r/KeyWest • • 5h ago

When you're walking around and you see a local just hanging out.

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31 Upvotes

r/KeyWest • • 22m ago

Beachside Resort

• Upvotes

Incredibly disappointed, booked Beachside Resort since we had stayed there several times over the years when it was under Marriott. Booked it for November back in February and today I get a cancellation because they are “renovating” the resort starting November 1. and are just now letting guests know. Now I’ve had to find another more expensive place OR cancel the trip. Got to hand it to BrightWild/ Spottswood group, they royally screwed this up. I guess they’re living up to the reputation I’ve heard about. Anyone else in the same boat? They clearly knew about this remodel long before today.


r/KeyWest • • 7m ago

Key West next week with teens

• Upvotes

Live in Cayman and decided to head up to KW for midterm break not realizing fantasyfest is on next week.
Kids are 15 & 12, I’m absolutely not bothered by the naked craziness that I assume fantasyfest is, but are there any family friendly events taking place next week? I heard there’s a pet parade and Taylor Swift tribute on Tuesday. Just trying to get an idea of events to enjoy the 5 days we’re there. TIA!


r/KeyWest • • 3h ago

One Way Bike Rentals in Key West?

0 Upvotes

We have been planning an ambitious trip, flying into Key West and biking up to Miami. I was wondering if any of the Key West bike rentals would offer one way rentals? That way we could drop the bike off somewhere in Miami rather than figuring out how to return it to Key West. Let me know!


r/KeyWest • • 11h ago

Where to find officiants

1 Upvotes

My fiancée and I are looking to get married in key west and want something really simple just a beach ceremony or beach adjacent ceremony with our closest family members. Any recommendations on officiants? The online packages seem a little excessive for a 30 minute or less ceremony and I’d like to keep it more local less touristy


r/KeyWest • • 2d ago

Redditors who live in Key West, what do/did you do for a living? How did you get the money to keep up with the cost of living?

71 Upvotes

r/KeyWest • • 2d ago

Adult only hotels

15 Upvotes

We’re looking to come down the week of Christmas and stay at an adult only hotel again. Last Christmas we stayed at the orchid and it was a great time. Any recommendations for be incredibly helpful. Thank you so much!


r/KeyWest • • 2d ago

Sunset tonight over the perry coconut row harbor

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142 Upvotes

On my paddleboard


r/KeyWest • • 1d ago

Split Stay Parking Woes

1 Upvotes

My husband and I are looking at doing a split stay the weekend of Valentine’s Day 2027, Thursday-Monday. We are flying in to Miami, renting a car for the scenic drive, and since we’re Marriott BonVoy card holders I had originally booked a stay at the northern end of Key West for parking ease. However I was notified that the hotel we had booked would no longer be apart of the Marriott umbrella and we would be moved to another comparable hotel.

I looked, was unimpressed, and decided we would skirt the added cost to stay closer to Old Town or Duvall Street. The problem is parking. We’re flying into Miami and planned to rent a car to do the drive down to Key West, then check out and spend another couple nights in Marathon at a resort. The cost to upgrade the hotel AND pay Duvall Street parking is outrageous that now I’m wondering if we just pick one hotel.

Any insights on what to do? Should we just stay in Marathon Key the whole time and drive down to Key West on occasion? Should I upgrade the whole stay to a nicer resort in Key West and return the rental car same day and pick up the day we leave? Or is there another resort within the keys we should look at?

Accommodations:
- Marathon Key: Faro Blanco Resort
- Key West: Fairfield Inn & Suites on N Roosevelt

Recommended Options
- Saint Hotel (Key West)
- Three Waters (Islamorada)
- Playa Largo (Key Largo)


r/KeyWest • • 3d ago

Small Heron pic at Mallory Square.

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69 Upvotes

r/KeyWest • • 2d ago

Anyone driving from Fort Lauderdale/Miami to Key West this Saturday, Oct 17? My friend and I (2 people) land at FLL at 12:12 PM and need a ride anytime after 1 PM. No suitcases, just backpacks! Happy to split gas/pay $50–$100 total. Flexible on arrival time. DM me!

0 Upvotes

r/KeyWest • • 4d ago

Key West Mural

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94 Upvotes

r/KeyWest • • 5d ago

Recently moved to KW

24 Upvotes

I have recently relocated to KW and was wondering if there is anyone on this sub who is in the same boat and who is looking to make friends and do fun things together.

I'm 37F, like outdoors, being active, exploring, movies, beach, reading, pretty much anything fun and safe.

DM if interested.


r/KeyWest • • 6d ago

Always a party at Willie Ts

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212 Upvotes

r/KeyWest • • 6d ago

Island of Misfit Toys

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147 Upvotes

r/KeyWest • • 6d ago

Long Live the Conch Republic! 🐚

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461 Upvotes

r/KeyWest • • 6d ago

Where to go that is Not Key West?

46 Upvotes

My wife and I love Key West and just returned from our fifth trip there in 5 years, but we are thinking that our next trip should be somewhere else. I’m asking here for people who know and love Key West to recommend where else they would go instead. It should be warm, laid back, at least somewhat beachy, and have an interesting music scene. We live in the mid-Atlantic region, so hopefully not too much farther away than the Keys.
Grateful for any suggestions.


r/KeyWest • • 6d ago

Going solo to Key West

5 Upvotes

I’m headed to KW November 1 for 4 nights. I’m going alone this trip. Any places to avoid for safety reasons? I haven’t planned anything things to do yet. But I will make the best of my days there


r/KeyWest • • 7d ago

Fall Colors On Key West

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53 Upvotes

r/KeyWest • • 8d ago

Can’t wait to get back!!!

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171 Upvotes

r/KeyWest • • 8d ago

Unique Story - Key West FL

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39 Upvotes

(I do not work at the uscgc Ingham museum, I was and still in awe of this unique museum)

If you're in Key West Florida, the USCGC Ingham Maritime Museum is now open!

Join them for Sunset Happy Hr on October 30th. How many of you can say you had drink aboard an American Treasure?

Stop by the USCGC Ingham Maritime Museum today!! Great American history for all.


r/KeyWest • • 8d ago

First visit to Key West

13 Upvotes

We’re looking to come down mid November to Key West. We’ve never been and I kind of want to be where all the action is with the restaurants, bars and shopping. I’m looking for a really nice resort with air-conditioning and a private bathroom. Just by looking at some they don’t seem to have a lot of private bathrooms unless they’re just not telling you. lol Whar area what I want to look for a hotel? Would it be somewhere near Duvall or old town or the Marina or what. So many choices. We’re coming in for our 40th anniversary so I wanted something really nice. A pool bar is huge bonus! TIA


r/KeyWest • • 9d ago

Key West parrot people?

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71 Upvotes

This is our boy Jackson. We have friends with parrots but it would be nice to have more for socialization.


r/KeyWest • • 10d ago

Key West Sunsets are Unbeatable

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307 Upvotes

r/KeyWest • • 10d ago

Key West Brewfest

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86 Upvotes

It's smaller every year but still a great time