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How to Plan a Trip to Cuba: Frequently Asked Questions

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Che Guevara memorial at Plaza de la Revolucion in Havana, Cuba

Havana, Cuba

You may have questions about Cuba and what to expect from the Caribbean island, and this article shares the answers so you can plan a trip that’s beyond your expectations.

Explore the cultural districts that hum to the rhythm of Afro-Cuban music and salsa, discover the dewy rainforests that teem with wildlife and colorful flora, and visit Cuba’s famous markets and plantations that introduce travelers to the country’s ancient customs and traditions. Enjoy all of this and more on a stress-free vacation with all of your questions answered.

We discuss what you need to know before you go, how Zicasso can help you experience the best of Cuba, and provide you with insight into the easiest ways to explore the island.


  1. Is Cuba open to American travelers?
  2. How far in advance should I plan a Cuba vacation?
  3. How can a travel specialist help me plan?
  4. What should I do on my trip to Cuba?
  5. What is the best time to visit Cuba?
  6. Is Cuba safe for travel?
  7. Which airports should I look at?
  8. Can Zicasso help me with flights?
  9. Does Zicasso assist with travel insurance?
  10. Ready for Your Trip to Cuba?

Is Cuba open to American travelers?

Long stretch of white sand beach in Varadero, Cuba

Varadero, Cuba

Updated entry requirements and helpful information can be found on Where Americans Can Travel Now. Zicasso travel specialists serve 101 countries and details are included for all of the regions we serve.

Have questions? Our Traveler Care team can be reached at 1-888-265-9707.

How far in advance should I plan a Cuba vacation?

5-Star luxury accommodation rooftop pool at Gran Hotel Manzana Kempinski in Havana, Cuba

Rooftop pool at in Havana, Cuba. Photo courtesy Photo Courtesy Gran Hotel Manzana Kempinski

We advise travelers to start planning a Cuba vacation far in advance, typically three months before departure, to secure the best accommodations.

Travelers flock to the tropical shores and bustling cities of Cuba during the dry season months of November to April, so you may wish to plan up to six months in advance for vacations during this busy time of the year. By doing so, you may get the first choice of accommodations and tours in Cuba.

That said, short-notice trips are possible and Zicasso Cuba travel specialists have experience planning vacations much closer to one’s desired dates of departure. Right up until the moment you leave and for the duration of your trip, your dedicated expert can facilitate a stress-free experience.

To chat with a Cuba travel expert today, fill out a Trip Request and begin preparations for your meaningful vacation.

How can a travel specialist help me plan?

Cuban Landscape with mogotes in Vinales Valley, Pinar del Río Province

Vinales Valley, Cuba

The Zicasso Travel Care team helps travelers plan unforgettable vacations and our Cuba travel specialists have a wealth of experience to facilitate your meaningful travel experience. When choosing Zicasso as your travel partner, your designated Cuba specialist will be available to help you plan a trip that includes iconic experiences, tours off the beaten track, and nights at the best accommodations on the island.

“What should I do on my vacation in Cuba?” “What is the best time to visit with my children?” “Are there any unique experiences few can say that they have done?” “How will I get around Cuba’s cities?” “Is Cuba safe for travelers?” Over and above the information in this article, your Cuba travel specialist will answer any further questions to ease your experience.

Your Zicasso Cuba travel specialist will be readily available from the moment you complete a Trip Request or call us on 1-888-265-9707, for the duration of your trip, until you arrive home.

Learn More: How to Plan Your Trip in Three Easy Steps | How to Plan Your Trip Budget

What should I do on my trip to Cuba?

Cigar rolling by torcedor in Cuba's cigar rolling or making by torcedor in Cuba;s, Pinar del Rio Province

Pinar del Rio Province, Cuba

With connections to local communities through partnerships with Cuba specialist agents, Zicasso Cuba travel experts ensure every vacation exceeds expectations and includes experiences tailored to every type of traveler.

Whether you wish to visit the Caribbean island with your family or escape to the sun-washed shores on your honeymoon, your itinerary will include one or more of the following top things to do on your trip to Cuba.

