Luxury Transgender Vacations and Holidays vacations

Transgender Vacations and 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 vacations and holidays are somewhat different to any other type of trip.

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


There is more to consider. From passports to the way you present yourself. We want to help you travel as freely as possible, no matter who you are and so we will advise you every step of the way. We believe honesty is the best policy, so if we're not sure about a destination we'll research it and reach out to some of our specialist contacts and partners.

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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Top 5 Safest LGBT Travel Destinations 2024/2025
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Top 5 Safest LGBT Travel Destinations 2024/2025

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Embark on an exquisite journey through the enchanting islands of Greece on this private group getaway. Over seven days, your group will experience the epitome of Grecian elegance, from the vibrant charm of Mykonos to the majestic beauty of Santorini....

Private Countryside Castle Getaway
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Discover our private castle or manor house group getaway, designed to cater to those seeking an extraordinary luxury group vacation. Over four days, your journey will unfold amidst the historic elegance of grand properties in Scotland and England, each offering...

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Brand new for 2024, the Luxury Tuscan Summer tour is an opportunity to be immersed in the flavours of Tuscany, exploring epic sights and dining on culinary delights. Known for its landscapes, storied history, legacy of artistic innovation, and place...

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Gay Group Trip: Brussels & Rhine River Cruise

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Join a luxury cruise along the Rhine as you visit some of Europe’s most charming towns and cities. You’ll be sailing in style on the Amadeus Queen with a crew of forty to tend to your every need. On this...

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While geographically compact, Israel punches far above its weight in cultural significance and diversity of experiences. This ancient land where the three major monotheistic faiths intersect is a tapestry of sacred sites, storied cities, and contrasting landscapes that will enlighten...

Gay Group Trip: Tuscany Explorer
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Group Trip Departs: • 15th June 2024 • 7th September 2024

Stay in a 600-year old castle in Tuscany, perched on a hillside overlooking vineyards and a historic village. You’ll be exploring one of the most beautiful parts of Italy with 30 gay travellers. Sun yourself by the private pool, explore...

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 gay group holiday 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. Some 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.

Tel Aviv
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Tel Aviv

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Suggested Transgender Friendly Hotels

Anthony S.

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

John

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

Tiberiu

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

Trustpilot 5*

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


Phone

020 7157 1570

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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
  • $3,000-5,000
  • $5,000-7,500
  • $7,500-10,000
  • $10,000+