Florida Keys Beach Bar Crawl – I Need Your Help!

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One of the things I immediately started looking forward to when I found out we were going to be visiting Key West this summer wasn’t the fact that I would finally be visiting this Hemingway hangout. Joy and excitement about visiting Key West is a given. What I became enthralled with was the drive down there and trying to figure out how many beach bars I could hit on the way down. After all, my vacations have become all about beach bars. When I was choosing the resort for our St. Martin visit, the Royal Palm won out because of the three we were considering, it was the one with the most beach bars within walking distance. When I was trying to figure out where to stay in Anguilla on a very, very, very tight budget, the Seaview apartments won out because of their location on Sandy Ground, home to Roy’s, the Pumphouse and Elvis’ to name just a few.

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Obviously, stopping at every beach bar between Islamorada and Key West would make for a pretty long trip not to mention the fact that the people riding in the car with me might leave me on the side of the road if I kept insisting on stopping at yet another beach bar to snap some pics and buy another t-shirt. This is where I need your help. I’ve pretty much covered the beach bars in the Key Largo/Islamorada area so I need recommendations on beach bars to visit that are south of Islamorada and north of Key West, basically the area between Matecumbe and Stock Island. If you had to choose just 2-3 beach bars to hit along this stretch, which ones would they be? Your advice could save the occupants in my car from going batty … and save me a long walk to Key West.

Link to image source for photographer credit and license info.

Author: Tom W.

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22 Comments

  1. Here’s my recommendation. Stop at Bahia Honda, bring out the cooler, enjoy the views and have a nice dip in the water. Then get in the car and drive straight to any bar in Key West. Start your crawl there. Not all beach bars, but great stories all the same! Have a great trip whatever you do.

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    • Thanks, Mark! I’ve heard a lot about Bahia Honda so I’ll have to put it on the list.

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    • I’ve read a lot of good things about Bahia Honda, Mark. Think I’ll definitely have to insist on a rest stop here. Thanks!

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    • I’ve gotten a couple recommendations in Marathon, Ed. Thanks for the advice! Love the view, by the way!

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    • Ed, you were the person chosen to win the free t-shirt so send me a message through the Facebook page and I’ll hook you up while I’m down there. Thanks!

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  2. Sunset Grill, Marathon. Loved our time there!

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    • Appreciate it, Linda! Anything with the word “Sunset” in it is going to grab my attention!

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  3. Even though it’s not technically on the beach Hogfish Bar & Grill is a must for us when we are down there.

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    • It’s getting a lot of mentions, Allen. I’ll have to make sure and stop by this one. Thanks!

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  4. Square Grouper, Boonedocks, Hogfish and Looe Key tiki bar! Have fun and drink a few for me!

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    • How did I know you would know where the good ones are? 🙂 Thanks, Keri!

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  5. Hogfish – Stock island – Best fish sandwich ever!
    -Lou Siri

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  6. Hogfish – Stock island – Best fish sandwich ever!
    -Lou Siri

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  7. Eric Stone’s Dockside Tropical Bar & Café – an original artist with original flair! Marathon, FL

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  8. Rusty Pelican–Rickenbacker Causeway—been there forever–used to be fav hangout for pro FB players!

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    • Thanks, Freida! If it’s good enough for NFL players, it’s good enough for me!

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