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

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

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

When it comes to holidays, it is often hard to decipher what destinations are suitable and safe for LGBT travelers. Whilst you can never guarantee safety, you can certainly take precautions and do research on the places you are travelling...

More Suggested Party Holiday Trips

Filter Trips
Mykonos & Santorini Private Group Getaway
Mykonos & Santorini Private Group Getaway


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
Private Countryside Castle Getaway


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

Gay Group Trip: Luxury Tuscan Summer
Gay Group Trip: Luxury Tuscan Summer

Group Trip Departs: • 6th August 2024

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...

Gay Group Trip: Brussels & Rhine River Cruise
Gay Group Trip: Brussels & Rhine River Cruise

Group Trip

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...

Gay Group Trip: Basel to Amsterdam Pride River Cruise
Gay Group Trip: Basel to Amsterdam Pride River Cruise

Group Trip

Spend a week exploring one of Europe’s great rivers, sailing from Switzerland through France, Germany and then Holland. The trip will end in Amsterdam in time for Amsterdam Pride with its famed Canal Boat Parade. You’ll see all the highlights...

Luxury Israel
Luxury Israel


Israel may be a tiny country but there’s so much to see. Naturally, Israel’s historic importance is a major draw. This is where the three major monotheistic religions collide. Israel is also the gay capital of the Middle East. Tel...

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
Jake and Hannah Graf

Tel Aviv

A City Guide To Puerto Vallarta

Puerto Vallarta is one of the most popular tourist destinations in Mexico. The big attractions are the white sand beaches, chic hotels, buzzing nightlife and excellent gastronomy. It’s considered to be a top foodie destination in Mexico, second only to...

Actor Asia Kate Dillon on being non-binary chatted with Asia Kate Dillon about their journey to becoming a mainstream actor. Can you explain non-binary gender for those who aren't yet fully up to speed? Non-binary is a term used by some people who experience their gender...

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.”


“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.”

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


020 7157 1570


To start planning your trip, please call us or complete the enquiry form and one of our team of experts will contact you as soon as possible for an initial consultation to discuss your travel plans in more detail.

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

Your trip
Your details

Please enter your destination and details.

  • $2,000-3,000
  • $3,000-5,000
  • $5,000-7,500
  • $7,500-10,000
  • $10,000+