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- Newsletter 302: Visit us in Madrid, Gay Stockholm + Invest in Pacaso & More
Newsletter 302: Visit us in Madrid, Gay Stockholm + Invest in Pacaso & More
He’s Already IPO’d Once – This Time’s Different
Spencer Rascoff co-founded Zillow, scaling it to a $16B valuation. But everyday investors couldn’t invest until the IPO, missing early gains. So he made sure that wasn’t the case with Pacaso. Pacaso has made $100M+ in gross profits by disrupting the $1.3T vacation home market. And unlike Zillow, you can invest while Pacaso is private.
SPONSORED BY PACASO - This is a paid advertisement for Pacaso’s Regulation A offering. Please read the offering circular at http://invest.pacaso.com.
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.
Book Pablo in Madrid, Ruben in Mexico City, Soufiane in Casablanca or one of our other Holiday Houseboys in 175 destinations worldwide. A Holiday Houseboy is a gay friendly tour guide who looks after your safety and welfare at all times. Contact Alan on WhatsApp +94 76 630 1069 for further info. VISIT WEBSITE |

“Spainfully” Good Times All Around in Madrid with Two Bad Tourists
Madrid is one of—if not the—most gay-friendly cities in the world, making it Two Bad Tourists-friendly as well. We love it so much, in fact, that we ended up settling here ourselves during our globetrotting adventures. Now, we humbly invite you to visit us for our 7 Days in Spain – Madrid, Toledo & Segovia from September 18-24, 2025.
We’ll show you all the big attractions, from the gorgeous Atocha Park to the Royal Palace, before wining and dining you in the city’s best restaurants. David will take you on a historic tour of the city, Isaac on a tapas tour, and Richard out for a—sure to be eventful—night on the town in Chueca. They’ll be a visit to the spectacular Reina Sofia gallery - home to Picasso's Guernica - and even an authentically Spanish drag queen show over dinner. Next, we’ll visit two nearby towns, Segovia and Toledo—each with its own tales to tell of Spanish culture and history. Viva España, Viva Madrid! Read our reviews here.
HURRY, BOOKINGS CLOSE JULY 18!
Get Scandalous in Scandinavia. Boat trips through fjords, world-class museums, authentic Northern European cuisine, hot springs, palaces, gay nightlife, vikings and Abba! See Copenhagen, Bergen and Stockholm in 11 days this August, September and June or in July, 2026, with leading gay travel experts Detours. VISIT SCANDINAVIA |
Which of the countries below would you most like to visit in the next 12 months?Take our poll and help us customize your travel content & experience. |
Art, Architecture, Wine and Waffles. Northern Europe has its fair share of beauty, culture, fine cuisine, and even finer wine. From September 5-12, 2025, we’re setting sail with Virgin Voyages from Portsmouth, England, to Amsterdam, Bruges, and Bordeaux. Join us! ALL ABOARD |

Gay Travel Guide to Stockholm
Grandiose royal palaces, thousands of islands connected by crisscrossing bridges, mesmerizing architecture, lush green parks, Viking-like men and ABBA! Stockholm is a gorgeous waterfront city with crisp Nordic charm and a personality every bit as memorable as the tunes by everyone’s favorite Swedish group. And, mamma mia, is Sweden’s capital a masterpiece of land and water, history and innovation. Stockholm is also one of the world’s most LGBTQ+-friendly cities—evidenced by the towering, muscular blond beauties strolling hand in hand everywhere you look, enjoying the liberal city they call home. Just another good reason to visit!