Charming little diner style eatery with excellent breakfast items anytime. CASH ONLY! But they do have an ATM available. read more

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Island vibe casual restaurant and pretty good food. Not on the water so no ocean views. Less inside seating than we expected; ended up sitting at the bar, which wasn't all that great with the wait staff standing right in front of us most of the time. They do have a couple of small outside tables. The burgers were good, but not great. Seemed like pre-made packaged burger patties to me. The onion rings and fries were pretty tasty. The staff were friendly and conversational. Note that it's a cash-only restaurant (no credit cards), but there is an ATM at the front door. A little pricy for what you get, but what isn't pricy in Key West. read more

Harpoon Harry's - Breakfast & Brunch Near Me - Key West, Florida

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3/18/26 Breakfast: 1st off Beth & Judy were excellent and very attentive. 3 of our group had the 222 breakfast and 1 plain waffle. Food was great and correct, service was quick and friendly, atmosphere was very cozy and retro. Bill for 4 was $68 plus tip. ( We're going back tomorrow) read more

This is a regular stop when I am in Key West. The breakfast is large and good quality. The restaurant is always packed and there is a wait for seating. The decor is fun with tongue in cheek signs that make it fun. I always encourage friends to try out Harry Harpoons. read more

Great service, we all enjoyed our food , good adult beverages too. Friendly people good food We will be back read more

Harpoon Harry's - Eggs, Benedict Cuban breakfast sandwich - Breakfast & Brunch Near Me - Key West, Florida

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Service - 5 Ambiance - 4.5 Food - 3 Just needed a quick bite before driving back to Islamorada. Our server was super sweet and just the right amount of attentive. I had a cheeseburger and my husband had a Cuban sandwich, both with fries. The burger was lacking seasoning and flavor but the Cuban was excellent. Sorry, we were so tired I forgot to take food pics. read more

Stopped in Harry's for lunch. The atmosphere is classic rock. The food is Americana plus some Cuban and Greek and more. A nice place to have a leisurely lunch. read more

We sat outside, which was nice. I had the coconut shrimp with a sweet dipping sauce. Best ever!!! She had the standard egg breakfast with a well received mimosa. Service as attentive and friendly. Great pictures and gift items for sale inside. read more

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I ordered the chicken noodle soup, interesting twist with the use of macaroni noodles in the soup. Staff was great. read more

Harpoon Harry's - Breakfast & Brunch Near Me - Key West, Florida

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Stumbled on this place for lunch. It's a cash only place. I did a search online for GF and they had good reviews but that was not my experience. There is nothing marked on the menu and the server was not knowledgeable. She said just order whatever you think is GF. I'm celiac and cannot just order whatever I think is good for me. I asked if she could ask the kitchen if the fries were GF and she said she was busy and would need to check later. She came back and said they were GF. I ordered an omelette and asked for it to be in a clean new pan. She said she would relay the message. The food was overall decent. read more

Harpoon Harry's - Breakfast & Brunch Near Me - Key West, Florida

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Key West hole in the wall, my wife and I love. Great food and staff, became another favorite spot for us. Coffee is good and would go back.

Cute place. Great food. Has Air conditioning! I had the fish tacos. Red snapper with Feta. Yum. Friendly staff. Near water and shopping. read more

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This was our first time visiting this location in September. The restaurant is small but the people are nice and welcoming. We put our name on the list and had a bit of a wait so we hung around outside and walked around the docks to check out the keys. It's been soooo long since I been downtown near the docks in the keys. Growing up we always walked duval street but never went all the way to the end. The food was great and the menu has choices. We were doing breakfast and everything was good. We will definitely be back. read more

Great place for breakfast in Key West. Very cute with lots of atmosphere offering full menu of selection. Across the street from many boat excursions and the famous Key West mural it is easy to find. Definitely need to visit and go for breakfast. The only reason I am giving 4 stars is they only take cash. They do not accept any card debit or credit. BTW...it is so good my family returned the next morning read more

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After an online search we found this appt and had breakfast here 4 days in a row. The service was fast, the food was excellent and reasonably priced. I had the eggs Benedict daily and he had the 2 egg breakfast daily. My hollandaise was perfect which is no small feat with such fast service. The home fries was crispy and seasoned well. There is a good reason why this appt is always so busy! read more

Good breakfast Friendly service Nice atmosphere It's not far from the trolley Good menu read more

It's like this...Key West is a breakfast destination...like New Orleans!! There are so many excellent breakfast places in Key West, and we have actually been to all of them. So maybe you can appreciate when I say, Harpoon Harry's is the best!! Every item we've tried has been cooked to perfection! But enough about the food... The greatest waitress on the Island is here! If Debbie were working at McDonald's (God forbid), we would eat at McDonald's every day!! Trust me! read more

Harpoon Harry's - Debbie - Breakfast & Brunch Near Me - Key West, Florida

What an eclectic little diner! Had the Cuban breakfast sandwich which had light and airy bread with great eggs, husband enjoyed his breakfast croissant. read more

Great breakfast. Met up with friends. Friendly service and a straight up meal at a good price.

