In Our Destinations Style & Design

5 on 5th: Top Luxury Boutiques on Naples’s 5th Ave South

5 on 5th Top Shopping Stops in Naples 5th Ave South

Shopping in Naples, Florida, starts at 5th Avenue South, patterned after the legendary Fifth Avenue in New York.


We give the inside scoop on five of the best and most posh stores that make their home on Fifth Avenue South, an ultra-swank stretch that runs a mile between the Tamiami Trail and 3rd Street in Naples.

5 on 5th Top Shopping Stops in Naples 5th Ave South

Marilyn’s [375 5th Avenue South]

The epitome of the high-end shopping scene on the avenue, Marilyn’s is a lavish boutique marked by a dramatic gold ceiling and an oversized crystal chandelier where an enticing array of European fashion items are all hand-selected and sourced by owner Marilyn Hellman herself. Expect handcrafted shoes, an extensive collection of belts, handbags and jewelry, and one-of-a-kind dresses and scarves – all from Italy, France, and Spain.

Joseph Wendt Custom Clothiers [400 5th Avenue South #100]

Joseph Wendt Custom Clothiers has ready-to-wear clothes for both men and women, but they specialize in – as their name suggests – custom-fitted clothing. Their clientele range from high-powered entrepreneurs and CEOs to NFL players and coaches who rely on them for their finely-tailored, high-quality attire. They also have plenty of accessories ready for purchase in the shop, including ties, belts, socks, shoes, cufflinks, handkerchiefs, and pocket squares.

Little Luxe [602 5th Avenue South]

If you want to dress your children to the nines as well, Little Luxe is a must-visit. Thanks to wide selections for babies, girls (sizes 2-6x and 7-16), and boys (sizes 2-12), and brands like Armani Junior, Chloe, Stella McCartney, and Marc Jacobs lining the shelves, your whole brood will come out with a stylish, age-appropriate new look. Be warned, though: The kids will be tugging on your hand to go to the toy section.

Petunias of Naples [824 5th Avenue South #106]

You won’t find any department store brands at Petunias of Naples. As a boutique retailer, they focus on stocking elegant, on-trend pieces from smaller, carefully selected designers, like Eva Franco, an Anthropologie staple. Petunias boasts on their website that it’s “not unusual to see Gram, Mom, and Granddaughter all walk out happy with a shopping bag full of goodies,” and that’s because the chic retailer knows that true style transcends age.

Island Trends [850 5th Avenue South]

Make Island Trends a stop on the first or second day of your vacation, because you’ll walk out with clothes you want to wear while on your getaway. Their comfortable but upscale collections for men and women feature fun garb perfect for date nights at the bar, days on the beach, expeditions on the boat (or in the water), backyard cookouts, and visits to the golf club.

LaPlaya Beach & Golf Resort

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