Since 2018, we’ve been hosting our own gay sailing trips each summer. Our first trip took place in Croatia, and the following year, we sailed through the Greek Islands. Since then, we’ve hosted hundreds of guests on unforgettable summer adventures.

We’ve loved getting to know readers of our blog and social media followers, as we all share the same passion for travel. We’ve had an amazing time on all these trips and received such great feedback from our guests that we’ve decided to expand our hosted trips for  2026.

In 2026, we’re excited to announce a whooping five cruises with Virgin Voyages! And after last year’s overwhelming success, we’ll once more be welcoming guests to Barcelona and Sitges, as well as our home city of Madrid with day trips to nearby Toledo, and Segovia.

All of our friends and followers are invited to join any (or all!) of these trips!

Want to learn more? Check out the details below and let us know if you’ll be joining us to explore these incredible destinations.

Gay Group Trip Aboard Virgin Voyages to Riviera Maya

Dates: January 11-16, 2026.
Destination: Miami, Cozumel (Playa del Carmen), Beach Club at Bimini.
Type: Large cruise ship
Hosted by: Two Bad Tourists, yep that’s us!
Base Price: Varies by cabin type but starts from US$1,500 per person.  

The Caribbean is as close to paradise on Earth as it gets! So, with that in mind we are hosting a gay group trip on a brand-new route embarking from Miami into tropical waters. In early 2026, we’re teaming up with Virgin Voyages for our Five Nights in the Riviera Maya cruise. As the name suggests, we’ll 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. The cruise is all-inclusive—apart from alcohol and any special treatments you might want to pamper yourself with—so the trip is also friendly on the wallet. 

Gay Group Trip Aboard Virgin Voyages to Spain, France & Italy

Dates: June 21-28, 2026.
Destination/Route: Barcelona, Civitavecchia (Rome), Tuscany/Cinque Terre, Cannes & Ibiza.
Type: Large cruise ship
Hosted by: Two Bad Tourists, yep that’s us!
Base Price: Varies by cabin type but starts from US$1,500 per person. 

Join us as we host a gay group trip on Virgin Voyages next year from June 21-28, 2026. The 7-night cruise departs round-trip from Barcelona, taking us to some incredible ports of call. This time, we’ll set sail from Barcelona, head to Civitavecchia (Rome), soak in the beauty of Tuscany, live it up in glamorous Cannes, and wrap it all up with an overnight stay on Spain’s legendary party island, Ibiza Virgin Voyages is an adults-only cruise line that began sailing in 2021. While we’ll be aboard a large ship with other guests, our small gay group trip will feature daily group dinners, group shore excursions, private cocktail parties, group activities, and more! Virgin Voyages is one of the most LGBTQ+ friendly travel brands available, and their innovative approach is transforming the cruise experience—no more buffets or large dining halls, free WiFi, and no hidden fees, as gratuities and tips are included. These are just a few of the awesome perks, along with drag queen bingo, night time parties, and many extra surprises. 

Gay Group Trip Aboard Virgin Voyages to Morocco, Portugal, Spain & France 

Dates: July 26 – August 5, 2026. 
Destination: Barcelona, Tangier (Morocco), Lisbon, La Coruña, Bilbao, Le Verdon (Bordeaux), Portsmouth. 
Type: Large cruise ship
Hosted by: Two Bad Tourists, yep that’s us!
Base Price: Varies by cabin type but starts from US$1,500 per person. 

Our Moroccan Marvels & Mediterranean Wonders cruise from June 28 – July 8 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, guests will enjoy our group perks: shared dinners, onshore excursions, cocktail parties, and—best of all—instant friends.

Gay Group Trip Aboard Virgin Voyages Around Italy

Dates: August 22–31, 2026.
Destination: Civitavecchia (Rome), Catania (Sicily), Ajaccio (Corsica), Naples, Cannes, Livorno (Pisa/Florence).
Type: Large cruise ship
Hosted by: Two Bad Tourists, yep that’s us!
Base Price: Varies by cabin type but starts from US$1,500 per person. 

We’re thrilled to announce our brand-new Sicily, Naples, Cannes & More Cruise, setting sail from Rome (Civitavecchia) on August 22–31, 2026. Those joining our gay group will board a Virgin Voyages vessel for ten days, stopping at six ports around the coast of Italy with eclectic entertainment, group dinners, parties, and plenty of surprises aboard too. The first stop is Catania, the jewel of Sicily and star of White Lotus, where dramatic landscapes meet irresistible charm. Next, we head north to Naples, a lively city filled with UNESCO-listed historic streets, bustling piazzas, and rich Baroque treasures. From there, it’s on to Ajaccio in Corsica, the French-speaking island that blends Mediterranean beauty with Napoleonic heritage. Then we’ll soak up the glamour of Cannes, France’s sophisticated playground of the rich and famous. Finally, we return to Italy at Livorno, the gateway to two Tuscan gems: Pisa and Florence, before looping back to Rome. 

Gay Group Trip Aboard Virgin Voyages to Greece, Italy & Spain 

Dates: October 4-11, 2026.
Destination/Route: Athens, Mykonos, Catania (Sicily), Salerno (Amalfi Coast), Civitavecchia (Rome) and Barcelona.
Type: Large cruise ship
Hosted by: Two Bad Tourists, yep that’s us!
Base Price: Varies by cabin type but starts from US$1,500 per person.

