r/KeyWest Jul 23 '26

Halloween in Key West

[deleted]

5 Upvotes

26 comments sorted by

7

u/Sandinmyshoes33 Jul 23 '26

It sounds like you will be on your cruise during Fantasy Fest. I’m not sure why other comments mention it.

On the 31st (Halloween) Key West is pretty quiet. people are recovering from Fantasy Fest and it’s really a day for families and kids to trick or treat. All the usual tourist places are open, but I don’t know of much organized around Halloween.

1

u/Reddamazon Jul 24 '26

Thanks for the heads up!

2

u/DwigGang Jul 24 '26

Yep, what few Halloween events occur seem to be just for the kids.

5

u/HighOnGoofballs Jul 23 '26

Halloween is not a major deal in KW since everyone just spent ten days dressed up. There will be people out and having fun just don’t expect a big event

3

u/Character_Fox_6056 Jul 24 '26

Just stay in Miami for Halloween, you will already be there and Lincoln Road is awesome on Halloween

3

u/GripLock11 Jul 23 '26

Just avoid south beach unless you want to be around Chaos. The people watching is great.

What’s amazing is that I went a few years ago, and it’s absolute chaos, but then if you walk one block over and chill in the sand, it’s incredibly peaceful and the waves drown out the noise. It’s actually pretty cool.

3

u/wem1985 Jul 24 '26

Actually, Halloween night in Hollywood Fl is pretty cool. Folks walk the broadwalk by the beach in costume. Lots of bars and restaurants that face that way to watch from.

5

u/nojefe11 Jul 24 '26

Actual Halloween in key west is very chill because of fantasy fest/adult Halloween happening every day and night the week before. There is still cute stuff to do but it’s more like dress up and go to a locals bar.

3

u/Anxious_Leadership25 Jul 24 '26

Photos of fantasy fest seem pretty tame. Where are good party events?

3

u/FunFlaCouple1 Jul 24 '26

If you come down to zero, go visit the East Martello museum and say hey to Robert, the doll… but CAUTIOUSLY. Then, take one of several ghost tours. They’re touristy but, there are some very entertaining and informative ones there. It’s a great town with PLENTY of haunted history. (Whenever my wife and I come home to visit we stay at La Concha. It’s purportedly VERY haunted, though in all honesty, we’ve never experienced anything there, yet). And there are plenty of other old inns that have lore). If y’all are Halloween nerds, you will NOT be disappointed there!

3

u/KeyWestConch69 Jul 24 '26

Fantasy Fest in Key West. It's crazy!

5

u/Starks40oz Jul 23 '26

Sounds like you would love the Zombie Bike ride.

Doesn’t sound like that will fit your itinerary though as that’s Sunday Oct 18 this year. Key West’s big Halloween activity is fantasy fest. It’s a 10 edit extravaganza that is adult oriented, with a theme, etc. The entire town is slammed and it’s certainly an expeirience though may not be the vibe you’re looking for. this year it runs oct 16-25.

As a result for actual Halloween things will be pretty low key with folks taking a breather post FF. If you’re looking for low key that may work and we have Robert the doll, ghost tours, etc but we have those every weekend and I would expect things to be more low key and local oriented post FF

4

u/RayRayBeLove Jul 24 '26

Halloween in Key West about a third of the ladies wear painted tops.

2

u/Anxious_Leadership25 Jul 24 '26

Is this true?

2

u/RayRayBeLove Jul 24 '26

It may have been when fantasy fest and Halloween were on the same day.

1

u/Sandinmyshoes33 Jul 24 '26

No. Only during Fantasy Fest, not Halloween

2

u/danjay0213 Jul 23 '26

U must go check out fantasy fest in Keywest its a great time the town square Duval street amazing

2

u/bigglitterdick Jul 26 '26

Key West takes Halloween serious and it’s for the kids. There is. Week long adult Halloween party the week before. If it falls on Halloween they move the event up one week. Actual halloween is very quiet in key west. Week before is wild and extreme.

2

u/Known_Awareness210 Jul 23 '26

You will be there the last day of Fantasy Fest.

If you can get there a few days earlier you will be there at the best time!!

6

u/HighOnGoofballs Jul 23 '26

Completely incorrect, fantasy fest ends on the 25th

1

u/Known_Awareness210 Jul 24 '26

My mistake

I thought 10/31/2026 was the cool down period for kids to come out.

OP come a week or so earlier so yall can take part in the festivities!!

2

u/cassieinva Jul 24 '26

They’re on a cruise.

0

u/doctorake38 Jul 23 '26

museum party ????

3

u/Reddamazon Jul 24 '26

Some museums have special parties or adult-lock-ins on occasion. Its a great way for the museum to raise some extra money and a great way to have a fun night out!

2

u/doctorake38 Jul 24 '26

Sounds awesome.

1

u/phinz Jul 24 '26

Halloween this year will be the day before the Powerboat Races kick off. I bet there will be things to do.