Inspiration
Gay Retreats USA
Tailor-made, always
Every trip built from scratch around your dates, pace and preferences.
Your own specialist
One named person and a 24-hour number while you travel.
Hundreds of five-star reviews
Rated Excellent on Trustpilot across ten years of LGBTQ+ luxury travel.
The USA is a vast country with incredibly diverse landscapes and climates. Naturally, it’s home to many excellent retreats for gay travelers.
You’ll find hugely popular gay retreat destinations, such as Provincetown and Key West – both of which attract many gay travelers 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 favorite gay retreats in the USA. Some are destination retreats surrounded by stunning landscapes.
Others are located in popular vacation 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.
Related reading
Gay Provincetown Travel: Gay Bars, Hotels, Culture & History
Provincetown is the best small-town destination for gay travelers 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.
Read
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
Related reading
The best rooftop bars in New York
Where better to enjoy a rooftop cocktail than in the city that never sleeps, New York. Here's the OutOfOffice.com run down of our tried and tested best rooftop bars in New York. Salon De Ning New Yorkers aplenty visit Salon de Ning so you know it must be on point.
Read
Best Gay Honeymoon Destinations 2027 & 2028
At Out Of Office, we specialize in creating exceptional gay honeymoons for couples who want more than just a beautiful destination. Our LGBTQ+ honeymoon specialists have planned thousands of same-sex honeymoons worldwide, giving us unrivaled insight into where offers the perfect balance of romance, privacy, luxury, and genuine inclusivity. With 2027 honeymoon bookings well underway, couples are planning further ahead than ever.
ReadThe best gay retreat hotels in the USA
More cultural trip ideas worldwide
Showing 265–276 of 318
Singapore, Bali & Lombok: A Multi-Center Indonesia Journey
Tailor-made VacationThree very different rhythms in one trip: a city that never sleeps, an island shaped by ritual, and a quieter neighbor most travelers never reach. Singapore anchors the trip's opening days, a city whose ultra-modern skyline sits alongside a genuinely multicultural identity built over generations of migration and trade. Marina Bay's futuristic gardens, the iconic Merlion, and Orchard Road's shopping district showcase the city's more contemporary side.
10 days tailor-made from $3,590 per person View trip
Machu Picchu and Lake Titicaca
Tailor-made VacationLake Titicaca and Machu Picchu are two of Peru's must-see destinations. Explore the Inca Trail and one of South America's largest lakes. It's said to be the birthplace of the Incas, as well as the sun and so it holds extreme significance in the region. It is also home to many Inca ruins.
10 days tailor-made from $2,670 per person View trip
Yucatan Adventure: Cancun, Uxmal, Mérida & Riviera Maya
Tailor-made VacationA flamingo reserve, two great Mayan cities, and colonial Mérida, before the trip settles onto the coast: Embark on an unforgettable journey through the heart of the Yucatan Peninsula with this exclusive itinerary, tailored for those seeking an immersive blend of culture, history, and natural beauty. Few regions in Mexico pack in as much variety as the Yucatán Peninsula, and this nine-day trip is built to move through most of it.
9 days tailor-made from $3,530 per person View trip
Mexico Highlights including Tequila and Puerto Vallarta
Tailor-made VacationIn this itinerary you will discover the highlights of Mexico City, you'll go sailing in Puerto Vallarta, sip tequila in Tequila and visit the city abandoned around the 8th century, Teotihuacan to experience the history of the region. Mexico City sits at the heart of the country. It is a bustling megalopolis filled with vibrant cantinas, captivating museums, innovative dining options, and the opportunity to explore ancient canals by boat.
12 days tailor-made from $3,770 per person View trip
Mexico City & Yucatán Tour: Teotihuacan & Riviera Maya
Tailor-made VacationMexico City's history and the Riviera Maya's coastline, woven into one itinerary. This ten-day journey opens in Mexico City, a capital that pairs its Aztec and colonial layers with one of Latin America's most established LGBTQ+ scenes. Days are spent in the Zocalo and along Paseo de la Reforma, tracing the city's history through the National Palace's murals and the ruins of the Templo Mayor, tucked just behind the cathedral.
