Explore 5th Avenue South Naples

Fifth Avenue has been the heart of downtown Naples since the 1920s when it was home to a few small businesses, the telephone company and a train depot. Today, Fifth Avenue South features some of the best shopping, dining and entertainment in Florida. In Naples, Fifth Avenue is the place to see and be seen.

Shopping on Fifth Avenue South

For those who love shopping, Fifth Avenue South is considered the hottest spot in Naples. Drenched in Old Florida charm, many of the businesses here are locally owned and operated. From art galleries to clothing boutiques, nail salons and fine dining, Fifth Avenue South is a shopper’s paradise.

Whether it’s a quick replacement for a forgotten swimsuit or an entire wardrobe overhaul, the shops along Fifth Avenue South have everything. Find familiar names like Vineyard Vines and White House Black Market intermixed with local shops like Kay’s on the Beach and Petunia’s of Naples.

Dining on Fifth Avenue South

From fresh seafood to Italian cuisine and classic American fare, Fifth Avenue South has something for every palette. And don’t forget to save room for dessert: there are several ice cream shops and cafes to satisfy a sweet tooth.

If all the shopping works up an appetite, quickly pop in to one of the Avenue’s many cafes and coffee shops. Whether it’s a quick pick-me-up at Starbucks or a healthy snack from Delicious Raw, Fifth Avenue South has plenty of quick and casual options for a shopping refuel.

For something a little more formal, Fifth Avenue South plays host to many fine-dining spots, including Trulucks and Ocean Prime right here at Inn on Fifth. If an adventure down the Ave is more appealing, there are plenty of options for everyone. From Italian and French cuisine to fresh seafood flown in daily from Greece, Fifth Avenue South is home to some of the best eateries in Naples.

Entertainment on Fifth Avenue South

Known for its lively atmosphere and variety of entertainment, Fifth Avenue South is the destination for live theater, music and nightlife. A popular attraction, the Naples Players, performs a wide variety of plays and musicals throughout the year at the Sugden Community Theatre. You can browse all upcoming events and performances on Fifth Avenue South’s website.

For a list of upcoming events on Fifth Avenue South, here is the official events calendar.

View Events

How to Find Fifth Avenue South Naples

Fifth Avenue South is one of the main streets in Naples and the street that Inn on Fifth is located. This makes taking advantage of all the great shopping, dining, and entertainment options incredibly easy when you stay with us.

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