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Inspiration

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.

Gay Retreat Destinations USA
Santa Barbara

California

The 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.

Gay Retreats USA
1

Head to Provincetown if you want to party

2

Head to Martha's Vineyard or Nantucket for luxury seclusion

3

Head to Key West for a party atmosphere and luxury retreats

Palm Springs

California

More cultural trip ideas worldwide

Showing 205–216 of 318

Puerto Vallarta And Riviera Nayarit

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This fantastic itinerary takes you to both Puerto Vallarta and the Riviera Nayarit, two of the most up-and-coming destinations in Mexico. Nestled along Mexico's stunning Pacific coast, Puerto Vallarta has firmly established itself as one of the country's most sought-after destinations.

11 days tailor-made from £2,950 per person View trip

Argentina’s Great Landscapes: Patagonia, Bariloche & Iguazu

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Argentina’s biggest landscapes are the focus of this 11-day journey, taking you from Buenos Aires to the glaciers of southern Patagonia, the lakes and mountains around Bariloche and finally the subtropical rainforest of Iguazu. Begin in Buenos Aires, where broad avenues, historic neighbourhoods and tango culture give the trip an urban opening before you fly south to El Calafate.

11 days tailor-made from £5,655 per person View trip

Hong Kong And Angkor Wat

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Embark on an unforgettable journey that takes you from the bustling streets of Hong Kong to the ancient wonders of Cambodia. Begin your adventure in the vibrant island metropolis of Hong Kong, where modernity meets tradition. Explore the city's dynamic atmosphere and excellent public transport system, making it easy to navigate from Kowloon to Hong Kong Island.

11 days tailor-made from £3,455 per person View trip

Warsaw, Krakow And Auschwitz

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This journey through Warsaw and Kraków is built for travellers who want to understand Poland’s twentieth century in person, with time set aside for a guided visit to Auschwitz-Birkenau. Warsaw was largely destroyed during the Second World War, and the Old Town you walk through today was rebuilt after it with such care that it is now a UNESCO World Heritage Site.

8 days tailor-made from £1,995 per person View trip
Movie Inspired

Call Me By Your Name: Italy Filming Locations You Can Visit

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Call Me By Your Name made the landscapes of northern Italy almost as memorable as Elio and Oliver themselves. This tailor-made journey takes you through the real towns, piazzas and countryside that framed their story, while giving you plenty of reasons to fall for Italy beyond the film. Begin in Milan, with its art, architecture and fashion, plus time in Porta Venezia, the heart of the city’s gay scene.

9 days tailor-made from £3,460 per person View trip

Culinary Tour Of Spain: Barcelona to Seville

Tailor-made Holiday

A thirteen-day journey through Spain's regional cuisines, from the Catalan coast to Andalusian tradition, taking in some of the country's most established LGBTQ+ neighbourhoods along the way. Indulge in the legendary flavours of Spanish cuisine on an unforgettable tour through Barcelona and Madrid, sampling regional dishes in cities that carry their own distinct place in Spain's LGBTQ+ history alongside their food.

13 days tailor-made from £4,195 per person View trip

Madrid & Barcelona: A Tale of Two Capitals

Tailor-made Holiday

Two capitals, deliberately contrasted rather than conveniently combined: coastal Catalonia against the Castilian court, a week apart. Barcelona and Madrid are frequently paired for convenience; both boast awe-inspiring architecture and a direct transport link of under three hours. This itinerary treats the Spanish pairing as a contrast rather than a checklist: Barcelona is coastal, Catalan, and shaped by Modernisme, while Madrid is landlocked, Castilian, and shaped by empire and the Habsburg court.

7 days tailor-made from £3,270 per person View trip

Italy Art Tour: Venice, Florence & Rome

Tailor-made Holiday

Few countries can rival Italy for art, and this journey takes you through three cities that helped shape Western art and architecture. Begin in Venice, where Gothic palaces rise directly from the water and centuries of wealth are written into the mosaics, churches and grand interiors of the city. Visit the Doge’s Palace and St Mark’s Basilica privately before continuing south by train. Florence is the centrepiece of the journey.

10 days tailor-made from £4,275 per person View trip

Belfast & Dublin: Titanic History and Literary Ireland

Tailor-made Holiday

Two hours by train separate Belfast and Dublin, and crossing between them feels less like a short journey and more like turning to a new chapter. Belfast opens the trip at the harbour where the Titanic was built, a city whose maritime history sits alongside a more difficult and more recent past, one that has given way in the decades since to a genuine cultural renewal.

8 days tailor-made from £1,995 per person View trip
South of England

Luxury British Isles Tour: England, Scotland & Ireland

Tailor-made Holiday

Embark on an unparalleled journey through the majestic British Isles, through England, Scotland, and Ireland. Prepare to immerse yourself in the pinnacle of luxury as you traverse the captivating cities of London, Bath, Edinburgh, and Dublin, each offering its own unique blend of history, culture, and charm. This carefully curated itinerary promises an exquisite blend of British elegance, profound history, and awe-inspiring natural landscapes, ensuring an unforgettable experience for the discerning traveller.

8 days tailor-made from £5,800 per person View trip

London, Barcelona & Mykonos: The European Gay Escape

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London, Barcelona and Mykonos give you three very different versions of a European trip. Start in London with the museums, royal landmarks, theatre and grand hotels. Then move to Barcelona for Gaudí, late dinners and one of southern Europe’s biggest gay scenes. Finish in Mykonos, where the pace shifts and the trip shifts toward beach clubs, sea views and long days doing very little.

10 days tailor-made from £2,960 per person View trip

The Grand European Circuit: London, Paris & Berlin

UK, France, Germany Tailor-made Holiday

Explore London, Paris, and Berlin on a single tailor-made journey through three of the capitals that have shaped global culture and history for centuries. Between them there's enough to fill a lifetime of trips, so this itinerary is built to hit the major sights, the best tables, and the character of England, France, and Germany without trying to do all three at once. Each city brings something distinct to the trip.

9 days tailor-made from £5,650 per person View trip

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.

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Did you know?

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.

Our charity partner

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.

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