I got to Pensacola, Florida on Saturday afternoon for some serious fun and relaxation in one of my favorite vacation spots! While packing for this trip, I realized that I’ve managed to vacation in Pensacola dozens of times over the years – it’s small, there’s enough to do if you’re looking for it, but it’s perfectly acceptable to be on your own time.
And the sand is white and cushy. It’s fantastic. So, I’ve rounded up all the places I always have to go to when I come to Pensacola – I’ve had so many memories here with my family and many friends, and I’m sure there’ll be many more memories in years to come.
Peg Leg Pete’s
Peg Leg Pete’s is off the main drag, near Margaritaville, and it’s the kind of restaurant you’ll likely see in any beach town. It’s made of wood, decorated with license plates, and it’s got way too many choices of fried seafood. Order the oysters rockafeller, get a beer, and head downstairs for live music.
Flounder’s is across the street from all of the hotels on the beach, and I always sit outside because you get to stick your toes right in the sand. It’s got ocean decor out the wazoo and they serve frozen drinks in souvenir cups.
Crabs, We Got ‘Em
This place is damn near magical! A friend of mine suggested it during a vacation many years ago, and we went there for brunch and they have live music, it’s right on the beach, and they serve these cornbread muffins with honey – so good! If you’re feeling frisky, order a Crap Trap! Gone fishing? This place will cook your catch at your request and serve up all the appropriate sides.
Native Cafe is a hole-in-the-wall where the surfers hang out after the tide rolls out. It’s simple, artsy, and they’ve got pancakes the size of your head. If you’re around in October, order the pumpkin pancakes. Otherwise, go for the blueberry.
A restaurant honoring Hemmingway himself, this is a little more upscale than the places I’ve mentioned above. It looks like an upscale beach house and has great indoor and outdoor seating. You must order a mojito – they’ve got all different flavors – and they are fantastic.
The Boardwalk & Alvin’s Island
I know Alvin’s Island is… everywhere, but I absolutely love hitting it up. I love scouring through all of the tacky beach souvenirs for as long as possible – I have many a Pensacola item, and it never gets old! The boardwalk is small, but it’s got some cute shops and makes for a nice stroll, post-Hemmingway’s.
Okay, so Lazy Days is not a place, but it’s the cabana company that apparently only hires young, great-looking dudes that are kind and here to serve (for a small fee and tip, of course). I love spending my days lounging on the beach, reading and watching the waves, and it feels super luxurious to have someone adjust my umbrella every few hours so I don’t get burned.
I love discovering new places, but there’s something really comforting about returning to a place year after year. I love rolling into town and seeing the Pensacola Beach sign, and setting up shop every morning on the beach for a day of relaxation. There’s really not much planning that goes into a vacation like this one, and it’s also not too expensive. Whenever I leave, I always feel recharged – and that’s the best kind of vacation there is!