OUR LATEST POSTS
Stay Finder
Six quick questions, about a minute. We'll match you with Key West hotels, inns and guesthouses that fit your group,...
Best Things to Do in Key West in October (2026)
https://youtu.be/9ua4NQJwcZ8 The first time we visited Key West in October, we were excited to celebrate Halloween. We...
Runaway to the Keys: Finding Your Own Path with Author Miki Bennett
https://youtu.be/cXxNV3Kbqoo There is something about the Florida Keys that makes you want to change your plans. Maybe...
DIVE IN
Let Kevin help you book the perfect Keys Trip
HELLO THERE!
We are Michele and Kevin O’Connor and we love, love Key West. From our first visit, we have been smitten with this tiny Island. Probably a lot like you…. which is why you are checking out our website.
ISLAND RECIPES
POPULAR POSTS
My 5 Favorite Things I’m Loving This October (2025)
You know how sometimes you stumble across something new (or rediscover an old favorite) and think: where has this been all my life? ... read more
How Far is Marathon from Key West? Your Ultimate Guide
Today, we're tackling a popular query that’s practically the Florida Keys’ version of "Are we there yet?": "How far is Marathon ... read more
How Far is it to Key West – An Epic Road Trip
How Far is it to Key West? Your Ultimate Guide to This Tropical Getaway Pack your bags, folks! We're heading to Key West, where ... read more
Spring Break in Key West – Your Ultimate Guide
The Ultimate Guide to Key West Spring Break Hotels (and More Fun!) If you're searching for a fun but low-key spring break ... read more
Out A
Here Travel
The Keys
Travel Tips
& Insights
Advertise with Us
Podcast