Key West Travel Blog

Key West Travel Blog

Key West. Home of Hemmingway’s six toed cats and the most southern point in the US.

A place of relaxation and partying. A Florida New Orleans one might even say. I want to guess since you’re reading this, you’ve already seen my YouTube video that goes along with this post (no?! Go see it, quick!!! Eat, drink and Love being in Key West! ). When Mike’s parents suggested we take the trip with them down to their timeshare in Key West, how could we say no?? The August Florida heat didn’t scare us New Jersians (okay, it did a little bit).

We flew out of Philadelphia down to Orlando so we could drive down to Key West with the ‘rents. From there, we would embark on the 8 hour drive through the beautiful Keys.

First leg of the trip, done!


When planning this trip, Mike’s mom kept talking about a “huge crustacean” we had to stop and see. Now, I don’t know about you, but I really wasn’t sure what to expect when someone tells me about a large crustacean on the side of the road on the way through the Keys. Oh boy, I was NOT disappointed.  In case you were wondering, this is in Islamorada and her name is Big Betsy. There’s also an adorable little shopping area here too.

Family with Big Betsy


After our 8 hour drive, we finally made it our wonderful timeshare, Hyatt Residence Club Key West, Sunset Harbor. We were situated right in the center of Old Town Key West, a walking distance to the famous Mallory Square.


The Pool at our Hotel



Mallory Square is where you want to be to see the best sunsets ever. I mean that sincerely and whole heartedly. There are few places that can compete with a Key West Sunset. Once we got situated with the room, we went exploring and experienced our very own first Key West sunset. (But seriously, does it get any better than that?!)


So, what did we do the rest of the time we were in Key West? I actually broke this question up into three categories on some of our favorite things we did while we were there; eat, drink and explore!


  • Mike’s parents had been to Key West before so they took us to this fabulous place called Caroline’s. You would think that being on Duval Street it would be more touristy but good lord was it fabulous!carolines.png
  • Probably my FAVORITE place to eat of all time was Blue Heaven. So many people I knew recommended this to us but when we saw the outside, I was a little unsure. It kind of looked like a blue shack with overgrown trees. However, once entering the side entrance, this place turned into an amazing, enchanted forest. The food was outright amazing and the mimosas were out of this world. I strongly recommend this place if you are in the area!


  • Hog’s Breath Saloon was the closest bar to where we were staying and man did it not disappoint. Michael and I love a good dive bar and this came highly recommended to us. It had live music and entertaining staff. The whole experience was so awesome that we made it our unofficial place to go when we wanted a good time out.
  • Green Parrot Bar was probably one of my favorite places to be. It’s another amazing dive bar that’s drink-only with so much stuff to look at, it never gets old. Once the bartender finds out you aren’t there as a cruiser (someone from the cruise ships), she really opens up and is an absolute sweetheart.
green parrot
Inside of Green Parrot
  • Last but not least, Sloppy Joe’s. This is the most famous bar in Key West that everyone who has never been there seems to know. It’s extremely touristy but with the live music and good drinks, I would still make it a stop on your journey. 20170815_213536.jpg


  • Hemmingway House is a must if you like history, literature or six-toed cats. For $14.00, you get to explore this home once owned by the famous writer, Ernest Hemingway. The property is immaculately kept up and did I mention you get to hang out with approximately 50 six-toed cats?! (I love history…but I also really love cats so this was a win for me!)
  • Southern Most Point is a must see while in Key West. This marks the southern most point within the continental US. This point is marked with a buoy that is one the most photographed objects in Key West.


  • Duval Street is an absolute must see if you are in Key West. Just like Bourbon Street in New Orleans, this street is jam packed with bars, restaurants and quirky little shops. Even if you aren’t a big partier or drinker, this street is great to see during the day (and even more interesting to see at night!)


Key West is truly an amazing and incredible vacation place and if you ever get the chance to visit, I really recommend it. Thanks for reading and as always, see you in the next blog 🙂

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11 Replies to “Key West Travel Blog”

  1. I lived in Orlando for almost 10 years but never made it to Key West! 🙁
    Will definitely check it out this year.

    1. It’s worth the drive!! It’s actually a beautiful drive once you hit Miami (at least I think so, I was asleep before then!)

  2. Everything looks fun down there! You had me at the sunset spot though, I’m a sucker for beautiful sunsets. I’ve never been to the US but I’d def put Florida on my list and check out the places you recommended when I travel

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