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

From Facebook Comment to Key West Conversation: Meet Musician and Artist Dani Hoy
https://youtu.be/v37NUl0sJ4Y Sometimes the best conversations begin in the Facebook comments. I had shared a post ... read more

Your Best Guide to the Key West Cruise Port
Ahoy, cruise lovers and Key West enthusiasts! If you’re planning a stop at the vibrant Key West Cruise Port, you’re in for a treat. ... read more

Best Lobster in Key West: Your Must-Try Spots & Tips
You’re in Key West, soaking up the sun, sipping something cold, and suddenly it hits you—I need lobster. And not just any lobster, but ... read more

9 Awesome Kinky Liqueur Drink Recipes
The flavored vodka trend has been one of my favorites. Honestly, it allows me to try different flavors and brands without too much ... read more
Out A
Here Travel
The Keys
Travel Tips
& Insights
Advertise with Us
Podcast











