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- Looking for some of the best Happy Hours in Key West? Get our Happy Hour Guide
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OUR LATEST POSTS
Best Things to Do in Key West in October (2025)
The first time we visited Key West in October, we were excited to celebrate Halloween. Little did we know, Halloween...
Chapters & Cocktails VIP Club
Your VIP Escape Awaits — Books, Cocktails & a Touch of Paradise What if your next getaway didn’t require a plane...
Best Sports Bars in Key West: Where to Catch the Big Game
Picture this: you're sipping a tropical cocktail under swaying palm trees, the ocean breeze is doing its thing, and...
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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.
POPULAR POSTS

How Many Bridges to Key West – Explore the Overseas Highway
Your Ultimate Guide to the Journey Ever found yourself wondering how many bridges it takes to get to paradise—also known as Key ... read more

15+ Fun Key West Facts to Win Your Next Pub Trivia (and Impress Your Tiki Bar Friends!)
Hey there, island dreamers! How about we dive into some quirky, must-know trivia about our beloved Key West? Why? Because there’s ... 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 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
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