Great spot for waterfront dining. You have a view of Eleanor Island, jet skiers and boats coming and going. You just have to watch out for the birds! Service was very good. Everything we had was tasty: Asian Salad, Ahi Tuna Tacos with Crispy Onion Straws, Grouper Sandwich, Sunshine Shrimp Tacos, and Key Lime pie. In fact, their pie was much better than Spinner's or Flying Bridge's. read more

Caddy's John's Pass - Ahi Tuna Tacos with Onion Strings. - American Near Me - Madeira Beach, Florida

Caddy's is an outdoor restaurant, which allows birds to walk around inside. Upon entering, it is quite noisy despite the smaller amount of customers due to the sound of the wind/water, the music, and everyone walking around outside as well as the people conversing inside. Service is good and gets the job done. Our server was very polite and helpful to our needs. Food didn't take too long to come but also wasn't super fast. It took a fair amount of time. I also liked the menu which shared some pictures and provided a good description of the food. Anything that was fried, such as calamari and fries, were excellent and crunchy. The calamari didn't seem very flavorful at first but the flavor came as you continued eating it, and it went well with the sauce, but it wasn't anything spe. The tacos were flavorful but were very drippy and became soggy quickly. After the first satisfying impressions of the food, we were a bit disappointed that the seafood platter and grouper dinner were quite bland. The fish was over cooked, the veggies were flavorless, and the rice was dry and hard. I must give props to the workers, though. it's quite humid and hot inside the restaurant even with the fans blowing. On top of that, they're running around using more energy and sweat. The drinks were also delicious. It just came down to the food. Overall, we enjoyed the view provided by the restaurant and it wasn't an awful experience but could've been better. read more

Caddy's John's Pass - American Near Me - Madeira Beach, Florida

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We ordered 2 appetizers: seafood ceviche & salmon spread. Everything is fresh off the dock-or so it seems-when walking the outdoor pier/docks you see fisherman cleaning fish & pelican's trying to get scraps. Fun times here! The seafood ceviche is lime forward & has lots of good chunks of shrimp & tuna. The tortilla chips are hearty & hold it well. The smoked fish spread is made with salmon. I didn't notice a heavy smoky or fishy flavor. I thought it was good overall, but would try something different next time, but would definitely eat it again! The service is Amazing! We sat belly up at the bar & interacted a bit with the locals. People are very friendly & easy to talk with, especially the staff! read more

Caddy's John's Pass - Shrimp ceviche - American Near Me - Madeira Beach, Florida

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what a lunch it was and that too in such a beautiful location (waterfront dining). Some restaurants are just too good, and Caddy's is one of them. it will be one of the finest meals I had in my life. Location, weather, ambiance, and my wife's birthday - thank you, god! I am grateful. I might be overreacting, but some moments are there where you had the time of your life, and it was one of them. And I was also visiting this from Jersey, so I was in tourist mode if that helps :P we were on the boardwalk and exploring all the shops. we found Caddy's location perfect for having lunch (good decision) lol, especially the waterfront dining part. We requested to Server get us a table near to waterfront. It's 2 PM, rush time, but we got that after 15-20 minutes. you do not need to wait around, you'll get a text when your table is available. We settled, ordered drinks, and was enjoying the surroundings. We ordered- Crab Cake Dinner: fresh crab cake with chips, salad & sauce. it was great, 2 big fat crab cake patties, I was full having one, but had the rest while enjoying the surrounding. Fish & Chips: it was grouper fish, normally you get 3-4 fish strips, but it was one big chunk of grouper fish with coleslaw and sauce. both items were great. Service might be a little slow as they have to go to the kitchen and return (not the usual distance as you are on the waterfront side) - but I guess ambiance covers this part. Price: it was $25-30 per person (minus drinks). Reasonable Ambiance- I already explained much I guess :P We enjoyed the food, our time spent, and the location! Definitely recommended. And hey, did I mention, we also watched a few dolphins in the water... Yeah Parking: Municipal Parking, it's free but gets full so wait in one lane for 10-15 minutes, and you can grab a spot. check the parking pic. also, onsite parking is available but i got Municiple parking so I did not check theirs. read more

