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.
Santa Barbara California
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
Palm Springs California
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 13–24 of 318
Ecuador for Two: A Honeymoon Itinerary
Tailor-made VacationA volcano at sunrise, a cloud forest with your name on the only reservation, and an island with nothing but sea lions for company: this is Ecuador built for two. The trip opens in Quito, a city so ringed by volcanoes that the skyline and the horizon are often the same.
10 days View trip
A Private Ecuador Escape: Quito & the Cloud Forest
Tailor-made VacationNot every trip to Ecuador needs the Amazon or the Galápagos, and four or five unhurried days between Quito and the cloud forest make the case for stopping there.
5 days View trip
A Gay Pride Celebration in Ireland
Tailor-made VacationSome of the best Pride celebrations in the world are also some of the smallest, built around a single parade route, a handful of familiar bars, and a city that turns out in full for one day a year, and Ireland's are proof of it. Its Pride season plays out in its cities rather than along its coastline, and it favors travelers who know where to look.
8 days View trip
Slow Down in Andalusia
Tailor-made VacationSeven nights at a single hillside estate, olive groves in every direction, and nowhere else on the schedule. Most Andalusia itineraries move fast: Seville, Córdoba, Granada, and Ronda, each city allotted a day or two before the next. This one does the opposite. A single week is spent based at a rural estate in the hills, with the surrounding towns treated as occasional excursions rather than a checklist.
7 days View trip
Ibiza: Beyond the Clubs
Tailor-made VacationIbiza's reputation was built on its clubs, but its most exclusive addresses have always been in the hills, well away from the partying. Ibiza became a prominent LGBTQ+ destination decades before the superclubs arrived, drawing artists, writers, and a bohemian community to the island's interior through the 1960s and 1970s. That history has been steadily overshadowed by the island's later reputation as Europe's party capital, and this itinerary is built to recover it.
7 days View trip
Marrakech & Essaouira Escape
Tailor-made VacationMorocco is unlike any other place, and nowhere makes that clearer than Marrakech: a city shaped by centuries of trade, scholarship, and craftsmanship that makes a total claim on the senses from the first moment. Essaouira, three hours west on the Atlantic coast, is its quieter counterpart: a UNESCO-listed port town where trade winds come off the sea, the ramparts are painted white and blue, and the pace drops to something close to ease.
9 days View trip
A Luxury Escape to Marrakech & Royal Mansour
Tailor-made VacationMarrakech announces itself immediately. Color, noise, heat, the scent of cumin and rose water on warm air, and centuries of craftsmanship visible in every doorway all arrive at once. The result is a rush of energy that most cities never quite match.
6 days tailor-made from $19,945 per person View trip
A Luxury Journey Across Portugal & Morocco
Tailor-made VacationLisbon and Marrakech sit less than three hours apart by air, close yet distinct enough that each feels like its own trip. Ten days move from the ease and elegance of Lisbon, with its candlelit restaurants, hilltop viewpoints, and some of Europe's most architecturally distinctive boutique hotels, to the heat, color, and sensory depth of Marrakech, where one of the world's great palace hotels waits behind its ancient medina walls.
View trip
The Ultimate French Polynesia Grand Tour
Tailor-made VacationSome destinations ask you to choose one experience over another; French Polynesia does not. This sixteen-day journey moves through five islands across two archipelagos, each with its own character and pace, connected by short inter-island flights, a scenic ferry crossing, and a private boat transfer. You will begin in Tahiti, the territory's cultural and geographic heart, before crossing the Sea of the Moon to Moorea, where jagged volcanic peaks rise directly behind the lagoon.
16 days View trip
Machu Picchu & the Galápagos: A Luxury Journey
Tailor-made VacationThis itinerary is built around two of the most extraordinary destinations on the planet. Machu Picchu, one of the Seven Wonders of the World, is a fifteenth-century Inca citadel set on a mountain ridge in the cloud forest at 2,430 meters above sea level, hidden from the outside world until 1911 and still capable of stopping people in their tracks.
15 days tailor-made from $13,300 per person View trip
Luxury Lesbos & Athens: In the Footsteps of Sappho
Tailor-made VacationThis itinerary pairs Athens with Lesbos, ending in Skala Eressos, the small beach town that has become one of the most important destinations for lesbian travelers anywhere in the world. It’s not just about where you go, but why you go. Athens brings the history. Lesbos brings something far more personal. Lesbos is not a typical Greek island add-on. You come here for a reason.
7 days tailor-made from $5,720 per person View trip
Machu Picchu & Iguazu Falls: Luxury Peru & Brazil Tour
Tailor-made VacationMachu Picchu and Iguazú are the two natural-and-cultural wonders that most travelers come to South America to see, and the case for putting them in the same trip is straightforward: both reward proper time, both have a single best hotel, and the long flights to either are easier to justify when you're seeing the other on the same ticket. This itinerary builds eleven days around them.
11 days tailor-made from $9,025 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.