Siesta Key Things To Do

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Siesta Key Things To Do Spillin’ the tea about Siesta Key Things To Do so you can plan your trip right! (Lol !😂) LINK to FREE hot spot map in bio!

Restaurants - events- secret spots- live musuc- boat charters- Check out our locals know best tips or just have a boring vacay!

10/27/2026

I appreesh a great view 😂😂❤️

10/26/2026

I’m a tiny bit obsessed with Benz and this Smoke Show craft cocktail! Ok. I know this isn’t Siesta Key but we love all of Florida!! Bungalows Key Largo

10/25/2026

📸🌴 POV: You open my camera roll… and it’s pretty much all Siesta Key! 😂

I guess that’s what happens when you love where you live! ❤️

10/24/2026

🐶🌴 There’s a little celebrity at the Siesta Key Farmers Market… and he has FOUR legs! 🐾❤️

If you haven’t made the Sunday Farmers Market part of your Siesta Key routine, you’re missing out!

I stopped by to say hello to Jenae , one of the market’s longest-standing vendors, at her Little Piece of Paradise booth! 🌺

And of course, we couldn’t leave without visiting the REAL star of the show… her adorable dog, Ted! 🐶⭐

Between all the local vendors, unique finds, and friendly faces, it’s such a fun way to spend a Sunday morning on the Key!

📍 Siesta Key Farmers Market
Main Village, Siesta Key
🗓️ Every Sunday | 9 AM–1 PM

Next time you’re strolling through, stop by Little Piece of Paradise, say hi to Jenae, and give Ted a little love! ❤️

10/22/2026

🥩🍸 You know those dinners where everything is just SO good you don’t want the night to end? 😍

That was our night at Summer House Steak & Seafood on Siesta Key!

From the perfectly cooked steaks to the craft cocktails and gorgeous atmosphere, everything about this place makes you want to sit back, order another drink, and stay a little longer. ✨

And honestly, there’s just something about sharing a great meal with good company that makes it even better!

If you haven’t been to Summer House lately, consider this your sign to plan a night out! 🥂

📍 Summer House Steak & Seafood
149 Avenida Messina, Siesta Key, FL

🥩 Who are you bringing for steak night? Tag them below! 👇

10/21/2026

🎸🎬 Sarasota’s getting its own love song… and we got to see the music video being filmed! 🌴❤️

I had a fun afternoon at Encore Live a few weeks ago watching Jack’d Up Sarasota film their music video for “I Love Sarasota!” 🎶

Great music, lots of familiar faces, and a whole lot of Sarasota pride! There’s something pretty cool about seeing local musicians celebrate the place we all love.

Can’t wait to see the finished video! 🎥🙌

10/20/2026

🎣🏈🍹 3 catches you don’t want to miss on Siesta Key! 🌴

Why settle for one catch when you can have three? 😎

🎣 Catch some fish! Start your day on the water with Reel Tight Fishing Charters. They bring the gear, you bring the excitement!
📞 941-444-9749

🌐 reeltightfishingcharters.com

🏈 Catch the game! Head to MVP – My Village Pub for great food, cold drinks, and your favorite team on the big screen!
📍 5200 Ocean Blvd, Siesta Key
📞 941-777-6787

🎶 Catch some live music! Wrap up the afternoon at Gilligan’s Island Bar with cocktails, live tunes, and some island vibes!
📍 5253 Ocean Blvd, Siesta Key
📞 941-346-8122

Now that’s a pretty good day on Siesta Key! 🌴

Which catch are you going for first? 👇

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Siesta Key, FL

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