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I DO NOT RECOMMEND THIS LOCATION Here's why... We were happy to find a place that was open until 10 PM. We arrived at 9:20 and asked if we could still be seated and served. A gracious hostess named Julia said "Of course" and welcomed us. After our initial pleasant greeting, it went downhill from there. My daughter was served a cup of apple juice with a giant winged insect in it...inside the kids lid even. At 10:10 PM we were finishing our food when our waiter with a 70s porn mustache clapped his hands loudly and said "OK folks it's time to wrap it up and go!" I asked him if I could finish the meal that I paid for. That set him off and he said "It's really rude to come in right before we close!" Don't worry, won't be making that mistake again. Still shocked at how they treat paying customers. Drinks are weak and food is greasy anyway so no need to go back. read more

Caddy's John's Pass - American Near Me - Madeira Beach, Florida

Came for lunch while on vacation. It's a nice casual spot on the beach with a great view of the beach & Gulf. Dog friendly. Drinks were delicious & cute souvenir cups. Service was good & friendly. Food was ok. My husband enjoyed his Salmon BLT, but I wasn't a fan of the Fish Spread App or Cobb Chicken Wrap. FYI you need to pay for parking but show your receipt and you receive a discount on your bill. read more

Caddy's John's Pass - View from upstairs - American Near Me - Madeira Beach, Florida

Came to Caddy's John's pass to have a few drinks after walking around the stores with the girls. The service was great and the place wasn't busy. Our bartender was really nice and brought our drinks quick. read more

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Excellent food and service. Tanya made sure everyone was satisfied and that there was nothing lacking read more

A great return visit. We waited about 40 minutes to sit in the dock and again it was well worth the wait. We saw a Pirate Ship docking and that was neat. Our table had blackened fish, nachos, and chicken and fries. The food was good and service was great! read more

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We were visiting from out of state. We popped in for the views. When we sat down I looked at the reviews and was disappointed lol. We decided to order an appetizer and hang for a bit. We ordered the chicken nachos. We were disappointed at first bite lol. They melted cheese was not great. It did not have cilantro or guacamole as mentioned in the menu. It was just the cheese, chicken, and tomatoes. There was a tiny tiny bit of sauce... maybe it was the bbq that's mentioned in the menu I thought it was salsa but either way it wasn't much and it wasn't flavorful. Overall it was ehh. We decided to not order entrees. The views are beautiful and I'm not sure about drinks because we didn't order any. I wouldn't return to eat here. I only gave 2 stars because our waitress Melissa was great! read more

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Very nice location, excellent server Kaytlin. She was very patient as we made our drink choices. They had good tropical drink specials. Generous food portions at a reasonable price. Fish and chips included a huge fish fillet. The blackened Salmon was very tasty and nice size. The main drawback were the annoying birds and dirty bathroom. read more

We were looking for a casual place that wasn't outside since it was so hot, and looking at the menu outside, it had a nice variety for our party of 4. Since it is September and off season, it was empty at lunch time on a Thursday. Our server was friendly and quickly took our drink order. The menu has a large variety of specialty drinks, which, after we ordered, we realized there were no prices. Big mistake on our part. I had the small Watermelon Wave and it was $18.25. My husbands large of a different drink was $22. Yes, they tasted fine, but the alcohol content was minimal for that price. Total rip off. One super annoying thing was all the pigeons and crows walking among the tables, on the tables, on the chairs and eating out of plates not yet removed from the tables. Not sanitary at all. There are appetizers, salads, sandwiches and entrees. I opted for the chicken quesadilla, which comes with kettle chips. There is an up charge for any other side. Our food came quickly and my meal was hot. The quesadillas were good, but I wasn't totally thrilled with the peppers in them, as it isn't something that is normally there. In the end, we each only had one drink and a meal and our drink order was way more than our food. Not likely to return. read more

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This place is very touristy but fun! In addition to the large main open air tiki dining area, they have floating docks where you can sit waterside with views of all the action dolphins, boats etc., I just had a giant to go Margarita and checked the place out. It's very cool & has a very cool little gift shop with some cool swag. The menu and food looked great but I had already eaten. The Margarita was very nice in the color changing souvenir cup. The drink list looked fun! Would def return with friends for Margaritas & food. Touristy but fun! Recommend. read more

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This place had a lot of great options and our server, Kayla, was very attentive and gave us good recommendations to do around the area!

