Caribbean
Caribbean Travel Guides
Written by the specialists who plan our trips to Caribbean: where to go, when, and what is worth knowing before you book.
All Caribbean Travel Guides
Showing 37–48 of 54
A Luxury Gay Guide to Aruba
Aruba, affectionately known as the “One Happy Island,” is known for its year-round sunshine, pristine beaches, and warm, inclusive culture. It also provides a welcoming environment for LGBTQ+ travellers, in contrast to some of the most conservative Caribbean islands. The island is home to world-class resorts with beachfront locations. For relaxation, luxury spas provide rejuvenating treatments that incorporate natural island elements like aloe vera and sea minerals.
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The Best Gay Family Holiday Destinations Around The World
From beautiful beach destinations to family-friendly city escapes, there are so many amazing places for gay families to holiday. Whether you’re looking for a fun weekend getaway or a longer staycation, this list of our top spots is sure to have something special for your family. Be sure to check out our LGBTQ+ family holidays homepage for more information on why Out Of Office is such a great choice for LGBTQ+ families.
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A Luxury Gay Guide to Turks and Caicos
Turks and Caicos, an archipelago of 40 low-lying islands and cays, lies in the Atlantic Ocean just southeast of the Bahamas. Renowned for its powdery white sands, clear blue waters, and luxury credentials, Turks and Caicos are a very exclusive destination. The islands are famous for their pristine beaches, clear waters, and unspoiled natural beauty.
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The best gay resorts for singles
Gay solo travel opens up a world of possibilities for LGBTQ+ individuals. It allows you to explore new destinations, connect with like-minded people, and embark on exciting adventures. Unlike travelling with companions, solo travel provides the freedom to go wherever and whenever you desire, making it an ideal choice for those seeking cultural experiences, relaxation, thrilling activities, or a mix of all these options.
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Plan Your Gay Honeymoon in the Caribbean
The Caribbean is a picture-perfect destination for a gay honeymoon. With its sun-drenched beaches, crystal clear waters, and world-class resorts, the Caribbean is a big draw for romantic trips. The Caribbean is home to some of the world’s most romantic beaches. Grace Bay Beach in Turks and Caicos is a picture-perfect beach with pristine waters and upscale beachfront resorts.
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The Best Places to Visit in July
When it comes to planning a luxury trip, every detail must come together to create a truly unforgettable experience. Whilst we’re experts in crafting bespoke trips around the world, unfortunately, we can’t control the weather or regional events. Read on to discover the best places to visit in July. Greece With glorious sunshine and little rain, it’s no surprise that Greece is one of July’s most popular destinations for luxury travel.
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The Best Gay-Friendly Hotels in the Caribbean
The Caribbean is a dream holiday spot with turquoise waters, white sand beaches, and world-class luxury hotels. However, choosing the right accommodation is key to ensuring a truly memorable and inclusive experience. While many islands in the region are big tourist magnets, some islands and hotels are more gay-friendly than others. Caribbean hotels are very varied, from more touristy all-inclusive options to ultra-exclusive hotels and everything in between.
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Best Lesbian Honeymoon Destinations 2027 & 2028
At Out Of Office, we pride ourselves on our unmatched expertise when it comes to creating the most incredible lesbian honeymoons in the world. We know just how challenging it can be to travel as a lesbian, and we're dedicated to making those travel experiences as easy, safe and enjoyable as possible.
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The Best Things to do in Puerto Rico
Puerto Rico offers plenty of activities and experiences that promise to elevate your holiday to the next level. From lounging on beautiful beaches to exploring ancient ruins, there are a variety of things to do in Puerto Rico. Adventure seekers can get their adrenaline pumping with activities like zip-lining, snorkelling or stand-up paddle boarding. Those looking for more leisurely pursuits can sample the island's unique cuisine or take a historical walking tour.
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Best Gay Honeymoon Destinations 2027 & 2028
At Out Of Office, we specialize in creating exceptional gay honeymoons for couples who want more than just a beautiful destination. Our LGBTQ+ honeymoon specialists have planned thousands of same-sex honeymoons worldwide, giving us unrivaled insight into where offers the perfect balance of romance, privacy, luxury, and genuine inclusivity. With 2027 honeymoon bookings well underway, couples are planning further ahead than ever.
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Meet Donnya Piggott: Barbados’ Most Outspoken LGBT+ Activist
Barbados is one of the most beautiful islands in the world, but it's a tricky proposition if you're LGBT+. Homosexuality is illegal in Barbados. Although homophobic laws are rarely enforced, they cast quite a shadow over the island if you're gay, bi or gender nonconforming. Enter Donnya Piggott. Donnya is an outspoken LGBT+ activist from Barbados. She has spearheaded B-GLAD, a public advocacy organisation campaigning for LGBT+ rights.
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Gay Beach Weddings
Here's our guide to the best gay beach wedding destinations. Combining sun, sea and sand with your nuptials is always a good idea. The only question is where are the best beach wedding destinations? It takes more than a decent beach to have a successful wedding ceremony. You need the infrastructure in place to make it work and the right accommodation options.
ReadTrips through Caribbean
Ultimate Luxury Mexico: Punta Mita, Los Cabos & Riviera Maya
Tailor-made HolidayThis extraordinary journey combines the vibrant essence of Mexico's most colourful cities with the breathtaking beauty of its coastal landscapes. Prepare to immerse yourself in the unique blend of cultural marvels and natural wonders that Mexico has to offer, all while basking in unparalleled luxury and comfort.
9 days tailor-made from £6,725 per person View trip
Classic Caribbean: Aruba and Curacao
Tailor-made HolidayRenowned for offering the classic Caribbean experience – white sands, swaying palm trees, and crystal-clear waters – Classic Caribbean: Aruba and Curacao forms one of our favourite twin-centre holidays. These islands invite you to immerse yourself in natural beauty while indulging in world-class hospitality, all set against the stunning backdrop of the Caribbean Sea. Aruba and Curacao are incredibly LGBTQ+ friendly, making them standout destinations for inclusive travel.
7 days tailor-made from £3,350 per person View trip
Caribbean Jewels: Barbados and Antigua
Tailor-made HolidayPicture a journey where turquoise waters, golden beaches, and vibrant cultures create the perfect backdrop for an unforgettable adventure. This twin-island itinerary invites you to experience the welcoming charm of the Caribbean, where everyone is free to celebrate love and individuality. Begin in Antigua, where the historic Nelson’s Dockyard and breathtaking views from Shirley Heights set the stage for your island adventure.
11 days tailor-made from £4,445 per person View tripWhere to stay in Caribbean
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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
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.