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 49–54 of 54
A video guide to Mustique
If you're looking for a private island escape then look no further than Mustique. A tiny island located in a group called St Vincent & the Grenadines and with a population of only 500 Mustique covers just 2.2 square miles. It has fast developed a reputation of being one of the most exclusive islands in the Caribbean.
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Plan Your Gay Wedding In Mexico
Mexico is a premier destination for a gay wedding, offering full legal ceremonies for both gay and straight couples, with legal recognition of same-sex marriages nationwide including vibrant destinations like Mexico City and beachfront havens in Cancun and Puerto Vallarta. Mexico's commitment to LGBTQ+ rights, combined with its all-inclusive resorts, picturesque settings, and favorable exchange rates, makes it an unbeatable venue for gay weddings, where couples can celebrate their love freely and extravagantly.
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Top Tips for Puerto Rico: We won a trip there. No, really!
James Glynn and Tomek Mossakowski enjoyed a stunning trip to Puerto Rico courtesy of OutOfOffice.com, Puerto Rico Tourism and Norwegian Air. We were so surprised when we won a trip to Puerto Rico. That's because most British people - let's be honest - don't really know where or what Puerto Rico is.
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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 the capital city. Needless to say, it’s also something of a gay mecca. I wanted to see what all the fuss was about so I went to investigate. Did it live up to expectations?
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The Best Gay Christmas Holidays
Christmas is a time for family, food and excessive shopping. It's also a great time to go on holiday and have some last-minute fun before another year ends. Whether you're looking to escape the cold for warmer climes or visit somewhere snowy and festive, we've got you covered. In some of our featured Christmas destinations, we've included seasonal hotels - including a hotel made of ice that melts after winter!
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Celebrity blogger Perez Hilton on travelling as a gay parent with children
Celebrity blogger Perez Hilton is known for being outspoken and for being at the forefront of celeb culture. But as a single gay parent travelling with kids is he more reserved and does he approach his travel plans differently? This interview was published in 2018 What's your experience of travelling as a gay man? I love going to the most foreign places.
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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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.