Skip to main content

Trump’s New Policy Limits American Travel to Cuba (Sort of)

President Trump is working hard to undo any semblance of the Obama presidency. Among his goals is a rollback of the previous administration’s loosening of decades-old restrictions for American travel to Cuba. If you’re planning a trip to the island anytime soon, here’s what the latest policy news means to you.

Will Americans Still Be Able to Travel to Cuba?

Recommended Videos

Under the Obama administration’s relaxed restrictions, Americans could travel to Cuba as part of one of 12 authorized categories. Trump initially used the term “cancel” — which seemed to imply a full outlawing of travel to Cuba — to describe his revised restrictions. However, those same categories are still open to Americans, with just one exception. “Educational travel” (one of the most used and loosely defined categories) will be more tightly controlled. For example, such travel must be with a group and must include a travel or other agent to ensure travelers strictly follow the scheduled itinerary.

What’s This About “Military-owned Restaurants and Hotels”?

Trump’s new policy primarily takes aim at stripping money (and therefore power) from the Cuban military. This arm of the Castro government owns many tourist-centric properties throughout the island, including hotels and restaurants. American travelers will not be allowed to patronize any such outlet. The best way to know who owns what is to follow your tour guide. The U.S. State Department has also promised that, once the restrictions take effect, it will make public a list of prohibited outlets.

How Can I Stay Out of Trouble?

While it may seem tedious, travelers should be sure to keep a detailed accounting of where they stay, what they do, and who they do it with while in Cuba. Should you fall under increased scrutiny at the border, hotel and restaurant receipts can go a long way toward proving you traveled and stayed with your group as planned.

How Will This Affect Air Travel to Cuba?

Many airlines have already begun cutting back on the number of flights to and from Cuba. However, the bottom line is that they will not be affected by these new restrictions. The policy only focuses on how the U.S. government enforces travel among its citizens.

What About Cruises to Cuba?

It’s likely that travelers on cruises will be far less affected by the new policy. Because cruise itineraries are so well regimented, it’s easy for the government to assume that passengers are strictly following the set itinerary.

What Will I Need to Travel to Cuba Under the New Restrictions?

Essentially, all the same things you needed before. This includes a passport (of course), a Cuban visa (which costs $50), and additional health insurance (which is required to enter the country). U.S. health insurance companies do not provide coverage in Cuba. However, it can be purchased via a third party or upon arrival in the country.

When Do the New Restrictions Take Effect?

In short, travel for Americans to Cuba isn’t changing anytime soon. The new restrictions are complicated, and it’s likely they won’t take effect for months, or even years. Americans with existing travel plans to Cuba will not be affected.

Mike Richard
Mike Richard has traveled the world since 2008. He's kayaked in Antarctica, tracked endangered African wild dogs in South…
Priceline says this city is the must-visit spot for Labor Day 2025
Las Vegas took the top spot
Las Vegas Grand Prix street circuit race track in use by the public during the daytime from the 60th floor of Wynn Las Vegas.

Labor Day Weekend is just around the corner, and Priceline has revealed where travelers are heading to celebrate the unofficial end of summer. According to the company’s latest booking data shared with The Manual, Las Vegas, Nevada tops the list as the most popular domestic destination for 2025. 

With easy direct flights from cities across the country, Vegas makes for a quick and simple weekend escape. Travelers can expect a packed lineup of concerts, pool parties, high-energy shows, and special holiday events, cementing its reputation as the ultimate party destination.

Read more
7 smart tricks to beat a travel hangover before it starts
How I ditched the headache without ditching the fun
Raul Mercado drinking a cocktail on a boat in Mexico

Drinking just isn’t the free-for-all it used to be. And when you add travel to the equation, you’re dealing with a whole new set of issues — nagging cases of jet lag, dehydration, and an unbalanced diet to add to the headache. And yet, we go abroad to let go, and when in Rome, we must enjoy local libations. My thoughts? The best tips to avoid hangover woes aren’t something you do after the headache hits, but help you to prepare beforehand.

I’ve been full-time traveling for two years, and I must confess, I’m fond of my nightly wines, old fashions and local spirits. And since I often need to hit the road at the crack of dawn, I’ve been pressed to find the best solutions for nausea, headaches, and tiredness. 

Read more
Kick off game day with a free cup of Costa Coffee on August 30
Game day just got even better
IHG

Holiday Inn Express wants to kick off college football season with a caffeine boost. The hotel brand, in partnership with The Coca-Cola Company’s Costa Coffee, is celebrating its new nationwide coffee rollout by giving away free cups of freshly brewed Costa Coffee on Saturday, August 30. 

Fans heading to Week 1 games can stop by participating Holiday Inn Express hotels within 10 miles of Division I FBS schools, no reservation required, to fuel up before the action.

Read more