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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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Scandinavia Luxury Tour: Nordic Capitals & Fjords
Tailor-made HolidayFour countries, twelve days, and a single thread of water and rail running through all of them. This is the grand tour of the Nordic capitals, Helsinki, Stockholm, Oslo, and Copenhagen, with Norway's fjords as the wild heart of the trip. You travel the way the region always has, by sea and by train. An overnight ferry carries you across the Baltic from Finland to Sweden.
12 days tailor-made from £6,295 per person View trip
Finland Family Winter Escape
Tailor-made HolidayEmbark on a journey to the far north to experience the magic of snow-laden forests, starry skies, and timeless Nordic traditions first-hand. This carefully curated Arctic adventure combines thrilling experiences with luxurious comfort, inviting you and your family to discover Lapland in all its majesty. Begin in Rovaniemi, the gateway to the Arctic. At the Arctic TreeHouse Hotel, your glass-fronted retreat offers panoramic views of the snowy landscape.
7 days tailor-made from £4,995 per person View trip
Bavarian Alps and Dolomites Tour
Tailor-made HolidayThis bespoke itinerary invites you to discover the soul of southern Germany, Austria, and Italy, weaving together cultural treasures, natural beauty, and gourmet experiences. From the historic streets of Munich to the soaring peaks of the Dolomites, every moment has been beautifully handcrafted. Begin in Munich, where Bavarian traditions come alive.
9 days tailor-made from £5,595 per person View trip
Classic Germany: Berlin, Bavaria and Black Forest
Tailor-made HolidayThis beautifully curated adventure invites you to explore Germany's most progressive cities and captivating landscapes, from Berlin's dynamic spirit to the fairytale allure of the Rhine, the romance of Heidelberg, the mystery of the Black Forest, and the refined culture of Munich. Your journey begins in Berlin, where history and innovation entwine. Walk beneath the Brandenburg Gate, trace the path of the Berlin Wall, and uncover the stories of Kreuzberg and Prenzlauer Berg.
10 days tailor-made from £7,195 per person View trip
LGBTQ+ Greater Palm Springs & WeHo Getaway
Tailor-made HolidayThis luxurious ten-day escape offers LGBTQ+-friendly experiences in two of the most welcoming cities in the United States. Designed for those who appreciate both the finer things in life and a rich, welcoming community, this itinerary promises an unforgettable exploration of Greater Palm Springs’ and Los Angeles' unique heritage and contemporary gay scene. Begin your stay at the iconic Kimpton Rowan Palm Springs hotel, perfectly positioned in the heart of downtown Palm Springs.
12 days tailor-made from £4,920 per person View trip
So-Cal Triangle: LA, San Diego, Greater Palm Springs
Tailor-made HolidayEnjoy a grand Southern California tour that epitomizes the luxury, diversity, and vibrancy of this iconic region. From the sun-kissed beaches of Santa Monica to the glamorous streets of West Hollywood, and from the lively scenes of San Diego to the serene desert oasis of Greater Palm Springs, this 14-day itinerary offers an exquisite blend of cultural richness, natural beauty, and indulgent experiences.
14 days tailor-made from £4,590 per person View trip
Classic Tour of Norway
Tailor-made HolidayThis unforgettable journey through Norway invites you to explore the dramatic beauty of the fjords, the richness of Nordic culture, and the warmth of personalised luxury. From the cobbled streets of Bergen to the glassy stillness of Geirangerfjord and the stylish calm of Oslo, each day is carefully curated to balance breathtaking natural wonders with immersive cultural experiences.
9 days tailor-made from £7,495 per person View trip
European Tour: Amsterdam, Paris and London
Tailor-made HolidayThis ten-day journey takes you through three of Europe’s most iconic capitals—Amsterdam, Paris and London—interwoven with heritage villages, royal landmarks and artistic treasures. Thoughtfully curated, it offers culture, history and relaxed luxury. Begin in Amsterdam, where tranquil canals and cobbled streets invite slow discovery. Wander through the Jordaan’s creative spirit, admire masterpieces at the Rijksmuseum, and reflect at the Anne Frank House.
10 days tailor-made from £5,895 per person View trip
World War History Tour: The Netherlands, Belgium and France
Tailor-made HolidayThis ten-day journey invites you to trace a path through Northern Europe’s most evocative cities and landscapes. From Amsterdam’s tranquil canals to the solemn shores of Normandy, it’s a story told through heritage, human connection, and carefully curated moments of quiet luxury. Begin in Amsterdam, where canal-side dinners and world-renowned museums welcome you into a city of creativity and charm.
10 days tailor-made from £7,095 per person View trip
Classic Tour of The Netherlands
Tailor-made HolidayDiscover the Netherlands in six quietly luxurious days, where culture, heritage, and countryside blend seamlessly into one thoughtful journey. Your adventure begins in Amsterdam, staying at the canal-side sanctuary of Hotel Estherea. From your first evening, you are immersed in the spirit of the city with a visit to the Heineken Experience—an unexpectedly interactive glimpse into Dutch brewing heritage.
6 days tailor-made from £3,195 per person View trip
Luxury Netherlands City Breaks: Greater Amsterdam
Tailor-made HolidayThis four-night journey through Amsterdam and Utrecht offers a quietly luxurious exploration of the Netherlands – a nation of grand history, contemporary charm, and lesser-known neighbourhoods that reveal the country’s soul beyond the surface. Your adventure begins in Amsterdam, where you check into the timeless Sofitel Legend The Grand – a sanctuary tucked between canals and cobblestones.
4 days tailor-made from £1,800 per person View trip
Luxury Netherlands City Breaks: Utrecht to Eindhoven
Tailor-made HolidayThis five-day journey through Utrecht and Eindhoven offers a captivating contrast between medieval romance and modern innovation, with soul-stirring stops in Den Bosch and the magical wonderland of Efteling Theme Park Resort. It is a thoughtfully paced itinerary for those who seek cultural immersion, architectural beauty and unexpected joy, with all destinations being easily accessible by train.
5 days tailor-made from £1,800 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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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.
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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.
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.
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