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...
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...
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...
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...
There’s no place like home—especially when home comes with sunshine, salty air, and ice-cold drinks by the water. This month, we’re celebrating the incredible local community that makes Caddy’s feel like family. All December long, locals will receive 10% off their...
The holiday season is here — and at Caddy’s, we’re excited to bring your family more than just dinner and drinks. This year we’re hosting a festive Classic Car Parade, a “give-back” Toy Drive, and Photos with Santa — all wrapped up in good cheer, community spirit, and...
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...
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...
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...
It’s been a year of rebuilding, resilience, and reunion — and to clear any confusion we would like to officially reintroduce Caddy’s to our amazing community. Like so many along the Gulf Coast, our Caddy’s family was deeply impacted by Hurricanes Milton and Helene....
Good mornings just got even better at Caddy’s! Whether you’re starting your beach day early or looking for a laid-back lunch by the water, our Early Bird Menu is here to treat you to some coastal favorites — at a great price. Join us Monday through Friday from 11 AM...
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...
Summer is here, and so is the ultimate way to celebrate it at Caddy’s Madeira Beach! We’re bringing the sunshine to your table with a limited-time Summer Menu in featuring Aperol, Milagro Tequila, and Hendrick’s Gin. Available now through the end of summer, these...
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...
The holiday season is here — and at Caddy’s, we’re excited to bring your family more than just dinner and drinks. This year we’re hosting a festive Classic Car Parade, a “give-back” Toy Drive, and Photos with Santa — all wrapped up in good cheer, community spirit, and...
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...
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...
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...
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...
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 &...
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...
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,...
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...
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...
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...
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...
It’s been a year of rebuilding, resilience, and reunion — and to clear any confusion we would like to officially reintroduce Caddy’s to our amazing community. Like so many along the Gulf Coast, our Caddy’s family was deeply impacted by Hurricanes Milton and Helene....
Ready to take your beach day to the next level? Let us do all the work while you sit back, relax, and enjoy a private beachside experience in our brand-new Cabanas at Caddy’s Madeira Beach! Whether you’re soaking up the sun, celebrating with friends, or simply craving...
We’re making it easier (and more rewarding) than ever to enjoy your favorite Caddy’s moments. Our brand-new Caddy’s App is officially live in the Apple App Store and Google Play Store—your all-in-one hub for rewards, food, and exclusive perks. Already a Rewards...
We’re excited to introduce a brand-new way to stay connected with our fans, guests, and community—welcome to the official Caddy’s blog! This space will be where we share stories about life on the beach, updates about our menu and events, and behind-the-scenes looks at...
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...
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...
There’s no place like home—especially when home comes with sunshine, salty air, and ice-cold drinks by the water. This month, we’re celebrating the incredible local community that makes Caddy’s feel like family. All December long, locals will receive 10% off their...
Good mornings just got even better at Caddy’s! Whether you’re starting your beach day early or looking for a laid-back lunch by the water, our Early Bird Menu is here to treat you to some coastal favorites — at a great price. Join us Monday through Friday from 11 AM...