10/10 can't recommend enough!! Great food chill vibes and good prices. Drinks were good and waitress was super nice read more

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We enjoyed our breakfast so much, we came back the next day. The owner, Ron, is very welcoming and hussled along with the rest of the staff. The food was great. Both days there was a wait. A good sign! read more

I like the wait staff and the food, But the management leaves a lot to be desired. I have a service animal, a very well trained, but large German Shepherd. I have eaten there a few times but, unlike so much of Key West, always felt a little unwelcome at the management level (front desk). This morning, when for the third day in a row, I politely presented the empty water bowls for filling, I was met with a grim "are you coming in", as if to say, we are not obligated to water your dog if you are not a paying customer, or, we really don't want you coming in. To make sure I was not reading into anything, I mentioned a customers negative attitude from the day before. He said, "some people just do not like dogs and hair all over everything". I don't think the welcome mat was rolled out. I would suggest that people with dogs or people that like dogs avoid Harpoon Harry's. It's pretty inhospitable. As the saying goes: "A fish stinks from the head". read more

Food is awesome, the service impeccable a very interesting ambiance. Come and see for yourself!!!

My two cents. Good food, generous portions, reasonable prices, great service. Loved the music. Will be back. read more

The service is so amazing. Everyone of the servers are willing to check on your table. It does not matter if your meal was served cold, they truly notice something might be wrong. The ambiance, it is Key West! On the slips with all the boats. read more

Great breakfast spot in KW. We had a young lady for a server this year and she was so nice and friendly, she did a great job. The food is good and what you would expect from a diner like this. Very consistent quality every time. Cash only. read more

Fun & funny waiter and so personable! My dad & his friends are regulars here so we had to try it My dad had ribs which were falling off the bones, so good! My son & I kept stealing his fries. Son got a burger. I got chili with everything, so cheese & onions with a Mimosa Cute interior with some old art deco, etc vibes. read more

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This place is awesome! Love atmosphere and Ron makes sure everyone is taken care of. The food was great. I ordered the grits with my meal, but was skeptical... The grits were perfect! Ron let us take a pic with him on our way out. Definitely a place to visit while in Key West! The mimosas were bomb.. Like I made them at home with a splash of juice! read more

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what a great experience at Harpoons Harry's. The ambience of this place was top notch. Everyone working was so polite. The colors were bright. I loved to see my every where, from the walls to uniforms Harry was everywhere! I totally loved it. Super cute spot to come grab breakfasts or lunch. I ordered the classic Harry , added cheese to my grits and kaboom breakfast was served proper. The whole staff was friendly and very attentive. Highly recommend and I will be returning next time I'm down in Miami. read more

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I love this place, diner type of restaurant, quick service. Food was good and probably the most reasonable priced on the island. read more

Harpoon Harry's - Harry's breakfast - Breakfast & Brunch Near Me - Key West, Florida

The restaurant is decorated really nicely. Gives the old school diner vibe. Food wasn't too expensive but it is cash only!! Our server was nice but did not check up on us much. The food was underwhelming. Kinda bland, little to no seasoning. A good stop if you need a quick, cheap bite to eat. read more

Harpoon Harry's - Chicken Sandwich, Onion Rings - Breakfast & Brunch Near Me - Key West, Florida

The place itself has a very vintage and dated look to it which looks inviting. The menu options are great American and Mexican options for breakfast. I got the 222 and it was very filling and the French toast was a treat to eat! Must try if you're in the west looking for keys! read more

Stopped in for breakfast and was greeted by a supper friendly host who sat us right away. We got a table outside on the sidewalk as we always prefer outdoor dining when available. The place was very busy especially after we arrived and everything flowed smooth. Food came out fast and hot, coffee refills were constantly offered and we didn't have to wait for the check. read more

Harpoon Harry's - Country Po'Boy Breakfast - Breakfast & Brunch Near Me - Key West, Florida

