Key West Baby

The view of our hotel pier from the beach

Last week my fiancé and I went to Key west for a long weekend getaway. It was SO needed. Neither of us have ever been, which is surprising. He may want to go for his Bachelor party, so we had to scope it out 😉

Random side note, I actually dislike the word fiancé. I feel like it’s just silly and a little pretentious. I prefer “future husband” or really anything else. I know, so it’s so odd! So I am going to move forward calling him by his NAME, which is Haley 🙂

Anywho… we flew down to escape the cold Baltimore weather. We flew into Fort Lauderdale so we could do the famous drive down through the Keys. We rented a convertible and were off!

Chose an American branded car, being that it was Inauguration Day

We stopped in Islamorada on the way down and had lunch at Morada Bay Beach Cafe, which offered amazing views of the Gulf, sand and the hotel from the show Bloodline (Haley wanted to see). The hotel is actually called The Moorings Village and Spa and has beautiful grounds. The Cafe’s fish tacos were amazing! We also managed to watch the Inauguration live with our toes in the sand.

The grounds of the Moroda Bay Beach Cafe are amazingly colorful


Bloodline Hotel

We continued our drive down the Keys and arrived about 2 hours later in Key West. we stayed at The Reach Waldorf Astoria, the sister property to the Casa Marina. Both properties were amazing, but The Reach had the only and most beautiful beach in all of Key West. Haley knows me very well, so he chose this deliberately.

View from our room
A little welcome surprise from Haley – Veuve and flowers ❤
Pool walkway at Casa Marina
Casa Marina Building

The rest of the afternoon we just explored the resort grounds and watched an amazing sunset. For dinner we went to the famous Hot Tin Roof on the marina side of the island. It had an amazing ambiance, cozy fireplaces and the best pineapple martini I have ever had. After dinner we ventured down to Duval Street to check out some of the bars. We went to Hogs Breath Saloon, which we loved. They played live music and then went to Sloppy Joe’s, another Key West staple. We bounced around to a few more before heading home for the night.

Pier at our hotel for sunset drinks



Best Pineapple Martini at Hot Tin Roof
Excuse the messy hotel room // Outfit Details: Shoes (old, but similar here) // Gucci Disco Bag // Levi’s 501 White Shorts // Hermes Belt

The next day was primarily a downtown exploration and beach day.

Duval Street


We went to the most amazing place for lunch – B.O.’s Fish Wagon. It was this little wagon downtown on the side of the street that had the BEST conch sandwich. It was a true hidden gem, and definitely very local, which I love. Inside they had chalk for people to sign their names and displayed cool trinkets from visitors all over. We spotted an Orioles and Natty Boh sticker for my Baltimore people!

Inside the Wagon
Left our “mark”

Saturday night we went to what I will now call one of my favorite restaurants ever – Latitudes. This restaurant is located on Sunset Key, which is a small island off the coast of Key West. You have to take a ferry to even get there. The restaurant is located on the sand and is lit spectacularly. To be honest I wish I had more photos, because these do not do the property justice, but I was enjoying my evening and dinner with Haley 🙂

Walking onto the island from the ferry // Outfit Details: Off the shoulder top // J Crew Toothpick Jeans // Gucci Disco Bag // Jeffrey Campbell Rodillo-Hi Wedge Sandals
Latitudes from the ferry

The next morning, we explored more. This time, it was the marinas and boats (of course). The marina area of the island was beautiful. We even saw a huge manatee. In all of the years I have been going to Florida, I have never seen one that big and that close! They are such peaceful and spectacular creatures.


Sunset Key from the inlet
Our manatee!

This evening we went down to Mallory Square Marina Village for sunset cocktails.


We left to head back to the room and have some Champs on the balcony. We then headed to Rick’s to watch the playoff games.



The next morning we went to Blue Heaven for brunch. It was a little secret beach garden right downtown. We loved it. Haley got the Lobster Eggs Benedict and I got an omelet. A true little piece of “heaven.”



We shopped the rest of the day. I got an awesome gold midi-skirt that I will post! We had dinner this evening at A&B Lobster House. A couple we met the first night told us to go there, and it was amazing. We had a drink at the marina before heading over to Better Than Sex for dessert. It was a fantastically quirky, dark and sultry spot where we dined on dessert wines and amazing key lime pie. The tables are set inside private velvet drapes. It’s quite an experience. I have no pictures from here because that would have been weird!

The last day we just lounged on the beach before heading back to Fort Lauderdale where we had dinner with one of my good friends. He took us to 15th Street Fisheries, which was an awesome perfect end to a great long weekend.

Last morning view
Boat Dreaming

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