OUR LATEST POSTS
Best Things to do In Key West in September (2026)
Is September a Good Time to Visit Key West? You Bet It Is! Welcome to the heart of hurricane season in the Florida...
Our Latest Key West Trip: New Favorites, Old Standbys and a Few Surprises
https://youtu.be/hVJ2HBoJPLw There are some trips to Key West where you arrive with a color-coded itinerary, dinner...
Sawyer-Navarro House in Key West: The Historic Home That Was Moved Off Duval Street
Did you know there’s a house in Key West that used to sit on Duval Street... until they moved the entire house? Not...
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

Hemingway’s Favorite Drinks and Where to Sip Them in Key West
Are you ready to sip like one of America’s greatest writers? Ernest Hemingway wasn’t just known for his adventurous prose and rugged ... read more

The Best Way to Get to Key West – The Ultimate Travel Guide
Thinking about traveling to Key West? Whether you're planning your first trip or your tenth, figuring out the best way to reach this ... read more

The Ultimate Key West Bar Crawl Guide: 6 Unique Stops to Savor Your Night
Planning a trip to Key West? Sure, you know about the sunsets, the palm trees, and maybe even the famous Key Lime pie—but did you know ... read more

31 Best Breakfast Restaurants in Key West
https://youtu.be/Pu43tWAeqeQ Let’s get one thing straight: I love breakfast. I love it at 7 a.m., I love it at noon, ... read more
Out A
Here Travel
The Keys
Travel Tips
& Insights
Advertise with Us
Podcast












