We can help with that!
- Looking for some of the best Happy Hours in Key West? Get our Happy Hour Guide
- Need information about Key West? We have lots of ideas on Where to Eat, Where to Drink and What to Do
- Want to escape to the Island State of Mind? Check out our Fun in Key West Store
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...
DIVE IN
- First Timer
- Families
- Groups
- Couples
- Weddings

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

Apple Pie Drink with Everclear
Hey there, cocktail enthusiasts! Ever dreamt of sipping on liquid apple pie? Well, today’s your lucky day! We're about to take a cozy ... read more

Who Makes the Best Cuban Sandwich in Key West
A Foodie’s Guide to Finding the Best Cuban Sandwich in Key West Ever had a meal so good you thought, Hey, I could live ... read more

How Far is Marathon from Key West? Your Ultimate Guide
Today, we're tackling a popular query that’s practically the Florida Keys’ version of "Are we there yet?": "How far is Marathon ... read more

Best Restaurants on Duval – Key West’s Culinary Heart
Duval Street is the beating heart of Key West, where life is vibrant, the drinks are flowing, and the food? Oh, the food is legendary. ... read more
Flip Flop
Gypsy
The Keys
Travel Tips
& Insights
Videos
Podcast