Men's Clothing in Key West, FL

19 locations found near Key West

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  1. 417 Southard St, Key West FL 33040

    4.9 Superb 78 reviews

    “Such a cool place in Key West! The designs are beautiful and fun and unique. We went in two different times, and both clerks (a sweet young lady and Sean) were very friendly and helpful. We are hoping we can catch some music there next time we are in town.”

  2. 514 Fleming St, Key West FL 33040

    4.8 Superb 46 reviews

    “One of my favorite men’s stores on earth!! Kudos for keeping everything, all the time, fresh!!! I’ve spent a smaller fortune here, yet always can’t wait to come back!!”

  3. 604 Duval St Ste a, Key West FL 33040

    4.8 Superb 40 reviews

    “Very cool shop for men and women’s aquatic clothing. All made with recycled plastic fibers, built to last. Disappointed we were there before the new fall line up had arrived, but found a couple of great shirts, with SPF protection. The clothing is made to be worn in, on and around the water. Cool logos and designs on clothing. Even mail ordered several more things after returning home! Highly recommend you visit!”

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  5. 519 Fleming St, Key West FL 33040

    5 Superb 16 reviews

    “Such a well curated and unique boutique. I particularly loved how most, if not all, clothing items were majority natural fibers without being stuffy! The fabrics are fun and youthful. Loved it.”

  6. 721 Duval St, Key West FL 33040

    4.5 Superb 67 reviews

    “Super friendly staff, very helpful and offered useful information about the island and stuff to do. Lots of fun clothes. Definitely recommend checking this spot out.”

  7. 205 Elizabeth St UNIT H, Key West FL 33040

    4.8 Superb 21 reviews

    “Stringray Steve's Shop on Elizabeth St. has a great selection for women and men. Lots of sun protection cloths. Great service! We brought a pair of shorts, but after we got home, we realized they were the wrong size. Steve quickly mailed us the right size.”

  8. 425 Greene St, Key West FL 33040

    4.6 Superb 25 reviews

    “Recognized this brand from Hawaii... one of my friends actually designed a Honu for this company...Here in Key West, the apparel reflects a shipping/harbor vibe vs a tropical nature/beach animal vibe of Crazy Shirts prior...Nice corner location, but don’t get confused, this is the larger of TWO Crazy Shirts here in Key West... this one on Greene Street, the other on Duval...”

  9. 251 Front Street, Key West FL 33040

    4.5 Superb 28 reviews

    “Of alllll of the Del Sol's that I have been to (and I shop at every Del Sol I can find) Hannah is hands down the friendliest person I have ever met. She helped me find everything I needed! Excellent customer service! I love this store but she made my shopping trip even better!”

  10. 501 Duval Street, Key West FL 33040

    4.3 Superb 73 reviews

    “The shop was beautiful and very well organized. They have a great selection for men’s, women’s, and kids. Two story store with plenty of space. They also have plenty of clearance racks to browse through. The employee we spoke to was very pleasant. Great store!”

  11. 207 Simonton St, Key West FL 33040

    4.6 Superb 7 reviews

    “My favorite retail store off Duval St. Reasonable prices, nice selection and unique costume jewelry. Casual ladies clothes as well as a small selection for the men as well.”

  12. 526-528 Duval Street, Key West FL 33040

    4.2 Good 69 reviews

    “I visited the Gap Factory on Duval Street in Key West and had a very pleasant shopping experience. The store is bright, inviting, and well organized, making it easy to browse the different collections. While it is not as large as some of the major outlet locations, the selection is still quite good, with plenty of clothing and accessories to choose from. The staff were friendly and welcoming, creating a relaxed atmosphere throughout the visit. As a European visitor, I found the prices especially attractive, with many items offering very good value compared to what similar products often cost back home. Overall, it is a great place to stop while exploring Duval Street. We enjoyed our visit and managed to find a few good deals. We will be back in Key West this November and will definitely stop by again to see what new bargains we can find.”