Atmosphere - Just OK. Your typical dive beach bar/restaurant. Main part of the restaurant is located below the upper boardwalk and is open air. Although situated along the inlet, there are only a few tables that offer a view of the water, other than those situated along the pier. Service - Good. Although no major issues, there was a mixup with a drink order and a side upgrade request that was never provided to the kitchen. Food - Disappointing. I ordered a the cheeseburger with a side of macaroni salad. The burger is advertised as being a half pound, but it seemed smaller than other 1/2 lb burgers that I have been served in other restaurants. It was cooked to the temperature requested and tasted fine. However, the bun was so stale that it broke apart when I bit into it. The side of macaroni salad was so small that it was laughable. Overall Value - not sure that I need to answer this, do I? There are other restaurants in this area that are a far better value. read more

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Good food great views, service is a bit slow but it's a nice spot to hang out and see dolphin

The location was great. We were seated on the deck so we had a nice view. The waitress was friendly. The food was ok but nothing to write home about. Food was overpriced. read more

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After many years of being a regular at Caddy's, and understanding the circumstances. They should still be closed, skulley's seems to be the kitchen, with Caddy's being just somewhere to sit. The food was less than desirable. Not a way to come back from disaster, if your not ready, don't ruin your reputation for revenue. I will take some time and a bunch of great reviews before I will be back. Randy , Haines City Florida read more

We loved everything about Caddy's! I got the Crab Cake BLT and it was heavenly and my spouse got the steamed crab legs and they were delicious. The fries were really good too!! Pass on the trio dip though - while the dips were great, there were very little chips and they were stale (humidity got to them). We loved sitting outside and watching the dolphins play and seagulls fly by. The ambiance was perfect. read more

The Hit Bar and Grill is a extension of Caddy's. The food and service was good just as it is at Caddy's. The Hut is super cute and intimate. Great to get a drink or bite before taking a Florida Tiki Tour. Drinks are good and reasonably priced. They even have frozen drink machines which are cooling, refreshing and quit delicious but slow down to avoid a read more

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Stopped in on a whim for lunch while in town for Spring Training baseball and I'm so happy we did! We had such a great experience at Caddy's. We asked to sit on the pier by the water and the hostess happily led us to a table with a gorgeous view! Since I was on vacation, I opted for a bucket of the Pain Killer. I was a huge fan of this drink! Very strong and great flavor, definitely worth the price in my opinion. We shared the Sesame Crusted Ahi Tuna and Bavarian Pretzel for appetizers, how cute is the anchor pretzel!? Both were very tasty and the cheese sauce that came with the pretzel was SO good. I had the Pork Belly Tacos which were fantastic and my boyfriend had the Chicken Tender Basket which he also enjoyed. Service was great, view was beautiful and food was yummy - zero complaints from us! read more

Caddy's John's Pass - Pain Killer Bucket - American Near Me - Madeira Beach, Florida

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While on vacation last week, we stopped here for dinner. The restaurant is right on the pier in St. John's pass. There is a paid parking lot or you can walk here from beach or condo. The wait time was about 30 minutes long since it was a weekend. The staff were friendly. They have partial indoor seating along with outdoor seating by the water. They had live music playing which was lovely. I ordered a Caesar salad as my entree which was pretty tasty and a margarita to drink. I feel the pricing was a bit high for quality of food. read more

