Caddy's Madeira Beach

Amazing staff and service. We first made a reservation at Caddy’s Treasure Island, but when we arrived, we saw the building for Caddy’s was not open and they had a tent like structure set up on the sand and tables with umbrellas and were using a food truck as a kitchen. Since I have mobility issues and use a small scooter- I wasn’t sure how to maneuver my way in. We called a staff member over, Katie, who was so kind & helpful- and she recommended going to the Madeira location instead- and called ahead to let them know we were coming and to look for us. From the parking attendant, Jack, to the manager, Jessica, to our server, Mallory,-we were so well taken care of, it was amazing. The view of the Gulf was unbelievable and the food was fantastic. I cannot recommend this location enough. I had the coconut shrimp and my Mother had the Mahi tacos- and both were delicious and generous portions. Perfect evening, thank you

We had the fried grouper tacos with sweet potato fries and regular fries. Food was good! Sat on the outdoor patio it was windy but fun. Our server was excellent checked on us and spent time talking to us since it wasn’t very busy.

We had a great time at Caddy’s Madeira Beach! Yes, some of the nearby buildings and the beach sand are still showing the effects of Hurricanes Helene and Milton from 2024, which devastated much of the West Coast of Florida. But that’s all the more reason to show up and support the amazing local businesses and staff working hard to bounce back! Our server Austin was fantastic—super personable and made the experience even better. We’d definitely ask for him again. We sat upstairs with an ocean view and the breeze made it a perfect, relaxing spot to enjoy the day. I asked Austin for his go-to appetizer, and without hesitation, he recommended the Southwest Nachos. He was right—they were huge and delicious (and made for the perfect late-night Scooby snack). My girlfriend had the shrimp basket and enjoyed it, and while I wasn’t a fan of the fries, she thought they were great. She also had the Pineapple Mojito, which came in a fun color-changing collector’s cup—tasty and a cool touch. We also checked out their gift shop with fun Caddy’s merch like shirts, tanks, sunglasses, and even cookies. All in all, we had a great time. If you’re in the area, swing by, grab a drink, and support a local business that’s doing its part to recover and rebuild. The food’s great, the view is beautiful, and the staff makes it worth the visit.

A beautiful view of the beach! Nice service! Very delicious food. Had the burger week burger, I don't like bleu cheese but tried it and thoroughly enjoyed the burger!!! The quality and unique blend of Sriracha sauce balanced it out so well! Very good stuff! Loved the newspaper print as the food holder!

We were there over spring break and really enjoyed the atmosphere. We enjoyed the use of their beach chairs, and they had yummy food and drinks. You can have dinner while enjoying the sunset, and walk right out to the beach! Is a must stop!!

This has always been a very family friendly beach. Today, we arrived and there was music bumping so loud up and down the beach - my family had to sit inside because the music in the restaurant upstairs was too loud to hear each other. My kids ordered a kids burger and a kids hot dog with no bun. The food came out fast, but it was super weak… see pictures.

The best fish chips I’ve ever had! It’s also on the beach and I give you free chairs and umbrella if you want to chill out next to the ocean

Caddy’s never disappoints! So glad they are open again! This one is the best location! Spend the morning enjoying the ocean then walk up or down the beach to grab lunch! Great food and service!!! We always eat there at least once on our trips to Madeira!!!

My mum was visiting from overseas and we stopped in here after the place we were meant to go was closed. It was recommended by a friend and we had such a great experience! Perfect sunset views and great chill beachy atmosphere. Our group got the mahi tacos coconut shrimp and sweet potato fries and key lime pie for dessert - everything was amazing! Our server RJ was the best. I can't eat right now due to training for a bodybuilding competition and he was kind and accommodating and brought me a bowl of cucumbers so I could still enjoy the time with my mum and husband while they devoured their dinner! 10/10 recommend and can't wait to come back when I can enjoy a dish myself!!