  13. 249 Front St, Key West FL 33040

    4.1 Good 28 reviews

    “I wanted nice sheets - I got them!I was tired of average quality bedding so I visited my Cariloha store in Key West - I was met with exceptional customer service and a selection of products that I didn't expect. I bought a shirt, some boxers, and yes - the best sheets I've ever owned.I'll add that, when I had an issue months down the road, Cariloha stepped up and immediately solved my dilemma.Thank You Cariloha!Johnny VKey West”

  14. 611 Duval Street, Key West FL 33040

    4.1 Good 69 reviews

    “Tucker’s Provisions is one of those stores that is almost impossible to walk through without finding something you suddenly decide you need. I stopped in while exploring Duval Street and was immediately impressed by both the selection and the atmosphere. The store has a great mix of men’s and women’s clothing, hats, books, coffee accessories, drinkware, gifts, and other unique items that fit the Key West lifestyle perfectly. As someone who appreciates quality casual clothing, I especially enjoyed their men’s wear selection. The clothing is stylish, well made, and thoughtfully curated. It feels less like a souvenir shop and more like a place where locals and visitors alike can find something they’ll actually continue using long after their trip to Key West. The store is clean, well organized, and easy to browse. Every display seems to reveal something interesting, which makes it a fun place to spend some time exploring. The only real challenge is exercising self-control. I walked in thinking I was just going to look around for a few minutes and quickly found myself evaluating whether another hat would be a wise financial decision. (It wasn’t. I still wanted it.) Five stars. Great merchandise, excellent selection, and one of the most enjoyable retail shops I’ve visited on Duval Street. Highly recommended.”

  15. 1024 Duval St, Key West FL 33040

    3.8 Good 29 reviews

    “Melanie was great! Super helpful went above and beyond in helping my wife find things. She was very excited this location had LoveShackFancy. Also found Johnnie O! Great shop and even greater service! Will definitely be back. Only thing missing is a store cat 🐈 😉”

  16. 431 Duval Street, Key West FL 33040

    3.9 Good 98 reviews

    “This place is a must. The people and the clothes are great. It is not just your basic shop with all the same $20 shirts. We found a sweatshirt made out of quilts. We also spoke with the owner and he was so wholesome and kind. This is the best shops we went to the whole time we were on the island. Add it to your itinerary!!”

  17. 503 Duval St, Key West FL 33040

    3.2 Average 34 reviews

    “I remember getting my first item from Crazy Shirts, this was back decades ago in California. I have always liked their quality, their styles and their prices.Crazy Shirts legacy began in 1964, when a guy named Rick Ralston founded one of the first companies in the world to sell the modern "T-Shirt" using distinctive designs to reflect the exuberant Island lifestyle. Ralston set-up shop on a Waikiki sidewalk charging $5 to airbrush monsters, hot rods and surfing scenes on T-shirts. The company was then purchased by Only the Best, Inc. in 2001. Since then the corporation has evolved into an internationally recognized casual apparel brand. For almost 60 years, they have clothed millions of customers. This particular store is located at 503 Duval St, 1/2 way between the Gulf of Mexico and the Atlantic Ocean in beautiful Old Town Key West. The clean look of their patterns and logos, the nice fabric they use and they stylish fashion makes this a nice place to get a shirt for yourself or for a gift...these are not the 4x$10 shirts, these will last you for a long time. Besides T-shirts they also sell shorts, pullovers, sweatshirts, polo shirts, jewelry and much more.If you want, they have a website, where you can get stuff shipped to your home...easy!”

  18. 928 Duval St, Key West FL 33040

    2.4 Poor 13 reviews

    “Dassi was so kind and helped me get several vw bus shirts off the high shelf. I was looking for some kids sizes too, and she didn't have any for little boys. So, she offered to make one on the spot! She helped me find the right size long sleeve sun shirt for my 5 year old, and printed a blue vw bus (his favorite) on the front, back, and the sleeve even! It was awesome customer service. 10/10!”

  19. 133 Duval Street, Key West FL 33040

    3 Average 40 reviews

    “Love this store on Duval Street . Got alot of items and got these t shirts that i love, l want more and want to talk to owner but can't find a phone number.”

  20. 1108c Duval St, Key West FL 33040

    2.6 Average 28 reviews

    “A friend bought me two shirts from the Duval Street “Life is Good” store in Key West FL. The shirts were too big, so I wanted to exchange them for a smaller size. The manager, Leo, went way out of his way to accommodate me, first by giving me reasonable credit on my returns (it was months after the initial purchase), then by taking pictures of his available stock, and lastly by covering return postage. The store is clearly trying to correct for past hiring mistakes. I highly recommend them.”

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