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Cruising Cuba: Trip Planning Everything You Need To Know

If ever there was a destination on our bucket list that required carefully making sure all our i’s are dotted and t’s our crossed Cuba is most definitely it.

As American’s Cuba has been lingering in our collective thoughts as a dream destination for as far back as Dj & I can remember. For the longest time we assumed, that it would always stay just that, a dream. But to quite Bob Dylan, “the times they are a changing…” and at the same time, they might be changing right back.

Here in lies a predicament for us. While it may seem like we live a life of perpetual travel, we don’t. Wouldn’t it be nice if we did? We still have jobs, a home we affectionately refer to as basecamp, and the same everyday commitments that everyone else is juggling.  Our lives are busy. We have to work extremely hard, and carve out time to make our travel dreams happen. Unfortunately time isn’t always on our side. With changes in the political atmosphere in the US the recently “opened door” to Cuba maybe slamming shut, and soon. Most of the time we’re juggling pros when it comes to schedules, this time, the time window just wasn’t in the cards for both of us to make this dream happen… so the for first time in as long as I can remember I (Katie) am traveling without my partner in crime! This should be interesting…

Sit back, and get comfy kiddos this is going to be a long post- there’s a lot of information worth sharing, that took literally days of digging through the deepest bowels of the internet to find.  I promise, I’m not going to drone on just to drone- to make it simple I went ahead and broke this post into sections so if you’re looking for something in particular just scroll on down, it’s probably here!

So here’s the deal with veturing to Cuba…or in the very least everything I’ve discovered so far…

Getting There:

There are two basic ways to get to Cuba, by air or by sea. When weighing my own travel plans to Cuba, I did ALOT of thinking on the pros and cons of each.

By air..

By sea..

Want to know what how I’m getting there? Drum roll please…. I am going by sea! Are you shocked? I am too.

Documentation:

If you saw our video on Crossing the Canadian Border in a RV then you know I’m a little bit of a nervous nelly when it comes to being sure all my documents are in order- I think this stems back to a time I lost a connecting ticket on a trip ( a travel horror story for another time). The truth is this should be common sense. Whenever you travel outside of your own country you need to make sure your covered. How bad would it suck for not just you but also your traveling companion if you got somewhere and realized you couldn’t keep going because you were missing something? Don’t be that person. Here’s what you’ll need for traveling to Cuba:

Visa Requirements ( For American Citizens): 

Ug. Visas. So here’s the deal, while American’s are now allowed to travel to and from The US to Cuba ( no more going through Mexico, or Canada!), you’re not really free to move about the country and do whatever you want. Your visit must fall within one of 12 Categories approved by the Office of Foreign Asset Controls (OFAC). You can pick whichever category you think suits your travel purposes best, and no laying on a beach drinking mojitos isn’t a category, bummer I know… but as Rick Steve’s said in his Youtube Video about his Cuba trip what it all boils down to  is, “pick a reason, and stick to your story”.

Let’s chat about that for a minute. We chose to travel under a “people to people” meaning our visit should focus on education and enhancing relations with the Cuban people- vague, huh? Activities that qualify for this are cigar and rum factories, museum visits, and guided city tours, it’s pretty general. The most important part of all this is you are required to document your visit ( keep receipts, take pictures, and a detailed list of what you did), and be able to provide justifiable reasons as to why, as well as keep all documentation for up to 5 years after your visit.

Just remember you WILL NOT be allowed to board a plane or ship bound for Cuba without this documentation.

So how do you get one of these handy dandy licenses? You have to apply for them through the US Department of Treasury. We were very lucky, as we were able to self-certify through the cruise line and they applied for the Visa for us.  I have heard that some airlines will do this as well. Check and double check  and give yourself plenty of time to chase your tail, if you need to get one on your own. We paid $75 through Norwegian Cruise Lines to get ours squared away- I’m sure they cost less if you apply for  one on your own.

If you’re still stressed and want the official deets you can get them here.

Money, Money, Money:

I am certain that throughout this planning process, I have stumbled across the phrase, “In Cuba cash is king” about 4 billion times, it’s true I have- That also leads me to believe its something I should be paying attention to.  So pay attention I did, and this is what I’ve learned so far… pay attention.

Cultural Awareness:

This one is pretty important to me, the last thing I would ever want to do when traveling anywhere, is to offend the people who live there. I’ve dealt with nightmare tourists before and I certainly don’t want to be one.  The cuban people are known world wide to be a welcoming a friendly bunch, let’s keep it that way!

Security & Safety:

It’s pretty typical, when people hear the words, “solo travel” they tend to panic for you! Well rest easy my friends, I am not taking this trip on my own. I have conveniently managed to convince a good friend and fellow travel addict to wander along with me on this one.  Worry not.

Wether you’re traveling alone, with your partner or a friend, when you’re away from home you want to be careful no matter where you are.  I think there are a lot of concerns and perhaps misconceptions about safety when in it comes to traveling to Cuba, the reality of keeping safe is bad people are everywhere. Be diligent, keep a hold of your belongings at all times, and make smart choices. It’s that simple.

I’ve researched this topic pretty throughly, more than enough to be satisfied with my intel. As far as any EXTRA safety precautions, this is what I’ve discovered:

 

Whew! And there it is! Literally 3 weeks of research that sent me around the internet and back again to find, all neatly compiled into one location! I hope this helps you start thinking about planning your own Cuban getaway!

Got tips? Did I forget something? Please, please, please let me know! Drop a comment below! If you enjoy these posts, or find them helpful please share our website, like us on Facebook and follow along on Instagram (@venture_wild). We’re happy you’re here and we’d love you to stay!

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