Luxury Gay Retreats USA vacations

Gay Retreats USA

The USA is a vast country with incredibly diverse landscapes and climates. Naturally, it's home to many excellent retreats for gay travelers.

Here at Out Of Office, we truly understand the world you live in, and the world you want to explore. Our attention to detail, exceptional service and deep understanding of both luxury travel and LGBTQ+ travel make us a fantastic choice for those looking for a travel experience where exclusivity meets inclusivity.

We recommend


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.

Enquire
A Gay Guide To Palm Springs
Recommended Reading
A Gay Guide To Palm Springs

Palm Springs is a chic desert oasis in the Coachella Valley. It’s been a glamorous destination since the heyday of Golden Age Hollywood. The major contract players were obliged to stay close to their studios and Palm Springs, just a...


More Suggested Cultural Holiday Trips

Filter Trips
Gay Group Trip: Adventures in Japan
Gay Group Trip: Adventures in Japan

Group Trip Departs: • 17th October 2024 • 24th March 2025

Step into the heart of Japan, where ancient culture and modern innovation exist in perfect harmony. This gay group adventure takes you from the bustling streets of Tokyo, a city that never sleeps, to the serene landscapes of Nagano, with...

Gay Group Trip: Luxury Safari in Kenya
Gay Group Trip: Luxury Safari in Kenya

Group Trip Departs: • 20th February 2025

Embark on an extraordinary journey with this luxury Kenya safari gay group trip. This 11-day adventure is a deep dive into the heart of Africa’s rich wildlife and cultural tapestry. Begin in the vast plains of Amboseli National Park, where...

Gay Group Trip: Luxury Safari in Africa
Gay Group Trip: Luxury Safari in Africa

Group Trip Departs: • 10th November 2025

Join your fellow gay travellers for a spellbinding 12-day adventure through South Africa’s most iconic destinations on this luxurious gay group trip. Your journey starts in the heart of Cape Town, a city brimming with character, from its stunning Table...

Gay Group Trip: Luxury Andalucia Spanish Tour
Gay Group Trip: Luxury Andalucia Spanish Tour

Group Trip Departs: • 3rd October 2025

Embark on a journey to Andalusia, Spain, where history, culture, and breathtaking landscapes converge to create an unforgettable experience. This nine-day gay group adventure will immerse you in the rich tapestry of Andalucía, a land steeped in Moorish heritage and...

Sri Lanka Private Villa Retreat
Sri Lanka Private Villa Retreat

Tailor-Made

This expertly crafted seven-night Sri Lankan getaway is designed to make group travel to Sri Lanka easy. You’ll stay at a gorgeous and well-positioned property called Kirana – A Santani Villa. Overlooking serene Bentota Beach in Sri Lanka, this villa...

Sri Lanka & Maldives Wellness Journey
Sri Lanka & Maldives Wellness Journey

Tailor-Made

Embark on a restorative and enchanting escape that combines the cultural splendor of Sri Lanka with the serene elegance of the Maldives on this luxury wellness holiday. In Sri Lanka, your adventure begins amidst the misty hills and verdant landscapes...

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.

California
Santa Barbara

California

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...

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...

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.

California
Palm Springs

California

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...

Best Gay Honeymoon Destinations 2024 & 2025

At Out Of Office, we pride ourselves on being unrivaled experts when it comes to delivering the most memorable gay honeymoons on earth. Our expert team has planned thousands of honeymoons for couples all over the world, and so we...

The best gay retreat hotels in the USA

Anthony S.

“Stellar service. Stellar products. Stellar people and it gets so much better when you pick up the phone and call.”

John

“Super client centred service. From first contact I have had warm, efficient, friendly and flexible service.”

Tiberiu

“I’m confident in giving Out Of Office a 5-star review! They are one of the leaders in this space without a doubt.”

Trustpilot 5*

Why book with us?

Personal Service


We want to ensure you have the best experience with us so we’ll keep working on your itinerary until perfect. You will have your own personal dedicated member of our team who will help build the perfect trip for you.


Call our travel experts on +44 (0)20 7157 1570

Our 5* Reviews


We pride ourselves in the number of clients that are referred to us by our existing customers. Our 5* Trustpilot rating is important to us, so we encourage you to browse our reviews. They speak for themselves and that's why you are in safe hands.


Make an enquiry


Phone

020 7157 1570

Email


To start planning your luxury trip, tell us more about your travel plans and we'll match you with one of our experienced travel specialists. You can speak to us via phone, email or video call.


All the prices on our website do not include flights. We can, of course, arrange them for you.


Your trip
Your details

Please enter your destination and details.

  • $2,000-3,000
  • $3,000-5,000
  • $5,000-7,500
  • $7,500-10,000
  • $10,000+