We ordered fish & chips, they were out of calamari...But the serving was large & fresh. we had sweet tea, which was fresh. our server, Connor, was frienly, polite & efficient, getting our drinks & dinner out quickly. Great job! Great time to dine out on the docks, watching the dolphins play! read more

Caddy's on the Pass was lively, with about a 15-minute wait for a table and a live band playing. Our food was just okay, and I felt it was overpriced for what you get, but it's on the water, and it was a weekend night, so I get it. Our server was great and kept coming back to check on us. The best part of our meal was getting to keep the plastic Caddy's cup that changes color to temperatures. We used those cups for drinks during the rest of our stay in Madiera Beach. I had the fish tacos, and they were not bad, but I don't think I would come back for the food. The atmosphere was fun, though, for sure. read more

Great location with outdoor seating on the water. Staff was great, friendly, helpful and attentive. Menu choices should satisfy most everyone as well as the reverse drink side offerings. Food took a while but server kept us informed as to the progress. Several big groups showed up at the same time so they were backed up some. The food was hot and fresh and everyone enjoyed it all. Great place to stop in but be advised they do get busy. read more

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We saw a glimpse of a few dolphins in the water as soon as we got on the John's Pass bridge so we figured we could dine by the water and see if we could spot anymore. We didn't, but at least we got to enjoy some appetizers and drinks on the water on a beautiful day. Watch out for the birds though, they were not shy and would go for any leftover food as soon as a party would leave their table! We ordered the Caddy's Beach Nachos and the Calamari to share among three people. The Tropical BBQ sauce on the Nachos was too sweet for our liking, if we could've gotten it without that sauce it would've been great. The Calamari was ok too but again, the dipping sauce was too sweet and we would've preferred more of a marinara-style sauce. However it was still nice to enjoy our appetizers by the water and were glad they could seat us out there immediately with no wait. read more

Caddy's John's Pass - Calamari - American Near Me - Madeira Beach, Florida

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Great view. Sit outside for sure. I think this place is more for the view than the food or service honestly. The service was meh and the food arrived barely warm. The drinks were good though. read more

Caddy's John's Pass - American Near Me - Madeira Beach, Florida

Came here tonight with my parents for dinner. Our Waitress started out good- she was very kind. The food was decent. We had the ahi tuna appetizer, it was prepped well but could've used some salt. For my meal, I got the blackened snapper with cilantro lime rice and mixed veggie. Unfortunately it was Luke warm, so it must have been sitting for a while. The fish was cooked well but could use more spice. Cilantro lime rice was alright, and veg had no seasoning. Unfortunately, after we were done eating she ditched us. Waited 15 mins for bill, with empty plates on the table, then she finally brought it. Waited 10 more mins for her to take card, and she told us the tablet wouldn't work. She said "I'll be right back with new tablet", but instead she comes back out with drinks for another table and takes food orders. We has to walk up front to pay- they had to call her up front to pay. Unfortunate that the waitress neglected us toward the end because I probably won't be back because of it. read more

Caddy's John's Pass - Blackened snapper - American Near Me - Madeira Beach, Florida

Melinda was a helpful and kind server. She didn't mind us just having a drink and boat watching in the water caddy. read more

Caddy's John's Pass - A bucket of painkiller! Cheers! - American Near Me - Madeira Beach, Florida

This is a great location to enjoy food and beverages right on the water with the familiarity of the Caddy's menu. You'll find TVs to watch sporting events and even live music on some days. The ambiance is lively and our server at this last visit was friendly and helpful. I'd say one of the reasons we keep coming back is they are good for medium sized groups and it is a fun place to bring friends and family when they come visit. You can walk around John's Pass after you eat and be entertained by the shops and views. The other bonus of Caddy's is their bar offerings. Their 'bucket' drinks go down a little easy on the hot summer days. They have a variety of options to wet your whistle and also offer add ons for extra shots on top if you feel you need further assistance. read more

