At Caddy’s, we believe that a strong community is built by people who genuinely care about making a difference. Today, we’re proud to celebrate two incredible individuals who embody that spirit: Audrey and Kandi, the dedicated duo behind the Trash Pirates of Madeira...
This is Halloween! This is Halloween! Join us at Caddy’s Treasure Island on Friday, October30th at 7pm for a family movie night featuring The Nightmare Before Christmas on our 20 footscreen.Spend an evening under the stars with Jack Skellington, Sally, and the...
A royal morning by the water is just around the corner! Join us at Caddy’s Treasure Island on Saturday, November 21st, 2026, from 10am to 12pm for Princess & Pancakes with Cinderella. Bring your little princes and princesses for a fairytale breakfast filled with...
Things are getting a little sweeter at Caddy’s Indian Shores! For a limited time, we’re serving up two over-the-top Loaded Milkshakes packed with nostalgic flavors, fun toppings, and plenty of reasons to grab your camera before your first sip. Available now through...
Calling all party animals! Grab your furry best friend and join us at Caddy’s Indian Shores onSaturday, October 17, for Barktoberfest—a dog friendly afternoon of live music, costumes,prizes and waterfront fun.Presented in partnership with the Tampa Humane Society,...
Calling all little mermaids, princes and princesses! Ariel is swimming over to Caddy’s MadeiraBeach for a magical morning filled with delicious food, family fun and enchanting memories. ✨Join us on September 26th from 10am-12pm. for Breakfast with Ariel! Caddy’s...
We’re making your Caddy’s visits even more rewarding! Download the Caddy’s App to unlock rewards, keep track of your visits and be the first to know about new perks and offers. 🍤 NEW APP MEMBER PERK: FREE COCONUT SHRIMP New to the Caddy’s App? Your first appetizer is...
There’s nothing better than a day by the water, and now there’s an even better way to enjoy it. Cabanas are available at Caddy’s Treasure Island and Caddy’s Madeira Beach, giving guests a comfortable, shaded spot to settle in, order food and drinks, and make a full...
Have you ever wondered which beach cocktail matches your personality? We paired each birth month with one of our favorite drinks at Caddy's, and the results are almost too accurate. Whether you're bold and adventurous or laid-back and easygoing, there's a tropical sip...
The Trash Pirates of Madeira Beach are a grassroots, community-driven organization dedicated to protecting the local environment and preserving the beauty of Madeira Beach. Through monthly community cleanups, this passionate group of volunteers works to remove litter...
Dust off your flip phones, grab your butterfly clips, and get ready to party like it's the '90s! Our July Summer Concert Series is bringing an unforgettable day of live music, beach vibes, and nostalgic throwback hits to Caddy's Treasure Island on Saturday, July...
This Fourth of July, celebrate 250 years of America the best way we know how, right on thebeach at Caddy's Treasure Island!Gather your family and friends and spend the day soaking up the sunshine, enjoying great foodand drinks, and taking in unbeatable Gulf views as...
At Caddy’s, we believe that a strong community is built by people who genuinely care about making a difference. Today, we’re proud to celebrate two incredible individuals who embody that spirit: Audrey and Kandi, the dedicated duo behind the Trash Pirates of Madeira...
Have you ever wondered which beach cocktail matches your personality? We paired each birth month with one of our favorite drinks at Caddy's, and the results are almost too accurate. Whether you're bold and adventurous or laid-back and easygoing, there's a tropical sip...
The Trash Pirates of Madeira Beach are a grassroots, community-driven organization dedicated to protecting the local environment and preserving the beauty of Madeira Beach. Through monthly community cleanups, this passionate group of volunteers works to remove litter...
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...
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...
This is Halloween! This is Halloween! Join us at Caddy’s Treasure Island on Friday, October30th at 7pm for a family movie night featuring The Nightmare Before Christmas on our 20 footscreen.Spend an evening under the stars with Jack Skellington, Sally, and the...
A royal morning by the water is just around the corner! Join us at Caddy’s Treasure Island on Saturday, November 21st, 2026, from 10am to 12pm for Princess & Pancakes with Cinderella. Bring your little princes and princesses for a fairytale breakfast filled with...
Calling all party animals! Grab your furry best friend and join us at Caddy’s Indian Shores onSaturday, October 17, for Barktoberfest—a dog friendly afternoon of live music, costumes,prizes and waterfront fun.Presented in partnership with the Tampa Humane Society,...
Calling all little mermaids, princes and princesses! Ariel is swimming over to Caddy’s MadeiraBeach for a magical morning filled with delicious food, family fun and enchanting memories. ✨Join us on September 26th from 10am-12pm. for Breakfast with Ariel! Caddy’s...
We’re making your Caddy’s visits even more rewarding! Download the Caddy’s App to unlock rewards, keep track of your visits and be the first to know about new perks and offers. 🍤 NEW APP MEMBER PERK: FREE COCONUT SHRIMP New to the Caddy’s App? Your first appetizer is...
Dust off your flip phones, grab your butterfly clips, and get ready to party like it's the '90s! Our July Summer Concert Series is bringing an unforgettable day of live music, beach vibes, and nostalgic throwback hits to Caddy's Treasure Island on Saturday, July...
This Fourth of July, celebrate 250 years of America the best way we know how, right on thebeach at Caddy's Treasure Island!Gather your family and friends and spend the day soaking up the sunshine, enjoying great foodand drinks, and taking in unbeatable Gulf views as...
Nothing says summer on Florida’s Gulf Coast quite like live music, ocean breezes, cold drinks, and unforgettable sunsets. This season, Caddy’s is bringing the energy all weekend long with Sunset Sessions at all three beachfront locations: Treasure Island,...
Caddy’s Treasure Island is turning up the volume for another unforgettable Summer Concert on Saturday, June 20th! Join us for a full day of live music, beachside vibes, cold drinks, and nonstop fun as we celebrate Father’s Day Weekend the best way we know how — with...
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...
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...
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...
There’s nothing better than a day by the water, and now there’s an even better way to enjoy it. Cabanas are available at Caddy’s Treasure Island and Caddy’s Madeira Beach, giving guests a comfortable, shaded spot to settle in, order food and drinks, and make a full...
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....
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...
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...
Things are getting a little sweeter at Caddy’s Indian Shores! For a limited time, we’re serving up two over-the-top Loaded Milkshakes packed with nostalgic flavors, fun toppings, and plenty of reasons to grab your camera before your first sip. Available now through...
Breakfast just got even better at Caddy's Treasure Island! Join us daily until 12PM for our brand new breakfast menu featuring favorites like: 🍳 Classic Breakfast Plate🌯 Beach Breakfast Burrito🥪 Homestyle Breakfast Sandwich🥞 Double Stack Pancakes🍹 $5 Mimosas &...
Looking for the perfect waterfront hangout this summer? Caddy’s Indian Shores has everything you need for a relaxing day on the water, from dock and dine convenience to live music and great daily specials. Whether you arrive by boat or car, you can enjoy indoor and...
Good mornings just got even better at Caddy's Treasure Island. Whether you're starting a beach day, fueling up before a morning walk along the shore, or simply craving a delicious breakfast with a waterfront view, we're excited to announce that breakfast is officially...
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...
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...