Tailor-made Holiday · The Caribbean
Discover Turks & Caicos and The Bahamas
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 bespoke journey offers you the opportunity to explore two of the Caribbean's finest destinations: Turks and Caicos and Harbour Island in the Bahamas.
Begin in Turks and Caicos, where you will experience the secluded beauty of Grace Bay and the world-class service of the island's resorts.
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Unwind with serene beach walks or snorkelling in the vibrant coral reef - however you choose to spend your time, the islands offer a restorative sanctuary that’s as peaceful as it is picturesque.
Then, swap white sands for the blush tones of Harbour Island in the Bahamas. Here, colorful cottages and colonial architecture show the island's character, complete with friendly locals and a cosmopolitan vibe. Explore art galleries, dine on fresh seafood by the sea, and cruise between coral cays under golden skies.
Your stay at an intimate boutique hotel brings you close to the heart of the island’s relaxed, inclusive spirit.
Both Turks and Caicos and Harbour Island are celebrated for their discretion, style, and genuine approach to hospitality. For LGBTQ+ travellers, they offer a luxurious and affirming space to unwind, explore, and simply be.

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: Turks and Caicos
Begin your luxury Caribbean escape with a warm welcome to Providenciales, the premier destination of the Turks and Caicos Islands. Your stay begins in a five-star beachfront retreat hidden along the iconic Grace Bay Beach – consistently ranked among the world’s best. The soft white sands, turquoise waters, and peaceful atmosphere set the tone for a trip built around total relaxation and indulgence.
These first few days invite you to fully unplug. Float in warm shallows, enjoy a Champagne-soaked beach picnic, or simply relax with a book under the swaying palm trees. For something more active, opt for a guided paddleboarding session through tranquil mangroves or a rejuvenating beachfront yoga class.
Evenings in Providenciales are a dreamy affair. Think open-air fine dining, mellow live music, and some of the finest sunsets the world has to offer. You’ll feel completely at ease here, with service that’s warm and welcoming to all. Turks and Caicos is known for its respectful and discreet approach to LGBTQ+ travellers, especially at high-end resorts where inclusivity is part of the ethos.
Days 4-5: Island Adventures
With your feet firmly in island time, the next two days are about discovery. Set sail on a private catamaran to explore the surrounding Caicos Cays, stopping to snorkel in protected marine parks and wander along untouched beaches. You’ll visit Little Water Cay, home to endangered rock iguanas, and if the tide allows, swim through hidden coves teeming with colourful reef life.
For a deeper connection with nature, we recommend adding a half-day scuba diving experience to one of the island’s world-class sites – with calm conditions and unmatched visibility, this region is a diver’s paradise. Alternatively, enjoy a luxurious floating lunch or indulge in a beach massage as the sun begins to dip behind the horizon.
Throughout these days, you’ll feel fully taken care of by our trusted local partners, who deliver world-class hospitality with genuine care – and a strong understanding of how to make every traveller feel safe, seen, and celebrated.
Day 6: Depart to Harbour Island
Today you’ll journey from Turks and Caicos to Harbour Island, one of the Bahamas’ most charming and exclusive destinations. Your journey includes a short domestic flight via Nassau, followed by a scenic speedboat transfer that glides you towards pastel-hued architecture and iconic pink-sand shores.
While still relatively under-the-radar, Harbour Island has long been a favourite of tastemakers and in-the-know luxury travellers. Its unique blend of understated glamour, colonial-era charm, and laid-back Caribbean culture makes it a perfect pairing with the polished serenity of Providenciales.
Days 7-9: Harbour Island
Your time in Harbour Island unfolds at your own pace, with a stay in a boutique luxury hotel that reflects the island’s effortless style and character. Days begin with fresh tropical fruit and warm Bahamian breezes, followed by gentle exploration. Navigate the island by golf cart, stopping to browse local galleries, sip craft cocktails at beach bars, and stroll along the three-mile pink-sand beach – an Instagram favourite for good reason.
LGBTQ+ travellers will find Harbour Island refreshingly open-minded and friendly. While broader legislation in the Bahamas remains conservative, this island is known for its welcoming atmosphere, especially within the luxury travel community. You’ll encounter stylish yet down-to-earth hospitality, with locals and expats alike embracing diversity with warmth.
Add on experiences like horseback riding along the shoreline, a guided reef snorkel through the Devil’s Backbone, or a private chef-prepared dinner on your terrace. Whether you are celebrating a honeymoon, anniversary, or simply taking time to reconnect, this is a place where memories are beautifully made.
Day 10: Departure from Nassau
Your luxury Caribbean island escape comes to a close with a return transfer to Nassau, where you’ll connect to your international flight home. As you leave the sun-soaked islands behind, you’ll carry with you the feel of warm sand, the sound of waves at sunset, and the ease of a journey crafted around you.
Our Experts
As specialists in navigating the complex Caribbean, we ensure that LGBTQ+ travelers enjoy a safe and unforgettable experience, connecting them with the most welcoming and inclusive destinations in the region.
Aruba and Curacao stand out as particularly welcoming islands for the LGBTQ+ community, offering a blend of stunning beaches, inclusive resorts, and a warm, open-minded atmosphere.
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 specialising in tailor-made holidays and extraordinary journeys around the world. We create bespoke luxury holidays, 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 personalised 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 travelling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveller, 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, personalised service and discretion.
Do you create tailor-made LGBTQ+ holidays?
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 personalised 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+ travellers 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 travelling 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 enquiry to homecoming. No call centre, and nothing is charged until you decide to book.