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- Newsletter 343: Gay Clothing-Optional Sailing, Win a Boutique Cruise + Last Chance to Book our June Cruise & More
Newsletter 343: Gay Clothing-Optional Sailing, Win a Boutique Cruise + Last Chance to Book our June Cruise & More

From Shipmates to Soulmates: MeetMeOnBoard Cruise to LA and Puerto Vallarta
One of the best things about travel is the human connection we make wherever we go. Truly, the real treasure is the friends we make along the way!
MeetMeOnBoard is an app that’s all about facilitating those connections for LGBTQ+ people while aboard cruise ships. And from April 26 - May 3, 2026, they are running their very own group trip aboard the 2026 Hollywood Sunsets & Mexican Horizons itinerary. The 7-night journey will take you from Los Angeles to Cabo San Lucas, the sun-drenched Baja escape, to Mazatlán, the colorful colonial seaside city, then on to every gay’s favorite Mexican playground, Puerto Vallarta, before looping back to Los Angeles.
As well as all the luxuries of a Virgin Voyages cruise — like 20+ unique eateries, cutting-edge entertainment, winning facilities, and fun themed parties — you can expect the added benefits of being part of an all-LGBTQ+ group. In other words, instant friends to share the adventure with and forge meaningful connections with that last long after the last port! Meet on board, meet for life!
SPONSORED BY MEETMEONBOARD
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.
Unleash and Awaken in Costa Rica. Qasa retreats in Costa Rica are shame-free queer spaces to reclaim yourself, explore desire, deepen connection, and test limits. Get $300 off any retreat starting between April and August 2026 when you book with promo code TBT300. Prefer to talk it through first? Book a quick call with the Qasa team. CHOOSE YOUR PATH |
Are you or someone you know planning to visit Madrid, Spain in the next 12 months?Take our poll and help us customize your travel content & experience. |

Ship Happens with Pride Sailing Holidays in Croatia, Greece and Italy
We love a good, clothing-optional, gay sailing trip! And Pride Sailing Holidays are some of the best out there — we should know, we used to host for them! Their trips have all the right ingredients for a great time: idyllic ports of call, a spacious yacht, friendly gay hosts, and an itinerary designed to spark camaraderie with other men. Add in water sports (no, not that type), excellent cuisine, cultural excursions, bar crawls, and themed onboard parties like Undie Sundays and Nude Mondays, and you’re all set for a good time on the open seas.
2026 is shaping up to be their best year yet, with seven-day sailing adventures around three of Europe’s most beautiful destinations — Croatia, Greece, and Italy. One day you could be swimming in the crystal-clear waters around Vis, the next partying on the beach in Hvar. Think mud baths in Vulcano near Sicily, followed by sweet wine on seductive Salina. Or go all in with nights out in both Ios and Mykonos before hosting your own onboard White Party.
With several trips to choose from, one thing is guaranteed with Pride Sailing Holidays: you’ll share our love with a clothing-optional, gay sailing adventure all over again.
The June 6 Croatia sailing (Dubrovnik to Split) only has 3 spaces left - Only €1,790pp!
Design Your Down Under Dream. From Mardi Gras and the nightlife of Sydney to the ChillOut Festival and the Great Barrier Reef, the Land Down Under serves queer vacation excellence. Design your dream trip to Australia with our good friends at Rainbow Getaways—experts in bespoke LGBTQ+ travel worldwide. DESIGN YOUR AUSTRALIA ADVENTURE |

Last Chance to a Free Boutique Cruise in the Seychelles, Greece, or Italy and Malta!
Calling all lovers of high class, immersive boutique cruises, this is your last chance to enter our giveaway with Variety Cruises to win a completely free 7-day cruise to either the Seychelles, Greece, or Italy and Malta with $500 free flight credit to get there.. Simply sign up for our newsletter and you could be joining a crew of 34 to 72 on the intimate cruise of your choice in 2026.
Variety Cruises has perfected the art of small ship cruising. Family-run for three generations and backed by more than 76 years of experience, they create immersive 7-day voyages that reveal destinations in ways large ships simply can’t. Their boutique vessels slip into hidden coves, quiet harbors, and lesser-known islands, all while offering the comfort and atmosphere of a cruise experience.
Don’t wait! Your perfect cruise has your name on it!
SPONSORED BY VARIETY CRUISES
IMAGE BY ©ANDREAS CONRAD, FRONTROWSOCIETY
Naked in Puerto Rico. Slip out of your clothes and be more comfortable at Freedom House Retreat; a remote, clothes-free escape near the gorgeous El Yunque Rainforest in Puerto Rico. Wake to birdsong, unwind nude, share breakfast with other guests and owners Chris & Wil, soak under the stars, and enjoy playful privacy with fellow naked guests. SAY HELLO HERE |