Stopped in with a friend after lunch after a long beach day. Sat on the 2nd floor overlooking the ocean. Service was great. My friend and I split the snow crab legs and shrimp tacos. Both were so good, especially for beach bar food. Can't wait to come back and try more.

Perfect for sunset views and dinner Service was so-so. While we were at the top in open seating at the bar it was good but once we mi Ed to the bottom by the beach is was little to no service.

We had a very nice experience here, sitting looking out on the beach, the view was great, until the rain came. There is a nice mix of bar food and American fare. The outdoor patio was very crowded and not easy to move around, other than that, we had a nice dinner here. The tropical snapper dinner was very well prepared and seasoned well. Great place to see the sunset.

This is one of my fave restaurants! Great food, views, service and drinks! I loved the tuna tacos and the painkiller. I also like the beach view great for sunset

3.4 Stars Caddy's Madeira Beach is all about the location. Right on the beach with a fantastic overlook of the ocean--it's a great spot to grab a drink, watch the sunset, and take in the water views. The vibe is laid-back and perfect for a beach day wind-down. The food, however, was just okay. Nothing to rave about, but the prices were reasonable. We tried the Grouper Fingers (probably the best appetizer on the menu) and the Blackened Shrimp Tacos, which were a nice, light option but not super flavorful. If you're coming for the views and cocktails, you'll have a great time. Just don't expect to be wowed by the food.

My wife and I stopped by Caddy's on Thursday, March 27th 2025. We planned on spending the day at the beach and we were enticed by their offer of free chairs and umbrellas! There is a dude sitting next to a stack of lounge chairs that will set you up. He is super helpful and works his butt off. FYI he works for tips. We tipped him $5 per lounge chair and $10 per umbrella which is customary. A day at the beach really worked up our appetites so we decided to grab lunch. I ordered the Bacon BBQ Burger which comes with fries, and my wife had a pretzel. My burger was tasty but the bun was a little stale and started to crumble in my hands. My fries were crispy and good. My wife thoroughly enjoyed her pretzel. The bartender - Anthony is awesome. He is super knowledgeable on the menu, and puts on a show while making your drinks. He said Caddy's closed due to the hurricanes that hit last Fall and only reopened three weeks ago. I would say the food was probably three stars; but overall, the proximity to the beach along with the convenience of chair and umbrella service boost my rating to four stars. If you are ever looking to spend a day at Madeira Beach, you might want to consider Caddy's.

Beautiful view, drinks and food were good. Wonderful staff. Always enjoy coming here for the view, food and drinks.

After visiting Caddy's Treasure Island on my last trip, I knew it was on my list to visit at Mad Beach! We got there right around opening time, so we were able to park in the lot. I'm not sure how parking gets when it's busy, though. We opted for a table with ocean views, obviously, and it was amazing! Just a great vibe overall - good music playing, friendly service, laid back. They have a great frozen drink menu, and we opted for the color changing souvenir cups as well. For lunch, we shared the grouper bites and crab cakes. Both were fantastic! The grouper bites were lightly breaded with a delicious dill dipping sauce. Crab cakes were meaty and flavorful. Perfect light lunch before a day of exploring the area. Definitely check out Caddy's for great food and the VIEWS!

Worst service here. Food was not good. Gluten free tacos fell apart. Wish we went somewhere else. Only thing good was the view of the beach.

The location is right on the beach and close to John's Pass. The employees were very nice and seemed to be pretty happy which made for a nice first time visit for us. The food order seemed to take quite a while to get to the table but the drinks were Johnny on the spot and made the experience quite enjoyable. We sat inside but the ocean side seating area was super nice. The oysters were fresh and delicious. Pretty standard menu for the area and the alcohol was the same. Seems to get great reviews and was decent but didn't blow us away. Our server was very knowledgeable and attentive.

