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A unique opportunity to enjoy the sights and sounds of Colombia, visiting Bogota, Cartagena and Medellin. Each city with its own unique Colombian flavor. First three nights in the bustling capital of Bogota, before flying on to the coastal city of Cartagena for another three nights. Then flying to tropical Medellin for three nights. Finally a flight back to your starting point of Bogota for one night before your departure.

July 20-30, 2023
US4,465 per person

Register Your Interest in the Colombia Round Trip Tour

Use the Booking Form as an Inquiry Form. Simply register your interest. Click on the Book Now and enter your details, without any commitment on your part.


  • Who’s it for?: Gay men only
  • Duration: 10 Nights/11 Days
  • Arrival: Bogota, Colombia
  • Departure: Bogota, Colombia
  • Group size: minimum 4; maximum 12
  • Accommodation: 4+/- star hotels
  • Activities: museum visits, old quarter city walks, horse carriage trip, island visit, roof top cocktails, gay bars


  • Internal flights: Bogota to Cartagena, Cartagena to Medellin, Medellin to Bogota
  • Museum visits: National Museum, Gold Museum, Museum Antioquia
  • Natural visits: Simon Bolivar Park, Botanic Gardens, ROsario Islands
  • Horse Carriage Tour
  • City Walks: to discover the cities and old quarter city walks
  • Graffiti Tour: highlighting the change in Medellin
  • Botero Square: to see the plump figurines of the famous artist Botero as well as in the Museo Antiquia
  • Picturesque village visit to Piedra del Penal: known for its colorful houses
  • Coffee plantation visit
  • Gay bar visits: to taste the local scene


Duration: January 19-29, 2023
or October 20-30, 2023
Price: US$4,465 per person
No Single Traveler Supplement
Deposit (non refundable): US$750 per person by Paypal (VISA, MASTERCARD, AMEX)
2nd Payment: 50% due before 60 days of the tour start date
Balance: balance due before 30 days of the tour stat date
Discount: 5% off any payments made by US bank transfer paid before the due payment date
Cancellation: No payments are refundable but amounts received are transferable as a credit against any other tour within 365 days of the original tour start date less payments not recoverable (eg. internal flights, hotel bookings), all subject to the discretion and approval of Holiday Houseboy Tours.


  • Day 1 – arrive BOGOTA
  • Day 2 – BOGOTA
  • Day 3 – BOGOTA
  • Day 4 – CARTAGENA
  • Day 5 – CARTAGENA
  • Day 6 – CARTAGENA
  • Day 7 – MEDELLIN
  • Day 8 – MEDELLIN
  • Day 9 – MEDELLIN
  • Day 10 – BOGOTA
  • Day 11 – depart BOGOTA



Each day includes a luxury massage subject to availability.

Day 1



  • warm welcome at Bogota El Dorado International Airport
  • transfer to your hotel in Bogota
  • check-in hotel in Bogota
  • “Meet and Greet” session at hotel reception at 8 pm


Day 2


  • La Perseverncia Farmers Market
  • Calle Bonita
  • National Museum
  • 7th Avenue Walk (start)
  • Monserrate
  • Lunch in Montserrate
  • 7th Avenue Walk (continue)
  • Gold Museum
  • Bolivar Square
  • Candelaria
  • Funnel Street
  • Traditional Drinks
  • A Walk in the Gay District

Meals: includes breakfast at the hotel and lunch in Montserrate


Day 3


  • Simon Bolivar Park
  • Traditional Snack
  • Botanic Garden
  • Lunch
  • Chosen activities in the Gay District

Meals: includes breakfast at the hotel, traditional snack and lunch


Day 4


  • airport transfer and flight (1 hr 30 mins) to Cartagena
  • check-in hotel in Cartagena
  • Sundowners on a Roof Top Bar
  • Dinner

Meals: includes breakfast at the hotel and dinner in the evening


Day 5


  • La Popa Convenent
  • San Felipe Castle
  • Lunch
  • Horse Carriage Tour
  • Cafe del Mar Cocktail
  • Old City Walking Tour

Meals: includes breakfast at the hotel and lunch in Cartagena


Day 6


  • Rosario Islands + Oceanarium
  • Swimming with dolphins (* optional US$41/person)
  • Lunch on the island
  • A walk in the old city (Getsemani neighborhood)

Meals: includes breakfast at the hotel and lunch on the island


Day 7


  • airport transfer and flight (1 hr 15 mins) to Medellin
  • warm welcome at Medellin airport
  • check-in hotel in Medellin
  • LLeras Park
  • Envy Rooftop
  • Dinner in the area

Meals: includes breakfast at the hotel and dinner in Medellin


Day 8


  • Communa 13
  • Graffiti Tour
  • Pueblito Paisa, a Colombian colonial town replica with amazing views
  • Main Center
  • Botero Square
  • Museum Antioquia
  • Universidades Metro station
  • Botanic Garden
  • Explora Park
  • Planetarium

Meals: includes breakfast at the hotel, and lunch in Medellin


Day 9


  • a trip to Piedra del Penol with its colorful street lined walls
  • replica of the previously submerged El Penol
  • Guatape street walk
  • climb the rock (740 steps)
  • boat ride on the lake
  • coffee plantation farm visit
  • gay bars in the evening

