Tailor-made Vacation · Bermuda
Ultimate Luxury: Bermuda
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
At a glance
This journey focuses on the best of Bermuda without overcomplicating things. You’ll stay in some of the island’s top hotels, with spacious rooms, strong service and direct access to the beach.
Indulge in a number of well-chosen experiences - including time out on the water - give you a chance to see Bermuda properly, without filling every day.
Read more
Bermuda is one of those destinations where the height of luxury is offered effortlessly.
The island is known for its pink sand beaches, calm turquoise water and pastel-coloured buildings, but what really sets it apart is the pace. Everything feels easy, well-run and quietly refined.
It’s also a comfortable and welcoming destination for LGBTQ+ travellers.
Same-sex marriage is recognised, and the island has a relaxed, low-key feel where couples can travel without fuss.
At its heart, this is a journey designed around enjoying the most luxurious experiences that the island has to offer seamlessly.
Exceptional hotels, tailored experiences and enough time to actually enjoy them - all in a setting that makes it very easy to switch off.

Day by day
This is a sample plan, not a fixed departure. Days can be added, removed or reordered, and almost every client changes something. Prices are an entry-level guide; your quote will be exact.
Days 1-3: Settle In & Switch Off
Arrive in Bermuda and take a private transfer to one of the island’s top hotels, such as Rosewood Bermuda or The Loren. Check into your suite and take in the ocean views before easing into your stay.
The first few days are all about slowing down. Spend time at the beach club, by the pool or at the spa. We can arrange a private couples’ treatment or in-room services if you’d prefer more privacy.
Dinner reservations will be lined up at some of the island’s best restaurants, or you can keep things simple with a relaxed evening at your hotel. It’s a luxurious and easy start, with everything taken care of.
Days 4-5: Private Experiences & Time on the Water
Over the next couple of days, get to know more of the island. A private driver can take you around Bermuda at your own pace, with stops in Hamilton, St. George’s and along the coastline.
A private boat day is included – one of the best ways to experience Bermuda. Spend time swimming, snorkelling or just relaxing on deck with drinks as you move between quiet bays and open water.
If you’d like to add more, we can arrange golf tee times, spa sessions or additional dining experiences. Otherwise, keep things light and enjoy the space and pace of the island in total luxury.
Days 6-7: Final Days & Slowing It Down
For your final days, keep things simple and enjoy the hotel properly. Take your time with breakfast, spend a few more hours on the beach or by the pool, and make the most of the space and service around you.
If you’d like, we can arrange one last standout experience – a private beachfront dinner or a relaxed evening with everything set up for you. Otherwise, this is time to wind things down and enjoy Bermuda at its easiest.
On departure day, your private transfer will take you back to the airport. It’s a smooth finish to a trip that’s been easy from start to end – exceptional hotels, memorable experiences and the perfect amount of activity planned in to suit your own desires for your time away.
Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
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Frequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, LGBTQ+ honeymoons, safaris, cruises, beach escapes, private tours and group trips, with every itinerary designed around you. Our travel specialists combine global expertise, first-hand destination knowledge and trusted local partners to create seamless, highly personalized experiences.
Is Out Of Office a gay travel agency?
Out Of Office is an LGBTQ+ owned and run luxury travel specialist, with particular expertise in gay and LGBTQ+ travel. We understand the additional considerations that can come with traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveler, including friends, families and allies. Many of our clients are not members of the LGBTQ+ community, but choose Out Of Office for our luxury travel expertise, personalized service and discretion.
Do you create tailor-made LGBTQ+ vacations?
Yes. Every tailor-made trip with Out Of Office is designed from scratch around your interests, travel style, budget and the way you want to experience a destination. We can arrange luxury hotels, private transfers, flights, guides, excursions, cruises and special experiences as part of one personalized itinerary. The journeys shown on our website are there to inspire you rather than restrict you; only clearly identified group departures operate as fixed itineraries.
How do you choose LGBTQ+ friendly hotels and destinations?
We combine first-hand destination knowledge with trusted local expertise to recommend luxury hotels, resorts and experiences where LGBTQ+ travelers can feel informed and welcome. We also consider the laws, customs and attitudes of each destination, because LGBTQ+ rights and experiences differ around the world. Our team regularly visit many of the properties we work with and where a destination requires greater awareness, we give you clear and considered advice so that you can make an informed decision about where and how you travel.
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.
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
Tell us where you would love to go, when you are thinking of traveling and what kind of trip you have in mind. One of our LGBTQ+ travel specialists will create a tailor-made itinerary designed around your destination, style and preferences.
One named specialist, first inquiry to homecoming. No call center, and nothing is charged until you decide to book.