7 days tailor made from £ pp
From $ pp
The Caribbean is a melting pot of diverse islands. From the plush private islands of Mustique, to the iconic destinations of Barbados and St Lucia, the Caribbean is one to head to for year-round sun.
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.
The Caribbean can be a tricky destination for LGBT+ travellers so be sure to speak to one of our expert team for the latest advice. Having said that there are plenty of friendly places to stay in both Caribbean islands where being gay is legal.
The Caribbean is above and beyond pure paradise. Known for pristine natural beauty – think sugar-white beaches and luxe palm trees – the Caribbean has everything you need for R&R. At first glance, the different islands may appear similar but each has distinct personalities offering a truly unique experience.
Why not island-hop in the beautiful Bahamas where you can witness the ‘swimming pigs’ and rose hue beaches. For one of the most LGBT-friendly destinations in the Caribbean, Aruba and Curacao welcome LGBT guests with open arms. For a dose of green, including luscious landscapes and tropical rainforests the Dominican Republic and Puerto Rico have the best.
Meet the Aztecs in the fascinating historical sites in Mexico City and Cancun. For that next level of indulgence, Barbados, Mustique and St Lucia may offer exactly what you are looking for. The Caribbean has something for everyone, what more could you want?
Tailor-Made
Renowned for offering the quintessential Caribbean experience – white sands, swaying palm trees, and crystal-clear waters – Aruba and Curacao form one of our favourite twin-centre Caribbean vacations. These Dutch islands invite you to immerse yourself in natural beauty while...
Group Trip
Join a gay group trip and sail around the most beautiful islands of The Carribean. Enjoy some tropical designer shopping at Gustavia and sail around the beautiful bays of St. Martin. You’ll sail the reefs of Prickly Pear Cays, scuba...
Tailor-Made
Enter the tropical haven of The Bahamas, a stunning archipelago that epitomises paradise. With sugar-white beaches and crystal-clear waters, each island offers its own slice of heaven, making The Bahamas a dream destination for travelers seeking both adventure and relaxation....
One of the main appeals of the Caribbean is that you can do as much or as little as you wish. Island hop in one of our outstanding multi-centre trips. Throughout the Caribbean there’s a variety of watersports available for you to try.
Hire out Necker Island, one of the world’s most exclusive island retreats. Not many people say they have stayed on the $42,000 per night resort owned solely by Sir Richard Branson. What happens on Necker stays on Necker!
Many of the major islands in the Caribbean have their own international airports. It’s easily accessible from Europe and the United States.
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
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.
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.
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All the prices on our website do not include flights. We can, of course, arrange them for you.