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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.
Santa Barbara California
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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
Anthony Dowlatshahi set out on a pretty wild gay adventure in Alaska. We couldn't resist getting in touch to see how it all went. It turns out that there's more to America's coldest state than huntin', shootin' and fishin'. As Anthony explains, Alaska has some of the world's most breathtaking landscapes, perfect beer and surreal midnight sun. What would you say were the best highlights of your trip?
ReadThe Best Hotels for a Gay Retreat
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
Palm Springs California
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Best Gay Honeymoon Destinations 2027 & 2028
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Sri Lanka Family Adventure
Tailor-made HolidayA trip built around holding a family's attention: wild elephants, warm water, and just enough temples to keep things interesting. This itinerary is built for families who want genuine exploration and genuine downtime in equal measure, moving from a coconut plantation retreat through the temples and wildlife of the Cultural Triangle, to the beaches of Passikudah, the cultural heart of Kandy, and a working tea estate to close.
14 days tailor-made from £4,395 per person View trip
Sri Lanka Wildlife and Culture Tour
Tailor-made HolidaySri Lanka is a land where nature flourishes in its most untamed form; a place where elephants roam freely, leopards prowl through dense jungles, and exotic birds fill the skies. This luxury journey takes you from the colonial elegance of Colombo to the wildlife-rich landscapes of Gal Oya and Yala, where safaris by land and water reveal the country's most elusive creatures.
12 days tailor-made from £4,955 per person View trip
Classic Sri Lanka
Tailor-made HolidaySri Lanka fuses ancient cities, tea-covered highlands, and a historic coastline within a single trip. This itinerary moves from the sacred sites of the Cultural Triangle through the misty hill country around Ella to the beaches and colonial streets of Galle. A land of timeless beauty, Sri Lanka is the ideal destination for a gay adventure holiday, with its fusion of culture, landscapes, and wildlife.
10 days tailor-made from £4,995 per person View trip
Shikoku & Naoshima Tour – Art, Hot Springs & Rural Japan
Tailor-made HolidayThis is a Japan trip for travellers who want to spend most of their time away from the Tokyo-Kyoto axis. The appeal is not one famous sight after another, but the way the trip moves between places with very different identities: an art island in the Seto Inland Sea, a self-drive through the mountains of Shikoku, old onsen towns and small regional cities that most international itineraries pass straight by.
12 days tailor-made from £8,985 per person View trip
Cherry Blossom Japan Tour: Tokyo & Kyoto
Tailor-made HolidayCherry blossom season is one of the most anticipated times of year in Japan. For a few weeks each spring, sakura spread through Tokyo and Kyoto, appearing along canals, in temple gardens and across city parks. Hanami, the custom of gathering beneath the blossoms, makes for an unforgettable experience. It is also one of the busiest times to travel.
8 days tailor-made from £8,595 per person View trip
Family-Friendly Japan Tour: Tokyo, Hakone & Kyoto
Tailor-made HolidayJapan works remarkably well for a family trip because children and adults rarely have to compromise on what they want to do. A morning at a temple can be followed by manga, gaming or a sumo stable, while the train journeys between cities are short enough to keep the route moving without turning every other day into a travel day.
10 days tailor-made from £6,595 per person View trip
Luxury Japan Tour in Winter – Tokyo, Nagano & Snow Monkeys
Tailor-made HolidayWinter changes the shape of a trip to Japan. Tokyo turns cold and often clear. Nagano disappears under snow, and the hot springs at Yudanaka become one of the main reasons to go this time of year. By the time you reach Kyoto, the cherry blossom and autumn crowds have thinned out. The city feels more accessible. This 12-day trip starts with a few days in Tokyo, then heads north into Nagano Prefecture.
12 days tailor-made from £7,945 per person View trip
Iceland’s Northern Lights
Tailor-made HolidayIceland is a land of extremes—where glaciers meet fire, and the Northern Lights dance across the Arctic sky. This immersive journey takes you through the country’s most breathtaking landscapes, from Reykjavik’s welcoming charm to the frozen beauty of the north, all while enjoying the comfort of handpicked accommodations that blend Nordic elegance with nature’s raw beauty.
7 days tailor-made from £5,395 per person View trip
South African Adventure: Trek, Surf and Safari
Tailor-made HolidayFrom Cape Town’s soaring peaks to the untamed wilderness of Manyoni, this journey blends adventure, culture, and wildlife in a thrilling exploration of South Africa’s most spectacular landscapes. Hike Table Mountain, surf the Atlantic waves, trek through the Drakensberg Mountains, and track the Big Five on safari—each day offers a new experience, weaving together the country’s wild beauty and rich heritage. Cape Town is a city of contrasts, where rugged cliffs meet urban elegance.
11 days tailor-made from £5,995 per person View trip
South Africa Food & Wine Tour in the Winelands
Tailor-made HolidayFrom the cosmopolitan energy of Cape Town to the rolling vineyards of Franschhoek and the untamed wilderness of Sabi Sands, this journey blends culture, cuisine, and safari adventure. Walk through history, indulge in world-class dining, sip award-winning wines, and witness Africa’s most iconic wildlife in their natural habitat—an unforgettable experience of luxury and discovery. Cape Town welcomes you with stunning landscapes and deep history.
12 days tailor-made from £9,195 per person View trip
South Africa Big Five Safari & Johannesburg Tour
Tailor-made HolidayExperience the best of South Africa, from the vibrant streets of Johannesburg to the breathtaking wilderness of Madikwe Game Reserve. This journey blends history, culture, and wildlife, offering an unforgettable adventure filled with luxury, discovery, and untamed beauty. Begin in Johannesburg, a city that pulses with history and resilience. Walk in the footsteps of Nelson Mandela at his former home in Soweto, where the echoes of South Africa’s past come to life.
7 days tailor-made from £4,395 per person View trip
Luxury Costa Rica Honeymoon
Tailor-made HolidayCelebrate your love with an extraordinary honeymoon in Costa Rica, where untamed beauty meets luxurious seclusion. This journey takes you from the misty cloud forests of Bajos del Toro to the volcanic hot springs of Arenal and the golden beaches of Guanacaste. Every moment is designed for romance, with private candlelit dinners, intimate wildlife encounters, and breathtaking landscapes that set the stage for an unforgettable start to your life together.
9 days tailor-made from £5,950 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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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.