South Africa doesn’t whisper its secrets; it roars them with pride. Hear the roar with Mawari, backed by LGBTQ+ trip organizers Detours, on a 9-day adventure where elevated comfort and cultural experiences replace rigid schedules and cookie-cutter tourism.

From May 17–25, 2027, begin in Cape Town, the world’s most beautiful city (we’ll die on that hill…or mountain), with a Table Mountain cable car ride, the Cape Peninsula and Cape of Good Hope, penguin watching at Boulders Beach, and a flavorful Cape Malay cooking experience in Bo-Kaap. Then trade coastline for wonder at Victoria Falls, or “The Smoke That Thunders” to the locals, followed by a luxury sunset cruise on the Zambezi River. Your safari story deepens in Botswana’s Chobe National Park, home to Africa’s largest elephant population, with a luxury lodge on the Chobe River, plus daily choices from boat safaris and game drives to sundowners, fishing, and spa time. Finally, fly by light aircraft into the Okavango Delta for mokoro excursions, walking safaris, and mind-blowing game drives.

Join the pride with Mawari next May, and let Southern Africa give YOU something to roar about!

SPONSORED BY DETOURS

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The route to true freedom begins outside your comfort zone, and Freedom House Retreat makes stepping into the exciting world of nudism effortlessly fun. Tucked into the foothills of Puerto Rico’s lush El Yunque Rainforest, the clothing-optional gay men’s retreat is a private, peaceful escape to paradise.

Created by partners Chris and Will, their vision draws inspiration from the nudist resorts of Fort Lauderdale and small, authentic guest houses around the world. Both hosts are natural entertainers who specialize in making their guests feel comfortable, and to them, nudism is not just about being nude, but also about liberty, acceptance, and bonding with men from all walks of life.

Freedom House Retreat offers four cozy guest rooms, shared living spaces, a remodeled kitchen, daily continental breakfast, and a private back patio with outdoor dining and a hot tub, with nudity welcome everywhere. Nearby are numerous authentic Puerto Rican restaurants and bars, the gorgeous Luquillo Beach, El Yunque Rainforest, and Playa Escondida, Puerto Rico’s unofficial gay nudist beach. Remote, tranquil, and far from prying eyes, at Freedom House Retreat only the wind in the trees, the crowing of morning roosters, and your own laughter will break the blissful silence of your nudist adventure.

SPONSORED BY FREEDOM HOUSE RETREAT

Want to see Portugal without going it alone? Pride Adventures’ 8 Days in Portugal with Pride brings LGBTQ+ travelers together for a hosted journey from Lisbon to Porto. 

The itinerary features some of Portugal’s most iconic and atmospheric places, including Sintra, Évora, Coimbra, and Porto, with meaningful local experiences along the way. It’s a great fit for gay men, couples, and solo travelers who love culture, community, and travel that feels easy from the start. Pricing is listed from $3,199 for the November 1–8, 2026 departure. 

Use code LISBON250 for $250 off!

SPONSORED BY PRIDE ADVENTURES

We're sending one lucky winner and a guest to LadyLand Festival in Brooklyn for Pride Weekend on June 27th! Win VIP tickets + exclusive LadyLand swag, a stay at Arlo Williamsburg, and $600 in travel credit. Experience three stages and an incredible lineup featuring Kim Petras, Romy, CupcakKe, DJ Gigola, and more LGBTQ+ artists and allies. Plus, premium VIP perks that put you at the center of the celebration.

SPONSORED BY DO STUFF MEDIA

Make Alaska your 2027 big trip with Rainbow Getaways on June 21–July 2, 2027, aboard Explora III, a new ultra-luxury ship designed to feel more like a private yacht than a cruise. 

This hosted group sailing is ideal for luxury-loving LGBTQ+ travelers who want breathtaking scenery, elevated hospitality, and a welcoming travel experience from start to finish. Sail round-trip from Vancouver, watch glaciers rise from the water, explore coastal Alaska, and return each evening to the global dining, cocktails, WiFi, gratuities, and thoughtful service you expect from one of the most luxurious ships on the water, all included - there’s also a hosted cocktail party and excursion in Ketchikan exclusively for the group!

Whether traveling solo, as a couple, or with friends, this is a sophisticated way to experience Alaska with community built in. You’ll also benefit from a luxury travel advisor helping with suites, excursions, and logistics so your Alaska journey feels seamless, inclusive, and personal. 

SPONSORED BY RAINBOW GETAWAYS

Japan still has a way to go when it comes to LGBTQ+ rights, but you're unlikely to run into any trouble in Tokyo—beyond a few frowns at public displays of affection. The city is unbelievably huge and sprawling, with more sights, food, shopping, and nightlife than you could ever hope to experience in one trip. Tokyo feels overwhelming to Westerners, both in terms of how different it is from our culture and its sheer size. So, you'll just have to keep coming back to see—and understand—everything Tokyo has to offer.