We usually eat at our hotel since they offer a complementary heavy continental breakfast, but one morning we always head out to Blue Heaven. This place has changed a lot since we started coming here 15 years ago, but I still like it just as well as before.
Play ping pong or shop the quirky art shop while you wait for a table. We had BLT Eggs Benedict (bacon, lobster, and tomato) that were fantastic!
We never visit Key West without a trip to El Siboney, authentic Cuban restaurant. When you see lots of work trucks in the parking lot, you know it's a great local place. I try the roast pork with a side of fried plantains and beans and rice...I dream about their beans and rice...
We usually end up spending one or two afternoons eating lunch while listening to Michael McCloud sing on the little stage at Schooner Wharf. This ramshackle bar is not much more than a roof with one wall and lots of umbrella tables and sun shades over top. They have good music, great atmosphere, great beer bucket specials, and a tasty "Miami Vice" (swirled strawberry daqueri & pina colada). We like to order the Key West Mahi Melt sandwich and the coconut shrimp.
We biked to Stock Island this visit to eat at Hogfish Grill.
The Hogfish Tacos and the white conch chowder are amazing and worth the ride. We sat right on the dock, looking over the fishing boats for an amazing lunch.
Everyone thinks that heading down to Mallory Square or the Pier House to view the sunset is a must, but we like the spots that are a little more "local" and less popular. We like the rooftop bar of Turtle Kraal right on the Gulf. We had jerk grilled chicken wings that were fantastic and saw the most beautiful sunset.
Looking over the railing into the interior courtyard in the back, we watched some bocce leagues for entertainment.
Happy Hour -
We always hit The Bull for early music and drinks while in Key West. They had 2 for 1 margaritas and Yankee Jack singing the day we were there. He pulled me onstage and sang me a song about mothers this afternoon:
It's always fun to have frozen drinks, and we headed right across the street to The Flying Monkey to sample a huge selection of frozen choices.
We stumbled into Caroline's Cafe for dinner one night and got to sit right on Duval Street to people watch while eating a great meal.
We always rent bikes and you can bike just about anyplace you'd like to go on the island! It's great to get out into the air to really see the island. Like I said, we biked to Stock Island, and we biked all along the beach. They have a HUGE paved path that runs parallel to the water that is a beautiful ride.
There is live music in almost every place you enter and that is the huge draw for us since we love live music! Here we are in our favorite bar, Smokin' Tuna, listening to some of my favorite bands.
To see more Key West posts check out last year's trip:
Shocking Key West
Where to stay in Key West
Key West, Baby!
How to Plan an Adult Trip to Key West