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Holiday Houseboys

To fully appreciate Montevideo you need to book a Holiday Houseboy, your local gay friendly tour guide. He will be able to show you around like a local. Whether you want to see the tourist sites, places off the beaten track or discover new experiences, the Holiday Houseboy is there to help you. He looks after your safety and welfare at all times.


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Elias is an undergraduate at a university in Montevideo studying history. Therefore an ideal guy to give you guidance of the historical context of the city.  Whilst Elias has had many jobs they have all been concerned with customer services. For example he has worked in restaurants, supermarkets and schools. Indeed Elias has even been a personal shopper. Having knowledge of the food supply chain and restaurant industry, he has worked with delivery apps too. In his spare time, you may find Elias watching a movie. His favourite movies are thrillers, science fiction, drama and of course historical movies.  Sports wise, Elias enjoys riding a bicycle and doing a spot of jogging. Needless to say Elias loves meeting people from different backgrounds and cultures. You will find him a chatty smiley person with a lot of historical knowledge that he would love to share with you.

Elias is 27 years old, does not smoke and speaks English and Spanish.

Total cost for the guide services of Elias for one day (8 hours) = a non refundable deposit of USD 45 by Paypal or major credit card (Visa, Mastercard, American Express) PLUS USD 50 in cash to Elias after his services. Total 95 US dollars.

Alternatively for the guide services of Elias for half a day (4 hours) = a non refundable deposit of USD 25 by Paypal or major credit card (Visa, Mastercard, American Express) PLUS USD 30 in cash to Elias after his services. Total 55 US dollars.

This does not include transport, entrance fees or any food & beverage costs.


Elias showed us a beautiful time in the charming city of Montevideo. Upon receiving our booking, he contacted us to see what we were interested in seeing, then delivered perfectly. He was punctual, charming and showed us great love for his hometown. We finished our tour with a lovely lunch in an outdoors cafe where we could enjoy the rhythm of the city best.” – Donny, USA

How To Book A Holiday Houseboy

To book any of our Holiday Houseboys please go to the enquiry form.

Or send an email to

Alternatively WhatsApp +94-76-630-1069.

Remember a Holiday Houseboy is your gay friendly tour guide who looks after your safety and welfare at all times.

Please note these are guide services and not sexual services.


Highlights of Montevideo



Situated on the southern coast of Uruguay, Montevideo is the country’s financial and cultural hub. It is the capital and the largest city of Uruguay. With a population of 1,319,108 in 2017. Indeed Montevideo is a colourful place.  Vibrant and teeming with culture. It was classified as a Beta Global City. Ranking eighth in Latin America. In addition it is the world’s fifth most gay-friendly metropolis.

The town of Montevideo was founded in 1726. By Bruno Mauricio de Zabala. A Spanish soldier and colonial administrator. His objective was to prevent the approach of the Portuguese from Brazil. A garrison town in the early years, Montevideo’s trading industry expanded towards the end of the colonial period. The early part of the 18th century saw different empires in the area. In 1830, Montevideo became an independent state. However it was followed by a siege involving the Argentine-Uruguayan army. Unexpectedly, the town flourished during the conflict. It then became a major trading port in Rio de la Plata. River Plate.
Travelling around Montevideo takes you deeper into its history. A must-see is Plaza Independencia. This is the city’s most important plaza. Here you can find a number of important buildings such as the Executive Tower, Estevez Palace and the Solis Theatre. Meanwhile a walk around Plaza Matriz will find you marveling at its iconic fountain. A symbol of the city’s first water system built in 1871.

Nevertheless with different influences gathered over time, Montevideo has become a multicultural nation. Moreover you can see this through its museums. Capturing the soul of the city is the Museo del Carnaval. This tiny museum showcases colourful costumes, drums and masks. From over a decade of carnaval celebrations. Perhaps not rivaling Rio de Janeiro but it certainly has its own local flavour. Furthermore you can discover Uruguay’s collection of European treasures at The Museo de Artes Decorativas in Palacio Taranco. Here you can see artifacts from the Grecian, Roman and Persian empires. In addition the Museo de la Historia del Arte features an impressive collection of arts from all over the world.  Including Egyptian mummies, Samurai swords and the prized Maya-Guatemalan textiles amongst others.

Appreciate the local art with different galleries around the city. Acatras Del Mercado is a popular gallery. It is literally behind the market. Opened in 2004, the place is an important space. Especially for the country’s ceramics and plastic arts. Alternatively Centro de Fotografia is the country’s main institution for photography. They focus on the preservation of Uruguay’s photographic heritage. Indeed the gallery has a large number of photos dating back to 1860.

A tour around the city is also a must. Besides the parks, Barrio Reus is a popular tourist spot. Many take photos amidst colourful houses. Similarly located in the old district Ciudad Vieja, Solis Theater is wrapped in ornamental decor from the 20th century. However for nature, the Jardín Botánico de Montevideo showcases an immense collection of plants from around the world. Additionally it also serves as a centre for education and scientific activity.

One suggestion is to finish your day at the Port Market. A home to several restaurants. Then immerse yourself in Uruguayan culture with this artisan market. Filled with outstanding street performers.

In conclusion Montevideo has developed through different stages of its history. Book a Holiday Houseboy. A local gay friendly tour guide to show you around. He will look after your safety and welfare at all times. Not surprisingly you will then discover places that you would not normally find on your own.

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