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- Newsletter 332: Curated Gay Trips Worldwide, Visit us in Madrid + Morocco and Mediterranean Cruise & More
Newsletter 332: Curated Gay Trips Worldwide, Visit us in Madrid + Morocco and Mediterranean Cruise & More

Gay Travel Curated for Your Pleasure with Ursula Hosting
Ursula Hosting specializes in curated travel planning, offering thoughtfully designed group trips and fully personalized private journeys for travelers who want more than a standard itinerary. From destination research and trip design to bookings and on-the-ground details, every experience is handled start to finish - creating seamless, intentional travel that prioritizes culture, connection, and meaningful experiences. From Cuba and Argentina to Portugal, Japan, and beyond… Ursula Hosting curates non-cookie-cutter journeys around the world.
Founded by Nelson, a trusted friend of Two Bad Tourists, Ursula Hosting is shaped by his global perspective. A world citizen and and bespoke travel curator, Nelson's background includes military service, a decade as an international business consultant, and years living in Colombia, Italy, Mexico, Cuba, Puerto Rico, Argentina, and the United States. These lived experiences inform the way each trip is thoughtfully designed with depth and cultural awareness.
If you want to travel differently, this is a service we trust.
SPONSORED BY URSULA HOSTING
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.
WorldPride 2028 with Sikeleli Travel. WorldPride comes to Africa in 2028, and Sikeleli Travel are offering four curated packages featuring luxury stays, local adventures, Pride access, and exclusive perks. Early booking secures prime spots as Cape Town becomes the global epicenter of LGBTQ+ love. BOOK IT NOW |
Are you or someone you know planning to visit Amsterdam in the next 12 months?Take our poll and help us customize your travel content & experience. |

Castles, Cocktails and Caballeros: This is Madrid!
We fell in love with Spain when we first visited over a decade ago—so much so that we decided never to leave! Let us show you why on our 7 Days in Spain – Madrid, Toledo & Segovia, from September 17-23, 2026.
David will take you on a historic tour through the gorgeous city center. A gay Spanish guide will show you around the spectacular Reina Sofía gallery (home to Picasso’s iconic Guernica), and local Brit Richard will introduce you to the debaucherous delights of Chueca, the local gayborhood. There’ll also be a Spanish drag show, more city exploration, group dinners at the best restaurants, and plenty of tapas. We love our neighbors too, so there will be two day trips to nearby old-school Spanish cities—each with their own distinct personality and iconic sights, like a Roman aqueduct and medieval castles.
Oh, and we’re easy! As in, we welcome guests from all walks of life—be they solo travelers, couples, throuples, or groups. Just like our city, we welcome everyone! So, get yourself over to our home city and let us share our love for it with you.
SPECIAL OFFER! Book by December 31 and get:
For solos: get a private room & pay no single supplements!
For couples & friends: Save $100 per person.
Meaningful Memories with Big Gay Cruise. A good cruise leaves you with memories that live rent-free in your head forever. Big Gay Cruise is a community-built voyage that does exactly that. Hop aboard from September 18-26, 2026, at Port Canaveral or October 31-November 5, 2026, at Galveston, as they take queer joy to Mexico and the Caribbean! BOOK NOW |

