If you enjoy fine dining, beautifully landscaped promenades, and unique boutiques, you need to explore Fifth Avenue South, the main street through downtown Naples.

This famed hot spot is a classic Naples attraction, offering family-friendly activities during the day and sophisticated, lively entertainment after dark. Here are some of the top ways to explore Fifth Avenue South.

Hottest Shopping Spot

Shopping on Fifth Avenue South is a delightful and vibrant experience that caters to every taste. Known for its upscale boutiques and designer stores, let this iconic street introduce you to the latest fashion trends along side timeless wardrobe staples.

From designer labels to local artisans, charming Fifth Avenue shops offer a diverse range of products to suit various styles. Whether you're looking for luxury clothing, special gifts, or one-of-a-kind home furnishings, you'll find a wealth of options to explore.

If you are on the hunt for some beautiful home décor, explore Kaleidoscope Home or Peach Tree Designs. For breathtaking jewelry, visit Port Royal Jewelers, Provident Jewelry, or Naples Coin and Jewelry. If you’re looking for something new to wear, visit well-known brands like Chico's and White House Black Market as well as boutiques like Marilyn's and Kay's on the Beach.

You'll also find a variety of salons and spas to help keep you looking and feeling your best.

Evenings on Fifth

Among the many events held on Fifth Avenue South over the year, Evenings on Fifth happens once a month and offers live music and vendors up and down the sidewalks. This family-friendly event is a great chance enjoy local artists and artisans. Afterwards, take a stroll to the end of the street to watch the sunset over the Gulf of Mexico.

Along with many seasonal events, Fifth Avenue South also boasts an emerging nightlife. If you enjoy dancing, VERGINA Restaurant Naples and Aqua Seafood and Steaks host live music throughout the week that attract a fun, lively crowd of older adults. For a more intimate setting, Bar Tulia and the Vine Room are sultry lounges with beautiful bars and decadent craft cocktails that will have you coming back for more. 

Fine Dining  

It’s impossible to leave Fifth Avenue South without having an amazing dining experience that combines exquisite cuisine, impeccable service, and an elegant ambiance. With a variety of upscale restaurants and renowned chefs, downtown Naples is a destination for those seeking to satisfy their refined palates.

Each restaurant on Fifth Avenue South is known for its commitment to culinary excellence. These establishments often feature innovative menus crafted by talented chefs, and feature international flavors to contemporary American cuisine.

If you’re craving a cup of coffee, be sure to visit the Brick Coffee & Bar. For steaks, try the local favorite Chops City Grill. If you are a fan of Italian food, spend your evening in La Trattoria or visit Roma Italian Bistro & Pizzeria. If you’re a seafood connoisseur check out Ocean Prime or Sails Restaurant. 

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