Fun in Key West

Hey Reader, Well, the road trip fun had to end sometime... we’re officially heading back north — straight into the snow and cold. Yuck! ❄️☹️ That whole job thing is calling, and I guess I have to answer. But don’t worry — I’ll be back down south in just a few weeks. You know I can't stay away for long. 😉 While we were in Orlando, we soaked up all the holiday cheer. Palm trees wrapped in Christmas lights? Yes, please! 🎄🌴 And between exploring all the fun things to do and spending time with the...

Hey Reader, It’s Throwback Tuesday, and — can you believe it? — this is our last one of the year. So naturally, we’re going out the right way… on a boat at sunset. ⛵🌞 If there’s one thing that screams island magic better than anything else, it’s a Key West sunset sail — wind in your hair, pastel skies melting into the ocean, and the kind of quiet joy that makes you exhale for the first time all week. 👉 Check out the full guide to the best sunset sails in Key West here and get ready to start...

Hey Reader, It’s Throwback Tuesday, and this week we’re shifting gears to something every family traveler cares about: kid‑friendly adventures in Key West. ☀️🐬 Whether you’re planning a beach day with little ones or just want ideas that keep everyone smiling (yes, even the teens), this guide has you covered. 👉 Check out the full list of kid activities here and start planning your family fun. 🌴 Highlights That Kids (and Parents) Love 🐠 Aquarium Encounters & Marine Fun From hands‑on tide pools...

Hey Reader, It’s Throwback Tuesday, and today we’re dialing in one of the island’s most magical traditions — watching the sun dip into the sea. If you only get one sunset while you’re in Key West, make it count. 🌴🌞 👉 See the full list of best sunset‑watching spots here for all the details. My Favorite Sunset Spots on the Island Mallory Square — Because the Sunset Celebration Is IconicIf Key West had a “main stage” for sunsets, this would be it. Every evening people gather for the legendary...

Hey Reader, It’s Throwback Tuesday, and today we’re getting deliciously real—because what’s more Key West than salty breezes, conch fritters, and a killer Cuban sandwich? If you’ve got Cuban food on your mind, you’re gonna want this guide. 👉 Check out the full “Best Cuban Food in Key West” post here and get ready for some serious cravings. 🌴 Why Cuban Food Hits Different Here The Cuban influence in Key West goes way back—Cuban immigrants helped shape the island’s culture, cuisine, and even...

Hey Reader, We may not be in Key West right now, but we are definitely somewhere warm — hello from sunny (and surprisingly festive) Orlando! 🎄☀️ No snow in sight, and that’s a win in my book. We’re planning a full week of fun and exploring... theme parks, treats, and all the tropical joy we can find inland. Even Mr. Coffee (our very confused, very opinionated pup) tagged along for the adventure. 🐾 It was his first night in a hotel — and let’s just say he wasn’t so sure about it. He stayed...

Hey Reader, 🌴 I just wanted to say thank you — for coming along with me as I explored Key West this past week. Whether you caught the lives, dropped a comment, or just opened one of these emails while sipping your coffee — it means the world. 💛 If you missed anything or just want to relive a little island magic, I’ve uploaded most of the videos to YouTube. Here's what you can check out: 📹 A Saturday Morning in Key West 📹 A Tour of the Southernmost Beach Resort 📹 A Gorgeous Key West Sunset 📹 A...

Hey Reader, It’s Throwback Tuesday, and today we’re taking a tasty detour into one of life’s greatest pleasures: fish tacos in Key West. 🌮🌴 You know 'em. You love 'em. And if you haven't yet, let’s fix that. 👉 Check out the full list of best fish taco spots here and prepare to get hungry. Why These Tacos Stand Out 🐟 Fresh, local fish (hello, mahi mahi!) gliding into tortillas like they were born to be there. 🌶 Flavor combos that break the “just fish + tortilla” mold—mango salsa, key lime...

Hey Reader, It’s Throwback Tuesday, and this week we’re doing something a little different — we’re watching the party instead of being in it. Yup, the famed Sloppy Joe’s Bar on Duval Street doesn’t just serve up drinks and good times — they also give you front row seats to the action, thanks to their live webcams. 🍸🎬 👉 Check out the full post here to see why I keep hitting “refresh”. Why the Webcams? Live Stage Cam – Want to see who’s playing right now? You got it. It’s almost like you’re...