Ever since 2018, we have been hosting our own gay sailing trip each summer. Our first hosted trip started in Croatia and then the following year we sailed the Greek Islands. Since we first started our own trips in 2018 we have hosted over 70 guests on some amazing summer adventures.

We've enjoyed getting to know readers of our blog and our social media followers since we all share the same passion. We've had a blast on all these trips and gotten such great feedback from our guests that we've decided to expand our hosted trips in 2023. In fact, we recently sent out a survey to get feedback on where you'd like to travel with us. The data came back with an overwhelming interest in 5 destinations—Spain, France , Italy Greece and Croatia—and we can't say we're surprised! 

While all incredibly different, each country offers amazing travel opportunities. Croatia, Italy and Greece are amazing for sailing and Spain is laid back and gay-friendly. So for 2023, we're excited to announce that we'll be collaborating with Pride Sailing Holidays to offer not just one, but three gay sailing destinations to Croatia, Italy and Greece, with multiple departure dates through the summer. And in addition, we'll be hosting two land tours in Spain where we'll be exploring Barcelona and Sitges plus Madrid, Toledo and Segovia. Finally, we'll be hosting a gay group tour on Virgin Voyages to cruise the Mediterranean. All of our friends and followers are invited to join any (or all!) of these trips in 2023.

Want to learn more? Check out the three trips below and let us know if you're able to join and travel to these incredible destinations.

Gay Group Tour of Barcelona and Sitges hosted by Two Bad Tourists

Dates: May 11-17, 2023
Destination/Route: Barcelona and Sitges, Spain
Trip Type: Gay group trip (10-20 guests)
Hosted by: Two Bad Tourists, yep that’s us!

Spain is an amazing destination and it's one of the most progressive places in the world for the LGBT+ community. We've partnered with The Queer Travel who helped assemble the itinerary of 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 you can come with a friend, that special someone or even come alone. In fact, many guests on our hosted trips are solo travelers so you won't be alone and you 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 welcoming to the LGBT+ community. For the 2nd year in a row, we'll be your hosts on this incredible trip to Barcelona and Sitges where you can tickle your imagination with images of flamenco dancers in the night, sounds of wine glasses clashing amongst Spanish banter, infinite tapas landing on your table and the sea breeze lightly brushing your skin as the water crashes onto the coast. The Spaniards live with passion and a thirst for life. Open your heart, mind and drink it in. Let us show you the magic of this amazing destination.

Gay Group Tour of Madrid, Toledo & Segovia hosted by Two Bad Tourists

Dates: September 7-13, 2023
Destination/Route: Madrid, Toledo & Segovia, Spain
Trip Type: Gay group trip (10-20 guests)
Hosted by: Two Bad Tourists, yep that’s us!

Madrid is perhaps not as well known of a gay destination as its Catalan sister in the northeast, Barcelona. But the truth is that Madrid is a bigger city with more offerings from a nightlife perspective and many LGBT+ oriented events throughout the year. There are very few cities in the world that offer the same kind of welcome to LGBT+ 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 later head out on day trips to both Toledo and Segovia, which are both 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 1500's. Segovia is another famous town nearby known for its Roman aqueduct as well as the fairytale-style castle. We'll spend the days exploring these medieval towns through their curving alleyways, cultural museums and historic monuments. We'll be your hosts on this incredible trip to Madrid with day trips to Toledo & Segovia from September 7-13, 2023.

Gay Group Tour of Spain & France on Virgin Voyages by Two Bad Tourists

Dates: October 15-22, 2023
Destination/Route: Barcelona, Marseille, Cannes, Palma de Mallorca & Ibiza.
Type: Large cruise ship
Hosted by: Two Bad Tourists, yep that’s us!