Andalucian Adventures: Two Bad Tourists Head to Southern Spain
Few countries rival Spain in versatility. Every region offers something different while still being fueled by that unmistakable Spanish passion we all know and love. For the first time ever, we’re heading south to Andalucía—a region known for flamenco, rolling olive fields, Moorish palaces, mosques that are also cathedrals, and its talent for throwing a great party.
On our 9 Days in Southern Spain gay group trip from November 11-19, 2026, we’ll explore three of its greatest cities. Meet us first in our home base of Madrid, where we’ll spend two nights showing you the city’s highlights, from the Royal Palace to the gayborhood. Then we’ll hop on a high-speed train to Sevilla for four days of flamenco shows, meals at authentic Spanish restaurants, visits to the impressive Cathedral and Alcázar, a sailing trip down the Guadalquivir River, and a night out in the local gay scene.
After a day trip to Córdoba—an architectural gem shaped by the Roman Empire—we’ll arrive in Granada. Tucked into the mountains, this fairytale-like city offers winding cobblestone streets, tapas so big they could be full meals, and the legendary Alhambra Palace, a breathtaking marvel no words can fully capture. So sign yourself up and let us show it —and all of Andalucía— to you in person!
SPECIAL OFFER! Book by December 31 and get:
For solos: get a private room & pay no single supplements!
For couples & friends: Save €100 per person
Sail Baja California with Captain Beau! An experience shared is multiplied - so hoist your flag and join NautiDaddySailingCo aboard Daddy Beau’s catamaran in November 2026. Sail Baja California with a crew of fun-loving gay adventurers for unforgettable all-male escapades on the open water. Use ‘TBT150’ for $150 off this trip! BOOK NOW |

Swipe Right on Savings - Five Travel Cards in Our Wallet
If travel cards were like Tinder dates, you’d want to be a little selective before swiping right.
The sheer mass of travel reward credit cards on offer can seem overwhelming, and no one wants to end up lumped with a travel credit card that doesn’t fully optimize their traveling habits. Then there’s health insurance, priority passes, ATM cards that don’t charge you abroad… the list of potential cards to squeeze into your wallet goes on.
We take a look at the top five pieces of plastic that we use to lubricate our travel experiences—financially speaking, that is—and make for the most lucrative travel benefits when jet-setting across the world.
Book Anand in Mumbai, Michael in New York, Siya in Cape Town, 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 more info. VISIT WEBSITE |

Spain, Morocco, Portugal, France and the UK In One Generous Package!
Our Moroccan Marvels & Mediterranean Wonders cruise from July 26 - August 5, 2026, is all set to be every bit as fabulous as it sounds.
This epic 10-night adventure will take us from Barcelona, Spain, all the way to Portsmouth, UK. First stop: Tangier, a vibrant port city on the northern tip of Africa where cultures mix and converge. Next, we head to one of our favorite European capitals—Lisbon, Portugal, bursting with color and charm. From there, we’ll swing back to Spain and dock in La Coruña on the lush, green northern coast (you’ll swear you’re not in Spain!). Then it’s on to the port nearest Bilbao, home to world-class Basque cuisine and the iconic Guggenheim Museum. Our final call is Bordeaux, France—the wine capital of the world, because everything’s better with a bottle… or three.
As always, you’ll enjoy our group perks: shared dinners, onshore excursions, cocktail parties, and—best of all—instant friend
SPECIAL OFFER!
For solos: join for just $2,350 and get a private cabin. Only 1 cabin left.
For couples & friends: Book a Sea Terrace cabin by January 27 and save 10%. That's $500+ in savings and works out to just $2,544 per person (double occupancy). Prices will go up on January 28 with no extensions on this offer.
10 Day Italy and France Cruise! Love France and Italy? Join our hosted gay group aboard adults-only Virgin Voyages: Rome roundtrip, flirting with Catania, Naples, Ajaccio, Cannes, and Livorno. Sail August 22–31, 2026, with onboard group dinners, shore excursions, themed parties, drag, and a host of surprises. SPECIAL OFFER! Solo travelers can join for just $2,250 & get a private cabin. BOOK NOW |

Gay Travel Guide to Phoenix
Phoenix, just like its namesake mythological bird, is hot! Both in terms of its infamous desert climate and because it has become the hottest place to be for those in the know. The Valley of the Sun — a most poetic nickname, if ever you’ve heard one — seems to have a mirage-like allure, luring in both new residents and tourists alike.
Over 200 people now move to Phoenix every day, seeking an alternative to the increasingly expensive big cities of California. A sizable number of those people are LGBTQ+, and as the already tight-knit gay scene grows, it becomes an even more attractive location for LGBTQ+ tourists.
What's your favorite social media channel?Take our poll and help us customize your travel content & experience. |
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