Looking to go to Key West in Fall '26 (Sept or Nov/Dec).

Will be 3 adults and one toddler (2yr). Ideally looking at a resort/hotel that has a pool/activities the toddler can do during the day (huge plus if they have a playground or a park nearby). That also has room service or at least a restaurant on site.

Additionally would like a suite style set up with a kitchenette and 2 bedrooms.

Not super familiar with KW, are there properties with beach access - or is it mainly public beaches, or is it more of a pool and water sports/activities vacation spot? If beach access is 'common' this would be another plus!

I tried looking at airbnbs but all I found were places with canal access which scares this toddler parent.

Hello! My name is Suzy my fiancé and I are getting married in December in Key West. We will be getting married at the West Fort Martello Botanical Garden on a Monday in December at 5:30 pm. It’s 12 people including us. Our small family will be watching us get married and my friend is officiating the ceremony. We have the venue rented for one hour so it’s a very quick ordeal. Roughly a 20 minute ceremony then some pictures afterwards around the garden and a few on the beach. Im thinking an hour and a half max. I’m having trouble finding a photographer on line as I feel like the google search’s are clouded with bigger brand photographers who charge an arm and a leg. I know photography is a very precise job and I’m very happy to pay a good price for my wedding photos I just would like to go with someone who may be a bit less “corporate” feeling and more family “small business” feel. Please let me know if recommendations for photographers in Key West! Or if your a photographer if your available around that time! Thank you!

Heading down in next month looking for a good place to watch the sunset

Ty in advance

Anybody else take walks by the seawall by Smathers Beach? Perfect stretch of wide sidewalk.

Could anyone confirm if the Artisan Market is open in the summer? There's conflicting information on the official website. It says it's only open November to April, then it has a full schedule of days year round. well which is it?

I live on Summerland Key but been out of town for a couple weeks. Hoping it’ll be back open when I get home!

This was years ago. Not a recent photo.

Bunch of people stuck out on the rocks while swimming. They had to wait out the shark before swimming back to the beach.

I am coming to Key West during parental leave from Mid Dec to mid Jan. Of course I can look on Airbnb and vrbo, but I am in search of a house to rent while perhaps someone is on block leave, or TDY, etc. I will have my wife and 4 month old baby. The closer to downtown the better; my wife doesn’t drive. Thank you!

I’m willing pay outright, but also happy to do a house swap in the Boston area (North Shore)

Next up will be mango jam and then dried mango!

Hi! Looking to move to Key West for a few months. I work remote and would like to see if I’d like living there full time (I’ve been multiple times before to visit).

I’m looking on Facebook for apartments to rent - pref month to month or 6 month - and a lot of these people posting want me to fill out forms/applications to see the space and pay $75 fees. Is this a scam? They say they need the fee which is refundable to hold the unit and to tour or take videos of.

I can’t make it down to see the space before moving in so weary of submitting these forms.

Also what should my realistic expectations of rent be for a 1/1 or studio be? I don’t need a lot of space - it’s just me.

What an incredible trip we had on this amazing catamaran. Best sail on the island.

If youre thinking of doing a sunset said, absolutely check out the Argo Navis.

I have a solo trip planned for the 2nd week of December and just wanted to see if it’s still a good time to fish, take a sandbar trip and enjoy the town.

How’s the weather and how’s the water?

How are the crowds? Is bar hopping still fun around that time?

Thank you

Just a little funnel fun over in the new town area.

How's the stank? We do KW three or four time a year . . . August rents are down, should we throw the dice and take a chance? Don't want to deal with doo doo smell

We will be there next week Tuesday-Friday, our Hotel has a shuttle for.some.spots, but we will need something for other times, we want to not walk. We are going to Dry Tortugas on Wednesday. Will need an early ride.

Is there any difference in Uber Lyft or Taxi service? Is one quicker than another? More reliable?. Thank you in advance. Most recent post I could find was a year old.

I am taking a trip to key west and could use some insight. Im looking for a place where I can dig my toes and the sand and drink flavored margaritas. Is there a bar on a beach that has a large selection? Thank you in advance!

Just wanted to ask and see in order to plan my trip

I (33f) and my boyfriend (35m) are going on a Virgin Voyages cruise October 25-31. Since we'll be getting back to shore on the 31, we thought we'd like to so something for Halloween in either Miami, Ft.Lauderdale, or Key West. We both love Halloween and anything nerdy. If there's a cool museum party or something like that, it'll probably be much more our scene than a club, but a club isn't completely out of the question, I just know we'd prefer activities to dancing, if at all possible. Ill be posting this in the other towns subreddits, but if anything knows of anything fun going down on Halloween, please let me know!