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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
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
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Best Gay Honeymoon Destinations 2027 & 2028
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Explore Bali: Rice Terraces, Ancient Temples & Village Life
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Discover Kerala
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13 days tailor-made from £2,120 per person View trip
Bali, Lombok & the Gilis: An Island-Hopping Journey
Tailor-made HolidayBali's temples and rice terraces, Lombok's waterfalls, and the Gili Islands' car-free beaches, across ten days. This journey opens in Ubud, Bali's cultural and artistic heart, where local markets, centuries-old palaces, and the ARMA museum offer a window into Balinese daily life. Bali has become one of Southeast Asia's more comfortable destinations for LGBTQ+ travellers, and Ubud's relaxed, wellness-oriented pace tends to suit couples looking for a quieter welcome rather than a nightlife-driven one.
10 days tailor-made from £1,095 per person View trip
Icelandic Northern Lights Adventure
Tailor-made HolidayImmerse yourself in the ethereal beauty of Iceland on this luxurious five-day itinerary, designed to showcase the awe-inspiring natural wonders of one of the planet's most visually stunning destinations. Iceland, known for its dramatic landscapes and the mesmerising Northern Lights, offers a unique blend of adventure and serenity, making it the perfect choice for a luxury holiday. From the moment you arrive, prepare to be captivated by Iceland's diverse scenery.
5 days tailor-made from £2,430 per person View trip
Greek Island Hopping: Milos, Paros and Mykonos
Tailor-made HolidayMilos, Paros, and Mykonos make for a brilliant Greek island trilogy. This route takes you from under-the-radar beaches to charming village life, finishing with Mykonos's signature glamour. Begin in Milos, the Cyclades' best-kept secret (though the word is getting out). With over 70 beaches—many only accessible by boat—this volcanic island delivers dramatic coastlines, lunar landscapes, and crystal-clear waters without the crowds you'll find elsewhere.
8 days tailor-made from £1,120 per person View trip
Athens, Mykonos, Santorini & Naxos: The Four Faces of Luxury Greece
Tailor-made HolidayDiscover four distinct sides of Greece on this tailor-made 13-day island-hopping holiday. From Athens, the birthplace of civilisation, to the glamour of Mykonos, the romance of Santorini, and the authenticity of Naxos, this journey showcases the many faces of the Greek world. Designed for LGBTQ+ travellers who want a balance of culture, decadence, and relaxation.
13 days tailor-made from £3,175 per person View trip
Greek Island Hopping: The Cyclades
Tailor-made HolidayExperience Greece's dazzling azure seas and sun-drenched islands aboard a private luxury yacht on this indulgent island-hopping adventure. Set sail from vibrant Athens into the heart of the Cyclades, an archipelago perfect for an off-the-beaten-path gay or lesbian getaway. Over seven relaxing days, your captain will navigate to hidden coves and secluded beaches on islands few tourists reach like Sifnos, Serifos and Kythnos.
7 days tailor-made from £3,170 per person View trip
Classic Greek Island Hopping: The Highlights
Tailor-made HolidayExperience the perfect mix of history and relaxation on this indulgent luxury island-hopping adventure through Athens, Mykonos, and Santorini on one of our most popular trips. Over eight days, this deluxe itinerary allows you to uncover ancient Greek ruins, explore cosmopolitan islands noted for their vibrant LGBTQ+ scenes, and unwind in ultimate style amid volcanic islands and azure Greek seas. Your personalised journey begins in the cultural heart of Athens.
11 days tailor-made from £3,870 per person View trip
Athens, Delphi, Kalambaka and Santorini
Tailor-made HolidayThis unique itinerary takes you from the historic streets of Athens to the mystical wonders of Delphi and Kalambaka, and finally to the breathtaking island of Santorini. Perfect for those seeking a blend of archaeological discovery and island relaxation, this trip offers a comprehensive exploration of Greece's rich heritage and stunning natural beauty. In Athens, delve into the heart of ancient civilisation.
8 days tailor-made from £3,250 per person View trip
Ecuador’s Luxury Amazon Cruise: Napo River, Yasuní & the Andes
Tailor-made HolidayYasuní National Park holds more species of plants and animals in a single hectare than exist across all of North America, and this seven-day journey through Ecuador spends four full days living inside it.
7 days tailor-made from £2,460 per person View trip
Ecuador Mountains and Railway Explorer
Tailor-made HolidayFew train rides anywhere in the world climb a volcano, cross the equator, and end on the Pacific in a single week, and Ecuador's Tren Crucero does exactly that in eight days. Beginning in Quito, the first city named a UNESCO World Heritage Site, your journey on the Tren Crucero will take you through the Andes Mountains, through sites of Incan history, and to marketplaces with local merchants, handmade textiles, and Ecuadorian cuisine.
8 days tailor-made from £3,500 per person View trip
Amazon Jungle Lodge Adventure: Ecuador’s Rainforest & Andes
Tailor-made HolidayYasuní National Park holds more species of plants and animals in a single hectare than exist across all of North America, and this seven-day trip spends four full days living inside it. The journey opens in Quito, the first city named a UNESCO World Heritage Site, with a morning at the equator line in Mitad del Mundo before an afternoon spent in the historic centre's colonial streets, squares, and churches with an English-speaking guide.
7 days tailor-made from £1,150 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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