So…You Want To Go To Cuba?

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Yes please.

Maybe because Cuba was denied to U.S. citizens for so long, it is a place that has held a place of honor at the top of many bucket lists when it was finally opened up again.

There were many times when I thought I would work it into my travel schedule. Sometimes something else came up…or the flights were full…or I just plain chickened out. The fact that there was no cellphone service and no connection to the mainland honestly frightened me, especially if I was going to travel there by myself or with my children.

But, each time that I didn’t take that risk, I wanted to kick myself later.

Seeing some free time on my schedule, earlier this year, I decided that I was definitely going to make this trip to Cuba happen!

Maybe.

I hoped.

Since I was going to be traveling standby, I had to watch the flights carefully and my accommodations had to be booked only when I absolutely knew that I was going to make it there.

At two in the morning, I still wasn’t sure if I was going to leave for Havana in the morning. I lay in bed struggling with the decision, my stomach in knots, wondering if I was doing the right thing. On a whim, I messaged a few Airbnb owners and explained my situation. I was going to catch an early flight to Atlanta, arriving around 7:30 a.m. At that point, I would watch the flight to Havana for an hour and then reach out to make my reservation. My biggest question was whether or not I would have enough time to hear back from them to confirm the reservation and for them to forward me the address of the accommodation. If I landed with no cell service and no address…well, you can see why I was stressed.

Almost immediately, one of the owner’s responded. He understood my circumstances and right away, sent me the address. He told me that he would await my reservation at the appointed time and that he could also arrange for a car and driver to pick me up at the airport.

One hurdle down. I could get an hour’s sleep.

After arriving at the airport, I watched the flight which was departing in four hours and after deciding that I would probably make it, I set up the reservation and secured the car and driver.

Hurdle two, down.

Settling down at the gate, I filled out the visa paperwork that was required and paid the visa fee. The agents had a lot to do with the visa processing of the other passengers and the boarding process and I stood by nervously praying that I had not made the Airbnb reservation unnecessarily. Finally, the agent motioned me over to the counter, giving me a seat assignment and my proof of insurance.

Hurdle three, down.

Walking down the jetway, I thought, “This is my last chance to bail. Am I making the right decision?”

My seat was in first class and much to the dismay of the gentleman next to me, he suddenly learned that I was infringing upon the extra space that he thought he was going to have. Graciously, however, he greeted me and informed me that he had cleaned my seat with his supply of Lysol wipes!

As we began to speak, I told him how nervous I was and learned that this was his 120th trip to Cuba! You know how they say that sometimes things happen for a reason? Well, I must have been placed next to this man for the sole purpose of making me feel good about my decision to travel to Havana on my own.

At one time, he worked as a contractor for my airline when the need arose for a liaison between the airline and the government for the onset of the initial service. Prior to that and currently, he worked and is working as a tour operator. After learning where I was staying, he made me feel extremely confident about my decision as he had booked clients at this particular property. He was surprised to hear how hesitant I was, despite having traveled around the world, sometimes solo, and assured me that I would be completely safe. After giving me a list of restaurant recommendations and special items of interest, he reached up into his baggage and pulled out a Cuban tour book. Opening it to the Old Havana section, he suggested that I spend the flight looking through it and photographing the sections that interested me.

The book was outstanding and by the time I spotted the lush, green landscape sprawling below, I was only feeling excited anticipation!

Exiting customs and immigration, I exchanged currency and then spotted a driver holding a sign with my name. As he led me into the parking lot, my breath caught a little in my chest. I had heard about the antique cars that populate the city, but this was my first glimpse of the many positioned in the lot and my driver led me to a beautiful, old turquoise Ford. It was thrilling to ride in such a beautiful antique and though I don’t speak much Spanish and he didn’t speak much English, we managed a few pleasantries and we embarked on the journey towards my hotel in Old Havana.

After an enlightening forty-five minute drive (yes, the airport is that far!), we turned onto a narrow street and pulled in front of the building that houses Havana Dream, the Airbnb that was going to be my home for the next three nights. I thanked my lucky stars that we had arranged a driver to meet me as the building was nondescript and probably would have been difficult for a regular cab driver to find.

Greeted warmly by my host and his manager, I was shown to my room, a very modern and well-appointed space with a small balcony overlooking the street and down to the National Capitol building. What a sight!

I had made it!

Now what?

Last hurdle. I needed to go out. After quizzing the house manager about the time of sunset and safety measures, I decided to take a rousing shower and dress casually enough for going out, yet smartly enough to stay out for dinner and the return before dark.

Descending the stairs, I cautiously opened the door and stepped out onto Obrapia Street.

Despite not having had decided to travel here a mere twelve hours earlier, I was finally here. My 76th country! I had mounted many hurdles to get here and it was time to see what lay in store for me.

Old Havana was out there waiting to be discovered!

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Note: ATM machines and credit cards do not work for American credit cards in Cuba. American cash and other currencies can be exchanged at the airport. Bring more currency than you expect to use. Though my Airbnb arranged for the transportation, I was responsible for the fare, 30CUC. My Airbnb also provided currency exchange when needed at local, published bank rates. Additionally, wifi cards could be purchased from my Airbnb which could be used while at my accommodations, however, because I was using an Iphone, once the card’s service was initiated, it was prudent to use all of the minutes allotted or risk losing it.

Havana Dream

  • Address: 408 Obrapia Street, Old Havana, Cuba
  • Prices vary, but approximately $65-$75 per night.

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