Excellent hole in the wall local spot for breakfast. Very friendly staff and the food was perfect. This location is on my rotation of breakfast stops while in key west. Bring cash read more

Excellent breakfast place! Great atmosphere, and they have everything, and some things you haven't even thought of. I had a wonderful crabcakes Benedict. Everyone in my group loved their food. good service too. read more

Just a perfect place to enjoy an awesome breakfast, along with a great morning cocktail and fun music. The service is surprisingly fast for as crowded as the place can get. Would recommend this to anyone looking for a great brunch. Tried to go for dinner as well, but we couldn't make it fit our timetable. Next time! read more

Great breakfast selections and the service was excellent. Metered parking across the street

"Throwback" is the word that comes to mind when walking into Harpoon Harry's. This has the eclectic look of a 50's diner with touches of rock 'n roll through the ages. Where else can you see a classic display of 8-track tapes on the wall? Even the hostess had a fabulous beehive 'do. We stopped for breakfast and enjoyed looking at the displays on the walls while we waited for our food. Unfortunately the food wasn't as great as we had anticipated. I had eggs, home fries, and rye toast. Everything tasted fairly bland. I had to toss on salt & pepper to add some flavor. My wife ordered the key lime pie stuffed french toast topped with fresh fruit. What a great combo! The warm key lime pie was delicious, but the french toast was underwhelming. Two thin slices of toast in a non-descript batter. The meal had such potential but didn't live up to expectations. The server was pleasant and seemed to enjoy her job. We may try Harpoon Harry's again for lunch, but mainly just to enjoy the fun wall displays. read more

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First breakfast in Key West and last breakfast in Key West. Good value. Good portions. Great service. Eggs over med with bacon and toast for me and omelette with potatoes for husband first breakfast. Florentine eggs Benedict with potatoes for me and French toast with bacon for husband for last breakfast. All the food was great. Atmosphere is pure Key West. read more

Harpoon Harry's - Breakfast & Brunch Near Me - Key West, Florida

A wonderful place to go for breakfast in Key West. The kindest, most welcoming restaurant to eat on the island. With excellent food, and the best staff. As a half-crazy person (or, to be more charitable, neurodivergent, plus non-drinking), I don't always feel entirely comfortable in the surreal and inundating fins-up, partying, post-partying, island time sweltering iguanascape of Key West. Especially when having a bad day, or if something has gone wrong. But, the kind, thoughtful, attentive hosts and servers at Harpoon Harry's made me feel welcome, calm, and almost at home. On my first visit, last week, I was dehydrated, poorly rested, and customarily depressed. Even though I showed up glum, shaky and unsure, the two fantastic people at the entrance, at the register, were so nice to me. And to everyone. Even to a man who appeared to be having a much worse day than me, and was being more than a bit abrasive. Their kindness eased whatever troubles were affecting both the abrasive man and also my own depressed and dehydrated self (he left in good spirits, and even superfluously apologized to me). I can't say enough good things about the terrific people at the counter. And everyone else I encountered, the servers, the owner, were also kind. But, hey, what if you're thinking, "I don't give a hoot about how nice these people are -- how's the food, dude?" Good news! The food is excellent. The eggs benedict, always the greatest challenge for restaurants serving breakfast, was superb. The hollandaise tasted like actual hollandaise -- some other, otherwise fine, restaurants will cut some serious corners on the hollandaise (Two Friends Patio, to cruelly single out an egregious example). And adding lobster to the benedict makes a great choice, too. And maybe a tiny mini-pinch of salt in the hollandaise. The eggs and omelets are also great. The toast options include Cuban bread -- which is a great local wrinkle. There are excellent desserts, as well (I had a fine blueberry muffin). Even the grits are very good. Careful attention is given to every element of the food (and all of the staff appears to be equally attentive to keeping the restaurant constantly clean, as well). The service is excellent, attentive, and very efficient. The food arrives amazingly fast, as well (which is an extra plus if your mental eccentricities include great difficulty waiting for things). The air conditioning is winning its battle against Key West heat, as well. Even the music is good (the playlist on my first visit seemed to be themed Emmylou Harris adjacent); it's nice to not have to wear ear buds to block out the normally inescapable 90s/00s rock. I feel bad that, despite the many times I've been to Key West, I'd somehow never been to Harpoon Harry's. I'm looking forward to visiting again, hopefully not too many years from now, and hopefully, they'll still be there, and unchanged. Thank you for being nice to me! read more