Your beach days just got a whole lot longer. Starting today, Happy Hour at Caddy’s Indian Shores is officially extended from 11AM–5PM every Monday through Friday, giving you six glorious hours to sip, snack, and drift into vacation mode with your toes practically in...
Caddy’s Blog
Celebrating Mother’s Day at Caddys 🌸🥂
This Mother’s Day, treat Mom to what she really wants; sunshine, ocean views, and a day thatfeels like a mini getaway.Join us at any Caddy’s location on Sunday, May 10th for a relaxed, beachside celebration filledwith thoughtful touches to make Mom feel extra special....
Caddy’s Treasure Island Reopens: A New Chapter on the Coast
On October 9, 2024, Hurricane Milton made landfall, leaving a lasting mark on Florida’s West Coast and the communities that call it home. What followed was a long road, one defined by resilience, rebuilding, and an outpouring of support that carried us through every...
Celebrate Easter Beachside at Caddy’s 🐰🌊
This Easter Sunday 4/5, trade the traditional for something a little more coastal. Join us at Caddy’s for a day filled with sunshine, family fun, and festive vibes across all three locations. Sunday April 5th At Caddy’s Treasure Island, the celebration kicks off with...
🍀 St. Patrick’s Day at Caddy’s: Five Days of Irish Cheer by the Beach
If your St. Patrick’s Day plans involve sunshine, cold drinks, and a little Irish spirit, Caddy’s has you covered. From Friday, March 13 through Tuesday, March 17, we’re serving up festive flavors, live bagpipes, and can’t-miss drink specials across our Gulf-front...
The Perfect Spring Break Beach Day at Caddy’s Madeira Beach
Spring break is just around the corner and things are finally warming up. The Gulf is shifting into that postcard shade of blue-green, the sand feels softer somehow, and Madeira Beach starts buzzing with that electric, sun-chasing energy. If you’re planning a beach...
Puppy Love, Beach Views & Valentine’s Vibes at Caddy’s
Valentine’s Day isn’t just for candlelit dinners and roses. This year, we’re adding sandy toes, wagging tails, and a whole lot of love to the mix at Caddy’s. Whether you’re celebrating with your significant other, your best friends, or your future four-legged...
Game On, Grill Off: Let Caddy’s Cater Your Super Bowl Party
Super Bowl Sunday is basically a national holiday, and this year kickoff lands on February 8 at 6:30 PM. The only thing you should be thinking about is who’s calling the next play, not what you’re serving. That’s where Caddy’s Super Bowl Catering comes in. Whether...
Parking at Caddy’s Treasure Island: Easy, Breezy, and Worth It
We get it. You’re dreaming about sunsets, seafood, and a cold drink in hand. Not circling the block wondering where to park. So let’s break down your parking options at Caddy’s Treasure Island, nice and simple. Pay-By-Plate Parking Options Nearby There are several...
Start the New Year Right At Caddy’s!
New Year’s Day is for easing into the year ahead, and there’s no better place to do that than Caddy’s. Whether you’re recovering from a late night or kicking off the year with friends and family, we’re serving up laid-back vibes, great food, and unbeatable specials to...
Celebrate Christmas Day at Caddy’s
Christmas Day is meant for good company, great views, and zero time in the kitchen. This year, celebrate the holiday at Caddy’s, where all three of our locations are open on Christmas Day, welcoming you in whether you’re joining us for a full meal or just stopping by...
Countdown to Caddy’s 12 Days of Deals
The holiday sparkle is landing early at Caddy’s, and we’re dialing up the cheer with something brand-new for the season. Beginning tomorrow December 13, the Caddy’s App becomes your home for 12 straight days of surprises — each one a little gift waiting to be...
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flock for a Cause & Save at Caddy’s 💗🦩
We’re bringing back the pink for a purpose! The Second Annual Flamingo Float has officially landed, and Caddy’s is teaming up with our parent company Sunpubs and the Children’s Dream Fund to help turn big dreams into real moments of joy for local kids. 🌴 Adopt a...
🦃 Thanksgiving Food Drive & Movie Night
The season of giving is here, and we’re proud to once again give back to our community! Caddy’s has partnered with The Kind Mouse this November to host a Thanksgiving Food Drive supporting local families in need. From November 1st through November 20th, we invite our...
Celebrate Thanksgiving at Caddy’s 🍂
Thanksgiving is all about good food, great company, and being grateful — and this year, Caddy’s is making it easier than ever to enjoy it all without the stress of cooking! Join us for a warm, coastal Thanksgiving celebration at Caddy’s Indian Shores and Caddy’s...
🎄 Celebrate the Holidays, Caddy’s Style! 🌴
Make your holiday celebration one to remember this season with a waterfront event at Caddy’s! Whether you’re planning a cheerful company party, a festive gathering with friends, or a family get-together by the water, Caddy’s is the perfect spot to eat, drink, and be...
Celebrate Seafood, Fun, and Fall at the 44th Annual John’s Pass Seafood Festival! 🦀🎶🌴
Get ready for a weekend of fresh flavors, lively entertainment, and coastal charm at the 44th Annual John’s Pass Seafood Festival in John’s Pass Village, Florida! From October 24–26, 2025, experience the sights, sounds, and tastes that make Madeira Beach a beloved...
Live Music is Back at Caddy’s Indian Shores! 🎶🌅
Great news, music lovers! Caddy’s Indian Shores is bringing back live music to make your weekends even more unforgettable. Starting this month, enjoy the sounds of talented local artists while soaking in the perfect dockside views. Live Music Schedule: Friday &...
🧙♀️✨ Something Wicked is coming to Caddy’s Madeira Beach! ✨🧙♂️
Get ready to be spellbound! Join us at Caddy’s Madeira Beach on Friday, October 18th from 10 AM – 12 PM for a Wicked Breakfast you won’t forget — just in time to celebrate the upcoming release of part 2 Wicked: For Good this November! Meet the enchanting Elphaba and...
Barktoberfest at Caddy’s Indian Shores 🐾🎃
Saturday, October 4 • Starting at 12 PM It’s time to grab your furry friends and head to the beach—Caddy’s Indian Shores is hosting its first ever Barktoberfest and you won’t want to miss it! This dog-friendly celebration is the paw-fect way to spend your Saturday,...
Taylor Swift Life of a Showgirl Listening Party 🎶✨
Swifties, get ready to sparkle! 🌟 Join us at Caddy’s Madeira Beach for the ultimate celebration of Taylor Swift’s brand-new album, Life of a Showgirl. We’re throwing a listening party filled with music, cocktails, and friendship (bracelets, of course)! What’s...
Float Into Fun: The Second Annual Flamingo Float! 🦩
We’re bringing back the pink for a cause! 🌴☀️ The Second Annual Flamingo Float is here, and Caddy’s is proud to team up with our parent company Sunpubs and the Children’s Dream Fund to turn good vibes into dreams come true. Sip for a Cause with Flamingo-Themed...
Celebrate Labor Day Weekend at Caddy’s
This Labor Day, we’re raising a glass (and a burger) to you! Join us at all Caddy’s locations for an unforgettable weekend of good vibes, beachside fun, and limited-time food & drink specials made for celebrating. 🍔 The Caddy’s MacDaddy Special – $19.95 Go big...
Sunset Trivia Nights at Caddy’s Indian Shore
Think you’ve got what it takes to be the ultimate trivia champ? Put your knowledge to the test while soaking in the most beautiful sunsets at Caddy’s Indian Shores! 📅 When: Every Monday ⏰ Time: 6:30 PM🎉 Cost: FREE to play!💰 Prizes: $100 in prizes up for grabs each...
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