Out Of Office
Request a quote→ +1-888-489-8383
Proudly LGBTQ+ experts and welcoming to all travelers +1-888-489-8383

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.

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 277–288 of 318

Wine Escape to Langhe, Barolo and Monferrato

Tailor-made Vacation

Indulge in a sumptuous wine escape through the rolling hills of Langhe, Barolo, and Monferrato in Italy; regions celebrated for their exquisite wines and breathtaking landscapes. This journey is an ideal exploration for those passionate about discovering the finest vintages, savoring authentic Italian cuisine, and immersing themselves in the picturesque Italian countryside. Your adventure begins in Turin, where you'll pick up your classic Fiat Cinquecento, the perfect companion for this scenic drive.

4 days tailor-made from $1,935 per person View trip

Milan, Venice, Florence and Rome

Tailor-made Vacation

Experience the quintessence of Italian elegance and history with this luxury tour. This journey invites you to immerse yourself in the diverse cultural tapestry of Italy, exploring its most iconic cities. Your Italian sojourn begins in Milan, the world-renowned fashion capital. Here, amidst the glamour of Via Montenapoleone and the historical grandeur of the Milan Cathedral, you will discover the city's unique blend of modern chic and classical beauty.

10 days tailor-made from $4,475 per person View trip

Milan and Lake Como

Tailor-made Vacation

Experience the allure of Italian sophistication and serenity with this specially crafted itinerary in Italy. Perfect for fashion enthusiasts, culture seekers, and nature lovers alike, this trip offers a seamless blend of urban exploration and lakeside relaxation. Begin your Italian escapade in the bustling streets of Milan, a city that stands at the forefront of global fashion and design.

7 days tailor-made from $3,770 per person View trip

Live Like A Roman

Tailor-made Vacation

Delve into the heart of Italy's capital with this luxury Rome vacation, a unique experience curated by Out Of Office for those who yearn to embrace the Roman way of life. Indulge in an extended stay in Rome, a city where history and modernity intertwine in a stunning display of architectural and artistic splendor.

7 days tailor-made from $3,030 per person View trip

Art & Cooking in Milan, Sorrento, Pompeii & Rome

Tailor-made Vacation

Italy has long been celebrated as a mecca for lovers of art, history, and food. In this exclusive journey, you'll traverse the enchanting cities of Milan, Sorrento, Pompeii, and Rome, where art, culinary craftsmanship, and luxury living create an extraordinary tapestry of experiences. Your Italian adventure begins in Milan, Northern Italy's gem. With a gay-friendly guide, explore iconic landmarks like Via Montenapoleone, the Milan Cathedral, and Galleria Vittorio Emanuele II.

10 days tailor-made from $4,195 per person View trip

Israel and Jordan including Petra

Tailor-made Vacation

This eight-day journey immerses you in the ancient wonders and iconic sights of Israel before crossing into Jordan to marvel at the rose-red facades of Petra. Israel is a nation cradled in biblical history, where ancient ruins and sacred shrines coexist with vibrant modern culture. Your exploration begins in timeless Jerusalem, one of the world's most revered cities.

8 days tailor-made from $3,955 per person View trip

Explore Israel

Tailor-made Vacation

Embark on an extraordinary seven-day journey through Israel, a nation cradled in ancient wonders and biblical history. This meticulously crafted itinerary immerses you in the country's most iconic sites while experiencing its diverse landscapes and cultures. Israel is a kaleidoscope of picturesque vistas, from desert canyons to lush coastal plains, all layered with profound historical and religious significance. Your adventure begins in the ancient and hallowed city of Jerusalem.

7 days tailor-made from $3,200 per person View trip

Discover Ireland: Belfast, Dublin & Beyond

Tailor-made Vacation

Twelve days is enough to cross Ireland from its northern shipyards to its western cliffs and understand why no single city could ever tell the whole story. The trip opens in Belfast, a city whose maritime history and more difficult recent past have paved the way, in the years since, to a genuine cultural renewal visible in its museums, markets, and waterfront.

12 days tailor-made from $5,190 per person View trip

Seminyak, Bali: An LGBTQ+-Friendly Luxury Retreat

Tailor-made Vacation

Seminyak's beaches, a full Balinese spa reset, and some of the region's best dining, spread across eight days of bliss. This trip is built around Seminyak, Bali's most polished coastal town, known for upscale resorts, a strong culinary scene, and an LGBTQ+-friendly atmosphere that has made it one of the island's more comfortable bases for couples. Days are deliberately unstructured, a genuine break rather than a packed sightseeing schedule.

8 days tailor-made from $2,125 per person View trip

Northern India and the Himalayas

Tailor-made Vacation

Embark on a luxury journey handcrafted to showcase the most iconic destinations India has to offer. Discover the history of Delhi, the enchanting energy of Agra with its world-renowned Taj Mahal and the vibrant hues of Jaipur's Pink City. Your adventure culminates in a serene retreat at the Himalayan haven of Ananda. Your expedition begins in Delhi, a city that fuses ancient history with the buzz of a rapidly modernising city.

12 days tailor-made from $6,785 per person View trip

Golden Triangle with Mumbai and Goa

Tailor-made Vacation

Embark on a luxury journey that encapsulates the best of India, blending rich culture and heritage with serene beach resorts and mountain escapes. In Delhi, uncover the layers of Indian history with guided tours of Old Delhi's labyrinthine bazaars and the grandeur of New Delhi's colonial architecture. Marvel at the serene beauty of Raj Ghat, the mausoleum of Mahatma Gandhi, and witness the towering Qutub Minar.

10 days tailor-made from $2,570 per person View trip

Golden Triangle with Kathmandu

Tailor-made Vacation

Embark on a captivating journey through India and Nepal, where culture, heritage, and iconic landmarks await. Begin your adventure with the famed Golden Triangle tour, exploring the vibrant cities of Delhi, Agra, and Jaipur, each boasting its own rich history and architectural marvels. From the bustling streets of Delhi to the awe-inspiring Taj Mahal in Agra, and the majestic forts of Jaipur, immerse yourself in the grandeur of India's past.

8 days tailor-made from $3,705 per person View trip

Frequently 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.

What our travelers say
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

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.

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.














    We will endeavor to have a member of our team call you at your preferred time.




    We ask so that we can tailor your itinerary accordingly.


    By submitting you confirm you have read our Privacy Policy.