The Madeira Beach location only reopened very recently. It appears they're not able to use their parking under their piers yet so we had to park across the street. It's metered parking at all times, so kind of a bummer I originally made a reservation for outside but reconsidered due to a cool forecast. I left a message early in the day but it seems they never made the adjustment. Luckily, they had room inside and happily moved us. It was quite a breezy, cool evening and they leave the doors wide open so we were still a bit chilly, but it was better than outside. Service was cheerful and accurate for 8 of us. My husband had a regular shrimp basket and I had coconut shrimp. Both were very good, cooked nicely, not dried out, and the fries were good. The couple next to us had a blackened grouper sandwich and Mahi tacos, which they enjoyed. Not sure what everyone else got. They didn't have any draft beer yet, they're still getting things up and running. A fun drink menu, but no mocktails. Overall an enjoyable evening. read more

The service was above average. Friendly staff and our food came out reasonably quick. The food itself wasn't great but wasn't terrible and exactly what we expected from a touristy, one-hour wait, $70 "captains platter"-type vacation spot. We also had pigeons eating old food off the floor under our table which, I guess, is easier than sweeping. The atmosphere was questionably "lit" for dinner time w/ super loud music and a DJ. Definitely geared towards the ones not paying the bill. All that to say, if you've vacationed at the beach in Florida, you've eaten at a place just like this. read more

We came with a group of 13 and expected a long wait being that it's spring break. We waited maybe 15 minutes! Our waiter Scott and put op with our shenanigans. Food was all good, we LOVE the rum runners! read more

Caddy's John's Pass - American Near Me - Madeira Beach, Florida

I took my mom to Caddy's after a beach day in the area. We decided to go to Johns Pass and park to shop and eat. I hadn't been before and it was a larger restaurant to stop by. We didn't have a wait and we're seated on the dock facing the water. We orders drinks is that came in fun color changing cups we got to take home. We first enjoyed the ceviche appetizer which was fresh and good. It was topped with guacamole so we had to dump out the cup it was served it on a plate to get to the good stuff! For dinner I ordered the blackened grouper sandwich. It was market price and Caddy's is definitely a tourist catered place so it was a little on the pricey side. Overall it was a good meal. read more

Caddy's John's Pass - American Near Me - Madeira Beach, Florida

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Stopped in for a quick late lunch and were seated immediately. There's a lot of birds roaming around...it's open air but birds (seagulls, pigeons) were roaming under our feed, walking on tables, etc. food portions were small. Food came out fast. Nothing spectacular, mostly convenient. read more

Caddy's John's Pass - Menu - American Near Me - Madeira Beach, Florida

Great fast service even on a holiday weekend. Had the ceviche. Very tasty and fresh. The marinade sauce had great flavor. The different fish in it was very sloppy cut. Made for poor presentation. Also had the fried calamari. Lightly breaded which is nice and not oily. Flavor was a little bland but it was an ok dish. read more

Had to fight with the birds. But our waiter, Dylan, was quite helpful and shoo'd the birds away for us multiple times! read more

We arrived around 8:45pm and were immediately seated. The table we were seated at had not been cleaned and, worse, was covered in termites!!! The hostess just dropped our menus on the table and walked away quickly. We moved ourselves to another nearby table and then noticed termites were swarming and landing on my purse and covered the floor. It was beyond gross. We left and will absolutely not be back. They have a severe infestation. Others have spoken of this problem in their reviews as well. read more

Friendly and cool vibe. They had live music and a lot of tv's and thus, it was kind of loud. The service was ok and the food was average. This is the only restaurant that could seat us without a wait. It's kind of a party atmosphere which was great for our kids. Everything was average. I don't have a lot to say about this place. I feel like I could have received this food at half a dozen other places. They just happened to not be as busy as some of the other establishments. In the same situation, I'd eat here again. read more

Service is slow. I'm currently sitting at the restaurant and we are getting attacked by birds. We can't eat without several birds staring us down ready to pounce. And they have lunged to grab food from us and others at the restaurant now. Only good thing was the ceviche. read more

Caddy's John's Pass - Birds watching us eat. Ready to pounce any moment. - American Near Me - Madeira Beach, Florida

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