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  1. Thanks guys for a super detailed post for fellow Singaporeans , appreciate it especially for Havana which is a lesser known exotic city! Cheers! By the way, were you all inspected for documentation of travel insurance at the immigration like I read in other blog posts?

    1. Hey Jasmine,

      Thanks for the shout-out! Nope, we were not inspected for travel insurance at all. The airlines were more concerned about the return flight and visa requirements. Have a safe trip to Cuba Jasmine!

  2. Hi! Thanks for this great post, i’m really looking forward to going to Cuba!! Was just wondering where do you get the tourist card from? I read elsewhere that some people bought their tourist cards from the airplane boarding gate. We’re planning to fly in from NYC directly down to Cuba.

    1. Hey Lyn,

      We were also on the look out for the tourist card as we entered Cayman Islands. However, it wasn’t available aboard. Hence, we had to purchase it at the airline booth before we board the plane from Cayman Islands into Cuba. You may want to check with the airline when you check in at NYC. They should be able to advise whether it would be given aboard or over the counter. Enjoy the trip to Cuba. You’ll love it!

      Remember to sip the mojito like Hemingway did and enjoy a meal at Los Nardos!

      https://2bearbear.com/a-singaporean-journey-to-cuba-havana-day-1/

      Tom & Kate,
      2bearbear.com

      1. Hi Tom & Kate,

        Hope all is well on your end. Awesome blog you’ve got here, very informative!

        I’ve been travel research on Cuba for the longest time but it gets really confusing with the ever-changing regulations, the applicability to US/ non-US citizens, level of enforcement and various different interpretations from the masses. Finally I found fellow Singaporeans who had travelled to Cuba!

        May I enquire, were there issues for Singaporeans to fly dirrctly to Cuba from US? I’ve bought my return tickets for Singapore-New York, and planned to visit several Caribbean islands (including Cuba).

        However I’m not sure if it’s alright (and legal) to fly to Cuba directly from US, or should I fly to Cuba from perhaps Jamaica, Bahamas, etc.

        Also I assume that when you left Cuba, you eventually flew back to US before taking your final lef of the flight from US to Singapore? If yes, did you face any problems when you re-entered US after visiting Cuba? (Did the US immigration questioned you as to which Caribbean countries you’ve visited, etc?)

        Thank you.

        1. Hi Shaiful,

          During our visit (this was 2 years ago, prior to this http://www.asiaone.com/travel/6-countries-singaporeans-can-visit-without-having-apply-visa), we also flew from US to Cayman Islands. There was still no direct flight then.

          However, if you are able to secure a direct flight from US to Cuba, then the airline should be able to provide you with the tourist card. If you read our post (https://2bearbear.com/a-singaporean-journey-to-cuba-havana-day-1/), you’ll realise that while Kate’s tourist card was collected, mine was not. So in terms of process, it did not seem so well established.

          Hence,remember to

          1. Get the tourist card from the airline you’re flying with (at the country/airport of departure)
          2. Have proof of your flight out of Cuba
          3. Have proof of your stay in Cuba.
          3. Have a screen shot of MFA website that says we do not need visa for Cuba

          These should arm you sufficiently to go Cuba.

          Happy Travels Shaiful!

          Tom & Kate,
          2bearbear.com

  3. Hi Tom & Kate,

    Hope all is well on your end. Few queries:

    1) Now that there are several airlines operatig direct flights from US to Cuba, would you recommend to fly to Cuba directly from US, or fly to a nearby country first (Mexico/Canada/Jamaica etc) before flying to Cuba (What was usually done in the past).

    2) I assume that after Cuba, you eventually flew back to US before your final return flight to Singapore. Did you face any problems with the US immigration/custom (asked where had you travel prior to this, etc)?

    Thanks!

    1. Hi Shaiful,

      There shouldn’t be any difference now (as compared to when we visited) as to where you fly in from. As long as you remember to get the tourist card from the departure airport. There weren’t any questions prior to departure from Cuba. However, at the departure airport, prior to entering Cuba (ie USA or Jamaica), they will ask about your return air tickets (very very important) as well as the address during your stay.

      Have fun in Cuba Shaiful!

      Tom & Kate,
      2bearbear.com

  4. Hi, did you get travel insurance when you visit Cuba? If yes, kindly recommend an insurance company as most excludes coverage for Cuba.

