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Florida's Fifth Avenue

An insider’s guide to this historic — and most happening — street in Naples. So put on your walking shoes and start exploring.
by Susan Friedman | Photography Larry Nighswander

Follow the Tamiami Trail to downtown Fifth Avenue South, where prominent signage leads you to Naples’ historic main street. Also, the facades are pure vintage Old Naples, with the shades of cream, muted pink and fairway green. Here, restaurants, boutiques as well as art galleries occupy block after block. It even has
its own inn, the Inn on Fifth. Along the landscaped promenade are mini-parks with benches for those tired feet. Fifth Avenue definitely comes alive on second Thursdays when Evenings on Fifth presents strolling musicians and a fun-seeking crowd comes out. During the high season (from Thanksgiving to Easter), the street is blanketed with people. Anyone who thought of Fifth as a cousin to Palm Beach’s Worth Avenue should look twice – nothing’s stuffy here. At Random Acts of Art, find American crafts, from color-splashed wall art to mermaid night- lights; Island Trends stocks hip, brand-name resort wear. Oenophiles will love dining at Cafe & Bar Lurcat, where a 16-page wine list wows. For more information, please visit Florida's Paradise Coast.

Fifth Avenue South

  • Adelheidi’s Organics – The new kid on the block is putting out amazing gelato flavors. For a refreshing treat, try the lime and black pepper gelato. adelheidis.com
  • Gallery O – It’s all about the one-of-a-kind pieces at this stunning gallery, where eco-friendly Belizean hardwood predominates both in art and furniture. thegalleryo.com
  • Pucci & Catana – This adorable shop offers luxe couture and more for pampered pets. Even surprise your feline with organic hand-harvested catnip. facebook.com/pucciandcatana
  • The Jolly Cricket – Enjoy a signature Jolly Cricket burger with some killer slaw as well as an IPA at this friendly gastro-pub with a British accent. thejollycricket.com
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