Tailor-made Holiday · The Caribbean
Miami and Puerto Rico
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
Experience the epitome of luxury with our exclusive twin-center itinerary, featuring two of the USA's premier destinations: Miami and Puerto Rico. These vibrant locales offer a captivating blend of dazzling splendor and stunning coastal landscapes, making them perfect for discerning travelers seeking an unforgettable getaway.
Miami, renowned as the epitome of colorful luxury along the Caribbean coast, beckons with its dazzling array of luxury properties and vibrant cultural scene. At Out Of Office, Miami holds a special place as one of our most sought-after American destinations. Whether you're strolling along the iconic Miami Beach or exploring the vibrant neighborhoods like Wynwood, Miami promises an unparalleled experience in luxury and style.
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Pairing Miami with the equally vibrant Puerto Rico adds another layer of excitement to your journey. Puerto Rico, with its lush jungles, culturally rich cities, and mesmerizing marine environments, offers a truly immersive escape. From the bustling streets of San Juan to the tranquil beaches of Dorado, Puerto Rico captivates with its diverse landscapes and luxurious accommodations.
Our carefully curated itinerary features only the finest resorts and hotels in both destinations, ensuring that every moment of your journey is infused with opulence and comfort. Whether you're lounging by the pool at the Acqualina Resort in Miami or indulging in spa treatments at the St. Regis Bahai Beach Resort in Rio Grande, you'll be treated to unparalleled luxury at every turn.
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.
Day 1-3 Miami
Acqualina Resort and Residencies
With an impressively elegant room design inspired by the white sand and azure surf of Miami, the Acqualina Resort and Residencies on the Beach is a fantastic choice for luxury travelers seeking unrivaled experiences in the heart of this vibrant city. Guests will be able to enjoy a wide range of amenities and resort facilities ranging from a unique sea-level pool to acres of lushly manicured gardens.
It’s no secret that Miami is one of the USA’s most exciting and vibrant coastal destinations, boasting a large LGBTQ+ community and a plethora of luxury resorts and hotels. Here you’ll find an eclectic range of distinctive neighborhoods including iconic Miami Beach and the edgy artist’s enclave of Wynwood. Miami offers something for every traveler and is the ideal place to begin your thrilling twin-city itinerary.
Day 4-6 Rio Grande
Perfectly located on an expansive former coconut farm and situated close to the El Yunque National Forest, The St. Regis Bahai Beach Resort is not only one of Puerto Rico’s best luxury resorts but is also the ideal place to stay for exploring the island’s overgrown interior. With state-of-the-art cuisine, secluded beach access, and the world-famous Iridium Spa, guests staying at this St. Regis resort can expect nothing but the best.
Rio Grande offers an experience of Puerto Rico that is decidedly more high-octane. Here, you’ll find high-end resorts emerging from densely forested mountain ranges and more opportunities for adventure than anywhere else on the island. Rio Grande is a fantastic spot for indulging in luxurious adventure
Day 7-9 Dorado
Dorado Beach, a Ritz-Carlton Reserve
Built in the 1950s, and designed with nature at the forefront, Dorado Beach seamlessly blends into its lush and flourishing surroundings. Part of the Ritz-Carlton family, the reserve occupies a sprawling swathe of tropical paradise on Puerto Rico’s northern coast and is home to an awe-inspiring wealth of amenities and luxurious resort facilities.
Dorado, located just fifteen miles from the urban bustle of San Juan, offers a decidedly more tranquil taste of tropical Puerto Rico. Here, you’ll find high-end resorts lining a stretch of pristine white sand beach as well as a collection of smaller towns and settlements. Dorado is not just a fantastic spot for indulging in sumptuous luxury, but also the ideal place to sample authentic contemporary Puerto Rican culture.
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.