
It had been a few months since I had a vacation day and I was in desparate need to get out the city. Good thing a trip planned to visit the annual Halloween festivities in Key West known as Fantasy Fest had been previously arranged. My travel party this time would include a friend from home, a coworker and his wife. We decided to take the Friday leading into the festive weekend off and head down early in the AM.

Best way to get to Key West, drive!
As with every vacation I plan, the haul at work seemed to be overloaded the day before and nothing was going right. When I was finally able to escape work, I had a softball game in Saint Pete that left me totally exhausted and in need of a drink of bourbon. This made the early morning trek to the Keys even harder to wake up for but nothing keeps me away from one of my favorite places on Earth.

Hemmingway replica in the Islamorada Fish Company
On the way we decided it was imperative to stop at the Islamorada Fish Company and pick up some necessary fishing gear. The store is overwhelming and everything you would expect a Bass Pro Shop in the Florida Keys to be.

For the full Keys experience it is important that you camp instead of staying in a hotel. This was precisely what we were doing on Sugarloaf Key in the KOA campgrounds. The campground was actually very nice and taken care of very well. I overheard some gentlemen in the restroom saying that the place had been rundown in the past 10 years but it was all I needed to survive. Maybe they were just getting old.

Fishing was our only slated item for Friday evening. My coworker and his wife wanted to hit Key west, so my buddy and I ventured off to No Name Key to find some good fishing. What we found instead were the endangered Key Deer. A six point buck even walked right up to us while we were fishing off of the bridge.

When the sun started to set our stomachs let us know of their starvation and that it was time to find the hidden pizza place that the sun baked stoner at the fishing store told us to seek out. We had to stop for a few minutes beforehand to play with the ever-so-friendly Key Deer.

The hidden pub was an absolute hit. We ordered a pizza with fresh Key shrimp and pineapples on it, had some local beers, and even bought some pint glasses to remind us of this one day forgotten trip.

But when in the Keys, you have to do the Keys. So after settling up we headed to check out the Friday night Fantasy Fest activities in Key West. I have been to the Keys several times in my almost 26 years, but never have I seen it as packed as it was on this night. And I have visited on New Year’s Eve(That’s another story for another time).

So when on Duval St. I have the same routine I seem to almost always follow religiously due to my introvert~edness and desire to explore, which is to do a lap or two from one end to the other. There was some wild shit going on to say the least.

Saturday morning was set for some serious Florida Keys Lobstering action. We had a boat reserved and our snorkeling gear ready. Wouldn’t you know it, there was a small craft advisory? How about that for some horse shit. This minor detail wouldn’t deter us from our planned vacation. So we geared up and jumped right in off shore.

My traveling buddies didn’t seem to acknowledge the fact that I had never been snorkeling so while I was in an epic battle more fierce than the Battle of Evermore with some serious seaweed, they were 100 yards out actually catching lobster.

Their fun was shortlived as the goggles on my buddy’s mask busted into his face. Seriously. I have never seen anything like that. The goggles literally shattered in his face. We showered up and went back to the tent to catch an afternoon nap before the main Fantasy Fest Festivities.

Upon awakening covered in more sweat than my body has ever produced we prepped for Halloween unlike any Halloween prepping has ever been prepped. Ok, exageration. But we did go all in. Fantasy Fest is the annual Halloween event held in Key West to promote tourism. It has been going on for over 30 years. Each year has its own theme. This year’s theme, superheros. It is also widely known that Key West is one of the most gay cities in America. So I asked myself, how many opportunities will I have in life to dress up as the Ambiguously Gay Duo and roam around Key West. Yolo!

After paying an absurd amount for parking, we posted up on Duval Street next to a roadside bar and prepped ourselves for the parade. Everyone kept telling me that the parade for Mardi Gras is much more explicit which was disheartening to learn but now know it is something to add to my bucket list.

There was this lawyer chick from Key Largo that kept hitting on all us and offering rum from her flask which might have contained roofies. She was interesting enough to keep around until her dbag boyfriend came up and told us we were gay for wearing our costumes. What a turd burglar. We ditched them, caught some condoms from the floats and went on our merry way.

Nights in Key West get hazy so I wont go into the remainder of details for the night. The next morning we woke early due to the blazing sun, packed up and did some more serious fishing. Didn’t catch much but had a blast and darkened my beautiful skin some.