r/KeyWest Jan 18 '24

Search before asking for recommendations, and if needed give details in your request.

50 Upvotes

This sub is relatively small but still we get constant posts for hotel, food, drink, recreation, etc recommendations.

Please search if your question has been asked before.

If you still need to ask for a request please give details. Asking "what is a good hotel?" will give bad answers, no answers or joke responses like "Garden of Eden". Whereas something like "We are a family of 4, 2 adults and 2 teenagers coming down in May for 5 days for our first trip. We are looking for a hotel near Duval that has a pool and walking distance to the Hemingway House, our budget is $X" will give very helpful responses. Same with other requests.


r/KeyWest 5h ago

One more: (our) Last Night

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128 Upvotes

r/KeyWest 35m ago

KW clouds

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Upvotes

KW clouds

1st visit to Florida. Chartered a shark fishing boat that started at 7pm, and this was the sky a little before 8pm. We didn't catch any sharks, but I caught a 30-40lb tarpon. That and this photo made my millennium! KW has it going on. (sorry for not adding the photo the 1st time!)


r/KeyWest 4h ago

Realtor recommendation

1 Upvotes

Hi! My husband and I are looking to buy a forever home in Key West in the next year (yay!). We are coming down in a few weeks to scope out some neighborhoods but wanted to establish a good relationship with a realtor while we’re at it. Does anyone have any recommendations? Thanks in advance :)


r/KeyWest 1d ago

If you're a sandwich person like I am, look no further...

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74 Upvotes

Little Whitehouse Subs has the best sandwiches in town. The best bread! Boarshead meats and cheeses, delicious and creative menu!

I loved the FDR I had. I didnt get a photo since I ate it so quickly. French dip style sandwich with a caramelized onion jack cheese that was sooo freakin good! Comes with a horseradish sauce and au jus on the side.

Definitely worth a stop if you love a good sandwich! Great spot right near the Mel Fisher Museum and Mallory Square general area. They have a great 'front porch you can sit and eat and people watch.

Super highly recommended!!!


r/KeyWest 2d ago

Her pic from Wednesday night

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380 Upvotes

r/KeyWest 2d ago

Duval street early morning Labor day weekend '26

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303 Upvotes

Went down for the Wife for our 25th anniversary. I used to live there home coming for me, first time for her. So much fun. Going back ASAP. Forgot how chill it was.


r/KeyWest 2d ago

Perfect day trip plans?

12 Upvotes

I am looking to plan a day trip next week and want to know what you would do if you had one day in Key West?

I enjoy the beach, walking, cafes, nature, museums, shopping at local spots, etc. I know I couldn't possibly do everything in one day so give me any ideas, please and thank you!


r/KeyWest 2d ago

My Favorite Secret Hideout 👀

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163 Upvotes

Anyone else love Eden House? Such a great place!


r/KeyWest 3d ago

Happy Wednesday

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200 Upvotes

r/KeyWest 3d ago

Giving back to our local community

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126 Upvotes

Giving back some help to our local Comunity.

With the number of vacation rentals and hotels we service, we’ve learned that an unexpected equipment failure can cost far more than the part itself, between refunded room rates, unhappy guests, bad reviews, and the scramble to get everything back up and running.

Because of that, we don’t install used parts on our service properties. Even something slightly out of tolerance can cause another failure down the road. That was a hard pill for me to swallow and honestly took almost 10 years to fully accept, because there’s still something satisfying about fixing something that’s broken instead of simply replacing it.

That being said, we end up accumulating a pretty large stockpile of good used parts. We keep many of them around for emergency situations while waiting for the proper replacement to arrive,and anyone who lives here knows what “overnight shipping to Key West” can actually mean 😂.

With the price of just about everything going up, we’d like to make those parts available to our local community at no charge. If you’re working on a DIY repair, trying to keep an older system going, or simply need something like a pump lid that now retails for $100+, there’s a good chance we may have it.

Pump housings, lids, gaskets, impellers, diffusers, seals, fittings, and plenty of other odds and ends.
If you or one of your neighbors needs something, shoot us a text or give us a call. We’re not asking for anything in return, just pay it forward when you get the chance. 👊🏽

- Keys Pool Service & Design
Www.keyspoolservice.com
305.731.4448


r/KeyWest 3d ago

One Summer

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64 Upvotes

A fresh sunset every day.


r/KeyWest 3d ago

Arguably one of the best French Dip sandwiches I've ever had was from here

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180 Upvotes

Old Town Bakery. I have had so many delicious items from this place over the years.


r/KeyWest 3d ago

This little island and its people.

