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Gay Retreats USA
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The USA is a vast country with incredibly diverse landscapes and climates. Naturally, it’s home to many excellent retreats for gay travellers.
You’ll find hugely popular gay retreat destinations, such as Provincetown and Key West – both of which attract many gay travellers in peak season.
You’ll also find excellent gay-popular resorts dotted all over the USA in more remote locations.
We’ve gathered together a collection of some of our favourite gay retreats in the USA. Some are destination retreats surrounded by stunning landscapes.
Others are located in popular holiday towns and cities.
Gay Retreats USA
Gay Retreats USA
Provincetown is packed with excellent gay retreats. It’s a small town in Massachusetts on the tip of Cape Cod. It became a favoured haunt of artists and later LGBT+ travellers. It’s also famed as the site of the Mayflower landing. You’ll find excellent gay retreats in the centre of town. There are also many boutique options dotted around Provincetown in more remote locations. Provincetown has been a top gay retreat for many decades.
Also in Cape Cod you’ll find the exclusive island of Martha’s Vineyard. It’s a charming place and it’s an ideal spot for a gay retreat vacation. There are no gay-specific hotels but the island is very liberal. You’ll find many old-world boutique properties. Martha’s Vineyard has less of a party-vibe than Provincetown but it’s great for a romantic vacation.
Key West is one of the best places for a gay retreat in the USA. It’s located in one of the most remote parts of the country. It has many gay retreats. You’ll find a buzzing gay scene on Duval Street. Key West has some fabulous retreats, including secluded luxury hotels on little islands. It’s also a popular destination for artists. The famed LGBT writer Tennessee Williams used to live in Key West.
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Gay Provincetown Travel: Gay Bars, Hotels, Culture & History
Provincetown is the best small-town destination for gay travellers in the USA. It's long been hailed as one of the most liberal towns in the country, and it's a big draw for artists and bohemians: gay-popular hotspots tend to begin as artist hotspots. Think Mykonos, Key West and Sitges.
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Customer Interview: Alaska Adventure
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The Hacienda At Warm Sands is a luxury gay male retreat in Palm Springs. Surrounded by desert landscapes, it’s a luxury resort comprised of 10 suites. It’s widely considered to be one of, if not the most luxurious gay retreat in the USA. An ideal place to combine with Los Angeles.
Sunset Key Cottages is the most luxurious resort in Key West. It’s located on a private island a mile from the coast of Key West. It’s just 15-minutes away by ferry. It’s a great choice for a gay retreat. You can enjoy all the action in Key West and then retreat to the privacy of your luxury cottage.
The San Ysidro Ranch is one of the most luxurious retreats in the USA. Located at the foot of the Santa Ynez Mountains in Montecito, Santa Barbra, you’ll count Oprah as a neighbour for the duration of your stay! It’s surrounded by stunning manicured lawns. This is a very peaceful and romantic retreat. It’s just a 20-minute drive to central Santa Barbra.
Head to Provincetown if you want to party
2Head to Martha's Vineyard or Nantucket for luxury seclusion
3Head to Key West for a party atmosphere and luxury retreats
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Best Gay Honeymoon Destinations 2027 & 2028
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Taste of Thailand: Culinary Tour of Bangkok & Chiang Mai
Tailor-made HolidayEmbark on an enchanting journey through Thailand, designed to immerse you in the nation's celebrated culinary heritage and rich cultural tapestry. Go from the bustling streets of Bangkok, through the historic and scenic wonders of the north, to the serene and lush landscapes of Chiang Mai and Chiang Rai. Experience the authentic flavours, meet the warm people, and witness the vibrant rituals that make Thailand a world-class culinary and cultural destination.
10 days tailor-made from £2,900 per person View trip
Luxury Thailand Wedding and Honeymoon
Tailor-made HolidayThailand is now one of the most exciting places in Asia for a gay wedding and honeymoon. Same-sex couples can legally marry here, while the country already has everything you would want around the wedding itself: exceptional hotels, serious service, beautiful ceremony settings, great food and some of Asia’s most established LGBTQ+ destinations.
