Special concerns as a US citizen
As a travel blogger, I have always organized my adventures on my own. But, because I’m a US citizen, I was nervous. The more I researched, the more I worried about the technicalities—especially the many different visa types and their various requirements. After all, the “Cuban travel ban” only recently ended during the Obama era and the rules have changed a couple of times since then. The Secretary of State’s site listed Cuba as travel advisory Level 2: Exercise Increased Caution.
I stumbled across ViaHero’s website again and again as I looked for answers to my questions about traveling to Cuba from the USA. Finally, I got curious enough to click on the rates for having a Cuban local plan the whole thing for me.
For only $25 per day, ViaHero would provide me a custom itinerary that would both suit our interests. Plus it would be guaranteed to meet the American “Support for the Cuban People” visa type.
Ethan and I purchased planning services for our full one-and-a-half-week journey. After paying, we received an extensive survey to fill out with all kinds of questions about our travel styles and interests.
First to final draft of
We received several draft versions of our itinerary in the month before our vacation. Our “hero” (guide) made a rough outline and we were allowed to make suggestions from there. Honestly, she did a good job of understanding our tastes based on our survey input. We hardly had any changes, other than less eating out and more meals with our three amazing Airbnb hosts.
We were the most impressed with our final itinerary. It was more detailed and helpful than we could have expected.
After the itinerary pages, there was even more helpful information. It included safety tips and info on common scams. Our hero also let us know how much rum and how many cigars (the a
Even though we had offline access through ViaHero’s app, we printed everything out in case we were ever asked to show it to Cuban or American authorities. Interestingly, no one asked once during our entire vacation, even
Booking accommodations through Airbnb
The biggest and probably only real mishap was in booking our accommodations. Our guide suggested Airbnb stays for each leg of our journey. They were all perfect for us. Unfortunately, though, our hero had selected the wrong month and they were actually completely booked for our dates. We sifted through the listings ourselves and ended up with some great choices. Maybe they were even better for us than the ones she selected—who knows? The moral of the story, though, is that it all worked out in the end.
View the itinerary
Using our Hero’s itinerary
Nevertheless, traveling with a set itinerary was really useful. Cuba’s very limited internet access made this especially true. It was so helpful to have all the addresses and suggested modes of transportation written down. Better yet, we had both Spanish and English descriptions available to us in the itinerary. That way, we could show them to our drivers and hosts when we did not know enough Spanish to communicate.
To be honest, I wasn’t really into the idea of having someone else plan my itinerary. For me, planning is part of the joy of traveling. But it was also amazing to have a taxi driver pick us up at the airport with a sign with my name on it (a first for me).
Our hero truly gave us a well-rounded look at Cuban culture through her plans
ViaHero review: Criticisms
Because I promised an honest review in the title, I want to share a few negatives we experienced having our trip planned by ViaHero.
My biggest issue was the number of very touristy activities the
To ViaHero’s credit, you can always skip what’s on their itinerary and do what you like instead.
But I also want to note that these were small issues. And I am only speaking from my own experience. I truly believe that, if I were to book another trip with ViaHero, it would be completely different and maybe even better as they are a growing company.
ViaHero review: Positives
My partner and I only know a little Spanish, so I can say, with confidence, that having
Also important to note—Cuba has very limited internet access and therefore many places do not have websites. This was not the kind of vacation we could have planned in advance back home.
Overall, my vacation would not have been a true vacation without ViaHero. It would have involved a whole lot of work. I’m glad that I decided to have a local plan our first trip to Cuba and I would definitely consider it if I were planning a visit to one of their other countries.
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