I had such a wonderful experience with Drunken Cookies in San Juan PR! They delivered freshly made…read morecookies to my sister's birthday, and she truly enjoyed them so much that she even shared them with the family! The cookies are noticeably larger than many others, fresh, delicious, and made for a very special birthday surprise. My sister was thrilled, and our whole family got to enjoy them together. Thank you, Drunken Cookies, for helping make her birthday extra sweet! Highly recommended!

Had to come try drunken cookies on my visit to Puerto Rico…read moreSuper friendly staff So many cookie choices Purchased a cookie parrot with a mini shot for free I tried the strawberry cheesecake and it was amazing. I would have got the s'mores or chocolate chip Nutella, which looked equally as good, but I'm trying to watch my figure.

Overall 4.5 out of 5…read more Can honestly say, I've never tried something like these Mofongo Tacos. Very unique and tasty. Although the pork was a bit dry, the avocado and chocolate sauce rounded it out. Got a ham and egg burrito for my sons and they both enjoyed splitting it. Was VERY large. Wife enjoyed her Puerto Rican Bowl a lot. I personally thought the pork, again was dry, but she didn't seem to mind. Ended it with a lava cake. We ordered it after eating everything and it took A LONG time. Granted, that just means it's fresh. Just didn't expect it to take 20+ minutes. So PRO TIP: Don't order it after eating. Order it early.

Walked into Chocobar Cortés skeptical because chocolate ketchup sounds like an Urban Dictionary…read moreterm. Ordered a regular burger. Burger was solid. Nothing life-changing. The chocolate ketchup was surprisingly decent, but I wasn't standing up yelling, "GET THE SCIENTIST!". Somebody put chocolate in ketchup and I handled it pretty well. Also got an Old Fashioned with chocolate dripped around it. It was fine. The atmosphere was hectic. I went alone, so I was just sitting there holding my little chocolate whiskey while everybody else had people who knew where they were. Couldn't eat upstairs either. I really wanted to. Don't know whats up there. Writing this out, I realize "this place won me over" might be generous. We reached a ceasefire. I'd give it 3.5 stars, rounding to 4 because I ordered the most basic thing available and can't make that everybody's problem. Might come back next time I'm in San Juan and actually participate in the concept.

We really enjoyed the paletas so much we went two times. It's a small town go shop…read more They have great flavors and some paletas are in different shapes, a straw hat, a tower. There's usually a line but it goes fast. They range in price starting at $4. Cash only if spending under $5. Highly recommended!!

We visited this spot after reading that it's featured as a stop on a local food tour…read more Ambiance-wise, there's not much to it. It's a small hole-in-the-wall spot for you to to pick up a popsicle and walk out with it. There is no seating inside. Service was friendly as she explained the options (i.e. water based vs milk based). They have a few sugar-free options which was appreciated. My main complaint is that the ice creams were not well labeled. I asked what flavors a few of them were but felt bad asking every single one... it would help if they were clearly labeled. I had a coconut milk popsicle which was good but nothing to write home about. Overall, average.

Anita Gelato was so worth the stop! It was super busy when we went, but the line moved surprisingly…read morefast, so don't let that scare you away. They have an incredible selection of flavors--three full freezers of gelato with so many unique options to choose from. Whether you like classic flavors or want to try something more adventurous, there's truly something for everyone. If you're walking around Old San Juan and craving something sweet, this is the perfect place to stop. Definitely one of the best treats we had on the trip!

Very cute gelato shop in old San Juan! We drove by one day and saw a line around the store, so we…read morehad to stop today when we were walking in the area! Very cute interior, clearly well thought out and designed to be a photo/insta location. The colors and decor all flowed well. But beyond that, they have wonderful flavors! We tried about 7 in our group and they were all good. Tasted high quality and you could distinguish what the flavor was supposed to be. Fresh made on site I would guess. The order process is a little difficult w use they have so many flavors spread out over about 15 feet of displays. Hard to pick what you want without running back and forth to see if you would miss anything! The seating areas were nice and had lots of seating. Disappointed to see that the bathroom was out of order and just had an envelope with a handwritten message on it. Really took away from the experience. But would enjoy again!

Café Cuatro Sombras - My Favorite Coffee Spot in Old San Juan…read moreCafé Cuatro Sombras was one of the stops on our walking food tour, and this place surprised me in so many ways! It quickly became my favorite coffeehouse in Old San Juan. This place serves some of the best coffee I've ever tasted, ranking right up there with the amazing coffee I've had in Rome and Athens. The flavor was incredibly smooth, with no overpowering acidity or bitterness. It was simply the perfect cup of coffee! But the real surprise was the ham and cheese croissant. The saltiness of the ham and cheese paired beautifully with a mysterious sweet jam. I would never have guessed it was guava, especially since I'm not usually a fan of this fruit. Yet, somehow, this guava jam completely won me over! Now, I'm on a mission to find a similar guava jam here in Raleigh. Café Cuatro Sombras turned out to be so much more than just another stop on our food tour. Between the exceptional coffee and that unforgettable ham and cheese croissant with guava jam, it was a standout experience. I highly recommend Café Cuatro Sombras if you're visiting Old San Juan!

