Tailor-made Holiday · USA
Miami and Key West
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
Embark on a remarkable journey with our exclusive twin-center USA itinerary to Miami and Key West, offering the quintessential American experience of sun, beaches, and relaxation. Begin your adventure with three unforgettable nights in dynamic Miami, known for its vibrant culture and stunning beaches. Then, head south to the tropical paradise of Key West for an additional four nights of pure bliss.
As you journey southward, take a captivating detour through the captivating Everglades, where you can marvel at the breathtaking natural beauty and encounter fascinating wildlife. Don't miss the chance to traverse the iconic seven-mile bridge, a marvel of engineering that spans across the sparkling waters of the Florida Keys.
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In Miami, immerse yourself in the electric atmosphere of South Beach, where you can stroll along the bustling boardwalk, indulge in delectable cuisine, and discover world-class shopping and entertainment. Then, in Key West, unwind on pristine beaches, explore charming streets lined with historic architecture, and embark on exciting adventures, from snorkeling and diving to sunset cruises and beyond.
For those planning their visit in June, consider aligning your trip with Key West LGBTQ+ Pride, one of the most spectacular pride celebrations in the world. It's a fantastic opportunity to join the festivities and embrace the vibrant spirit of the community.
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 1-4: Miami
Arrive in Miami and pick up your rental car from Miami International Airport. Drive to your Out Of Office recommended hotel where you’ll check in and stay for three nights in beautiful South Beach.
Explore the nightlife, the beaches and the surrounding area to soak up the Miami vibe in its countless cafes and boutique-lined boulevards.
Day 4-8: Key West
Drive from Miami to Key West – via the Everglades – and either drop your rental car on arrival or hold on to it. The beautiful Florida Keys are a small set of tropical islands off the southern tip of Florida and are renowned for their laid-back vibe and inclusivity. It’s a destination for that thrives on ocean life – fishing, boating and scuba diving.
Duval Street in Key West is famous for its many bars, Mallory Square’s nightly Sunset Celebration which sees visitors from all over the world come to watch the stunning Gulf of Mexico pink and red sunset. You’ll find magicians, jugglers, clowns, psychics, local musicians, artists, and food vendors that combine for an incredible cultural experience.
Our Experts
The thing about the USA is that it's just so diverse. It doesn't matter what you're looking for, you can find it in the USA. I personally love San Francisco because it's hotels are arty and luxurious at the same time.
There's nowhere quite like New York for an ultra-lux city break. I always recommend visiting in December for the dream Christmas experience, complete with high-end shopping, Broadway shows and walks in Central Park.
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.