10 days tailor-made from $3,810 per person View trip
Art & Culture in Mexico City: Luxury Discovery Tour
Tailor-made VacationAncient pyramids that predate the Aztecs, Frida Kahlo's world in Coyoacan, and Mexico City's LGBTQ+ heart in Zona Rosa, woven into five days. This trip opens in the historic center, where colonial-era cathedrals and world-class museums sit within walking distance of each other. The Zócalo anchors the district, one of the largest squares in Latin America, flanked by the Metropolitan Cathedral and the National Palace, where Diego Rivera's murals trace Mexico's history.
5 days tailor-made from $1,935 per person View trip
Discover Cancun: Chichén Itzá, Tulum & the Riviera Maya
Tailor-made VacationCancun's beaches, two great Mayan sites, and a welcoming corner of Mexico's Caribbean coast. This eight-day trip opens on the white sand and turquoise water that made Cancun one of Mexico's best-known destinations, part of a Riviera Maya coastline that has become an increasingly comfortable base for LGBTQ+ travelers, even without a dedicated gay neighborhood of its own. From the resort, the trip reaches into the region's history.
8 days tailor-made from $3,945 per person View trip
Malta in Depth: History, Temples, and the South Coast
Tailor-made VacationMalta packs an unusual amount of history into a small footprint, shaped in turn by Roman, Moorish, Norman, and Knights-era rule, then centuries of British administration, each leaving a distinct mark rather than erasing the last. That layering is what makes the island rewarding to move through slowly: imposing fortifications sit alongside ancient temples and Baroque cathedrals, each carrying a different chapter of the same long story.
8 days tailor-made from $5,135 per person View trip
Laos in Style
Tailor-made VacationDiscover the enchanting beauty and cultural richness of Laos, a gem that has rapidly become one of the most sought-after destinations in Southeast Asia. Your journey will take you to the heart of Laos's allure, Luang Prabang, a city esteemed not only for its spiritual significance but also for its status as a UNESCO World Heritage site.
6 days tailor-made from $1,905 per person View trip
Best of Laos
Tailor-made VacationLaos, nestled within the embrace of the Mekong River, captivates with its tranquil scenery and cultural richness. Discover the essence of this gem as you journey through its rugged landscapes, ancient temples, and vibrant hill tribe cultures. Your adventure begins in Luang Prabang, a UNESCO World Heritage site renowned for its spiritual and architectural heritage.
8 days tailor-made from $1,945 per person View trip
Best of Japan Tour: Tokyo, Kyoto, Hiroshima & More
Tailor-made VacationThis itinerary is designed to show you how varied Japan really is. It begins with Tokyo at full scale, then leaves the capital behind for mountain towns, hot springs, historic farmhouses, samurai districts, Hiroshima and Miyajima before ending with several days in Kyoto. In Hakone and Takayama, the pace changes completely. You move into the mountains, stay in traditional ryokans, soak in onsen and eat kaiseki dinners built around local ingredients.
14 days tailor-made from $8,855 per person View trip
Sailing the Amalfi Coast
Tailor-made VacationCharter a yacht with friends or family to sail the Amalfi Coast with our exclusive yacht charter experience. This luxurious journey invites you to explore the captivating beauty of the Mediterranean aboard your private yacht, offering an unparalleled way to discover one of Italy's most picturesque coastlines. Set sail from the charming town of Sorrento, known for its stunning cliffs and deep cultural heritage.
8 days tailor-made from $4,730 per person View tripFrequently asked questions
What does Out Of Office do?
Out Of Office is a luxury LGBTQ+ travel company specializing in tailor-made vacations and extraordinary journeys around the world. We create bespoke luxury vacations, 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 personalized 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 traveling as an LGBTQ+ person or couple, from local laws and customs to finding genuinely welcoming hotels and experiences.
We welcome every traveler, 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, personalized service and discretion.
Do you create tailor-made LGBTQ+ vacations?
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 personalized 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+ travelers 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.
Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.
Anthony S.
Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.
John
I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.
Tiberiu
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 traveling 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 inquiry to homecoming. No call center, and nothing is charged until you decide to book.