3 Tips for Traveling to Cuba

How to get there and back without getting fined.


Have a Contact or Hire a Tour Guide

The move to open the borders with Cuba happened suddenly, so it’s understandable if the country’s infrastructure isn’t yet suited for hundreds of thousands of new travelers. To be sure, Cuba has several incredible resort hotels and tourist attractions to cater to international travelers, but getting around the country can still be very tricky.

3 Tips for Traveling to Cuba

With my mom in old Havana

Even hailing a taxi can involve a series of negotiations and miscommunications, so do yourself a favor and have a contact or private tour guide who can show you around or make arrangements for you ahead of time. Even if you have to pay extra upfront, you will most likely avoid a lot of anxiety and price gouging. Plus, you’ll have the peace of mind of knowing that you can call someone if your trip starts to go south.

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A writer, artist, and designer since she was young enough to put pencil to paper, Hilary taught herself code and created Urbanette when she was a teenager. Currently, she lives in Monte Carlo, but spent the past decade living in NYC, still considers herself a New Yorker, and visits regularly. She's always traveling, looking for hot new topics, destinations, and life hacks to bring to Urbanette readers.

Reader Discussion: 110 Comments

  1. Will definitely visit Cuba sometime this year. Simply because of the old cars. I’m a huge car junky and really love the classics. Such elegance and slick designs. It’s like a shiny bucket of death. We all know the safety standards of old cars right?

  2. Lynn Hayes

    Cuba is definitely on my list of places to get to soon and this is such a thorough guide! Lots of things I didn’t know. Thanks for putting it together! I actually had a Cuban sandwich for lunch today in Cambodia of all palces, and it wasn’t that great 😉 lol

  3. Roberta Bennett

    This is a really extensive guide! Fantastic post with great info! Planning our visit at the moment. Cheers!

  4. Frances Seifert

    This article is so helpful! We are currently trying to figure out how we will plan our trip. We looked into th people-to-people tours, but they seem to be a bit too organized for our taste. The trampoline method could be the best option, but my husband is a bit nervous that something could happen, and we might have trouble getting out of the country if so. Thanks for putting this together… I am going to be bookmarking it to help with our plans!

  5. Amanda Roberts

    What a comprehensive guide to travelling to Cuba. It’s helpful to see the tricks and catches pointed out to help with the planning. Simple things like slowing down and taking extra care with the forms to avoid duplicated costs and non-US based travel insurance are easy things to miss.

  6. Kimberly Thompson

    I just returned from Cuba a few weeks ago, it was so amazing! Def stay with a local family in a casa cheaper and great experience.

  7. Emma Blackwood

    Cuba is such an enticing and exciting destination right now. I wanna get the opportunity to experience it before massive tourism takes over.

  8. Catherine White

    Great tips! I hadn’t realized that Cuba would be such a gorgeous country. I would really love to visit Cuba someday. Their history and culture sound quite interesting.. Great tips for those who would like to travel there for the first time.

  9. Nicky Bryan

    Thank you for these tips! Thanks Hilary. I have friends that recently went to Cuba and they spent a fortune. I want to make it on a budget, at least I’ll try!

  10. Pearl Nguyen

    Thanks for the tips! I did not know it was so expensive to go there. Hopefully, I get to go one day.

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