Meals: includes breakfast at the hotel, and lunch


Day 10


  • airport transfer and flight (55 mins) to Bogota
  • warm meeting at Bogota airport
  • check-in hotel in Bogota
  • dinner out in Bogota

Meals: includes breakfast at the hotel, and dinner


Day 11



  • farewell at your hotel
  • airport transfer


  • warm welcome airports on arrival
  • airport transfers from/to your hotel
  • transport within Colombia
  • English speaking tour guide 24/7
  • hotel accommodation (4 star +)
  • all breakfasts
  • one lunch or dinner per day depending on the activity schedule
  • all entrance fees
  • activities as per the schedule but please be flexible – many activities depend on the time available, opening hours and climate


  • lunch or dinner (only one is provided per day)
  • International flights to and from Bogota
  • Colombia Tourist Visa (you can order online via
    Note: Americans do NOT need a Colombia Tourist Visa for stays of 90 days or less
  • Travel Insurance (compulsory)
  • personal expenses


All funds paid are non refundable. Any costs that can be recuperated for you will go as a credit towards any of our other tours to be used within 12 months of the original start date of this tour, and such a credit is only given at our discretion. Hence the importance of ensuring that your travel insurance covers CFR (cancellation for any reason).

Please note the tour may be subject to change at the discretion of the tour guide.

Notes on Travel Insurance

You should purchase travel insurance that includes medical coverage of US$50,000 and emergency repatriation coverage of minimum US$200,000. Please note it is also recommended to cover isolation costs if testing positive for covid-19, and trip cancellation for any reason (CFAR). You will probably need to purchase this within 24 hours of paying your deposit. Please make sure that you contact your insurance provider directly to understand any impacts of covid. Any government related travel advisories may also impact your coverage. We cannot recommend or endorse any travel insurance company and the choice of your insurance provider is your own personal choice.

Please note the tour may be subject to change at our discretion.



Juan Carlos is our Holiday Houseboy Tours Guide in Bogota and Cartagena. He is an environmental management specialist. He loves to be in contact with nature and animals whenever possible. Although he has worked mostly as a teacher, he also works as a guide showing the highlights of Bogota, especially its huge gay district. He says, “I adore this city!” Interested in the environment, sociology, politics, history, economics and traveling, he thoroughly enjoys having a long and philosophical exchange of ideas. His hobbies include hiking, reading, arts, kayaking, going to museums and exploring his city. A confessed foodie, he loves trying new food. An intellectual fun guy with his heart attached to the earth, Juan Carlos will look after your safety and welfare at all times.


“I enjoyed the three days I spent with Juan Carlos. He is such a nice guy. He was always on time. His proposals for visits have been really good. He was well prepared to give information about the tours me made. He always tried to minimize expenditures. In total: I can recommend him for further tours.”– Wolfgang, Germany

“Juan Carlos was most accommodating. I admit, I was a bit of a difficult customer and changed the start time of the tour at the last minute. He happily agreed to meet me at the new time. I found him to be a wealth of knowledge about the city of Bogota and his tour was both informative and entertaining. He even remained available via text when I needed information on dining and drinking“.- Richard, US”

“Everything was perfect! On time, complete tour, took care of me, very interesting! Very good job.” – Jean Marc, France


David is our Holiday Houseboy Tours Guide for Medellin. He graduated as a commercial technician and administrative assistant. However David likes to be in charge of his own destiny and loves entrepreneurship. With this in mind he started his own business in tourism. Indeed, despite his young age, he has been in the tourism industry for over three years. In his free time, David enjoys drawing, playing musical instruments and rollerblading. He also describes himself as a bit of a foodie, enjoying good drinks and tasting excellent foods. In his free time he also loves to explore and travel, learning about different cultures along the way. For a young tour guide with experience and a love for food, David will look after your safety and welfare in Medellin.


“David was great! He took us to this great rooftop bar and then to some other bars in the gay neighborhood!! We had a great time and he was very attentive to us! Really nice guy! Thanks so much for your help Holiday Houseboys! I’ll look forward to using you again in the future”– Steve USA

“David gave us a memorable tour of Medellin at short notice. He scheduled in all the things we wanted to see and was in touch before the tour to check on transport options. Super organised. He is wonderfully friendly and open, providing an insight into life here in Medellin. I really enjoyed the tour and would thoroughly recommend him” – Peter, UK

“David is the very pinnacle of what a guide should be. He not only met and exceeded my every expectation, but he was also masterful at anticipating needs I didn’t even know I had. His knowledge of Medellin and his native Paisa culture left me satisfied with each question. Whether online or in person, David treated me like an old, treasured friend. For every moment we spent together, the totality of his concentration and focus were dedicated to me and my enjoyment. David has charm, style, charisma and a deep well of cultural knowledge and street smarts. He’s simply the best.” – Rod, USA


Homosexual activity was decriminalized in Colombia in 1981, making Colombia one of the more advanced countries in the Americas regarding LGT rights. Since 2008, same-sex marriages have the same rights in property, pensions and social security as conventional couples.

Click here for more info on LGBT rights in Colombia.

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