10 Things To Do In Key West

Looking for things to do in Key West? I have a list of a few of my favorites (and favorites of those I asked while visiting this amazing Florida Key town).

10 things to do in Key West Florida with your friends and family during your Florida Keys vacation.

I’ve only been to Key West twice by I love it (can I puh-lease win the lottery so I can buy a condo down there?). My first experience was on the Carnival Cruise and my second was for a few days during a media trip I took with some fabulous people.

Things to Do In Key West

1. Sunset Celebration at Mallory Square


A magnificent sunset and the sunset celebration in Key West. #seizethekeys #sunset #sunsetcelebration

A post shared by Randa @ The Bewitchin✨ Kitchen (@randaderkson) on

Sunset Celebration is incredible. It’s held every night at (you guessed it) sunset. Local vendors, artists, margarita makers, and performers come out to entertain you while you shop and enjoy the most incredible sunset you will witness.

2. Hemingway House

If you like old homes that tell a story, literature, or cats – The Hemingway House is for you. During the tour, you will be informed of its history and the history of the Hemingway family, which is fantastic but I fell in love with the kitties. There are 40-50 polydactyl (six-toed) cats at the Ernest Hemingway House.

3. Beach Time

Smathers Beach in Key West Florida

I visited a few beaches in Key West, Florida but the ones that stick out to me (one year later) are both Smathers Beach and the beach at Fort Zachary.

They both had powdery sand and a breathtaking view. It’s one of my favorite things to do in Key West.

4. Go Parasailing

Parasailing in Key West Florida with Fury Water Adventures. This is a travel bucket list item and I was able to cross it off my 30 before 30. Best of all I had the beautiful view of the Florida Keys!

I’m terrified of heights, but during my last visit to Key West, I faced my fears. The outfit I chose to go with was Fury Water Adventures and they were incredible! A fun group of people and fun guides to take you up in the air. Read more about parasailing in Key West. I also have a video here for you to see from my point of view.

5. Haunted Tours

Key West is a haunted little town and there are multiple tours and haunted walks that let you experience the spooky (but fun) history.

I haven’t done one myself, but I was told by a lady on the cruise I was on that you want to make sure you see Robert the Doll. She had some interesting, personal stories about her misfortune after visiting the doll and not asking for permission to take his photo. It was spooky, I’ll let you do your own research as I get creeped out thinking about it.

6. Eat Key Lime Pie

The first slice of key lime pie I ever had was at Kermit’s in Key West and that’s all it took – I was hooked. Kermit’s has great key lime pie (and candies) and I have been told that Blue Heaven is incredible too.

By the way, here’s the best key lime pie recipe ever.

7. Rent a Golf Cart & Tour Around

Myself, Julie (Life Straight Up), Stacey (This Lil’ Piglet), and Jody (Mommy Moment) did this and we had a blast. It was so much fun to scoot around Key West and to seek out adventures (possibly get lost).

8. Go Jet Skiing


Oh my goodness, this was so much fun. I went on a Waverunner tour with Barefoot Billy’s and had an absolute ball. We rode the waves, saw fish jumping around, and spent time on the calmer Gulf of Mexico side and played the shallow water. I have tones of video but I haven’t put it together yet (yes, I know it’s been a year – I’m a procrastinator).

Keep in mind that if you were born in the year 1988 or you’re younger, then you have to do a quick licensing exam first. It’s mandatory by the state of Florida. (it’s super easy if I can pass – so can you).

9. Night Kayaking


Night ride with glass bottom kayaks. What an experience at Ibis Bay Resort! #seizethekeys photo cred: @soberjulie

A post shared by Randa @ The Bewitchin✨ Kitchen (@randaderkson) on

The night kayak tour at Ibis Bay was such an incredible experience (and a great arm workout). The kayaks are glass bottom and illuminated so you can see underneath and it’s so cool! The tour guides share their wealth of knowledge about the ecosystems and the species that live there, all while enjoying a relaxing paddle in the warm breeze. I specifically remember stopping while we were exploring the drop-off and being in awe with how amazing this experience was.

TBK’s Pro Tip: Eat at The Stoned Crab before (or after) your night paddle. The food there is so freaking good, and it’s a really cool place! It’s a restaurant that almost runs without garbage (leftover food, goes to the nurse sharks that you can watch off the patio). Such a cool eating experience too!

Sadly, my phone died within the first five minutes so I didn’t get footage.

Here’s more information about night kayaking (or night paddleboarding).

10. Visit The Southernmost Point

This is a must do when you visit Key West! You have to get a photo at the most southern point of the United States. My tour guide said that we were actually closer to Cuba than we were the nearest Walmart at that point. #FunFact

Ironically enough, I don’t have a photo of this landmark.

Things to do in Key West, Honorable mentions:

  • Truman Little White House – We didn’t spend too much time here, it wasn’t my favorite thing to see but I’m sure history buffs will love it.
  • Conch Tour Train – My family and I hopped on board when we were in Key West on our cruise. It was a great way to see Key West in a short amount of time.Key West Aquarium
  • Key West Aquarium – Another stop that we did on the cruise. It didn’t take long to walk through the aquarium, it’s not big but if you have littles with you, it’s a fun activity.

Do you have any favorite things to do in Key West? Leave me a comment.

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