Join us as we host a gay group trip on Virgin Voyages next year from October 15-22, 2023. The 7-night cruise is a round-trip departure from Barcelona and we will visit some amazing ports of call. Virgin Voyages is a brand new, adults-only cruise line that just started sailing in 2021. Although we will be joining a large ship with other guests, our small gay group trip will offer daily group dinners together, group shore excursions, private cocktail parties, group activities and more! Virgin Voyages is one of the most LGBT+ friendly travel brands on the market and their new concept also changes everything you know about cruising….no more buffets or large dining halls, free WiFi, and there are no hidden fees since gratuity/tips are already included. These are just a few of the cool benefits you can expect, plus drag queen bingo, nighttime parties and many extra surprises. As usual on our gay group trip, friends, couples and solo travelers are welcome. In fact, nearly 2/3 of our bookings on this cruise are solo travelers so far!

Italy Gay Sailing hosted by Pride Sailing Holidays

Dates: July 8-15, 2023
Destination/Route: Aeolian Islands, Sicily
Type: Small Boat (8 guests per boat)
Dress code: Clothing-optional 
Hosted by: Pride Sailing Holidays

We're excited to launch our newest gay sailing route to Italy in 2023. You can enjoy an island-hopping vacation around the breathtaking Aeolian Islands in southern Italy with all gay boat guests. Italy is, without doubt, one of the must-see destinations on many people’s list. In the last few years the southern regions of this beautiful and famous country have increasingly become a new European gay hotspot: and how could it not be? The area is famous for its delicious food, amazing landscapes, sandy beaches, crystalline waters and hot local men, of course. Have you dreamed of visiting Italy before? We've been hosting gay sailing trips for several years and we’re excited to partner again with Pride Sailing Holidays for our newest sailing route. They’ll be your hosts on this new and breathtaking destination and we are inviting all our friends and followers to join.

Croatia Gay Sailing hosted by Pride Sailing Holidays

Dates: there are 6 scheduled departure dates in July, August and September 2023
Destination/Route: Split to Dubrovnik, Croatia
Type: Small Boat (8 guests per boat)
Dress code: Clothing-optional 
Hosted by: Pride Sailing Holidays

Since 2018, we’ve partnered with Pride Sailing Holidays and have sailed this exact route several times. It’s absolutely our favorite trip of the year. In 2023, we won't personally be able to host and join you, but we have no doubt you'll have an amazing week with the Pride Sailing Holidays team on this awesome gay Croatia sailing trip where you'll have a certified skipper to pilot the boat. You can enjoy an island-hopping vacation around the beautiful Croatian coastline with gay guests from around the world. You’ll stop at the best gay-friendly locations in the area for you to explore, as well as great beaches for an afternoon dip. You will arrive in port with enough time to explore the island, relax on your private yacht or find a nice cocktail sunset bar. The amazing destinations include Dubrovnik, the famous island of Vis, Hvar with its buzzing nightlife and fine dining, plus you’ll get the opportunity to party in Split’s bars and clubs. We’ve taken this trip since 2018 and it’s one of our favorite weeks of the year. Croatia is the ideal place for sailing with smooth seas, a beautiful coastline and fun ports with lots of activities and well-equipped facilities.

Greece Gay Sailing hosted by Two Bad Tourists

Dates: July 1st – 8th, 2023
Destination/Route: Round trip from Athens, Greece
Type: Small Boat (8 guests per boat)
Dress code: Clothing-optional
Hosted by: Pride Sailing Holidays

Due to the past years’ success and popularity of our sailing trips in both Croatia and Greece, we are expanding our partnership with Pride Sailing Holidays for both a Croatia and a gay Greece gay sailing trip in the same summer season. So depending on your choice of destination or available time off, you can join either one, or both! For Greece in 2023, we specifically chose Athens as the departure port since it makes booking flights simple with lots of direct options from Europe and abroad. The itinerary from Athens features a variety of islands and mainland ports including Hydra, Spetses, Porto Heli, Ermioni, Poros and Agistri. This group of islands known as the Saronics offers picturesque and energetic stops where you can discover local culture, classical architecture and the best of Greek cuisine, all while enjoying breathtaking islands, ports and local hospitality. It's the side of Greece where sailors gravitate due to it's gentle winds and calm seas and is the perfect sailing spot. Add on a few days in Athens before or after the trip to explore the history of this Ancient Greek city.


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.