Fly to Cuba via Orlando: Cuba Vacations start at Disney World

By | 2018-02-05T14:44:14+00:00 April 3, 2017|Caribbean, Cuba, North America, United States|7 Comments
Fly to Cuba, Cuba Vacations

Fly to Cuba via Orlando and check out Donald Duck on the way or way back.

We felt pretty good about our travel arrangements to Cuba via Orlando in January. Take a look. Now you can fly to Cuba for a Cuba vacation that starts–or ends–at Disney World.

Now that some restrictions have been lifted by the U.S. government and you’re more likely to be booking your own airfare rather than joining a charter, we recommend checking airfares to Havana via Orlando. You’ll skip the hassles of the larger international Miami airport, you might save some dollars because low fare flights to Orlando are almost as plentiful as to Vegas, and you’ll have a chance to check in on Walt Disney World. That’s what we did.

Fly to Cuba via Orlando

From our home airport of Minneapolis-St. Paul, for example, we booked round trip to Orlando on Sun Country, and then round trip Orlando to Havana on Jet Blue.

We have family in the Orlando area, too. So we planned several nights in the area, starting with  a couple nights in easy range of the airport and Disney World. Though our Disney visit was secondary to our Cuba itinerary, we’re happy to report that the Magic Kingdom and Epcot are still the great escapes they’re meant to be.

One day was hardly enough to reacquaint ourselves with the territory. Last time we visited Disney was probably in the early 1990s. A lot has changed, but Main Street USA still screams Americana, song and dance, and awestruck toddlers meeting friendly Disney characters. In addition to the Magic Kingdom and Epcot, theme parks include Disney’s Hollywood Studios and Animal Kingdom. And on top of that, water parks, golf courses, a sports complex and several resorts beg for extended stays.

The biggest change at Disney World is the handy Fast Pass system, a way of reserving a timed entry to your favorite rides and attractions. Along with the Disney Experience phone app, it’s now really pleasant to plan your visit and find your way around the Magic Kingdom. Up to three timed entries can be reserved, and once you’ve used those, you can book others via your phone or kiosks. Each attraction has a separate line for these Fast Pass reservations. This system eases lines throughout; we didn’t wait more than about 15 minutes for a ride, even when we weren’t in the fast lane.

Fly to Cuba, Cuba Vacations, Disney World

Approaching the Beast’s Castle in the midst of Fantasyland.

Disney World

The Magic Kingdom  has kept up with the times. Mr. Toad’s Wild Ride is no longer, but everyone will enjoy joining Winnie the Pooh in search of honey. Another ‘slow ride’ good for all ages is ‘Under the Sea,’ featuring the great music of The Little Mermaid. The Seven Dwarfs Mine Train is a newer thrill ride, opened in 2014. And in the center of Fantasyland is the ‘Beauty and the Beast’ Mountain–which magically appears both distant and around the corner, depending upon where you’re standing. The mountain is home to Belle and Gastón meet-and-greets and the ‘Be Our Guest’ Restaurant.

We were sure to visit Space Mountain in Tomorrowland first thing, and after Fantasyland fun and a quick bite to eat (the Liberty Square Market offers fresh produce), we hopped the monorail to Epcot.

There’s lots of new stuff to see in Epcot’s Future World and the World Showcase. We always love shopping and eating around the world. (Japan and its Bijutsu-kan Gallery are favorite shop stops. This time we ate in France, but Morocco is also good for dinner. We recommend enjoying a nice cold German beer, too, while circling the World Showcase globe.)

In Future World, we really enjoyed the new Test Track ride and especially the Disney and Pixar Short Film Festival. (Don’t miss this combo of historic animation and latest 3D thrills.) Our short afternoon at Epcot convinced me that next time I’ll want to spend an entire day at Epcot. New attractions include a “Frozen” ride and live performances, a ride with Nemo and Friends, the intriguing Mission Space ride, and several underwater and celestial exhibits I’ve never visited.

As a couple decades slipped by, I’d forgotten the fun of Disney’s journeys into the imagination and the future. If our visit was a cultural jolt from our previous days in Cuba, it was also a great escape. Our Disney visit was on Inauguration Day, January 20, 2017. Thankfully, the only Donald we saw that day was Donald Duck.

Check out all our stories about travel in Cuba right here.


  1. Carole Terwilliger Meyers April 3, 2017 at 6:22 pm - Reply

    An interesting idea to fly to Cuba via Orlando. I’ll keep that one filed away.

    • Kristin Henning April 4, 2017 at 4:10 am - Reply

      Thanks, Carole. It’s likely to save you some money, unless you spend the difference on Mickey Mouse sweatshirts.

  2. Donna Janke April 5, 2017 at 3:40 pm - Reply

    It’s been a long time since I’ve been to Disney World. The Fast Pass system is a good idea.

  3. Kristin Henning April 7, 2017 at 3:33 pm - Reply

    It IS a great idea, and works a lot like art museums’ timed entries, making it a better experience for everyone.. We were able to relax knowing we’d see what we most wanted to see, and I can only imagine that it helps families with young children even more.

  4. Charles McCool April 8, 2017 at 9:40 pm - Reply

    A stopover in Orlando on the way to Cuba sounds wonderful. I have heard a lot about the Mills 50 area of Orlando, which Is where I want to visit soon

    • Kristin Henning April 9, 2017 at 3:01 pm - Reply

      That’s new to me. I had to look up Mills 50; it sounds like a fine concept and a way to connect with local businesses. Good to know.

  5. Billie April 9, 2017 at 4:29 pm - Reply

    I’d love to get to Cuba. Great suggestion about booking through Orlando. I haven’t been to Disney World in decades. I’m not sure I’m up for the crowds and the lines. No more Mr. Toad? I loved his wild ride. But, Disney sure was a great day to spend Jan 20th at away from Internet and TVs.

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