Upcoming trip: Cuba’s LGBT Pride week!

NOTE: We run a Cuba Pride trip every May! If you’re interested in the trip for this coming May, check our recent blog posts or drop us a line.

I just got word that Havana’s LGBT Pride Week will be May 4 – 10, 2015! So I’m organizing a trip from the 1st to the 11th to coincide.

They don’t call it Pride Week. It’s officially Havana’s celebration of the Cuban Day against Homophobia and Transphobia. But it’s a week of events, culminating in a big march/conga… so in English, I just say Pride.

To learn more or book the trip, just get in touch!


Beginning May 1 and ending May 11 in Miami, Florida.

Here are a few highlights of this People-to-People trip:

  • All the obligatory stops. I mean, we’re not skipping Old Havana, Revolution Square, the Malec√≥n, etc.
  • Encounters with Cuban nationals – from scholars to performance artists to random friends of mine
  • Pride march/conga, visits to LGBT community spaces, and other queer activities
  • Pilgrimage to La Guarida, a restaurant based in the apartment where Strawberry and Chocolate was filmed

Like all my trips, this will be a small group – 12 people maximum – to keep things personal.


Upscale hotel – $3900 double (i.e. two to a hotel room), $4500 single
Private B&B – $3600 double, $3900 single.
(Which hotels/B&Bs will depend on availability, but they’ll be among Cuba’s best.)


  • Lodging in Miami (1 night), Havana (5 nights), Santa Clara (1 night), Cienfuegos (1 night), Playa Larga (2 nights)
  • Flights between Miami and Cuba
  • Full program of activities featuring encounters with Cuban nationals
    (at least 6-8 hours of programming per day, in compliance with U.S. regulations)
  • Me as the U.S. trip leader (also in compliance with U.S. regulations)
  • A Cuban expert guide co-leading the trip with me
  • Transportation for group activities
  • Healthy compensation and tips for everyone involved in our program
  • 9 breakfasts, 5 lunches, and 5 dinners
  • Cuban health insurance
  • Cuban visa

Not included:

  • Your travel from your home to Miami
  • The food and activities you enjoy on your own time
  • Cuban departure tax of about $30
  • Tips for hotel housekeeping
  • If someone rocks your world, and you want to supplement whatever I’m paying/tipping them, that’s at your discretion.

Just for fun

Here’s a video produced for last year’s Jornada, calling for love, respect, and inclusion:


Disclaimer: Please treat our planned activities as subject to change due to weather or other circumstances beyond our control.

Detour Travel has been issued a license by the Department of the Treasury, Office of Foreign Assets Control (OFAC) authorizing us to organize and operate People to People programs to Cuba.

About the Author


  1. Hi Matt!
    I JUST found out about this trip form a newsletter from Man About The World and I would LOVE to go. Can you please let me know if we can talk? It sounds like a dream vacation. I am 42 and the Artistic Director of Eryc Taylor Dance, Inc which is a non profit multi mission dance company based here in NYC. I am a very experienced world traveler. Please let me know more/ I am available at 91X-X01-X4XX

    • Eryc – great chatting with you last night! Will follow up soon by email. –Matt

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