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One of my favorite places to visit on vacation (or even for a weekend trip since I live so close!) is Key West! There are so many amazing restaurants and bars and places to visit - not to mention an amazing beach to go to at the state park. The sunsets are perfect and the weather is gorgeous!
One thing I`ve made a tradition of doing when I visit is to get a pineapple drink. A couple of the bars will make them but the one I recommend most is The Smallest Bar - it`s a tiny bar (seriously, only big enough for like 5 people!) with a yellow awning (how most people recognize it by). You can select your own pineapple and they`ll core it right in front of you! They blend the pineapple fruit from the inside with some ice and liquor and out it all back inside the pineapple with a straw, some pineapple slices, and a tropical umbrella to complete the look!
It`s pretty cool to walk around outside holding a pineapple and drink out of it! People always comment on it or ask where to get one. They`re about $20 but, hey, it`s Key West. And well worth it in my opinion! I like to walk down to Mallory Square with mine and watch the sunset :)
*Image is my own!*