Europe is both our home and playground, with Greece, Italy, and Spain as three of our favorite destinations. On our cruise departing from Athens on October 4–11, 2026, we'll be sailing all the way to Barcelona while sampling the best of Italy along the way. Every stop is a highlight, starting with the gay favorite Greek island of Mykonos as our first port of call, before looping around to Catania in seductive Sicily. Then we’ll glide up the Amalfi Coast to the sun-drenched city of Salerno, and continue on to Civitavecchia, the closest port to Rome. Virgin Voyages has cruising down to a fine art with cutting-edge entertainment, world-class restaurants, and fun themed parties on board. Plus, as part of our group, you'll have exclusive access to all our usual group dinners, private events, and shore excursions.

Gay Group Tour of Barcelona and Sitges

Dates: May 13-19, 2026.
Destination/Route: Barcelona and Sitges, Spain
Trip Type: Gay group trip (15-20 guests)
Hosted by: Two Bad Tourists, yep that’s us!
Base Price: $2,295 per person. 

Spain is an amazing destination, and it's one of the most progressive places in the world for the LGBTQ+ community. We've partnered with The Queer Travel, who helped assemble the itinerary for this gay Spain group tour and will manage the reservations as well as all the on-the-ground logistics. This will be an awesome gay group trip, so your clients can come with a friend, that special someone, or even come alone. In fact, many guests on our hosted trips are solo travelers, so they won't be alone, and they can make new friends while we explore together. Spain is famous around the world for its cultural traditions, great beaches, history, and welcoming atmosphere. As the third country in the world to legalize same-sex marriage back in 2005, it’s no surprise that Spain is so welcoming to the LGBTQ+ community. For the fourth year, we'll be the hosts of this incredible trip to Barcelona and Sitges, where you can tickle your imagination with images of flamenco dancers in the night, the sound of wine glasses clinking amid Spanish banter, endless tapas landing on your table, and the sea breeze lightly brushing your skin as the waves crash onto the coast. The Spaniards live with passion and a thirst for life. Open your heart and mind, and drink it in. Let us show you the magic of this amazing destination.

Gay Group Tour of Madrid, Toledo & Segovia 

Dates: September 18-24, 2026.
Destination/Route: Madrid, Toledo & Segovia, Spain
Trip Type: Gay group trip (10-20 guests)
Hosted by: Two Bad Tourists, yep that’s us!
Base Price: $2,295 per person. 

Madrid is perhaps not as well known as its Catalan sister in the northeast, Barcelona, as a gay destination. But the truth is that Madrid is a bigger city with more offerings from a nightlife perspective and many LGBTQ+ oriented events throughout the year. There are very few cities in the world that offer the same kind of welcome to LGBTQ+ residents and visitors. Madrid is a fantastic destination, especially if you enjoy local neighborhoods, art, the gay scene, nightlife, and beautiful weather. After exploring the capital city for several days, we'll head out on day trips to both Toledo and Segovia, each just an hour's drive from Madrid. Toledo is a medieval town that was once the capital of Spain before the royal family moved the capital to Madrid in the 1500s. Segovia is another famous town nearby, known for its Roman aqueduct as well as its fairytale-style castle. We'll spend our days exploring these medieval towns through their winding alleyways, cultural museums, and historic monuments. We'll be your hosts on this incredible trip to Madrid with day trips to Toledo and Segovia in September 2026.

Madrid LGBTQ+ Tapas Tour

Dates: Wednesdays & Fridays at 5pm. Additional dates upon request.
Destination/Route: 5 restaurants in Chueca, Madrid's LGBTQ+ neighborhood
Trip Type: LGBTQ+ group tour (up to 10 guests). Private tours upon request.
Hosted by: Two Bad Tourists, yep that’s us! One of our highly trained guides will be your host.
Base Price: €109 per person. 

Experience the charm of one of the most LGBTQ+ friendly cities in the world with the help of a local LGBTQ+ guide. Explore the renowned gay neighborhood of Chueca, the beating heart of the LGBTQ+ community. We’ll visit five tapas bars and restaurants in Chueca during this 3.5-hour group tour. The price is $120 USD (approx. €110) per person, with 8+ tapas and 5 drinks included. This tour is heavy on the food and drinks, with a splash of queer history.

Madrid Gay Nightlife Tour

Dates: Fridays and Saturdays at 9pm. Additional dates upon request.
Destination/Route: 3 gay bars in Chueca, Madrid's LGBTQ+ neighborhood
Trip Type: LGBTQ+ group tour (up to 10 guests). Private tours upon request.
Hosted by: Two Bad Tourists, yep that’s us! One of our highly trained guides will be your host.
Base Price: €65 per person. 

Experience the charm of one of the most LGBTQ+ friendly cities in the world with the help of a local LGBTQ+ guide. Explore the renowned gay neighborhood of Chueca, the beating heart of the LGBTQ+ community. We’ll visit three gay bars in Chueca during this 2-hour group tour and point you in the right direction if you want to continue your night. The price includes three drinks, including a cocktail!

 

Are you interested in joining but have questions about one of these trips? Feel free to contact us here and we'll get back in touch.