embrace travel as your authentic self while creating memories that inspire you to continue exploring this big, beautiful world.

We have successfully sent many transgender people away on trips to places like Miami and Key West, the Greek Islands and Gran Canaria.

Give our team a call today and we'll get to work on planning your perfect luxury tailor-made itinerary.

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LGBTQ+ group trips

We realise that lots of people like travelling alone, but also knowing that they will meet people on their travels. That’s where our LGBTQ+ group travel service comes in. We have access to hundreds of group departures throughout the year which are ideal if you are looking to join a group of like-minded people to travel to incredible destinations worldwide. Many of our trips are suitable for transgender travellers.

The great thing about group travel is that you have an LGBTQ+ guide with you the whole time who is there to show you the destination from a local’s perspective. Some people prefer the security when travelling in a group, especially if you are travelling to tricky destinations or places where it is illegal to be gay. Everything is organised and planned in advance by an expert, giving you more time to take in the experience.

For most group trips, you will share a room with another person. However, if you prefer more privacy you can pay to have your own room for a small supplement.

Browse our selection of LGBTQ+ group trips, many of which are suitable for our transgender clients.

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Anthony S.

“Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.”


“Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.”


“I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.”

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Why book with us?

Personal Service

We want to ensure you have the best experience with us so we’ll keep working on your itinerary until perfect. You will have your own personal dedicated member of our team who will help build the perfect trip for you.

Call our travel experts on +44 (0)20 7157 1570

Our 5* Reviews

We pride ourselves in the number of clients that are referred to us by our existing customers. Our 5* Trustpilot rating is important to us, so we encourage you to browse our reviews. They speak for themselves and that's why you are in safe hands.

Make an enquiry


020 7157 1570


To start planning your luxury trip, tell us more about your travel plans and we'll match you with one of our experienced travel specialists. You can speak to us via phone, email or video call.

All the prices on our website do not include flights. We can, of course, arrange them for you.

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  • $2,000-3,000
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