12 days tailor-made from £9,550 per person View trip
Luxury Elephant Camp in Thailand: Bangkok & Chiang Mai
Tailor-made HolidayAt the heart of this 10-day luxury Thailand itinerary is a stay at the Anantara Golden Triangle Elephant Camp, where you’ll connect with elephants in their natural habitat. Alongside this unforgettable experience, you’ll explore Bangkok’s canals, Chiang Mai’s historic temples, and indulge in luxury at every stop.
10 days tailor-made from £2,650 per person View trip
Cycling: Bangkok to Siem Reap Adventure
Tailor-made HolidaySaddle up and cycle between Southeast Asia's most ancient and modern of cities: Angkor and Bangkok. This ride traces a route through two countries, three landscapes, and centuries of history, all covered at the unhurried pace of two wheels.
8 days tailor-made from £2,830 per person View trip
Bridge Over the River Kwai Tour: Bangkok, River Cruise & Hua Hin
Tailor-made HolidayAt the heart of this 13-day luxury Thailand itinerary is a River Kwai cruise, offering a unique way to explore Kanchanaburi’s history and natural beauty. Alongside this, you’ll discover Bangkok’s temples and canals, then unwind in Hua Hin with beach days, national parks, and fine dining. This journey blends culture, history, and relaxation in equal measure.
13 days tailor-made from £2,470 per person View trip
Thailand City & Beach Experience: Bangkok and Ko Samet
Tailor-made HolidayOur Bangkok and Ko Samet itinerary is perfect for travellers who want to combine Thailand’s vibrant capital with a relaxing island escape. Over 8 days, you’ll explore Bangkok’s temples, markets and nightlife before heading to Ko Samet to enjoy white-sand beaches, clear waters and a laid-back coastal atmosphere.
8 days tailor-made from £1,930 per person View trip
Highlights of Taiwan
Tailor-made HolidayTaiwan is a country of extraordinary beauty - from its beautiful landscapes to its towering mountains to the famous Sun Moon Lake. Taroko's stunning limestone gorges plunge deep whilst at Sun Moon Lake you'll feel at one with nature as you are surrounded by mountains and peace. This itinerary will take you all over Taiwan in ten days to see the best the country has to offer.
10 days tailor-made from £1,695 per person View trip
Stockholm Weekender with ABBA Experience
Tailor-made HolidayTake a chance on this unforgettable itinerary that offers a journey through the heart of Stockholm, Sweden, featuring a visit to the iconic ABBA museum and an exploration of the city's captivating landmarks. Immerse yourself in the charming streets of Stockholm, where quaint back alleys intertwine with bustling shopping districts, providing the perfect backdrop for a memorable holiday.
4 days tailor-made from £1,950 per person View trip
Sri Lanka Wildlife Encounter
Tailor-made HolidayYala and Udawalawe hold two of Sri Lanka's most breathtaking wildlife encounters, and this itinerary gives both the time they deserve. The whole trip is built on contrast rather than repetition. Mornings in Yala start before sunrise, with the light still flat and grey over the scrubland as the first jeeps head out, engines low so as not to spook whatever might be moving nearby.
9 days tailor-made from £4,795 per person View trip
Sri Lanka Heritage and Tea Country
Tailor-made HolidaySri Lanka's Cultural Triangle and hill country sit close enough together that a single trip can move between them without losing momentum, and this itinerary is built around exactly that route. The first days are anchored in and around Sigiriya, taking in an ethical elephant sanctuary, the Dambulla cave temple complex, and the Sigiriya rock fortress itself, before continuing on to the spice gardens of Matale and the Temple of the Tooth in Kandy.
9 days tailor-made from £2,975 per person View trip
Wildlife Safari
Sri Lanka Culture, History & Safari
Tailor-made HolidaySeven days is a tight frame for a country this layered, and this itinerary uses it to move through Sri Lanka's ancient capitals, its tea country, and one of its best safari parks without skipping any of the three.
7 days tailor-made from £2,630 per person View trip
Sri Lanka & the Maldives: Temples, Tea Country & Overwater Villas
Tailor-made HolidayOne of our most popular itineraries, we'd always recommend pairing Sri Lanka with the Maldives. Sri Lanka is a fascinating country to explore. In the space of two weeks you can stand inside ancient cave temples, watch wild elephants gather at dusk in Minneriya, take a train through tea country so green it barely looks real, and track leopards through Yala.
16 days tailor-made from £5,200 per person View tripFrequently 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.
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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.
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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.
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