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.



Art-Forward Fun at High Tide Studio & Gallery

High Tide Studio & Gallery in Naples in will host a packed schedule of art-forward activities through April

The Molly Ringwalds to Perform in Fort Myers

The band will take the stage at Caloosa Sound Amphitheater February 9, performing the biggest hits from the 1980s

Celebrating Nostalgia at Things I Like by Catherine

The Naples art gallery will unveil an exhibition of paintings and photographs of Old Naples cottages by Mark Hunt January 26

Land Rover’s New Defender 130 is a Stretch

It offers adventure on a grander scale

The Power of Seeds

These tiny morsels pack a nutritious punch

Prime Time at Olde Florida Chophouse

The Trianon Hotel's Florida-style steak house serves up classic cuts, innovative seafood dishes, and signature desserts

Toast of the Town

The Naples Winter Wine Festival returns February 3-5

Art and Soul Heads to Collier Museum

The Mental Health Association of Southwest Florida and the Collier Museum at Government Center will host the fourth annual event January 28

Naples Historical Society to Host Two Outdoor Events

The season's first Garden Side Chickee Chat and Brew in the Garden will take over The Norris Gardens January 27

Cleveland Orchestra Wraps Tour in Hayes Hall

The renowned orchestra will conclude its sixteenth annual Florida residency with a concert experience on January 29, at Artis—Naples