Olivia was the coolest waitress! We're from ABQ, NM and came to visit some friends. They recommended Caddy's and what a great choice. Olivia was super fast and so very nice, gave great menu recommendations and she made our visit super fun. Thanks Olivia! :) read more

We love Rex he's got amazing service and personality! Such great conversation and service...we will be back!

That was a pleasant and tasty meal, on a clean and spacious deck, above a beautiful scenic beach, with good company @Peter. I wanted to eat outdoors or on the beach or both while the weather is fantastic and Caddy's delivered. We arrived right at 11am opening on a weekday so it was not yet busy and we could relax and chat without a scrambled, chaotic touristy scene. It's good to be a local sometimes! I've fished for grouper and it's not the easiest fish to catch. You need a boat, gas, time, expertise, experience and patience! It's a wonderful, perfect, fresh, local fish for eating though! Much respect to the local fisher-people! So, I ordered the grouper dinner, blackened. It had some nice mild seasoning on it but it's far from New Orleans style blackened. I think that style would likely be too spicy for some people. This preparation was safe. The rice was fine and the veggies were not overcooked. Parking at 11am was easy with valet or lot across the street options. Parking does fill up and reportedly, can be a significant challenge during peak hours. Life is good with lunch on a beach with a nice breeze! read more

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4.5 Stars Rounded Up To 5 Caddy's on Madeira Beach has finally reopened. Yay! Yelp Elite All-Star Dave W suggested this restaurant for our regular lunch get together because he wanted something on the beach while the weather is nice. Good call Dave W! The weather was perfect for the outdoor balcony. They have a parking lot across the street ($5.50 per hour pay through the kiosk or an app). They also have valet parking @$5 an hour. Since we both arrived just before 11am opening time we had no trouble snagging one of the 20 or so parking spots at the Caddy's lot across the street, but when we came out the lot was full. The renovated location is up on stilts! I guess the back to-back hurricanes taught them a lesson. They also have a little beach type bar on the ground floor that they open whenever they have enough customers. They offer free beach chairs with shade by umbrella or tent, which is a pretty good deal, those can be expensive to rent. I started off with a signature specialty drink, the 'Loosey Goosey'. I chose the $15.99 Double shot drink, which has just the right kick for the beach. Drinks can be ordered with single, double, or triple shot, which is a brilliant idea. It arrived in a souvenir 'Mood' cup that turns pink with the cold contents. I mentioned that as a boy I would prefer blue, but our waitress, Lydianna, was not moved. Later I approached the bartender and asked for a blue cup, which she happily provided, so now I have one of each. I ordered the Surf Salmon ($13) And Steak Turf ($29.99). I told Lydianna that I like my steak so rare a good vet could save it, but ordered medium rare because you have to order meat that way in restaurants otherwise you get rare steak tartare. The steak came out perfect! I passed on the veggies because they included cooked carrots and doubled up on fries. This earned me a $1.77 substitution surcharge which I wouldn't have minded so much if Lydianna had mentioned it, But just like the pink cup, that didn't move her either. Other than those two little lapses she was a great waitress so it only cost Caddy's 1/2 star, and she still earned a good tip. Caddy's is on the beach, in a resort town, so I expected high prices. $80 for food & drink (Which includes large tip), & $11 for parking is about what I figured I'd pay. Good conversation with good friend Dave W: $Priceless! read more

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Be ready to pay up! There is an automatic 3% tacked on to your bill just for having their doors open! Really? The food is good and serves good, but they up charge for everything. They do have gluten free options, for instance I ordered the mahi tacos that normally come on flour tortillas. Because I ordered it GF they up charged for corn tortillas. This is crazy because corn tortillas are cheaper than flour ones. The view is priceless, which is really what you are paying for. read more

Enjoyed an exceptional lunch beachside at Caddy's in Madeira Beach. It was a beautiful day with a lovely view. The bartender was friendly. I ordered the Mojito mocktail and the blackened grouper sandwich which was cooked to perfection. The sandwich was pricey for a lunch dish, but overall I can't complain because it was fresh and delightful. I will be back soon when I'm at the beach. read more

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Grouper was very good. Sampler appetizer was okay. I thought it would be a bit bigger. Seafood platter was great. Great crab legs, delicious snapper. Our server was really attentive. Nice guy, checked in on us. Really enjoyed the outdoor seating- 2nd level, great view of the beach and got to see some dolphins. If it wasn't so expensive I'd give it a 5 star. We dropped some cash here. read more

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10/10 total do-over! Devin was our server & he was absolutely delightful! He took great care of us, was patient giving us time to decide & quick with our drinks. He joked around with us - exactly the server you want on vacay! I had the blackened shrimp & sweet potato fries. The shrimp was perfect & their sweet potato fries are some of the best I've had. We sat outside so we could see the beach & it was perfect. read more

Caddy's Madeira Beach - Bars Near Me - Madeira Beach, Florida

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Percent spot for lunch. It's right on the beach with beautiful views of the gulf. The food was good, we had tacos and shrimp along with some of their mixed drink specials. The service was a little slow to start but once we flagged down someone to help us it was good. The added bonus is you can take a drink down to the beech, grab one of their green patio chairs and relax. read more

