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Holiday Houseboys

To fully appreciate Kingston you need to book a Holiday Houseboy, your local gay friendly tour guide. If 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. It is a fun way to explore a new city.


Ramon is a Jamaican who is very proud of his nationality and eager to share the customs of his country with others. He is currently studying Management Studies and does tour guiding on a part-time basis. Having said that, Ramon has worked in the tourist sector for over 18 years. Additionally, he also works in the energy industry. Ramon owns his own transportation, loves partying, music, DIY projects, swimming, electronics, technology, nature and driving. In short you have a fun tour guide to show you around. Take advantage of his experience and knowledge, and make your trip extra special by booking Ramon’s guide services.

Ramon is 35 years old, covid vaccinated, does not smoke and speaks English.

Total cost for the guide services of Ramon for a full day of 8 hours = a non refundable deposit of US$45 by Paypal or major credit card (Visa, Mastercard, American Express) PLUS US$70 in cash to Ramon after his services. Total 115 US dollars.

Alternatively for the guide services of Ramon for half a day of 4 hours = a non refundable deposit of US$25 by Paypal or major credit card (Visa, Mastercard, American Express) PLUS US$40 in cash to Ramon after his services. Total 65 US dollars.

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

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.


Make the most of your stay in Kingston and book one or more of these wonderful activities.

Highlights of Kingston

Emancipation Park Kingston

Emancipation Park Kingston

Kingston is the capital of the Caribbean island of Jamaica. Indeed Jamaica is famous for its rum, world renowned athletes and reggae.

The actual creation of Kingston only came about because of an earthquake that destroyed Port Royal in 1692. Survivors moved to Kingston to escape the disaster. Prior to that Kingston was only farmland. Land owners of Port Royal were given the opportunity to buy up to the same acreage in Kingston. Along with some form of city planning, main streets were constructed and business began to flourish. With businessmen preferring Kingston with all its lours than administrative Spanish Town.

Today Kingston is a flourishing capital. Construction of new shops, hotels and restaurants paved way for the new Kingston, abolishing the old.

However when you think of Jamaica, you can not hlep but think of reggae. Synonymous with this is Bob Marley with his colorful head net and reggae style music. Producing hits such as “One Love”, “Buffalo Soldier” and “No Woman No Cry” his reggae style 1970’s music blended into an electrifying rock hybrid style of music. You can visit the Bob Marley Museum at one of the singer’s former homes in the city center. Oddly enough although he became an international super star, albeit a number one hit had always alluded him.

Ever topical Bob Marley also produced a song called “The Emancipation Song”. Jamaica was firmly on the slave route from Africa to the Americas, and you can visit Emancipation Park to see its representative statue at its entrance. The naked man and woman are looking skywards representing their freedom.
One of the most iconic sites in Kingston is Devon House. More a pre-colonial mansion than a house, you can dine and shop here. You can even rent the property for your functions. Now a World Hertage Site, it was the home of Jamaica’s first black millionaire, George Stiebel. Ironically he made his wealth as an entrepreneur through transport between North and South America, as well as owning a gold mine.

Apart from touring the mansion to see its period furnishings, one thing you should do is have an ice cream. It is famous for it, with many exotic flavors such as dark Devon stout. Devon House ice cream is listed as number four in the world’s top ice cream parlors according to the National Geographic book “Food Journeys of a Life Time“. In addition, you can also buy food delicacies at the Commissary, cotton clothes at the Gimi Cool Cottons or sandals at D’Nex Step. Let’s say Devon House is a must-see if visiting Kingston.

Jamaicans are also famous for its athletes. Consistently in the finals of the sprint, Usain Bolt is the most famous of them all. He has won eight Olympic titles. Indeed much is attributed to the fact that 70% of Jamaicans have the strong ACTN3 gene, which facilitates sprint athletics. Not to be out done, Jamaican females also hold many sporting honors. Merlene Ottey won 14 World Championship medals. Moreover she won the female Jamaican sportswoman of the year 13 times between 1979 and 1995. Incidentally whilst she represented Jamaica for 24 years, she obtained Slovenian citizenship and represented Slovenia from 2002 to 2012.

In conclusion, Jamaica is a fascinating place to visit. Make it extra special by booking a Holiday Houseboy to help look after you.

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