We came to Keewaydin's on a Friday night with reservations for a group of 6 during season. We were promptly seated on the front patio by the street. Its a pleasant casual ambiance. I had the Pina Colada to drink and it was tasty. We decided to start with the Calamari and the Crab dip. The Calamari was nice, lightly breaded and with a little bit of crunch and a nice sauce. The crab dip was pretty tasty but there weren't enough chips provided and the dip itself was a bit too soupy and watery, they need to work on the consistency. I had the Keewaydin's seafood pasta as my main. It had shimp - tiny tiny shrimp, mussels and clams, with pasta in a very brothy watery tomato based sauce and with a few sliced cherry tomatoes. This dish was not great. The lady had a blackened grouper and thought it was very rubbery and that it didn't seem fresh. We were both disappointed in the food although our company was good. Service was attentive. So... nice enough place and atmosphere but maybe better for a drink and apps than actually eating dinner here. read more

We stopped by Keewaydin's on 5th and ordered the salad, the sampler platter, and the calamari. Unfortunately, the food was pretty average. The tomatoes in the salad were soft and unappetizing, and the beets had almost no flavor. Honestly, the standout item of the entire meal was the shrimp and crab dip with the crunchy chips, and the fact that the dip was the best thing we had says a lot. Service was fine, especially considering they weren't busy. One thing I did appreciate was the outdoor seating with heaters, which kept us warm on a chilly day. Just be aware that the outdoor area doesn't get much sun, so the heaters are doing most of the work. Overall, not a terrible experience, but definitely not memorable for the right reasons. read more

We visited Keewaydin's on May 27, 2026, during the off-season and arrived around 4:30 PM. We grabbed seats at the bar and were greeted promptly by the bartender, who provided friendly service throughout our visit. We started with a couple of drinks along with the guacamole, salsa, and chips. The chips arrived warm and fresh, which was a nice touch. Unfortunately, the guacamole was a bit disappointing, as it contained several hard chunks of avocado that were difficult to eat. I ended up having to mash them with a fork before enjoying it. Next, we ordered the shrimp cocktail. The shrimp were a decent size, but the cocktail sauce lacked the bold flavor and kick that you would typically expect. A little horseradish would have gone a long way in improving it. We stayed for a few more drinks and enjoyed happy hour before leaving around 6:00 PM. Overall, the experience was average. The service was good, but the food didn't quite meet our expectations. read more

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We had dinner here before heading over for a play at Naples Players. I enjoyed the experience, the ambiance and the food. I recommend Keewaydins if you're in the downtown Naples area. We will be back for sure. read more

Noticed the spot as we were walking through the streets and it looked like a happening place. Happy hour sounded great. We got amazing Boston East Coast oysters a couple of drinks and a burger. Everything was on point. The service was great definitely a place to go. read more

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We had a familiy dinner at Keewaydin's as we were visiting Naples, FL and it was a great experience that we likely will repeat when coming back to the area. The restaurant is centrally located in a shopping area so having an easy before or after meal walk is very pleasant. We have younger children so were a bit apprehensive about finding a place where they wouldn't be out of place, but still was a bit nicer for a dinner. We felt comfortable being sat in a corner in the front room. We ordered oysters and drinks to start that were fine, but nothing that blew us away. The food was also quite good across the board. Between the adults, we had the Chili Rub Tripletail and a filet and the kids enjoyed the usual kids menu fare. On the whole, we likely will be back, but will also explore a few other restaurants in the area. read more

During a trip to Naples on a very hot and humid July, my daughter requested we should have oysters as we had spent some quality time at the beach and seafood was on our mind. Walking on 5th street we saw a sign for oysters special outside of Keewaydin's. Not in the mood to explore any additional restaurants as we were completely exhausted, too a chance and went in. The place is huge and has a very beachy vibe with structures of fish hanging from the ceiling. We went ahead and ordered a dozen of the Oysters, half baked and half on the shell along with an order of the sliders. The service was a bit slow to take the order but the food arrived pretty quickly. The oysters on the shell were simply amazing, plum and very flavorful. When inquired the server said they were Washington Oysters. The baked ones were ok as the baking probably took some of the flavor away. Even the sliders were actually pretty good. For the experience and if you are in the mood to try some oysters this was a pretty nice place. They did have a very elaborate seafood menu but we will save ot for our ne t trip. read more

