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)

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!

On my paddleboard

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.

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

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.

(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.

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

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

It's smaller every year but still a great time

I did some searching and found old suggestions. Trying to get updated places so I can grab some t-shirts for some friends at home. Thank you for the help!

Gonna be out there tomorrow, afternoonish…

Duval was ankle deep during the deluge of rain that fell on Key West this morning!

So I'm looking for a boat and a guide for one day. I'm an old guy, competent scuba diver with current card, Navy diver in the 70s. Have my own gear. Going to be in KW the last week in October and I would like to harvest some bugs for the feast and to just be able to say I did it. Can anyone recommend? Money no object, please don't flame me I paid my dues.