Specialty Boutiques Make Swimwear Shopping Fun in the Florida Keys

Looking for a new swimsuit for your Florida Keys vacation? If you live outside Florida, chances are the department stores only stock swimwear for a few months in the summer. Luckily, you can wait until you arrive in the Keys to shop these boutiques where on-the-water gear is their specialty.

On Duval Street in Key West, you'll discover a multitude of shops selling bikinis. Avoid the fly-by-night operations, and head to Aqua Beachwear and Paradise Vision Swimwear. These two boutiques stand out for their quality suits for women and stellar customer service. Men should check out Graffitti and Evolution, which feature hip urban brands like Diesel and 2xist.

At the end of Duval, Ocean Key Boutique blends resort collections for men and women like Tommy Bahama and Island Company. For the more sporty-types, Ron Jon Surf Shop caters to men, women and children of all ages.

If you’re staying in the Upper Keys, Islamorada has three great swimwear options within a few miles of each other. Women of all shapes and sizes will find bathing suit shopping a breeze at Lion’s Lair Swimwear. They carry mix-and-match separates in DD cup and up, as well as plus sizes. World Wide Sportsman and Otherside Boardsports both focus on suits for active people who can't afford wardrobe malfunctions on the water. No matter what your needs, these top ten Florida Keys swimwear shops offer quality suits that will last for many vacations to come.

Otherside Boardsports
Photo courtesy of Otherside Boardsports


The Keys are known for laid-back sports such as scuba diving and snorkeling, but in the past years other sports like kiteboarding, paddle boarding and kayaking have gained popularity. The owners of Otherside Boardsports, who are both kiteboard...  Read More



World Wide Sportsman is a two-story nirvana for fishermen that offers one of the largest selections of saltwater, freshwater and fly fishing gear you'll ever find in one place. Men, women and children will find a wide variety of outdoor apparel...  Read More

Lion's Lair Swimwear and Lingerie
Photo courtesy of Lion's Lair Swimwear and Lingerie


Finding a bathing suit that fits can be a challenge no matter what your size, but Lion's Lair Swimwear and Lingerie has come up with a winning solution. This little-boutique-that-could is filled with styles for all shapes, including...  Read More

Lilly Pulitzer Key West
Photo courtesy of Lily Pulitzer


No beach wardrobe would be complete without a classic shift dress from the mother of resort wear--Lilly Pulitzer. Pair it with a matching bikini in one of their signature styles, and you'll be ready to hit the beach. Their mix-and-match...  Read More

Ron Jon Surf Shop
Photo courtesy of Ron Jon Surf Shop


No matter what your water sport--even if it's just sunbathing--Ron Jon Surf Shop has what you need packed in their blue, two-story Conch House style building. Steps away from Mallory Square, their 4,400 square feet store has swimwear and...  Read More

Ocean Key Boutique
Photo courtesy of Ocean Key Traders


Ocean Key Boutique is not your normal hotel gift shop. This stunning boutique is designed to quickly outfit men, women and children in the perfect vacation wardrobe from head to toe. In fact, shoppers often leave the store wearing their new...  Read More



The modern, industrial decor, reminiscent of a New York boutique, is your first clue that Evolution is not the usual Keys-ey shop. This two-story boutique is packed with men and women's clothing by designers you won't find anywhere else in Key...  Read More

Duval Street


Shop to the sound of the thumping house music at this men's clothing store on Duval Street. A hipster's paradise, the boutique is packed with casual wear and accessories by modern brands like Ben Sherman, Buffalo David Bitton, French Connection,...  Read More



Women of all ages will be pleased with the collection of swimwear at Paradise Vision. They carry a wide array of mix-and-match separates including triangles, halters, bandeaus and underwire tops paired with American and Brazilian cut bottoms for...  Read More

Duval Street
Aqua Beachwear
Photo courtesy of Claudia Miller


Aqua Beachwear is part of a small boutique chain for that includes over a dozen stores throughout the Florida, Arizona and the U.S. Virgin Islands. If you usually dread swimsuit shopping, their helpful staff can help you find the perfect suit no...  Read More


Meet Claudia Miller

Claudia Miller has been writing about South Florida for over 17 years--seven from Key Largo. A budding photographer, she can usually be found stalking a sunset. Despite being a tad...  More About Claudia