When you are in Key West, you will notice how time slows down and you are now officially on island time. When I think of Key West, I think of The Ernest Hemingway Home, Mallory Square, Duval Street, perfect cotton-candy colored sunsets and of course, Key Lime pie! The Island community of Key West is filled with charming conch houses and is divided into two sections: Old Town and New Town. Key West has a rich historical significance, a vibrant art, and cultural scene, a multitude of kitschy and quirky places, entertainment venues and street performers and so much more.


Old Town is located downtown and is the historic heart of Key West. I love all of the sights of the quaint Old Town area. The renovated and preserved hotels and bed and breakfasts in Old Town are quite distinctive. Old Town offers charming cottages, bungalows, and b&bs.

New Town offers more modern and beach-style lodging. New Town consists of shopping centers, restaurants, and hotels. Many of the hotels are all lined up which provides the ease of selecting accommodations for guests. Key West is extremely pricey, and on holidays those prices skyrocket. I saw 2-star budget motels going for 300+ a night during a holiday. Many folks will drive out of Key West and get a room at one of the other neighboring islands.


Key Lime Square is a nice area to get lunch at one of the sidewalk cafes or enjoy eating curb-side. The Cuban Coffee Queen is a favorite spot to grab a coffee or a quick bite. Key Lime Square is great for people watching, spotting iguanas, and seeing chickens cross the road.


Duvall Street is the entertainment district of Key West. On Duvall Street, you will find all of the storefronts, restaurants, and boutiques. Many off-the-wall stores are offering unique novelties and gaudy souvenirs. There is live music, street parties, and festivities. Duvall Street can be sensory overload, and that’s really what makes it so much fun.

Mallory Square offers the most stunning sunset views of Key West. The sky and the waters are multi-colored splashes of pink, blue, yellow, and orange. The scenic, panoramic views are breathtaking. Everyone gathers here as night falls to witness the splendor of the sunset. We watched the sailboats and cruise boats roll by with tours as the sun went down in the evening. You’ll definitely want to bring your camera because the backdrop is tremendous.

Mallory Square is primarily a lively shopping district with boutiques, restaurants, and hotels. They have clean facilities here and paid parking in the garage. We spent an embarrassing amount of time watching this hilarious cat man put on a crazy cat show!

If you are visiting Key West, you must catch the famous Key West sunset here at Mallory Square then have a slice of the famous Key Lime pie of course.


The Cafe is a favorite vegetarian-friendly restaurant in Key West. The atmosphere here is really zen. We decided to get a slice of vegan Key Lime pie because you can’t go to Key West and not get a slice of their famous Key Lime pie. It was presented beautifully and tasted delicious. You’ve got to try their veggie burgers also.

The Ernest Hemingway Home and Museum is famous to Key West! Hemingway’s Home holds tours throughout the day. A visit to the Hemingway Home and Museum was definitely on my bucket list and is a great attraction for all. Avid book lovers, emerging authors and novelists and all those who appreciate great literary works will love this place.


Southernmost Point has a very iconic landmark, the giant red, black and yellow buoy. This massive marker signifies the southernmost point in the continental United States where the land and ocean meet. The land completely ends, and the Atlantic Ocean begins at this very marker. And we’re just 90 miles from Cuba!




Hwy 1, Mile marker 0 is quite literally the end of the road! Or is the beginning? You will also find this marker near the Southernmost Point monument. Interestingly we are at the very end and even the very beginning at the same time! This actually made me feel very accomplished.



And my bucket list dreams just keep coming true!

With All My Love,
The Vintage Gypsy

“She would be half a planet away, floating in a turquoise sea, dancing by moonlight to flamenco guitar.”

21 Replies to “Bucket List Dreams- Key West”

  1. Your pictures are stunning and I am quite partial to a bit of Key lime Pie myself. We have just returned from Florida and this is some that that we will consider when planning our next trip!


  2. Key West is so pretty! It’s been forever since I have been there. The palm trees are so gorgeous. And I love key lime pie, too!


  3. I love how you shared amazing photos of the place to us. It feels like I am there with you in Key West I have known Key West as a place of nightlife and party. I wish i can go there.


  4. Visiting a place where a famous person used to live and reliving it by visiting Ernest Hemmingway’s home an experience that is one for the book! Definitely, a place to visit. Thank you for bringing us here.


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