Checked out the Caddy's in Treasure Island last month and tried this one bc it was closer . I think I like this one better because of the view overlooking the beautiful water . The parking lot manager was very helpful with my questions about DV parking . The hostesses were welcoming & so was the waiter. He was pretty attentive considering how busy he was . I had a group of friends & family in from Va & they loved it and our drinks . I got the nachos and they were huge . I definitely couldn't finish them but it was worth the try .

Good vibes, good dessert, sweet wine and fair prices! The shrimp was good as well. Service was slow and it was slightly gross but that's to be expected on the beach. The views were great so it was worth it!

The waiter was awesome. The drinks were good. The food was absolutely disgusting. The grouper was really fishy which means it's frozen old or Mexican grouper. The coleslaw tasted like water cabbage. The location is really awful for parking. Very disappointing!!!!

The first time we were unsatisfied with our visit in about a half dozen stops. Ordering spicy Bloody Mary's the first disappointment was a canned mixer. The bartender seemed a little short like was having a bad day as well. The newer walls closing in the downstairs bar seems a little closed in... The Beach View is still great!

Food is passable bar grub. View of gulf very nice. Issue in my opinion is integrity. We had a 3% surcharge on our bill and assumed it was for use of credit card. Paid cash and change received still reflected surcharge. I asked bartender. He said it was surcharge for hurricane. I asked him if this was disclosed on menu. He said 'no'. Candidly, had they made this clear upfront I would have gladly paid it. I am mostly retired but still do consulting work for tech companies. I have a pretty good idea how they would respond if I add an extra 3% to help cover some of my storm related expenses. Again, it's about transparency as this would have lead to compassion on my part.

Delicious food, amazing views and the service from Sarha is always exceptional. Please bring back some breakfast options!

The best place to eat at John's Pass! The open-air atmosphere is perfect and the food is delicious. Great prices for waterfront dining. The mahi tacos are so good! Zach was our server today and was very helpful and attentive!

caddy's is my favorite! The food is delicious! Love the grouper, mahi tacos and the pineapple mojito! Lydianna is my favorite server! So personable and fun to talk to. wishing you all the luck on your Physical Therapy degree! You will be great! Your future looks bright!

Our server Malaysia was the best. Drinks at the ready. Fresh food. Great prices and a view that can't be beat.

Olivia gave us friendly service! Ahi tacos were incredible! Newly updated restaurant was beautiful! Thank you for a very enjoyable evening!!

Expectation was bar food and drinks. This was worse than that. Ordered Southwest nachos, tasted like expected but no cheese until we got to the bottom of the plate. Next up, coconut shrimp. Overcooked so much it tasted like the fryer grease needed to be changed. Didn't finish. $35 for a cluster of crab legs (on vacation, wanted crab), these also overcooked and no crab fork given as an assist. Waitress a no-show once the food was brought out. She blamed it on the large party she had in her section (seriously). Drinks overpriced and watery. $120 later and lesson learned. Could have asked for the manager but wasn't worth the hassle to wait any longer than we already waited just to get the check. Won't be back.

Great live music Friday night, server was quick on bringing new drinks, the food was excellent!!! Had more expensive fish at other restaurants in St. John's Pass but this one was cooked the best!

Service and Ambiance were great. However 20 dollars for fish and chips and it's 1 piece of fish. The tuna salad tasted good but the watermelon and the fish and chips were bland and very overpriced. The worst part of this location had to be the pigeons! So many pigeons that it's hard to enjoy food unless you enjoy eating around these types of birds. In the end I doubt reviews will affect a place like this as it's a tourist destination. When people go to the beach and will always have a certain level of clientele. Get rid of the pigeons and it would be a 4 star restaurant. Improve the food portions and it becomes 5 stars.

food was great and service was fast and awesome. We will be back. The weather was nice and relaxing and the views were amazing

Came here while in town for a few days. Good service and food was great. Bartender down stairs (didn't catch his name but had tattoos and beard) was excellent. Friendly and checked in with us repeatedly. See you next time Caddy's!

