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- Newsletter 299: Invest in Luxury Properties, New Caribbean Cruise + Madrid Gay Nightlife Tour & More
Newsletter 299: Invest in Luxury Properties, New Caribbean Cruise + Madrid Gay Nightlife Tour & More
Former Zillow Execs Target $1.3T Market
Spencer Rascoff co-founded Zillow. Austin Allison sold his company to Zillow for $125M. Now they’re transforming the $1.3T vacation home market via co-ownership. By selling shares of luxury properties, Pacaso’s already earned $100M+ in gross profit. Invest today for just $2.80/share.
SPONSORED BY PACASO - This is a paid advertisement for Pacaso’s Regulation A offering. Please read the offering circular at http://invest.pacaso.com.
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Key West Resort Perfection. Not only is Island House one of the first clothing-optional gay resorts in the world, but it’s also the best! But don’t take our word for it; visit yourself and be part of the Island House community this summer! VISIT ISLAND HOUSE |
Riviera Maya Rendezvous: Five Steamy Nights to Kick Off 2026!
We are once more heading out into Caribbean waters with Virgin Voyages on our 5 Nights in the Riviera Maya from January 11-16, 2026! Join us as we spend five steamy nights sailing across the Riviera Maya and Caribbean with stops at Cozumel (Playa del Carmen) in Mexico—home to the stunning Meso-American Barrier Reef—and Virgin Voyages’ very own Bahamas island, Beach Club at Bimini, for a cocktail…or four. We’ll be hosting you ourselves as part of a large group on an even larger, fun-filled, adult-only playground of a ship run by LGBTQ+-friendly cruise line Virgin Voyages. Together, we’ll enjoy group dinners in quirky themed restaurants; an eclectic mix of shore excursions; private events; amazing entertainment, drag shows, and more. Come alone, come with your friends, family or come with your partner(s). Just be sure to come!
SPECIAL OFFER!
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.
Portsmouth, Amsterdam, Bruges and Bordeaux! Prepare yourself for a 2025 full of cruising by joining our new European cruise with Virgin Voyages September 5-12, 2025. Dare you brave the Northern Seas to experience four European cities in four countries in just one week?! ALL ABOARD |

Gay Travel Guide to Vienna
Vienna is one of Europe’s underrated wonders, where old-world grandeur blends with a quirky modern edge. It’s a city where centuries-old coffeehouses sit snugly below baroque palaces and grandiose opera houses. Just when you think Vienna is all about its imperial past, you’ll find yourself in a hip café which serves vegan schnitzels, a sleek art gallery with cutting-edge installations, or a trendy gay bar hidden in an alleyway.
See Madrid, Toledo and Segovia. Madrid is a paradise for LGBTQ+ travelers! Join us from September 18-24, 2025, for our 7 Days in Spain – Madrid, Toledo & Segovia tour, where we’ll show you the best of our home city and the nearby towns of Toledo and Segovia. VISIT US |
Viva La Noche on Our Madrid Gay Nightlife Tour
Madrileños sure know how to have a good time, especially in Madrid’s renowned gay neighborhood of Chueca. So why not pay us a visit in one of the most LGBTQ+ friendly cities in the world and explore Chueca’s lively nightlife scene on our Madrid Gay Nightlife Tour. We’ll have three drinks in the best gay bars in Chueca over a 2-hour group tour. Follow our expert local gay guide, Richard - who knows his way around the Madrid gay scene as well as he knows his own house - for a guided tour of the “gay barrio” and a fun night out with just the right dash of the LGBTQ+ history of the area to wash down with your drinks. He’ll take you into the heart of the action and - for the adventurous - we’ll provide suggestions for additional bars, clubs, fetish clubs and saunas to visit during your stay.
New LGBTQ Madrid Tapas Tour. Chorizo, cheese and gazpacho! Explore the best five restaurants in Madrid’s gayborhood over just three and a half hours. Learn about food, wine and LGBTQ+ history of Madrid in one - easily digestible - package. BOOK NOW |
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