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

Best Kayaking in Key West: A Guide for Every Explorer
Do you hear that? It’s Key West calling, and spoiler alert, it’s not just about Duval Street bar hopping or stuffing your face with ... read more

Low-Carb Mocktails That Don’t Make You Miss the Booze
Today, we’re talking about one of my favorite topics—low-carb, non-alcoholic drinks that are actually delicious, refreshing, and make ... read more

Shake, Stir, Sip: The Best Cocktail Classes in Key West
Key West isn’t just famous for its stunning sunsets, laid-back vibes, and fresh seafood—it’s also a haven for cocktail enthusiasts! ... read more

What to Wear in Key West: Your No-Stress Packing Guide
Quick answer: Pack light, breathable fabrics like cotton and linen for Key West's hot, humid tropical climate. Think tank tops, ... read more
Out A
Here Travel
The Keys
Travel Tips
& Insights
Advertise with Us
Podcast











