Created with Sketch.


Holiday Houseboys

To fully appreciate Havana 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.


Slide background
Slide background
Slide background
Slide background
Slide background
Slide background

Jorge is a lively soul. He is in the cigar business. Indeed he can organise a day tour for you to visit Vinales. A village which dedicates itself to cigar production in one of the most scenic areas of the Cuban countryside. Apart from this, he loves to show guests around his beautiful city of Havana. He will not only show you the main tourist sites but also some hidden gems. Jorge describes his hobbies as dancing, socialising, getting to know new people, smoking cigars of course and just hanging out with his friends.

Jorge is 33 years old, smokes cigars and speaks English and Spanish.

Total cost for the guide services of Jorge for one day (8 hours) = a non refundable deposit of US$45 by US Bank Transfer PLUS US$50 in cash to Jorge after his services. Total 95 US dollars.

Alternatively the total cost for the guide services of Jorge for half a day (4 hours) = a non refundable deposit of US$25 by US Bank Transfer PLUS US$30 in cash to Jorge after his services. Total 55 US dollars.

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


Jorge is warm, fun and very knowledgeable about Havana and Cuba. We learned from him more than we expected in the two occasions he was our guide. He kept us on time and was so flexible to the needs of our group. Thank you Jorge– Paul and Errol, Trinidad and Tobago

As a ‘native’ guy from Havana Jorge could tell us a lot of details about the history and the current situation in this amazing city. And also he did show us some truly gems in Havana; places off the touristic tracks and all very interesting. He also did organize a 2 hours tour with one of the classic cars for us. Jorge is professional and flexible. Definitely a recommendation for others.“, Karl & Peter, Austria

How To Book A Holiday Houseboy

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

Or send an email to info@holidayhouseboys.com.

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.


Book one or more of these amazing activities to make the most of your stay in Havana.

Highlights of Havana

Havana, the capital of Cuba. It is a bustling city of 2.1 million inhabitants. Originally the Spanish first discovered this island in the 16th century. From here, the Spanish set sail to colonise central and south America.

The city is split into three distinctive zones. You have the old Havana quarter. It is the historic centre of the city. Buildings are delipidated and without paint. Then there is Centro Havana. A main living quarter hedged between old Havana and Vedado. Finally you have Vedado, an upscale high rise area for the wealthier. Moreover as you get further out of the city, areas become more rural and services are sparse.

Most importantly, UNESCO declared Havana a World Heritage Site in 1982. Notably the former is famous for its history, culture, architecture and monuments. Buildings of particular interest include the Stock Exchange and Capitolio Nacional. Also the Museum of Fine Arts, Plaza de Armas and the Grand National Theatre. In addition the area of El Morro hosts colonial fortifications. Furthermore, this is where people hang around at night to make music, dance and be seen.

Besides the obligatory black beans and rice, fried bananas are also a common delicacy in the Cuban diet. Additionally, think about a trip to the cigar making factory. Or for the traveller seeking a nostalgic experience, try Ernest Hemingway’s old joints.

What with classical convertible cars in the street, Havana looks like it is from the nostalgic era of the 1960’s. You can hire one with chauffeur for an hour or two and take in the ambiance.

Not withstanding this Cuban capital is a city to walk around. Albeit enjoy and watch the day to day life of its inhabitants. In conclusion, you will find that Cubans are some of the most resourceful people on the planet.

Over one million tourists visit this city every year.


Find Your Cheapest Flight

international sim card

Translate »