Want to live in the Island State of Mind?
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
The Best Things to Do in Key West in February (2024)
Ah, February—the month when the rest of the world is locked in winter's icy embrace, but Key West is like that one...
January in Key West (2024)
January is a great time to visit Key West. Of course, I say that about every...
Ultimate Guide to the Best Places for Fish Tacos in Key West
Key West, Florida. A tropical paradise known for its amazing views, vibrant culture, and of course, mouthwatering...
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
The Perfect 4 Day Key West Itinerary
We spent an amazing 4 days in Key West. Well, any time in Key West is amazing, right? The Kimpton Key West hosted us for a fun ... read more
The Best Hotels and Resorts in Key West for families
Are you looking for the perfect place to stay in Key West with your family? Look no further! Let's explore some of the best hotels in ... read more
The Best Cuban Food in Key West -Top Restaurant Guide
Welcome, foodies and travel enthusiasts! Today, we're diving into the delicious world of Cuban cuisine in Key West. From the savory ... read more
Dog Day Care in Key West and Dog Friendly Activities
Let's face it, going on vacation without your furry family member can feel like leaving a piece of your heart behind. Lucky for us dog ... read more
Flip Flop
Gypsy
The Keys
Travel Tips
& Insights
Videos
Podcast