    1. Hi D,

      Thanks for the query. You’re right about the exclusion and we were not able to find many companies without the exclusion. Even Tokio Marine and Allianz had these exclusions. Nonetheless, we managed to find a Geoblue Travel Insurance that seems to have an available coverage. Do contact them to find out more.

      Hopefully our readers can help out on this one…

      Tom & Kate,
      2bearbear.com

  5. Visited Havana in June 2019. Tourist card was not required.

    1. Hey Cher!

      Thanks for sharing this update with everyone!

      Tom & Kate,
      2bearbear.com

  6. Hi Tom and Kate (and Cher)

    Thanks for your awesome sharing. With the June 2019 sanctions, do you know if Singaporean’s can travel to Cuba from the US? When I tried to book the flight on American Airlines, it states that one cannot travel from US to Cuba for holiday purposes but I am not sure if this applies only to American citizens or everyone travelling from US to Cuba. The information I have researched are not very definitive and I want to avoid making all the flight and accommodation arrangements only to be turned away upon arrival as I intend to fly from Miami to Cuba.

    Thanks for any advice you may have.

    Regards,
    Daphne

    1. Hey Daphne,

      From the MFA website, Singaporeans can visit Cuba for up to 30 days without Visa. Hence, the real issue is whether the flight that you’re taking from Miami to Cuba will actually fly and land in Cuba. You may have to call up the airlines directly to confirm before booking. As we flew in from Cayman Islands, we didn’t encounter this issue during our visit to Cuba. Alternatively, you may want to book a “transit flight” to Cuba but make sure that you have purchased your outbound ticket as well because airlines and customs did check our outbound tickets when we visited the last time round.

      Hope this journey works out for you. Have a safe and enjoyable trip ahead Daphne!

      Tom & Kate,
      2bearbear.com

  7. Hi there,

    Don’t know if you have any idea about this – travelling to Cuba for tourism activities seems to be prohibited.

    https://www.aa.com/i18n/travel-info/international-travel/cuba.jsp

    https://www.treasury.gov/resource-center/sanctions/Programs/Documents/cuba_faqs_new.pdf

    Any advice on this? Thank you!

    1. Hi Tracy,

      Not sure about that. But based on MFA’s input today

      https://www.mfa.gov.sg/countries-regions/c/cuba/travel-page

      Singaporeans are still able to visit for 30 days without a visa.

      Hope this helps!

  8. Hi Tom,

    Thank you for sharing your experience and recommendations for travelling to Cuba. Could I check if you guys departed from Cuba to the US or if you proceeded to travel to another country? I am currently planning a trip which involves flying out of Cuba to Miami, before boarding a flight from New York back to Singapore. I’d like to know if there are any additional requirements for Singaporeans entering the US from Cuba or if possessing an ESTA would suffice. Thanks!

    Rgds,
    Ash

    1. Hi Ash,

      We actually travelled to Cuba quite some time back now and this was pre-COVID. However, based on what we’ve found, there is no direct flight to Cuba from US. This was the same when we visited. Hence, we had to transit from Cayman Islands.

      You can also find the most updated travel information here and there’s also link to Cuba’s requirement from there

      https://travel.state.gov/content/travel/en/international-travel/International-Travel-Country-Information-Pages/Cuba.html

      Hope this helps! Safe travels!

      Tom & Kate,
      2bearbear.com

  9. I understand that any visit to Cuba entails a Visa to USA (i.e. Singapore Citizens are not able to apply ESTA). Have you travelled to USA after your trip to Cuba? If so, was it much more difficult than before your travel to Cuba? Thanks for sharing!

    1. Hi CL,

      Yes we have travelled to US after our trip to Cuba. No issues at all. Enjoy the trip ahead!

      Tom & Kate,
      2bearbear.com

  10. Hi Tom and Kate..
    Can I ask…which travel insurance agency did you get for your trip to Cuba? Can seem to find one that covers Cuba.

    1. Hey Syakirah,

      We had insurance via Atlas but didn’t specifically check if it covered travels to Cuba as we were there for a relatively short trip. You may want to check out Atlas or Patriot Insurance on their coverage as a reference.

      Enjoy your travels to Cuba!

      Tom & Kate,
      2bearbear.com

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