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.
POPULAR POSTS

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

Ridley House Key West: The Turtle, the Fire, and the Story Behind This Historic Home
Did you know one of the rarest sea turtles in the world is named after a Key West furniture dealer... and you can actually stay in his ... read more

Key West Bachelor Party Guide – The Best Things to Do
Planning a bachelor party? First of all, congrats to the groom-to-be! Now, let’s talk serious business. If you’re looking for an ... read more

Is Key West Expensive? Tips and Tricks for Any Budget
Considering a trip to Key West but worried about blowing your budget? You’re not alone. Key West has a reputation for being one of ... read more
Out A
Here Travel
The Keys
Travel Tips
& Insights
Advertise with Us
Podcast











