For residents of 2020 Gulf Shore, Downtown Naples feels like a natural extension of home. A short drive or bike ride leads to favorite restaurants, local markets, art galleries, and boutique shopping along Fifth Avenue South and Third Street South. From quiet morning walks to a world-class calendar of annual events, this is where Naples comes into view — naturally, and at its own pace.
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This coastal promenade is home to globally recognized names like Tommy Bahama, White House Black Market, and Chico’s, all headquartered here in Naples. Upscale boutiques such as Marilyn’s and Petunias of Naples add European flair to Fifth Avenue South, while jewelers like Provident Jewelry and Bigham Jewelers showcase timepieces and fine pieces from world-renowned designers.
Lined with palm-shaded patios and blooming courtyards, Third Street South is timeless by design. Marissa Collections anchors the district with fashion and jewelry from names like Valentino and Irene Neuwirth, while galleries and home boutiques offer a curated coastal aesthetic. Acclaimed restaurants like Sea Salt and Campiello, along with the Saturday Farmers Market, give the street a rhythm that’s distinctly Naples.
Many Downtown Naples annual events draw audiences from far beyond the coast. The Naples Winter Wine Festival welcomes world-class vintners and chefs for a unique philanthropic weekend. The Naples International Film Festival brings cinematic voices to Artis–Naples each fall, while the Downtown Naples Festival of the Arts fills the streets with juried works each spring.