A Luxury Gay Resort Uncovered: Pineapple Point

Let’s be real for a second: sometimes you need a luxury gay resort vacation where the hardest decision you make is “poolside or hot tub?” and the dress code is… optional.

If you’ve been scrolling through your feed looking for that perfect blend of high-end pampering and unapologetic queer joy, we’ve found the spot. Welcome to Pineapple Point Resort in Fort Lauderdale, a place that redefines what a luxury gay resort can be.

At Bessa, we believe in finding spaces where you can be loud, proud, and right at home. While Bessa is a community for everyone across the rainbow, we know that sometimes our guys need a specific kind of sanctuary. Here’s the tea on why Pineapple Point is the gold standard for gay men’s travel in South Florida.

The Vibe Check: A Tropical Sanctuary

From the moment you step through the gates of this Victoria Park estate, the outside world just… melts away. We aren’t talking about a standard hotel with a rainbow flag slapped on the front desk. This is a 2.5-acre tropical compound that feels less like a resort and more like the private estate of your wealthy, eccentric gay uncle who loves you very much.

The grounds are lush. Think towering palms, manicured gardens, and shaded hammocks perfect for an afternoon nap (or a little daydreaming about your future husband). The atmosphere is “clothing-optional,” which means you can strip down to your comfort level. Whether you’re in a kaftan, a Speedo, or your birthday suit, the vibe here is body-positive and judgment-free.

Why it fits the Bessa mission: It’s about connection. The layout of the resort forces you to slow down and actually talk to people. It’s “no filters, just us” brought to life.

Splurge-Worthy Luxury Gay Resort Rooms

If you’re booking a luxury gay resort, you expect the sheets to be high thread count and the pillows to be plentiful. Pineapple Point does not disappoint.

The property offers a mix of accommodations, from their standard Deluxe Rooms (which are anything but standard) to the grand, multi-level Villas.

The deluxe rooms are perfect for the solo traveler or couple who plans to spend most of their time by the pool. They are modern, clean, and feature those crucial blackout curtains for when the hangover hits.

The villas are for if you’re celebrating an anniversary or just feeling bougie, the Grand Villa is the move. We’re talking private pools, private hot tubs, and enough square footage to host a small drag pageant (though maybe keep it to a cocktail party).

Bessa Tip: Ask for a room near the “Grand Pool” if you want to be in the center of the social action, or a room near the lap pool if you want a quieter, more Zen experience.

Luxury Gay Resort Amenities

Here is where Pineapple Point earns the “luxury” in a luxury gay resort. It’s not just about having a gym (which they do—and it’s fully equipped, by the way). It’s about the service that anticipates your needs before you do.

There are two main pools. The Grand Pool is for socializing, seeing, and being seen. The Lap Pool is heated and generally more chill. Oh, and there are two hot tubs for when the sun goes down.

The staff here is legendary. We’re talking cold towels brought to your lounge chair on a hot day, fresh popsicles, and even chocolate-covered pineapple chunks circulated by the pool. It’s giving White Lotus, but without the murder mystery.

Need to work out some tension? They have on-site massage studios with certified therapists. Whether you need deep tissue or just a relaxation session, you don’t even have to leave the property.

Eat, Drink, and Be Merry at this Luxury Gay Resort

One of the best ways to make new friends and found family is over food and drink, and Pineapple Point structures the day to make this easy.

A complimentary continental breakfast is served daily. On weekends, they upgrade the situation with Mimosas and Bloody Marys. Yes, please.

Every evening from 6:00 PM to 7:00 PM, there is a complimentary Happy Hour with beer, wine, and snacks. This is the golden hour for socializing. Guests gather in the common areas, swap stories about their night out in Wilton Manors, and make dinner plans. It’s community building at its finest.

Wilton Manors and Beyond

While you might be tempted to never leave the resort (we wouldn’t blame you), Bessa is all about exploring Queer Culture. Pineapple Point is located in the upscale Victoria Park neighborhood. You aren’t in the noise of the gay district, but you are a quick 5-10 minute Uber ride away from it.

Head to Wilton Drive in Wilton Manors. This is the heartbeat of gay Fort Lauderdale. You’ll find everything from chill video bars to high-energy dance clubs.

Sebastian Street Beach is a popular gay beach in the area. It’s a great place to people-watch and soak up the Atlantic sun.

Visit the Stonewall National Museum & Archives nearby to connect with our history and advocacy.

Stylized illustration of a diverse group of men in swimwear socializing by a tropical pool at a luxury gay resort during sunset.

Bessa’s Verdict

Pineapple Point isn’t the cheapest option in Fort Lauderdale, but for a luxury gay resort, it delivers incredible value. It offers a level of privacy, service, and community that is hard to find elsewhere.

It aligns perfectly with our values: it’s a space that celebrates queer identity, fosters connection, and prioritizes comfort. Whether you are looking to meet new people or just escape the noise of the straight world for a few days, this is a sanctuary worth visiting.

Rating: 🍍🍍🍍​​🍍🍍

Okay, we’ve shared our secrets, now it’s your turn. Have you ever stayed at Pineapple Point? Did the hammock naps cure your burnout? Or do you have another hidden gem in Fort Lauderdale that we need to know about? Sound off in the comments and spill the tea!