Stopped by this cafe after reading it was a stop on a local food tour. Per the food tour reviews,…read morewe had to try the croissant with ham and cheese and guava butter which did not disappoint! The cafe itself is small but we were able to find seating anyways. Service was somewhat confusing... you have to order at the counter and then wait for them to call your name. They called our names a couple times but were not ready each time leading to our confusion. We ordered a latte and the croissant and both were delicious! Would definitely come back for this croissant!

11/10 best pops. Very refreshing! Highly recommend the strawberry filled with Nutella!! Absolutely…read moreamazing!

Wow!!!! That is the first word that came to mind when I tasted my popsicle from here. The owner is…read moreso kind. I feel like they handmade those cream. I asked about non dairy options and he said everything in the back row. You can literally see the fresh fruit it's made from. It's so clean in there and after walking around SanSe in old San Juan during 80 degree tropical temps, this is just the pick me up we needed! I love that you pick your popsicle, then sauce, then toppings and they put it in that box case so you don't spill it everywhere while walking around the tropical island. Amazing! I had strawberry with dark chocolate drizzle, peanuts, chocolate sprinkles and Oreo crumbles. To die for!

If you're wandering around Old San Juan sweating through your 10,000th step of the day, do yourself…read morea favor and stop into Himalayan Ice Company. First--rolled ice cream is basically edible entertainment. I stood there way longer than necessary watching them flatten, scrape, and roll it like I had nowhere else to be. It's giving Food Network... but you get to eat the finale. The flavors? BANGING. Super creamy, fresh, and not overly sweet--which means you can actually finish it without feeling like you need to lie down immediately after. Big win. The vibe is adorable--very vintage, colorful, and just a fun little spot to duck into and cool off. Definitely one of those places you end up taking pictures in without planning to. Service was adequate--nothing over-the-top, but they kept things moving and got us through the line without any issues, even when it was busy. Place looked clean, which matters when people are basically performing dairy gymnastics in front of you. Overall: great treat, fun experience, and absolutely worth the stop. Would I go back? Yes--for the ice cream... and to watch the rolling again like it's my new personality.

Anita Gelato had a ridiculous line out the door, so we found this as an alternative to try to cool…read moreoff from the heat. The wait wasn't too long, but the process of making one of these ice sheets takes a good 5 minutes, so there's some patience involved as they only took one order at a time. We did a custom roll ($10) with Oreo, coconut, and pineapple. It somehow ended up tasting like red bean, which I'm not complaining! Very refreshing and enjoyed every bite of it.

The drinks were great, service was prompt and very welcoming. I'd come back in a heartbeat! This…read moreplace has an insane selection of beers and cocktails.

A great little dive bar on the most popping street in Old San Juan. They have a long list of draft…read morebeers so anyone who wants to partake can find something to their liking. Admittedly stopped in mostly to escape a typical Puerto Rican downpour but was able to find bar seating immediately and had great service. Should note this is a location that has open windows and doors all day, no air conditioning to speak of. The beer cooled us down enough but don't expect a cold gust of wind to relieve you from the ambient heat/humidity.

Good ice cream -- they had really special flavors and mashups that were fun to try!read more

Waking in humid San Juan, Puerto Rico can really leave you sweating profusely. I stumbled upon this…read moreplace leaving the Cristobal castle, heading back to my rental car. It was a no-brainer. I had no choice but to indulge, because the water wasn't enough. Upon walking in the young lady at the front welcomed me in Spanish. After a few samples, she waited patiently for me to make my decision. 1 waffle cone and a single scoop is an even $5. You also get 3 toppings with it as well. From sprinkles, to brownies, and marshmallows to nuts. Totally worth it on a hot day. If I ever come back down, I'll definitely hit this spot again. 5 stars because of the pretty girls behind the register that were super nice and had great conversation too.

This place is soooo nice and tucked away. The panini…read moresandwiches were amazing and the caramel macchiato was just right. Service was quick! HIGHLY RECOMMEND!

Café Don Ruiz - A Little Coffee Museum in Old San Juan…read more Café Don Ruiz is a charming little coffee shop tucked inside the Cuartel de Ballajá in Old San Juan. It's a great place to stop for a cup of coffee and some pastries after exploring Castillo San Felipe del Morro. More than just a café, Café Don Ruiz feels like a miniature coffee museum. It showcases old coffee-making machinery and offers a glimpse into the history of coffee roasting, making the experience both enjoyable and educational. The coffee was smooth and flavorful, pairing perfectly with a ham and cheese croissant sandwich. They also offer a variety of pastries, cookies, croissants, and cakes to satisfy your sweet tooth. If you're exploring Old San Juan, Café Don Ruiz is a lovely spot to take a break, enjoy a good cup of coffee, and learn a little about Puerto Rico's coffee culture.