A Perfect Day Downtown

Strolling Fifth Avenue South can bring a full day—and night!—of fun.

New to town? One of our treasured visitors for a day or longer? Or a long time resident wanting to rediscover all that Naples has to offer? There is no better place to start than in the heart of the city—Fifth Avenue South.

One of the nation’s most exclusive addresses, Fifth Avenue South, stretches from the Tamiami Trail to the Gulf of Mexico in Old Naples, and is home to upscale fashion, gifts, artwork, cuisine, and entertainment – all of which residents and visitors have come to expect when in Naples.


Make a day – or night – of it and experience all that Fifth Avenue South has to offer.

Start off with morning coffee or a delicious breakfast at one of the unique dining destinations located along this renowned avenue. If it’s pampering you desire, indulge yourself at one of our many fabulous spas or prized salons.

If you are looking for clothing, shoes, or handbags, look no further. Fifth Avenue South features some of the most unique, locally-owned clothing boutiques in Southwest Florida and several popular national brand stores. From fine and whimsical children’s clothiers to elegant and casual men’s and women’s clothing, shoes and accessories, the Avenue’s more than 25 clothing and accessory boutiques are sure to please!

For an treasure-trove of gift ideas be sure to visit the Avenue’s more than 20 gift and jewelry boutiques offering fine and handcrafted jewelry, fine writing instruments and stationery, funky pottery, elegant antiques and so much more. Along with one-of-a -kind furnishings, decorative arts and accessories, the Avenue’s distinctive decorative and home furnishings boutiques also offer their clients interior design services. And, for those with the most discerning tastes, the Avenue is home to eight world class galleries offering originals and limited editions by renowned national, international, and local artists.

Take a moment to stop off for a late lunch – or early dinner – at one of more than 30 restaurants along the Avenue where you can enjoy everything from authentic Italian to French to Persian, Asian, Caribbean, American and everything in between. In addition to full scale dining options, quaint coffee shops and pubs where you can grab a quick bite dot the avenue. And, for those with a sweet tooth, the Avenue has seven unique shops to satisfy your craving from cupcakes to traditional and organic ice creams and custards.


Nighttime on the Avenue offers an abundance of activities.

If you are in the mood for a live theater production, look no further than The Sugden Community Theatre or The Gulfshore Playhouse. Longing for live music and dancing? Many of the Avenue’s establishments offer local entertainment from jazz to contemporary to classics. Or, meet your friends – and make new ones – at one of the many events planned annually along the Avenue or in the Park featuring an array of live musical performances, festivals, art fairs and car shows.

Whether you begin or end your day on the Avenue, you will want to visit the beautiful Gulf Coast beach just a few steps away from the shopping, dining and bustle to take in the mesmerizing sunsets or just to plant your feet for awhile in the beautiful gulf sands.


With so much to do and see, it’s easy to understand why Fifth Avenue South has long been referred to as Naples’ “main street.”

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Timeless Charm. Downtown Chic.

Fifth Avenue South is an irresistible mix of glamour and laid-back ease. Historic and modern architecture blend together in eclectic sophistication; tropical blooms and lush greenery grace its pedestrian-friendly promenades; and each storefront is filled with wonderful finds and delights.