Consistently very good. Staff always friendly. Food excellent. Madeira beach Caddy's our favorite. Rick

Excellent service, food was really good. Mallory was so much fun. See you again. So happy that you are open, best of luck.

Grand opening! Excellent service by Sydney and all staff members greeted us with smiles and grateful hospitality. Mahi Mahi tacos were excellent along with the crunchy chips. Fish & chips also good with coleslaw. Love the vibe with fun music and beautiful views! Heated lamps to take the chill out was a bonus. Thank you for the great experience!

Cannot beat the gorgeous views of the water when you make your way up the elevator to the top floor. Service was great the food okay. It's my favorite place for views and the food is okay. Ahi tacos had way too much cabbage and not enough ahi. The ahi was very good though. Everyone loved the cheese dip so definitely put that on your list.

View in the restaurant was the only thing positive I could come up with. Our server was not attentive we ordered appetizer and thought he would never come back for our order. He did when he delivered app which we had smoked fish dip and crab legs. No butter for crab and no crackers or veggies to use dip with. He came back after a long time to deliver both - I've never been given saltine crackers individually wrapped for dip in a restaurant. After unwrapping they were stale. Our entrees look like they sat before coming to us and the cilantro rice - their specialty - was not good and lacked flavor. Service was horrible Food was less than stellar Prices were high I do not recommend this restaurant

Never again. Went here for 'Mothers Day Brunch' and although I knew there was a mother's day menu when I called to ask about it they failed to tell me that the regular menu was not available until 1 o'clock. So although we got there at noon, we were told if we wanted to order regular food we would have to wait until 1 o'clock. So we had a drink and waited and did not see our waitress from 1215 until 1 o'clock! she finally came back to the table. We ordered another round of drinks and appetizers and an hour later we were still waiting for appetizers so we went ahead complained to someone and ordered meals, hoping that would speed things up, which it did not and we eventually left without eating anything but two orders of warm fish dip, two orders of under cooked grouper bites and an order of buffalo wings - eventually cancelled the meals and left.

Th food is priced high, presumably because they're the only restaurant/bar on the beach in the neighbourhood. We didn't try it. The drinks are also on the high end. They are tasty, but fairly weak - even with a supposed 151 floater. I'm not sure how that works. Ambiance is fine and the location on the beach is excellent. The service was generally pretty good. The bartender was very friendly and accommodating with a custom drink request. However, if you order a Rum Runner during Happy Hour, be sure to order the Happy Hour version, if that's what you want. I ordered two Rum Runners during Happy Hour and was charged $32, instead of $10 - total just for those two drinks. When I pointed out the issue, I received a "sorry," but not offered accommodation/concession. I put it up to an honest mistake, but hmmmmmmm...... Also, be mindful that like other places, during the off season they will, without notice, close early (before posted closing time). That can be a bummer. Between 8 and 9 pm, we were turned away at three local restaurants, despite all of them having posted longer/later hours. Caddy's was the third. (This was on a different night than the evening we actually got drinks there).

Location is great, service was great, food was okay, but the 3% Service Fee (even when paying CASH!) is a deal breaker for me. Their prices are already on the high side and that's just a rip off. We are staying a few properties down, but won't go back. I am all for helping local businesses and we have been spreading our money around pretty darn good, but don't take advantage of me!

I made a reservation for 4 outside with a sunset view because we were celebrating. When I checked in, they told us they "weren't allowed" to seat anyone outside because it was going to rain. Fine, but they did drop down heavy clear curtains and there were tons of people outside anyway. Eventually they said they could seat us outside. Great. I appreciated that. There are tons of fans outside blowing cool air and water to cool everyone off, however we ended up seated at the one table that didn't get any air. So it was stifling hot. Dripping in sweat, we asked a waiter if they could turn around one of the fans (that was pointed at nothing) so we could be comfortable. He said he had to ask. Strange, but okay. He came back and told us that they "weren't allowed" to turn the fans (even though they were on swivel mounts). Fine. So I asked if we could move to one of the 4 empty tables that did have a fan pointing at it. He had to ask permission for that too, and came back to tell us they "weren't allowed" to change tables. What the f? I'm not sure who's making the decisions at this restaurant that apparently no one else on staff is empowered to make (also super strange) so we decided that we "weren't allowed" to eat there, and left. Awful experience, especially with a reservation. The decision maker here gets 0 stars, the hostess gets 5 stars because she was the one helpful one who was able to accommodate us. Average that out, 2.5 stars, I can't give a half star, so I'm rounding down.

