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!

For solo travelers: the price of the trip is $2,295 per person. Solo travelers who book by December 31, 2025 can also get a private room for the same price, with no single supplement.

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.

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5 Reasons Why You Should Join Our Gay Group Trip to Barcelona

It all started back in 2018 when we began hosting our own gay sailing trip each summer. Our first hosted trip was in Croatia, and the following year we sailed the Greek Islands. Since then, we have hosted over 300 guests on some amazing summer adventures—including more sailing trips, cruises around the world, and tours of our home country of Spain. We've enjoyed getting to know readers of our blog and our social media followers, as we all share the same passion.

In 2022 and 2023, we hosted our first land tours in Spain, where we explored Barcelona and Sitges with 30+ guests. These trips were such a success that we decided to repeat them every year. Once again, in 2026, we’ll be spending 4 nights in Barcelona followed by 2 nights in Sitges, one of our favorite gay vacation spots.

Spain is an amazing destination, and it's one of the most progressive places in the world for the LGBTQ+ community. Check out these top 5 reasons why you just might want to join us.

Pillow Talk – The 15 Best Gay Hotels, Resorts and Guesthouses Around the World

A hotel can make or break a holiday! Having a good place to lay your head – or any number of heads for that matter – is fundamental after a hard day’s exploring an exciting new destination. A lot of hotels are gay-friendly these days (it’s just more profitable for them to be), but there’s something extra to be said for an actual officially gay hotel, resort or guesthouse that goes beyond mere tolerance to curate an authentic gay experience. Gay accommodations are also great places to meet other gay travelers, or to simply feel fully comfortable being as intimate as you like with your partner(s) without fear of judgment. 

Gay Travel Guide to Maspalomas

Maspalomas is as gay as it gets! The resort town on the Spanish island of Gran Canaria is a well-known gay mecca, famous for its year-round sunny climate, its full-on nightlife centered around the world's only gay shopping and bar complex, flamboyant parties like Carnaval and Pride, its plethora of gay resorts, men-filled beaches, and its action-packed sand dunes. In short, it's the ideal gaycation location for those looking to just let go and have some old-fashioned fun in the Spanish sun. To be real, you don't go to Maspalomas to sightsee; however, that doesn't mean you can't come up for air now and then and take a look around all that the beautiful island has to offer.

The Fabulous Five – The Top 5 Brand New LGBTQ+ Friendly Hotels in Madrid

Whether you’re seeking a lavish escape, a quirky novelty establishment, or a hub of social activity to make new friends, these standout hotels are redefining what it means to stay in Madrid for the LGBTQ+ traveler. So, if you’re planning a romantic getaway, a solo adventure, or a gay group trip, you can’t go wrong picking one of these new fabulous five homes-from-home in Madrid.