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The grouper tacos were amazing. We were happy that they had both corn and flour tortillas. My wife can't have gluten and I don't like corn. Staff were great and they are super dog friendly. read more

Caddy's Madeira Beach - Bars Near Me - Madeira Beach, Florida

I love the idea of having the indoor enclosed and the outside open and aired out. The music fit our waiter was nice. I got the salad and there was supposed to be dressing but he forgot it, I also got the bacon bbq burger it was good although I asked for no tomato and they gave me tomato. The bathrooms were messy but that's okay. The lighting outside was ugly. It made it terribly hard to see. Their kettle chips were okay. The wall art was cool. The seating and tables were very nice and creative. The floors outside were very dirty. We had to ask for refills. Our waiter was constantly distracted. read more

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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. read more

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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. read more

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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. read more

Caddy's Madeira Beach - Shrimp Tacos - 7.8/10 - Bars Near Me - Madeira Beach, Florida

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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. read more

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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. read more

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Before you go .... Caddys has implemented a mandatory additional 3% charge on all tabs for their "hurricane fund". This fund goes directly to Caddys ownership's bottom line. It does not go to hurricane effected employees, patrons etc. Rather it is just another fee to feed their own profits cleverly disguised as a charitable hurricane relief fund! read more

Good service while it was busy! Nachos and calamari yummy!! Green color changing cups for St Paddy's!

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 read more

Caddy's Madeira Beach - Dinner with a view - Bars Near Me - Madeira Beach, Florida

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Went April 2026 for lunch. Spent $220 for 4 of us for watered down drinks, mediocre food and terrible service. My wife and I both got 20 ounce specialty drinks and we literally felt nothing after consuming them. We're not heavy drinkers so the only plausible explanation is that it is very watered down. My daughter ordered 1lb of the steamed snow crab and they literally gave her one cluster with 4 legs (picture shows 3 of the 4 legs). If was $35 for the 4 legs. We thought it looked incredibly small but we didn't really know what 1 pound would look like. The waitress came by to check on us and we can tell she was looking at the order like something was off, but didn't say anything. We should have said something, but we just wanted to enjoy the lunch and not have any issues. It wasn't until a few nights later when my daughter ordered 1 pound of crab legs from Frenchy's and it was literally 4 times the amount. Lesson learned, will not be back at this establishment. read more

Caddy's Madeira Beach - Bars Near Me - Madeira Beach, Florida

We had the absolute best experience at Caddy's Madeira!! Not only were we seated right away, at prime dinner time, but our food also came extremely quickly and was delicious. I think every table upstairs has a view of the Gulf and it just made the whole dinner that much better. Loved it. We can't wait to go back! read more

Food was fair nothing outstanding. View of the beach from upstairs was nice. Drinks were good and on level with the other restaurants in the area. Probably a one time visit for me. read more

Rex helped us at the beach bar. He was very personable with the group. He made are time very enjoyable at Caddy's. We will definitely be back! read more

Good was great! Our family had the Mahi tacos, Grouper sandwich, burger, southwest nachos, and some Key lime pie! Enjoyed time on the beach as well. Convenient to just rent chairs and umbrella on the beach and then take a break and eat some food to take to the beach. Definitely will be back the next time we are back in town. Friendly service! read more

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View is amazing- staff rude. Expensive drinks food is crap. Don't waste your $ - so many better places and I'm a local.

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! read more

Horrible Service. Not accommodating. Never got a refill on our water. No checking in, and most of all: When I asked for another taco (I had two Shrimp and wanted one Mahi) They would not provide it, despite someone else in my party getting Mahi anyways, and them being the same price. They said "No" and provided no alternative solution. Would has left right there due to their stupid rule, but I was with a party. 0/5 read more

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!! read more

Service was slow, they add 3% to the bill for credit cards, do NOT get the Bucket of a drink the picture on the menu is bigger!!! The Bucket holds as the medium drink. Complete rip off.. unless you want to pay $24.99 for a plastic bucket. read more

Great view and great service from Sydney. They made the drinks strong and the food was very good. Def recommend! read more

Caddy's Madeira Beach - Table view - Bars Near Me - Madeira Beach, Florida

I stopped here and chilled on the beach for a while then went and sat at the bar for dinner. I ordered the Ahi Tuna Tacos and subbed the chips for pasta salad and the whole meal was amazing!!!! 10/10 recommend. The view is fantastic, the staff was great and the tacos were fantastic! I will definitely be back. I parked just across the street. It is $5/hr for parking, but worth it for the view and food! read more

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Grouper bites were amazing! Service was great. View was amazing. Great spot! Definitely a spot to hit.

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! read more

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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. read more

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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 . read more

Caddy's Madeira Beach - Bars Near Me - Madeira Beach, Florida

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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! read more

Caddy's Madeira Beach - Outside the restaurant - Bars Near Me - Madeira Beach, Florida

Ate here several times this week while on vacay at Shoreline Island Resort. Don't expect to find parking here. Great blackened grouper sandwich. Good chicken tenders. Chicken quesadilla and red snapper dinner were only so-so. Great service. Right on the beach so great views from outside deck. read more

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. read more

Our server Adriana was dope! Very informative of the menu, incredibly friendly and down to earth will be back again!

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! read more