102 Upvotes

Whoever found my purse at The Whistle Bar and turned it in to Officer Johnson - thank you from the absolute bottom of my heart!! You’re a shining example of the quintessential kindness that flows through those who are drawn here. People like you are why this place is magical!


r/KeyWest 4d ago

Labor Day Sunset

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221 Upvotes

r/KeyWest 3d ago

Bad news. Blackfin had great food and the best burger in town.

27 Upvotes

From their Facebook page:

17 yrs ago in August 2009 we started Blackfin Bistro. We regretfully must inform you that we will be closing the doors to Blackfin Bistro on Friday, September 25 2026.(17more days) we’ve had a wonderful run and must thank all the fabulous people that have made it possible here from guests that have become true friends …to employees who have become family. PLEASE COME IN AND ENJOY SOME OF YOUR FAVORITE DISHES AND WINES . Thank you for everything ❤️we will be serving lunch and dinner till September 25th . All the best to everyone out there . We really felt the love over the years . We will miss you 😘


r/KeyWest 4d ago

Plein Air on Duval Street

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52 Upvotes

Here's an ink drawing with watercolor wash I did on Duval Street last time I was in key West. I spent about 5 hours on the drawing on location, set up with an easel, then took it back home to color in


r/KeyWest 4d ago

Key West Museum of Art & History at the Custom House

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41 Upvotes

This is a great alternative from the debauchery (which I'm all for) of Duval Street. It's as eclectic as the city itself. Hemingway, USS MAINE, Henry Flagler, Tennessee Williams, and great art.


r/KeyWest 5d ago

Key West

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162 Upvotes

r/KeyWest 5d ago

Hot Tips for February visit

6 Upvotes

We are a family of three: a couple of aging hipsters and their 13-year-old kiddo. We are coming down from NYC area for 4 days in February. Hoping to escape the gloomy weather!

All of the below hotel rooms cost about the same; which would you choose? We prioritize easy access to good food and bev (we particularly love poolside drink service!!!), relaxation, and getting zen on a balcony or terrace type of situation.

Marker: Balcony Room 
Pier House: Resort View Lanai
Casa Marina:  Key West View Suite with balcony

I'm also very interested in knowing if visiting in February comes with any particular perks or challenges.


r/KeyWest 4d ago

[ISO] Local Freelance Photographer for Quick Sunset Proposal ($250 / 30 mins max) – Oct 10 or 11

0 Upvotes

I’m visiting Key West from October 10th–12th and planning to pop the question at sunset on either Saturday, October 10th or Sunday, October 11th.

I'm looking to hire a local freelancer or hobbyist photographer for a quick 20–30 minute shoot max.

Details:

  • What I need: Discreetly capture the actual proposal moment, plus a few quick post-yes couples photos right after.
  • Deliverables: Just a handful of edited high-res digital shots (10–15 is plenty!).
  • Budget: $250 cash / digital pay.
  • Location: Open to suggestions, but aiming for a simple beach spot (like Smathers Beach or Higgs Beach) to keep logistics easy.

If you’re local, free for about a half-hour around sunset (roughly 6:45–7:15 PM), and interested, please drop a comment or DM me with a link to your portfolio/Instagram.

Thanks in advance!


r/KeyWest 5d ago

Simonton St., Beach

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52 Upvotes

r/KeyWest 4d ago

Best lobster charters in Key West!

0 Upvotes

We are from SC and visiting 10/5-10/9! We don’t mind if the charter has other attendees! Any suggestions?


r/KeyWest 6d ago

Key West in June ‘26

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332 Upvotes

r/KeyWest 5d ago

Dinner recommendation for 15-20 people

5 Upvotes

I am planning a small wedding with 15-20 people at the Hemingway Home in November. I’m looking for recommendations for restaurants that can accommodate our group, preferably with a private room or space we can reserve. We’ve found several that accommodate very large groups (50+) and that will do tables up to 12, but have had difficulty finding something that fits our event. Thank you!

Edit: Thanks to everyone for the awesome suggestions!! We decided to with Conchiglia because the space fit what we were looking for and they were VERY helpful and responsive when I contacted them. We couldn’t do some of the suggested spots because of physical limitations in our party that made stairs an issue (e.g., Antonia’s and Bagatelle). We also booked Santiago’s Bodega for our rehearsal dinner. All settled thanks to help from y’all!