Welcome to 5th Avenue South

Welcome to Naples’ sophisticated and timeless 5th Avenue South. Stretching from 9th Street North to Southwest Florida’s famed sugar sand beaches in Old Naples, “main street” is one of the city’s most popular destinations. Home to thriving businesses, picturesque parks, in-demand restaurants, charming pubs, and infinite entertainment opportunities, 5th Avenue South is a place where families, entrepreneurs, art enthusiasts, entertainment lovers, and shoppers meet for a day, a month, or even year-round.

Many of the business owners who share this exclusive address are locals and take pride in offering a level of service and merchandise that is unparalleled. Shoppers can find everything from handmade jewelry and clothing to exquisite home decor, world-class art, and more.

The restaurants on 5th Avenue South are energetic and brimming, offering delicacies such as authentic Italian Bolognese sauce, fresh Florida seafood, locally sourced vegetables and meats, and even a fresh bowl of New England clam chowder. And, if you are craving sweets, 5th Avenue South is home to a large selection of ice cream and dessert shops with a flavor for everyone. So, stop by and discover an outdoor cafe, pub, fine dining establishment, or ice cream parlor—all of which help make 5th Avenue South a true culinary experience.

And if it’s fun you are after, look no further. Home to the area’s leading entertainment outlets including The Sugden Community Theatre featuring The Naples Players, the Naples Art Association, Gulfshore Playhouse and the Avenue’s ever-popular Evening on 5th events, something is always brewing!

Devour a delectable meal, shop for the perfect gift, experience an extraordinary show, and come back soon to do it all over again.

 

5TH AVENUE SOUTH

Woo-Hoo: 2025 Mini JCW Countryman ALL4

Honey, they super-sized the Mini

Del Webb Naples to Host Winterfest Open

The pickleball tournament featuring pro exhibitions, food, entertainment, and giveaways returns February 15-16

At Home with Joe and Dana Matina

A wealth manager and his family find a way to maximize living and giving in the two distinct communities they call home

Around the World in 100 Years

As Tauck, an all-American family-owned tour company, embarks on its second century of connecting people and places, Robin Tauck shares some history of the leisure travel pioneers from her home in Naples

The French Brasserie Rustique Gets a Makeover

Besides the more elegant ambience, the Naples eatery now offers a steakhouse menu and a host of fine wines to match

Savor Super Bowl Sunday in Naples

The Mini Bar and The Alley in Naples will set the scene for a food challenge and drink specials on February 9

The Rose Garden Cocktail Recipe

Charm your Valentine with a floral-inspired libation

Car Lovers Unite at Cars on Fifth Concours

More than 750 cars—including 170 Ferraris and other exotic, vintage, and muscle cars—will be on exhibit this weekend

Painting Sunlight at High Tide Studio & Gallery

Artist Michele Byrne will lead a three-day class in painting called “Sunlit Scenes in Naples” February 10-12

Unveiling Inner Beauty with Brenda Cooper

The Emmy Award–winning stylist will share the power of color at an interactive luncheon during the Naples Automotive Experience 2025

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