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Traveling to Cuba from the US is something that can be confusing as the policies and procedures change frequently. In 2025, it is discouraged, but still technically possible to travel to Cuba from or through the US if you follow some specific parameters.
Americans traveling to Cuba from or through the US for tourism are not allowed. Americans are also prohibited from engaging with businesses owned by or affiliated with the Cuban military, highlighting the U.S. government’s regulations on travel and commerce concerning Cuba. There are, however, 13 reasons that travel to Cuba from or through the US is permitted. When planning to visit Cuba, it’s crucial to understand the regulations set by the US Department of the Treasury’s Office of Foreign Assets Control (OFAC). OFAC oversees travel to Cuba and issues general licenses for pre-approved categories of travel.
Americans can visit Cuba independently under the Support for the Cuban People license or with a US tour operator under the People-to-People option. It’s essential to ensure that your trip conforms to these regulations to avoid any legal issues. Before you book your trip, familiarize yourself with the specific requirements of the category under which you plan to travel. This will help you prepare a detailed itinerary that meets the criteria set by OFAC and ensures a smooth travel experience.
Anyone who travels to Cuba under these parameters must provide a detailed itinerary of the planned visit. Your itinerary must detail how it will fulfill the terms of support for the Cuban people as well as how it will contribute to Cuba’s local economy. This itinerary may be requested by the Cuban government or the Cuban authorities when you enter Cuba.
While you are in Cuba, be smart. Avoid illegal drugs, follow directives of the local police, use reputable tour operators, monitor local media, avoid any areas that are experiencing a surge in violent crime, and in general, follow Cuban law.
An acceptable itinerary might include the following: staying in casa particulares (locally run guesthouses), patronizing Cuban-owned businesses, taking Cuban-run tours, visiting independent museums and galleries, and eating at locally owned restaurants.
Reasons for travel are self-qualifying, meaning that when you purchase your airfare, you’ll be asked to state your category in a signed affidavit before checkout.
US travelers are required to keep a copy of their itinerary and all travel receipts (including your airline ticket) from Cuba for five years. American citizens are forbidden from staying in Cuban government-run hotels, they can stay in casas particulares. Direct flights make recordkeeping easier by showing direct entry from the US.
You can visit Cuba in 2025, but regulations change frequently, so be sure to check for travel restrictions that affect travellers before booking your airline ticket.
Cuba’s tropical climate means it experiences two main seasons: the dry season (November to April) and the wet season (May to October). The best time to visit Cuba is between December and March, when the weather is sunny and warm, making it perfect for exploring the island’s beautiful beaches and vibrant cities.
If you prefer fewer crowds and don’t mind a bit of humidity, April to July can also be a good time to visit. However, be prepared for afternoon showers. September and October are the peak months for storms and hurricanes, so it’s best to avoid traveling during this period. Planning your trip according to the weather conditions will ensure you have a pleasant and enjoyable experience in Cuba.
Cuba also faces chronic shortages of basic necessities, including fuel, food, and medications. It’s essential to be prepared and flexible when traveling to Cuba. Bring any necessary medications with you, and be ready to adapt to potential shortages. By taking these precautions, you can ensure a safe and enjoyable trip.
Before traveling to Cuba, there are several essential steps to take. First, ensure you have a valid passport that is valid for at least six months beyond your arrival date. You’ll also need a Cuban Tourist Card (also known as a visa), which can be obtained through your airline or purchased online. This card allows for a single-entry 30-day stay in Cuba.
Travel medical insurance is another requirement, and it’s crucial to ensure your policy includes medical evacuation. Most airlines include this insurance in the airfare, but it’s always good to double-check. Additionally, complete the D’Viajeros Travel Form 48 hours prior to your arrival in Cuba. Bringing a copy of your health insurance policy and a letter from your insurance company can also be helpful. By following these steps, you’ll be well-prepared for your trip to Cuba.
Cuba is generally a safe destination, but it’s important to take common-sense security measures. Avoid displaying large amounts of cash and be mindful of your surroundings. Public demonstrations can occur, and it’s best to avoid participating in or being near them, as they can be perceived as undermining state security.
Petty crimes, such as pickpocketing and purse snatching, can occur, so always be mindful of your belongings and avoid displaying large amounts of cash. Violent crime is rare, but it’s still wise to stay vigilant and aware of your surroundings.
Be cautious when using debit or credit cards, as fraud can occur. In case of an emergency, contact the local authorities or the Canadian Embassy for assistance. It’s also recommended to monitor local media to stay informed about local conditions and any potential safety concerns. By taking these precautions, you can ensure a safe and enjoyable trip to Cuba.
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