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    Ole Puerto Rico

    4.8 (72 reviews)
    PriceyHats, Accessories
    Closed 11:00 am - 6:30 pm

    Ole Puerto Rico Photos

    Recommended Reviews - Ole Puerto Rico

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    Store display.
    Klaus O.

    I have been looking for an authentic Panama hat for years. After reading the reviews of this hat shop, I knew I had to visit Ole PR. I was not disappointed. Great hats, selection and service. You get the style, the fit, and you get to pick out your hat band. The two ladies know their stuff. I bought one for me and my wife found one she liked as well. We both got value and a pleasant shopping experience. That shop is a must stop in San Juan, PR.

    Outside across from Barrachina
    Jennifer G.

    A novelty stop with a lot of choices. Fedora Panama hat, beautiful women's sun hats and other hats I don't remember the names. They will custom fit to your head if needed and give you a choice of bands or ribbons. Handmade. A very small shop with a lot of hats. They lose one star for the price which is obviously ridiculous for tourists on Fortaleza street. Handmade or not, the material didn't seem any different and they are not any more sturdy so to charge $90 for a white Panama hat seems excessive. I mean add my initials or an inscription or something inside for that price. In the end I bought one so I could feel mine was special and have it as my souvenir. The logical person in me is still struggling with this choice. But if you have no issue with those prices than it's a great shop.

    Wide-brim fedora with the ribbon I chose
    Jennifer C.

    I was in Old San Juan for day and planned on stopping by Olé for a custom-designed Panama hat. The experience didn't disappoint. I believe it was Christine who fitted me, and helped pick out and put together my perfect Panama. There's an almost overwhelming selection to choose from so I'm thankful that she offered such helpful guidance. I also bought a watercolor by her that she signed. Highly recommend this option if it's in your budget!

    Mel M.

    Genuine Panama hats not made in China can be found here. This hat shop is family owned and world renowned. Custom fit fedoras, panama hats and wide brimmed. I've known about this place for years and was happy to finally make my way in. I knew what I wanted but didnt know my size. First hat the nice family member helped me with was the perfect style and look I wanted. I tried a few more styles but went with the first one. They can make it however you want. Change the bands or whatever. When I left the shop I kept getting compliments everywhere I went. It just fit well and was a pleasant accessory to my outfit. I will be back in Puerto Rico in a few months so I will be back for another custom hat. The price range is from about $60 or $65 to start and goes way up depending on what your custom wants are and what type of hat you want. Mel M Yelp 20:20

    We love our hats
    Stacey H.

    Once I heard you could get a custom made Panama hat at Olé, I was sold. I took my friend with me, and while we both bought hats, neither was a "Panama Hat". lended up with a long brim fedora and she got another style I can't remember the name of. We were welcomed warmly by the staff, who were very knowledgeable and helped us through several drafts before we settled on our hat and band selections. The staff has been doing this for years, and their advice was very helpful. I would allow an hour for the whole process. There is a bit of a wait as each hat is handmade and customized, but it wasn't a bothersome wait. We put our names on the wait list for the restaurant across the street (Barrachina) and enjoyed chatting with the staff and watching and learning about the process. The staff are lovely, and we could not be more thrilled with our hats. There is also a little discount if you pay in cash or use Venmo. We love Olé!

    Girls hat
    Glenn M.

    Last time in Puerto Rico I wanted a Fedora:Panamanian Hat at this small shop in town. Family owned hand woven beautiful hats. And donna said two years ago I should get it because I might not get another chance. And I didn't and regretted it. So when we planned another Puerto Rico vacation this year I said I'm not passing up this time. Saved up some money and So I did!!! I budgeted $200 and it was only $80. So bella gets one too. Lol she looks so cute. They were so helpful in sizing. Then helping pick out the ribbon. Then they put it together for us with a personalized leather message thing in the inside. It's not just buying a hat from a hat rack. It was a full and great experience.

    Custom Panama hat!
    Bill C.

    Came in to look for a new hat, had one that I have let dry out and it cracked. They were so helpful and gave good guidance as well as made sure it fit perfectly before I left. To add to the great experience, as I was looking the owner took my old hat and repaired it for no charge AND made a hat box to transport it home in!!!

    My husband and his handmade, custom hat.
    Katie F.

    This store was high quality. Beautiful craftsmanship, friendly, helpful, and we loved our time shopping there.

    Nola G.

    I love hats and I love this store. This is my second visit to this store to purchase a fitted hat that is custom-made to my preference. The Panamá-style hats are actually made in Ecuador. The staff is very friendly and helpful. The hats are well-made and are very good quality. Both men and women will find the perfect style to fit their needs and personality. There where many new styles and colors since my last visit. Care instructions come with your own personalized hat. www.olepuertorico.com

    Chris F.

    Such a cute variety shop in Old San Juan. The space is a bit cramped but that just adds to the charm. It's exciting to explore, gazing up on the high walls that are lined with artwork that is for sale! The specialize in Panama hats, which we learned are not from Panama (the guy at the shop gave us a quick history of them) and have a wide variety including some that have hand-painted designs on them. Very cool! I wish I was a hat-guy but unfortunately my melon head just doesn't work with them! They also sell lots of prints and originals from Puertorican artists that are just so cool. The location is in the middle of everything and the staff are very friendly. The two people that were there on the day of our visit spoke English, so check it out and buy something unique!

    Matteo H.

    So happy to buy a real Panama hat from the famous and historic Olé in Old San Juan. It's beautiful and comfortable. I really am proud to wear this traditional style hat and exhibit the incredible fine work of the artisans. Tan feliz a comprar a sombrero "Panamá" real desde el famoso e histórico Olé en Viejo San Juan. Es hermoso y cómodo. Yo estoy realmente orgulloso a vestir este sombrero tradicional y muestrar la obra de los artistas.

    Sombreros de Panamá
    Melissa W.

    Olé was one of the highlights of my trip to Puerto Rico! If you're looking for a unique gift, I highly recommend this little shop. It is well known for its selection of sombreros de Panamá y antigüedades, and it did not disappoint. Guillermo and staff were very helpful and knowledgeable. I've been looking for the perfect hat for quite some time, and they found it! They offer a variety of sizes, colors and accent ribbons, so you will walk out with a completely unique hat. They also have an incredible collection of antiques and old prints. I left with a hat, a print and a few small gifts - I'll definitely be back!

    My new fedora
    Michelle M.

    Love love love this place! The ladies that were helping my husband and I were super sweet and helpful. We went in for one hat and left with two. They fit the hat to your head and you can choose the ribbon. The best part is that they ARE NOT made in China, they are made in Latin America. Oh for 2 hats it came out to $120 but it's worth it! The quality is amazing!

    My new hat having the band and brim set.

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    1 year ago

    The food and service was outstanding. The selection on the menu was great. The cost for the food was well worth it.

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    13 years ago

    LOVE this place. Recently profiled by the New York TImes 36 hours column. Great service by a local shopowner! Definitely worth a visit.

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    Page 1 of 2

    Review Highlights - Ole Puerto Rico

    for those out there who don't recognize the difference in weave in Panama Hats: no, they are not all the same.

    Mentioned in 9 reviews

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    Ole Puerto Rico - hats - Updated July 2026

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