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
Where to Find the Best Lobster Roll in Key West
(Including Hidden Gems!) Searching for the absolute best lobster roll in Key West? Well, you’re in luck—because Key West ... 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
The Best Crab in Key West: A Seafood Lover’s Dream Guide
Key West is a slice of paradise for seafood fans. Fresh ocean air, great views of the Gulf of Mexico, and a plate full of delectable ... read more
Can You Freeze Jello Shots? Your Burning Question, Answered
J-E-L-L-O... It's alive! And let’s be honest, it’s even better when it’s boozy. Nothing screams “party” quite like a tray of jiggly, ... read more
Out A
Here Travel
The Keys
Travel Tips
& Insights
Advertise with Us
Podcast