Two Bad Tourists Back to Spain, Italy and France in Our June 2026 Cruise
We’ve had three amazing years cruising the Mediterranean with our partners in crime, Virgin Voyages—so in 2026, we’re thrilled to invite you back once more for our 7 Days in Spain, France & Italy Cruise!
From June 21-28, 2026, we’ll form our own little gay family aboard the Scarlet Lady, visiting three countries in seven days. This time, we’re sailing straight from our favorite European city, Barcelona, to Civitavecchia—the gateway to Rome. From there, we’ll explore Tuscany for the first time: Italy’s picturesque heartland, famous for its Renaissance charm and stunning Mediterranean beaches. Next up is the glamorous French Riviera city of Cannes, known for its chic vibes and sandy shores. We’ll end with an overnight in Ibiza, complete with our very own bar crawl through Ibiza Old Town. As always, you’ll enjoy our signature group dinners, shore excursions, cocktail hours, and Virgin Voyages’ top-tier entertainment, themed parties, and more!
Hurry, bookings close in March.
Pack Light. Things Are About to Heat Up! Royal Grand Resorts opens April 1st! Poolside flirting, jungle views, strong drinks, and even stronger connections await. Check In and strip down. Book Your Stay with Promo Code TBT025 for an exclusive 5% TwoBadTourists discount. USE CODE |

Bringing Wanderlust to the Water: The Nomadic Boys Board Rainbow Cruise 2027
Diversity is the spice of the seas when it comes to LGBTQIA+ cruises, and Rainbow Cruise: The Next Chapter – A Future of Unity is all set to be the colorfully diverse ship to hit the waters in 2027.
What’s more, the charismatic duo—and our good friends—the Nomadic Boys are hopping aboard to share in five nights of fun, frolics, and floating fabulousness. Join them from September 28 - October 3, 2027, for a round trip from Palma de Mallorca with ports in sunny Palermo (Sicily) and Cagliari (Sardinia).
Alongside an eclectic range of shared activities aboard, you can expect A-tier entertainment from a diverse cast of LGBTQIA+ icons, including Eurovision winner Conchita Wurst, Germany’s favorite lesbian pop star Lucy Diakovska, and drag powerhouses Miss Ivanka T, Katy Bähm, and Pam Pengco. What’s a cruise without spicy themed parties? Rainbow Cruise’s are set to be the kind that’ll keep you up way past bedtime—KitKatClub’s infamous Piep Show, to name but one. Where the Nomadic Boys go, fun often follows, so book now and be part of what’s set to be one of the most diverse and fun cruises of 2027.
Seven Days in Spain. Spain is one of our biggest passions. Let us share it with you for four nights in Barcelona and two in the gay-friendly coastal town of Sitges from May 13-19, 2026. ¡Viva España! Join us today! VISIT SPAIN |

Call Me By Your Watchlist - 25 Must-Watch Queer Movies Every Gay Man Should See
Queer movies don’t just entertain; they help us feel seen, provoke us, give us comfort, make us laugh, turn us on, and occasionally wreck us emotionally on a Sunday night. Gay films chart the gay male experience across decades, continents, subcultures, and moods—from tender first love to political rage, from gay road trips across deserts to forbidden queer love in saunas. LGBTQ+ cinema can take us anywhere and everywhere, all at once. Some are classics, some are messy, some are revolutionary, and all of them say something essential about what it means to be gay, then or now.
It's hard to play favorites, but here's our 25 must-watch queer films that we think that all gay men should take the time to enjoy. Consider this less a syllabus and more a lovingly curated mixtape. And don’t worry, no spoilers!
Athens, Mykonos & Sicily & more! We’re at it again—taking on the Med once more with Virgin Voyages! Join us from October 4-11, 2026, as we explore Athens, Mykonos, Sicily, the Amalfi Coast, and Barcelona, painting the seas scarlet as we go! SPECIAL OFFER! Solo travelers pay just $2,240 for a private cabin. Only 3 cabins left. BOOK NOW |
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