Top 10 Crossdressing Friendly Travel Destinations

With the end of the lockdowns in sight in most countries, it is time we take our well-deserved rest after these chaotic last years.

And what better way to enjoy your holidays and relieve some stress than combining them with your crossdressing!

We are going to see some of the best crossdressing-friendly destinations from around the world!

It’s fair to say that we all went through a lot these past two years and we all need to steam off this crushing pressure.

Because I’m sure that most got more into crossdressing during the pandemic, many will probably like to experience it freely.

Right? Find out some of the best crossdressing-friendly countries to visit this 2022!

Thailand

This country is clearly one of the wildest destinations you could ever wish for.

Thailand has not only some of the most amazing beaches in the world but also incredible people and rich culture that will blow your mind.

Thai people are very unique and it’s crazy how both, oriental and occidental cultures clash in this amazing huge piece of land.

All of these things sound great on their own, but if we add the fact that crossdressers are more than a common sight on the streets, it is something you can’t miss!

People are very kind and I’m sure you will be more than inspired by how cute ladyboys are here!

Exotic food and clothes, kind and accepting people… what more could you ask for?

If you are thinking of taking a vacation to enjoy your crossdressing without restraints, be sure you don’t overlook this amazing country.

Brazil

If you are a frequent reader of this blog, probably you are aware that here is hosted the biggest Pride Parade in the world.

So it is no wonder why this can be a potential destination for your crossdressing vacation.

With a rich and warm culture, Brazilians have quite an interesting history to learn as do a lot of nightlife to experience!

Beautiful beaches and “caipirinhas” mixed with the crazy Latin American crowd will have you dancing all night long!

Even though crossdressers are not as common as in Thailand in broad daylight, the LGBTQ+ community is huge as I mentioned.

Gay districts are common in big cities, so maybe you may wanna start looking for a hotel around these areas.

Don’t be afraid to make new friends and explore its many warm beaches down the coast!

Japan

If you are familiar with any kind of Japanese art, it is easy to see how femininity transpires through most of it.

This is even clearer to appreciate in most anime and manga.

This makes up for a very interesting culture to know if you love crossdressing.

With its both neat and chaotic everyday lifestyle and a very respectful population, you will feel free and safe while walking down the streets.

It is worth mentioning that all this crossdressing culture in Japan creates a lot of props and interesting experiences available.

Tons of clothing stores and crossdressing services where you can freely enjoy all your femininity!

All of these things are pretty easy to find in any of the major cities, even for tourists that don’t speak the local language!

Argentina

The birthplace of tango was also the first country in Latin America to legalize same-sex marriage!

A big country with countless landscapes to visit if you are into photography.

Luckily, many of these land sights can be visited very easily in little more than a couple of days.

But if what you are looking for is to walk on the wild side of your crossdressing, Buenos Aires is where the fun is.

With one crazy long nightlife, Argentinians are bound to teach how to party!

Definitely, the best place to go if you love long, fun nights with incredible food and drinks to go by.

Buenos Aires is a crazy big city which has a rich history and lots of secrets waiting for you to find them out!

Oh, did I mention that the president’s son is actually a drag queen?!

New York

The cradle of Pride Month and the worldwide LGBTQ+ movement, New York is a destination filled with meaning for many reasons.

Being one of the most popular cities on the planet partially thanks to Hollywood has a lot more going on in its streets other than your average urban area.

The city that doesn’t sleep may not feel so welcoming at first glance, but that is far from reality.

To avoid feeling like another face on the ground and you are searching for a more meaningful vacation, try to allocate yourself to Brooklyn, where the hip atmosphere is breathable.

This doesn’t mean you should avoid Manhattan Island at all!

Shows, stores, and the overall atmosphere you can feel in the city will have you feeling like a New York bombshell!

Chile

Back to Latin America once again we have a country that too has recently legalized same-sex marriage.

Right beside Argentina, we have the beautiful country of Chile which runs alongside the pacific coast.

Chilean people are all very kind and accepting, especially if you move away from its capital city, Santiago de Chile.

This country offers not only a warm welcome and delicious seafood cuisine but also some of the most adventurous destinations you could ever wish for.

If you are into hiking, trekking, surfing, or any kind of tourism that has to do with exploring the wild, then Chile is the place to go.

It is worth noting that far from the luxury of NYC, in San Pedro de Atacama, north of Chile, you will be able to find a little town in the middle of the desert that has one of the darkest night skies on the planet!

Portugal

One of the most liberal countries in all of Europe, Portugal is quite a destination if you want to vacation outside the usual suspects.

With a very innovative and quite rare economical ideology, this country has allowed many revolutionary minds of the new generation.

This creates a comfortable atmosphere that you can sense in every town in the country.

Even though older folks seem to keep to themselves, they are very quick to lend a hand if you are in need of help.

As for crossdressing, if you are looking to experience more of your vacation en-femme, you are better off in the big cities like the colorful Lisboa or the beautiful beaches in the southern province of Algarve.

Portugal is nowadays one of the cheapest countries to vacation within the EU, so that has to count for something.

Also, if you are a wine gal, you can’t forget to visit the northern city of Oporto!

San Francisco

Maybe the most obvious destination on this list, but I can’t leave San Francisco out of it.

As you may all know, this city in California, USA, is one of the most emblematic travel destinations for anyone in the LGBTQ+ community.

With its years of political and cultural influence in the world, San Francisco is one of the most LGBTQ+ friendly locations to visit.

Thousands of experiences and like-minded people all dwell in the streets of this beautiful and dreamy city!

Drag shows, crossdressing studios, amazing people, and all of these are next to the beach!

Spain

If we look up the meaning of “wild” in the dictionary, the word Ibiza appears as a synonym next to it.

Spain has a very tasteful culture that makes up for an amazing travel destination if we want to experience more of our feminine side!

Ibiza is an island in the mediterranean sea that hosts one of the wildest nightlife on the continent.

Needless to say, crossdressing is more than normal here and you will find yourself very comfortable walking down the city streets in your high heels! But not everything in Spain is in Ibiza!

Barcelona is another great and friendly destination that you must experience!

There are many crossdressing services in all of the country’s biggest cities that can help you enjoy your vacations even more!

Colombia

If you are a Caribbean gal and are looking for an out-of-the-box destination, look no more because Colombia is the one!

Exotic landscapes filled with rare animals and plants that look like they were from another planet.

Colombia has a very friendly and open population that will make you feel right at home.

Also, a recent fact that I recently learned is that crossdressing is quite popular in this Latin country.

If you want to rock the summer dress look, you should be checking tickets for Bogota next December!

Also, if you are spending your days in the capital city, look for hotels near the “Chapinero” district!

These are some of the best travel destinations that you may want to look up if you are planning a crossdressing vacation!

Especially after these past crazy years, we all need to take a rest to renew our energies!

I think I may take a vacation myself! I hope you found interesting ideas for your next trip!

Remember to always be safe when traveling and have your papers up to date! See you on arrival, gals, and safe travel!

Read More:

Best Crossdressing-Friendly Places to Travel

Recommended Cities/Towns For Your Next Crossdressing Holiday