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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...
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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.
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POPULAR POSTS
The 11 Best Sports Bars in Key West (According to Locals & Visitors!)
Got your lucky jersey? Good. Whether you're rooting for your favorite football team, tracking your fantasy soccer league, or just in ... read more
The Outer Mole: Where Key West’s Military Past Meets Today’s Cruise Ships
Ever wondered about that massive concrete pier jutting into Key West Harbor? You know—the one where those giant cruise ships dock like ... read more
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 ... read more
The Best Seafood in Key West: A Complete Guide for Foodies
Looking for the freshest seafood in Key West? This guide dives into the top restaurants, iconic dishes, and hidden gems so you can ... read more
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