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Sea it All this Summer in Greece, France and Tahiti 

We’re all born naked and the rest is drag! So, why not reset to factory setting this summer while sailing along breathtaking coastlines on the deck of a luxury catamaran, surrounded by like-minded—and possibly naked—men. GaySail offers just that. As the leading worldwide specialist in gay and gay-nude sailing holidays, their GaySail Exclusive clothing-optional and GayNudeSail Exclusive nude trips welcome gay men of all backgrounds. 

Head to Greece’s heavenly islands and ancient ruins in August or September 2025, the French Riviera’s playground of the rich and famous in September, or even the exotic arcadian paradise of Tahiti in French Polynesia in November. Wherever you go, a fully gay crew will ensure a fully immersive getaway—where luxury, culture, adventure, and relaxation come together for the full package!. And who doesn’t love a full package?

SPONSORED BY GAYSAIL

This newsletter was written in collaboration with one or more travel brands or businesses. We may receive compensation when you click the links and make a purchase. Read our full advertising policy here.

Our Home is Your Home for our 2025 Madrid Tour

Madrid is the best city in the world—but we would say that, we live here! Join us for 7 Days in Spain – Madrid, Toledo & Segovia from September 18-24, 2025, and let us show you why. Stay in a gay-friendly hotel in the heart of Madrid, explore the city’s history with David, and visit the spectacular Reina Sofia gallery before indulging in the best local cuisine.

As night falls, we’ll take you for a Spanish Drag Queen show over dinner, then set out into Madrid’s (in)famous gay nightlife on a—guaranteed to be eventful—bar crawl in the gayborhood. We’ll also visit Toledo, a stunning medieval city and former Spanish capital, and Segovia, home to a legendary Roman aqueduct, a fairy-tale castle, and some quirky traditions—you’ll have to see to believe! In Spain, we like to say “Mi casa es tu casa”, and this September, our home is indeed yours. Read our reviews here.

HURRY, BOOKINGS CLOSE JULY 18!

Your Golden Gate Getaway to Country Music's Mysterious Star 

The rhinestones are calling. Win the chance to fly to San Francisco for Orville Peck's sold-out show at the legendary Stern Grove Festival - 86 years of free music in an enchanted eucalyptus dell. Beyond VIP tickets to witness country's masked marvel alongside Jaime Wyatt, you'll rest your spurs at The Fairmont (Tony Bennett's heart-leaving locale) and receive $600 for your journey. This natural amphitheater has cradled sounds from jazz to punk since 1938, but nothing quite like Peck's theatrical country noir. 

SPONSORED BY DO STUFF MEDIA

Gay Travel Guide to Provincetown

Just 90 minutes away from Boston is a tiny seaside town on the tip of Cape Cod that has as much history as it does gay culture. While many remember from history class that Plymouth Rock was where the Pilgrims settled in 1620, it was, in fact, Provincetown where the Pilgrims first landed before passing on to Plymouth and settling what would soon become the U.S.

American history aside, P-Town, like many popular, small gay getaways, has been completely taken over by the LGBTQ+ community. With a population of about 3,000, the small New England getaway boasts 40+ gay guesthouses, 10+ gay bars and clubs, and 2 gay beaches, which fill to bursting point for the dozen or more LGBTQ+ events that happen during the summer and fall months.

Miami, Cozumel and Bimini: Two Bad Tourists’ Caribbean Adventures (Part Two)

The Caribbean sells itself, really: perpetual sunshine, powder-white beaches, swaying palms, crystalline waters, and endless adventure opportunities. So it’s no surprise that, after the success of our last cruise in tropical waters, our guests voted to return as part of the 5 Nights in the Riviera Maya cruise from January 11–16, 2026. This time our route will take us from Miami to Cozumel (Playa del Carmen), where Mexico makes sweet love to the Caribbean, and then round to Virgin Voyages’ Beach Club at Bimini for a pool party, adventure sports, and plenty of cocktails. Virgin Voyages is LGBTQ+-friendly, adult-only, and has cruising down to a fine art. You can expect feisty entertainment, award-winning cuisine, and themed parties that bring the house (or should that be boat) down! Benefits of being part of our gay group include excursions, group dinners, cocktail parties, special events, and more. Don’t wait and book yourself some Caribbean action now! 

SPECIAL OFFERS!

Book a Sea Terrace cabin for just $2,600 or $1,300 per person. Plus, if you book before July 15, you’ll save an additional 10%. Terms apply, based on double occupancy.

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