  • Explore the breathtaking Cuban beaches of Varadero, Playa Paraiso, and beyond on snorkeling excursions, catamaran cruises, and days lounging on the soft sands
  • Escape to the famous Cuban cigar and rum plantations to learn about some of the country’s oldest traditions at glamorous estates in the hillsides
  • Delve into the life and times of Ernest Hemingway on tours of cities, museums, and fishing villages that inspired some of the novelist's greatest works
  • Discover the natural charms of Cuba’s rainforests and spot the fascinating endemic wildlife on trekking tours beneath the canopy to surging waterfalls
  • Tuck into mouthwatering Cuban cuisine and sip decadent cocktails at gourmet restaurants, local eateries, and chic seaside bars
  • Dance the night away to salsa and rumba music at vibrant Afro-Cuban nightclubs dotting the bustling cityscapes
  • Cruise around the dazzling districts of Havana in century-old vintage vehicles that embody the colorful local culture
  • Witness the traditional canon ceremony at El Morro during sunset and watch the shifting colors of the sky from an impressive vantage point over Havana

Learn More: Top 8 Things to Do in Cuba

What is the best time to visit Cuba?

El Nicho waterfall in Cuba

El Nicho, Cuba

The best time to visit Cuba is during the dry season months of late November to April, when the weather conditions are suitable for exploring the Caribbean island’s breathtaking outdoors.

During these months you can trek through the emerald rainforests to see the silver streams of towering waterfalls, swim in the crystal-clear waters to view the vibrant coral reefs and magnificent marine life, and explore the famous cigar and rum plantations covering the hillsides.

If you wish to avoid the crowds with your family or enjoy Cuba when it is quieter during your honeymoon, you can visit the island during May, June, July, and August.

Learn More: Best Time to Visit Cuba

Is Cuba safe for travel?

Young girl in Havana, Cuba

Havana, Cuba

Cuba is a safe country for travel. Zicasso advises, as with all destinations, that travelers be mindful of their personal belongings and conceal valuable items, especially when visiting crowded places. While the country experiences a hurricane season, most prominent during September, travel outside of this month should not pose any major risks.

Which airports should I look at?

Most international vacations in Cuba begin in Havana, with travelers arriving via the Jose Marti International Airport (HAV). After arriving in Cuba, you can utilize an extensive network of airports to travel from one end of the island to the other. The following are some of the most popular:

  • Jose Marti International Airport, Havana (HAV)
  • Juan Gualberto Gomez International Airport, Varadero (MUVR, VRA)
  • Abel Santamaria International Airport, Santa Clara (SNU)
  • Sierra Maestra Airport, Manzanillo (MZO)
  • Hermanos Ameijeiras Airport, Las Tunas (VTU)

Can Zicasso help me with flights?

Zicasso Flights is an international air-ticketing service that eliminates the stress of finding and booking the right flights for your upcoming vacation. By employing the same personalized service you can expect from planning a trip with Zicasso, our competitive flight pricing, 24x7 service and support, and complimentary consultation of routing versus pricing with an expert flight specialist make finding the perfect flight for your trip effortless.

Does Zicasso assist with travel insurance?

You’ve booked your dream vacation, now protect it with travel insurance. A wide range of factors can leave your vacation in limbo. Medical emergencies, inclement weather, and unexpected cancellations can cause turmoil for your trip, so in the unlikely event of a disaster, get the travel insurance coverage that provides peace of mind. To get a quote, visit our travel insurance page.

Ready for Your Trip to Cuba?

Musician in Havana, Cuba

Havana, Cuba

Take to the skies and arrive in the pulsating capital of Cuba, where your adventure begins with sample itineraries from our Cuba Tours & Vacations. For more information on what to expect on your first stop, check out our Three Things to Do in Havana, Cuba.

If you have any further questions, you can chat with a Zicasso Cuba travel specialist before you plan your trip. With insider knowledge of the country and exceptional experiences, your travel expert can help you organize a dream tour of the Caribbean island.

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