Tryst Hotels Is Redefining Gay Luxury: One Stay at a Time

June 24 2025

by Lachlan Probyn

Come for the cocktails, stay for the community! Imagine a place where the drinks are cold, the swimsuits are tiny, and side-eye stares are replaced with warm smiles and epic rooftop pool parties. Welcome to Tryst Hotels — where luxury meets LGBTQ+ pride with unapologetic flair.

Founded by tech entrepreneur and self-declared "CEO of Everything Gay" Tristan Schukraft, Tryst Hotels is not your average luxury brand. It's a bold, vibrant, and inclusive hospitality revolution designed exclusively with the discerning gay traveler in mind. With its first location open in Puerto Vallarta and more on the way, Tryst is already shaking up the global LGBTQ+ travel scene.

Puerto Vallarta: Where It All Began

Located in the heart of Puerto Vallarta’s iconic Zona Romántica, The Tryst Puerto Vallarta debuted with a star-studded grand opening that felt more like a queer royal coronation than a ribbon-cutting. Jennifer Coolidge, Demi Lovato, Antoni Porowski, Erika Jayne, and drag royalty like Shea Couleé and Gottmik lit up the weekend-long bash with rooftop DJ sets, drag brunches, and firework-filled nights.

Designed by Estudio Esterlina, the same award-winning team behind the Four Seasons Tamarindo, this 55-room boutique sanctuary is equal parts modern Mexican elegance and social playground. From rooftop infinity pools to the Wettest Drag Brunch in the World, The Tryst Puerto Vallarta isn’t just a hotel — it’s an experience where you can be your best self, even on your worst behavior.

Next Stop: Fire Island & San Juan

Building on the runaway success of Puerto Vallarta, Tryst Hotels has its sights on two of the most iconic queer destinations in the world.

In Puerto Rico, The Tryst San Juan opened its doors in spring 2024, following a multi-million-dollar renovation of the beachfront property formerly known as the Atlantic Beach Hotel. Now a full-fledged five-star resort, it features 33 luxe rooms, a beachfront restaurant, rooftop bar, and beach club overlooking San Juan’s famous gay beach. Just steps away, the newly revamped Circo nightclub has reopened, once again lighting up San Juan’s nightlife scene.

Looking ahead, The Tryst Fire Island is set to open in 2025, completely transforming the beloved Botel into a sleek 30-room escape in the heart of The Pines. The revitalized Waterfront at The Pines will become an all-season social hub, complete with a revamped pool deck, expanded dining options at The Canteen, upgraded staff housing, and a reimagined Pavilion nightclub designed to preserve and elevate Fire Island’s legendary nightlife..

More Than a Hotel: A Movement

Tryst Hotels isn’t just about lavish accommodations and killer brunches (though there’s plenty of both). Every property is committed to eco-conscious design, partnerships with local and minority-owned businesses, and giving back to the LGBTQ+ community it serves. From upgrading Fire Island’s infrastructure to supporting San Juan’s vibrant gay scene, Tristan’s vision is as much about preserving queer spaces as it is about celebrating them.

With each new property, Tristan is crafting a global portfolio that combines luxury, inclusivity, and just the right touch of fabulous mischief. Whether you're poolside at The Tryst Puerto Vallarta, brunching in Fire Island, or dancing the night away in San Juan, one thing is certain: Tryst Hotels isn’t just a place to stay—it’s where the party begins.

Ready to book your tryst? Visit trysthotels.com and follow @trysthotels for all the poolside glamour and brunchtime drama.