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This place is amazing the bartenders especially George was awesome their $2 bar menu is probably the best deal in Naples. You don't get discounts here in Naples. Wings were good it's a different sauce but still flavorful. The coconut shrimp hands down best deal you will find $8 for 4 big shrimp. I paid more than this for smaller shrimp at another place kind of close. We seen someone order the key lime pie so we had to try it WOW it's amazing. One of the best key lime pies I have ever had. Highly recommend this place they have great staff, good food, and a great atmosphere you can talk without being overpowered by noise. read more

I liked we could book a reservation online. We went on New Year's Eve. I didn't catch it they had any specials for the evening. They had a kid's menu which was a plus! I had a berry mojito which was excellent. The mahi fish tacos were delicious. It came with 3 tacos with large pieces of fish. The carrots in the red cabbage slaw seemed to be pickled which gave it a nice touch. The kiddos had the chicken tenders, hamburger and kids steak. The chicken tenders and hamburger were your standard kid's items. The steak looked like a flat, sad piece of hamburger. My 7 year old even questioned it....but for $10, I guess you can't expect much! It looks fancier on the outside than it is. You can make it a dress up or down place. I wish their menu was larger. There wasn't a lot to choose from IMO. Overall, nice place though! read more

Went for lunch and sat outside. Service was attentive and friendly. Ordered chowder, conch fritters, grouper sandwich, Cuban sandwich and key lime pie, all delicious. Drink of the day was yummy. We'll be back. read more

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Such a fun restaurant with a tropical vacation vibe. It's a bit like a fancier version of Margaritaville, with a casual resortwear atmosphere, colorful pictures of sunsets and boats on the wall, and gorgeous tropical lighting fixtures. The restaurant is separated into three areas...a main dining room with a beautiful long bar, a front "porch" area just off 5th Ave, and a side outdoor area near the plaza for The Naples Players. We sat on the front porch and started our dinner with delicious cocktails. The Port Royal Spritz is my favorite! For dinner, I opted for the Grouper and Chips which was delicious, with a very crispy and well-seasoned batter on the fish. Others at my table opted for the Short Ribs (which looked like the winning dish of the night) and the Crab-Stuffed Grouper. Everyone was so happy with our meals. Service was superb! And it's worth noting the sound management was superb. We could actually hear ourselves think and talk. We'll definitely be back...I need to try the Short Ribs next time! read more

Great spot on 5th avenue. Best way to describe it on a weekday is upscale casual. Inside is very cute but we got to enjoy the patio area. Came here on a little family getaway. Started with two kids pastas (because you know). Mike our waiter was very attentive and friendly. Brought out kids cups without us even having to ask. The adults shared their oysters, conch fritters, crab queso and short rib entree. The oysters were fresh and delicious. The conch fritters were crispy and the sauce was spectacular. The queso was good, but not memorable. We enjoyed the short rib, however, the mashed potatoes were bland. Mike noted that it was our daughter's upcoming birthday and surprised her with ice cream and a candle. Overall, we had a great time and enjoyed our meal. Service was above and beyond and definitely deserves 5+ stars. Mike is amazing. Food was good but nothing mind blowing. No true complaints so battled between 4 and 5 stars. read more

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My sister in law and I ate there three times in two days whilst shopping on 5th Avenue. We stopped at their beautiful outdoor seating and twice had the best coconut shrimp I've ever eaten. The coconut crab cakes are excellent as well. Servers were smiling and friendly. Great cocktails too. My SIL had the Lime in the Coconut which they substituted the tequila with Malibu (?) and she enjoyed immensely. I enjoyed a Pinot Grigio. read more

Nice outdoor patio with quick service. Great bread & appetizers were solid. Expensive for what you get like most restaurants on 5th ave but delicious nonetheless! read more

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I absolutely loved Keewaydin's! This is a very cute dinner spot that is somewhere in between casual and formal! The service was great, and the food was even better! I personally ordered the seafood pasta, which I would definitely recommend. It was a great portion size and had a lot of flavor. I would definitely recommend this to have a cute dinner in Naples. read more

