• Home
  • Reviews
    • Flight Reviews
    • Hotel Reviews
    • Lounge Reviews
    • Trip Reports
  • About
    • Press
  • Contact
  • Privacy
  • Award Expert
Live and Let's Fly
  • Home
  • Reviews
    • Flight Reviews
    • Hotel Reviews
    • Lounge Reviews
    • Trip Reports
  • About
    • Press
  • Contact
  • Privacy
  • Award Expert
Home » Trip Reports » Why You Should Visit Cuba Now
Trip Reports

Why You Should Visit Cuba Now

Matthew Klint Posted onOctober 5, 2015December 5, 2016 1 Comment

havana-cuba-45

The trope goes something like this – visit Cuba now before it becomes westernized with McDonalds and Subways; before the Americans ruin it and it becomes another Caribbean dump. That’s not entirely untrue, but that’s not the real reason you should visit Cuba.

Cuba was wealthy, well-educated, and boasted the region’s best educational and health care systems prior to the Revolution, but it was not an island paradise. The American puppet Batista regime stifled dissent and a permanent underclass lingered, which bred the discontent which culminated in the 1959 revolution. The Revolution is approaching its Diamond (60th) Anniversary and as the Castros still hold on to power, visiting Cuba offers a chance to see up close and personal the failure of the Cuban state.

Let’s not get into a capitalism v. communism discussion here. Let’s concede that the Castro regime is brutally oppressive and mismanaged the economy but the U.S. Embargo also shoulders the blame for the long-term economic downturn of the Cuban state. What does this all point to? 

Though the architecture and classic cars are stunning, the real reason you should visit Cuba is to interact with the people. My trip was shaped by the narratives of those I interacted with –

  • My driver Marco, from Cuba’s aspiring middle class
  • His boss Liber, owner of All Ways travel agency and part of the well-connected elite
  • Abel, a young Cuban man with no job beyond a small handicraft business and hitting up tourists for handouts
  • Miguel, the true believer, the one who maintained that the Cuba truly was a paradise
  • Carlos, the old man who needed milk for his children, who cursed the Cuban government 

All told a unique story and all helped to form a picture of a country that is far too complex to be labeled good or bad, poor or rich. Each country is unique in its own way, but Cuba is acutely unique in our world.

Cuba is going to change and we should be thankful for that, for the people have suffered long enough. American products and culture will not be the savior of Cuba, but more liberalized trade and thawed diplomatic relations will certainly help the Cuban people better unlock their potential. More importantly, increased personal freedom, both in speech and commerce, will be vital for Cuba to outgrow as a nation its currently stunted growth pattern. 

We see it already, as the Castro regime has slowly eliminated burdens on entrepreneurial ventures over the last few years, and start-ups have boomed, even if primitive by western standards. Nevertheless, the recent visit of the Pope showed some things have not changed — dissidents were not permitted to meet Francis and were kept under house arrest to ensure they would not be a disturbance.

Cuba is on the precipice of change, but the change you need to see is much more important than new buildings and new cars – it is a systemic change that will allow Cubans to better fulfill that deep human longing to work and to profit from their own hard work.

It is the people that remain by deepest memory of my first trip to Cuba. When you go, leave the confines of your hotel and tour bus, leave the confines of nightclubs and restaurants geared toward tourists, make it a point to talk to others and you will meet a remarkable people struggling to survive, uncertain of the future, but ready for change. That’s why you need to go to Cuba now.


Read more of my Cuba trip report: 

Planning a Trip to Cuba
Los Angeles to Havana in TACA Economy Class
Visa Requirements for Visiting Cuba
Day One in Cuba: A Tour of Havana
Day One in Cuba: An Evening Surprise
Day Two in Cuba: Accused of Being An American Spy!
Day Two in Cuba: Escorted Flying
Day Two in Cuba: The Juxtaposition of Two Cubans
Havana to Los Angeles in TACA Economy Class
10 Tips for Visiting Cuba
Why You Should Visit Cuba Now

Get Daily Updates

Join our mailing list for a daily summary of posts! We never sell your info.

You have Successfully Subscribed!

Previous Article 10 Tips for Visiting Cuba
Next Article Should Kuwait Airways Be Banned from Flying to the USA?

About Author

Matthew Klint

Matthew is an avid traveler who calls Los Angeles home. Each year he travels more than 200,000 miles by air and has visited more than 135 countries. Working both in the aviation industry and as a travel consultant, Matthew has been featured in major media outlets around the world and uses his Live and Let's Fly blog to share the latest news in the airline industry, commentary on frequent flyer programs, and detailed reports of his worldwide travel.

Related Posts

  • Introduction: My Odd Spring Break To Europe On United And SWISS

    May 23, 2026
  • United Airlines Final 1K Trip

    Introduction: My Final Journey To Asia As A United Premier 1K

    April 28, 2026
  • 24 hours in Taipei layover

    24 Hours In Taipei: How I Spent An Amazing Layover In Taiwan’s Capital

    February 11, 2026

1 Comment

  1. Alan Calvo Reply
    October 9, 2015 at 7:37 am

    Nicely done. It’s way too easy to just stay in a resort in Cuba. Kudos for going off-piste.

Leave a Reply

Cancel reply

Search

Hot Deals

Note: Please see my Advertiser Disclosure

Capital One Venture X Business Card
Earn 150,000 Miles Sign Up Bonus
Chase Sapphire Preferred® Card
Earn 100,000 Points
Capital One Venture X Rewards Credit Card
Capital One Venture X Rewards Credit Card
Earn 75,000 Miles!
Capital One Venture Rewards Credit Card
Capital One Venture Rewards Credit Card
Earn 75,000 Miles
Chase Ink Business Unlimited® Credit Card
Earn $750 Cash Back
The Business Platinum Card® from American Express
The Business Platinum Card® from American Express
Earn 120,000 Membership Reward® Points

Recent Posts

  • United Airlines service dog Redeye
    Barking “Service Dog” Ruins My United Airlines Redeye Sleep June 6, 2026
  • Man Sneaks Onto United Airlines Flight With Fake Boarding Pass After Multiple Security Failures June 6, 2026
  • Carnitas Breakfast Bowl Alaska Airlines
    Carnitas Breakfast Bowl On Alaska Airlines: Best Airline Breakfast Ever June 6, 2026
  • Air India Lounge San Francisco Review
    Review: Air India Maharaja Lounge San Francisco (SFO) June 5, 2026

Categories

Popular Posts

  • a black credit card on a blue keyboard
    Bilt Rent Day: TAP Air Portugal Transfer Bonus Of Up To 125% June 1, 2026
  • a room with chairs and a picture of an airplane
    Review: Lufthansa Lounge London Heathrow (LHR) May 28, 2026
  • World of Hyatt award chart changes
    Final Call: Hyatt Just Blew Up The World Of Hyatt Award Chart May 19, 2026
  • SWISS Senator Lounge Zurich Review
    Review: SWISS Senator Lounge Zurich (ZRH) May 29, 2026

Archives

June 2026
M T W T F S S
1234567
891011121314
15161718192021
22232425262728
2930  
« May    

As seen on:

facebook twitter instagram rss
Privacy Policy © Live and Let's Fly All Rights Reserved. Unauthorized use and/or duplication of this material without express and written permission from this site’s author and/or owner is strictly prohibited. Excerpts and links may be used, provided that full and clear credit is given to Live and Let's Fly with appropriate and specific directions to the original content.