Great location with amazing views! We saw so many dolphins! Food was a bit pricey but worth the experience! Skylar was our server and she was great!

Food, service, ambiance! As always we enjoyed the food and chatting with Amber. She was an awesome server.

Nice place with a gorgeous view. Food was average, and service was okay. Self parking but treated like valet and have to pay up front for the time you think you might spend there

Great location, right on the beach! Had a great selection of food but was slightly over priced. I tried the shrimp tacos and they were delish. Inside was very clean and was well kept up. We were a party of 8 and sat down right away at dinner time. Service was good amd food came out fast.

You go for the food, but The Service was incredible!! The waiter was super friendly, got our orders in quickly, and offered us free appetizers when things ran slow. The food was the best grouper we ever had. Crab cooked perfectly, salad was delicious and everything we ordered was something to write home about. Our compliments go to the Chef for that! Food runner was gracious and kind, and the hostess was lovely sweet person too! Everyone was happy to be there! With great attitudes and enthusiasm and hospitality! And I haven't even got to the view, the wonderful beach view, we came at sunset and saw dolphins and a crane! It was such a great and unforgettable dining experience! Would highly recommend!

Food was sub par, but the views are great of the Madeira beach from the open air bar above.

Great beachside vibes, parking nearby and good food! Drinks were just okay but that's because I got a specialty, I should have ordered from the bar. Either way I highly recommend! There are gluten free and vegetarian options as well. Service was awesome, music was nice and I didn't want to leave. The wind on the balcony was topnl notch! Lol I got fish and chips and it was fresh, fries were seasoned and the flavor was great! I will be back!

My crabcakes were cold, and my lettuce and tomato and bun smelled so much like onion. I couldn't eat it. The snapper was tough instead of flaky. The atmosphere and service are fabulous, the food so far seems to be iffy. I'll try it again, but...

Our food was great! Even on this hot day, they had fans so sitting outside by the beach was not a problem! Our waitress Sydney made great suggestions!!

Meh! Food is decent but pricey. Great if you are walking on the beach and need a drink. They have a great walk up bar.

Joe was our server and was patient and helpful! Food was great! No wait time! When we come to Madeira, Caddy's is always one of our dinners!

Our server, Drew, was fantastic! Food was hot and everything we ordered was tasty. The grouper nuggets are fresh and a good way to start your meal! One of our favorites on Madeira Beach!

Order a strak rare...they gave me a steak burned and well cooked. Coleslaw no flavor. Seafood platter 4 shrimps, burned fish and a burned "crab cake" Pasta salad..chewy Greek mix no flavor. They changed my steak for a burger I asked rare They gave me raw..meat. Raw. My husband ate the platter cause he was hungry, 26 dollars for nothing. We had a bite of the coleslaw and the greek thing..one kettle chip and wecouldnt do it..it was bad. They took everything out of the check except the platter and with a beer and tip it was 50 something dollars...again..for nothing. A stomach pain and waste of time We came to madeira,paid for a hotel to hang out and spend a couple of hours out dining and for a couple of drinks..and here i am with stomachache thanks to that food.. Maybe it was a bad night for them or something but man... Worst dining experience ever Nah...our waiter was attentive and nice. Food ...horrible Nice view

Our server Adriana was fantastic and attentive. The grouper is always seasoned well and cooked to perfection! Besides you can't beat the view overlooking Madeira Beach.