Keewaydin's on Fifth - seafood pasta - Seafood Near Me - Naples, Florida

What a great Easter Sunday dinner. We had five at our table and everyone of us raved about it. Starting with a shrimp cocktail ( 4 Hugh shrimp) perfect cocktail sauce, not to hot just enough zip. Then onto Grouper topped with crab and served with broccolini, (my request) just because I don't Like spinach. Sat by one of the big windows out onto the street where we got a lovely breeze. Our waitress was friendly and attentive. I will be eating there again in a heartbeat. read more

Nice happy hour . Island vibe going on here . Menus geared toward fish . Great spot to hit on a hot day ! read more

Keewaydin's on Fifth - Lime in the coconut happy hour - Seafood Near Me - Naples, Florida

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The food was delightful as well as the service. What a georgouse place to dine . We absolutely loved the food and drinks

First time visiting Naples and we decided to stop by Keewaydins for some quick small bites and cocktails! They sat us quickly & on the patio by a heater. My partner and I ordered dirty martinis to start. They were perfectly dirty with a smooth finish. As for the food, excellent. The oysters were phenomenal. I wish I could remember the two types we ordered but the mango mignonette was to die for either way! We split the oyster dressing ceaser salad & I would say, a really good size for the price. Now, I wasn't a big fan of the shrimp cocktail, but the rich and savory beef skewers definitely made up for it. A great dirty martini & appetizer moment for sure. read more

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Husband and I stopped for a refreshing cocktail while walking around the beach and 5th shops on a Sunday. The place had just opened and we were basically the only ones there. The service was very friendly and attentive. The ambiance was great. We loved the indoor/outdoor vibe and cleanliness. I had a vodka grapefruit and it was fresh and delicious. My husband had a spritz and it was classic. We would come back for oysters and food! read more

Keewaydin's on Fifth - Grapefruit vodka and Spritz - Seafood Near Me - Naples, Florida

Went here with a party of nine the day before Thanksgiving and had excellent service and terrific food. The prices are definitely Fifth Avenue! My only complaint would be that our drinks took a very long time to come out. Food for everyone in the party from appetizer to main courses were all delicious. The restaurant had a great little island vibe. read more

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No need to ever visit this restaurant. Poor service poor food. Order a glass of Matua wine never let us know they were out of it instead just served us Kim Crawford with out a word. read more

First time experience this past Saturday. The pros: nice ambiance, prompt and friendly service by the bartender (I believe his name was James) and food runner, and a variety of menu options to choose from. The cons: the "summer special" $39 per person menu selections looked good on the menu but were rather disappointing. I tried the seafood chowder and the seafood pasta. While both were tasty, neither had very much actual seafood. Morsels of fish in the soup. The shrimp pasta had a half dozen very small shrimp with a lot of pasta. My wife had the grouper and fries. This was a better option but nothing special. The cocktail that accompanied the meal was pretty lame as it was a very weak pour. So, after tax and tip we're in for $110. Not a very good value. Will try it again though.... read more

Naples is getting to be an annual trip for us cos of our teenage daughter's obsession with Brandy Melville, so on the way there, we stopped to have a late lunch at Keewaydin's. The atmosphere was giving coastal open air calm which was really nice. Loved sitting next to the floor to ceiling windows that were open next to the sidewalk and main thoroughfare. The food was just ok to me. I got the t-bone which was on the tough side even tho it was nicely seasoned. The citrus Caesar salad was just a plain Caesar salad. My husband got the grouper Oscar which he enjoyed and the coconut shrimp which was the best thing we ate there. My daughter got the cheeseburger, she said it was good as well. Overall, it was a non eventful and tasting $200 lunch overlooking a very nice view. I feel like you'd come here not for the food itself but the romanticize your lunch. Our sever was also just ok, we weren't dressed up and I know I was dressed waaaaay down so that could have contributed to his demeanor but I don't care, I just thought I was going to circle Brandy Melville 30 times looking at size 0 clothes with my teen. read more

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The bar is a tourist bar nothing special! The bar tenders I had tonight were average at best! They need training.

Dragan was so sweet and helpful. The oysters were amazing and so delicious. Such a great happy hour. I will always come here when I visit Naples! read more

Thank you so much Jake for making things right and for your hospitality! We appreciate you reaching out after the review and hearing our feedback. That is a sign of a great manager! Can't wait to come back and visit! read more

Keewaydin's on Fifth - Seafood Near Me - Naples, Florida

We checked out this new place with limited time and enjoyed the happy hour cocktails. Service was friendly and prompt during our shirt visit. Happy hour menu also offered a nice assortment of appetizers. We ordered two which were good sized and delicious. The crab dip was chunky full of crab and shrimp and the conch fritters were crisp and nicely seasoned. The Lime in the coconut cocktail was delicious and the Marco island margarita was generously sized for happy hour. We sat at a table in the covered outside area which had a restful vibe tucked off to the side of the main street. There was also a good size bar with outdoor seating. I would definitely come back here when we visit Naples again to check out their full dinner read more

Keewaydin's on Fifth - Happy hour Marco Island margarita - Seafood Near Me - Naples, Florida

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Clam chowder to die for and oysters only $2 each we had mahi mahi so good and our server the best read more

Keewaydin's on Fifth - Front area - Seafood Near Me - Naples, Florida

Our second time coming to this restaurant, the first was incredible, so we had to try it again this month... once again, blown away. The zesty crab queso is the best thing on this menu! The food is amazing. People were wonderful both times, service relatively quick, and the vibes were great. 11/10 recommend if you're in Naples! read more

Keewaydin's on Fifth - Zesty crab queso, grouper burger, and fried shrimp plate! - Seafood Near Me - Naples, Florida

We stopped by Keewaydin's on Fifth after the Naples Art Show today for a cold beverage at the bar. My fiance, ordered a 16 oz tap High 5 for $10. It arrived in the tiniest glass (clearly not a pint glass.) When it was questioned as to why the glass was so much smaller than other glasses with beer in them at the bar, we were assured by the bartender that it was indeed a 16 oz glass. Then the manager came out and said she had ordered the glassware herself and it was indeed 16 oz. My fiance, who has had quite a few pints of beer in his 61 years on this earth spoke to the manager and said politely " I'll tell you what. I'll order a 12oz can of beer, and fill it up in this glass that you are telling me holds 16 oz., and if the 12 oz can fills up this glass, you comp. the beer!" "No Sir, I won't agree to that!" said the manager. Why wouldn't she agree to something that would only prove that she were telling the truth? Because she was lying! Out of principle, I will not be back to this restaurant or any of their sister restaurants if they can't/ refuse to treat their customers with integrity and honesty. read more

The restaurant is beautiful. Love the decor and furniture. The staff were top tier. Our waiter was the best and made sure we had everything we need. Unfortunately the food was just average. Nothing was bad, but everything was just ok. The best dish we had was the fried octopus appetizer. The drinks were also good, strong, which I like as you get your monies worth. read more

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Ordered seafood chowder. No seafood. Waitress stated she has had that complaint before. She couldn't find the manager to ask what to do. lol. Came with two additional people. Had to ask for culinary Drinks are very 4 oz martini glass. Will not be back read more

Nice spot on 5th Ave. lively, loud, nice decor. Extremely slow service, oysters $2 each. They are tiny, but fresh. We were given 3 rolls for 3 people. The butter was terrible, had something added to it. Watch out. No salt or pepper on the table. Sushi was good. Filet mignon was good. The add on shrimp $21 to an entree was fishy... read more

Keewaydin's on Fifth - Check in - Seafood Near Me - Naples, Florida

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Don't miss this place 4:30-5:30 appetizer and entree for $39 And so excellent Outside seating on a quiet side veranda area off 5th Kyle was a wonderful server read more

I have eaten lunch twice at this lovely restaurant, both times choosing to eat on the porch. My daughter and I shared the crab ceviche appetizer and I had the Cuban sandwich which I love. The atmosphere is relaxing with views of the stately trees and Fifth Avenue. Service is great and a very warm hospitable vibe. read more

Great food and service. Our fish dish was very good, and the beef short ribs was perfect. Drinks and desert was delicious. read more

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Food was very good, The service was great they get you in and out the door fast , The restaurant was a fancy / casual 10/ 10 recommend read more

Keewaydin's on Fifth - Sea food Pasta - Seafood Near Me - Naples, Florida

Came in for a casual drink bartender Juan and Server Evangelina gave me great service tried their happy hour special a smash burger to die for would definitely recommend read more

Keewaydin's on Fifth - Seafood Near Me - Naples, Florida

I ordered a medium filet and sent it back. The second one was not much any better. I realize this is primarily a fish restaurant but for $59 it should have been edible. Our fish entrees .. grouper were over crooked. We did have a very pleasant and pleasant waiter Michael. We will not be returning. read more