Savoring the Naples Lifestyle - Dining, Shopping, and Entertainment

Savoring the Naples Lifestyle - Dining, Shopping, and Entertainment

  • Amy Nease
  • 08/25/23

Extending north from the Ten Thousand Islands chain of islets off the coast of Everglades City to the southernmost point of the Estero Bay Aquatic Preserve, Florida's Paradise Coast is a trove of opulence and grandeur, and at the heart of this otherworldly joining of land and sea is the city of Naples.

Naples offers residents and guests a near-endless bounty of indulgences — pristine-white beaches, world-class golf, high-end shops and boutiques, a captivating culinary scene, and breathtaking sunsets — in a bespoke lifestyle tailored for those who appreciate the absolute finest of dining, shopping, and entertainment in Naples. When taking stock of the wealth of options on display between the dining, shopping, and entertainment, you quickly realize Naples is more than a place to live; it's a lifestyle to savor.

Naples Beach Restaurants

At first glance, it's easy to dismiss the culinary potential of a city the size of Naples. Fewer than 20,000 residents occupy a 16.5-square-mile footprint, a fourth of which is water. A closer look, however, reveals Naples as the primary hub of a much broader population of nearly half a million people.

The cuisine here has always been stellar, from fresh Gulf seafood to the exotic offerings of local resorts to neighborhood favorites and fine dining nirvana. Those culinary bonafides are recognized by Conde Nast Traveler and Travel and Leisure as among the best in the country. It's never been a better time to be a foodie in Naples.

Naples' premier dining establishments center around the city's two major shopping destinations — 5th Avenue South and 3rd Street South. The former plays host to two local staples. The first 5th Avenue South staple is the exquisite seafood and lively raw bar of Sails Restaurant. For many, it's considered the best eatery in the region. Not far behind, and just a few doors down, is the French Brasserie Rustique, a.k.a. "The French." Fulfilling the vision of award-winning chef Vincenzo Betulia — who also helms the Italian-inspired 5th Street South favorites Bar Tulia and Osteria Tulia — "The French" brings laid-back vibes and intense European flavors to the elegant streets of Naples.

On 3rd Street South, the lineup of establishments includes the patio and sea-to-table favorite Sea Salt. The Mediterrano promises authentic Mediterranean fare in a gorgeously chic garden-like setting. Take in a festive atmosphere and traditional gastropub offerings — Naples style — at the Old Naples Pub.

Elsewhere among Naples' exceptional eats is the Boathouse on Naples Bay, where the stunning waterfront views are exceeded only by the varied menu and wine list, where the seafood and steak reign supreme. Diners seeking a high-end meal amid one of the area's high resorts will appreciate the outstanding options at The Ritz Carlton, Naples on Vanderbilt Beach, including the smart, stylish steakhouse The Grill and the sleek sophistication of the Asian-Fusion favorite Dusk.

Naples Luxury Shopping

High-end luxury shopping and Naples are synonymous with and inseparable from each other. In fact, Naples features a wide range of shopping options — from the high-end to the low-priced, from the priceless antique to the tourist trap tchotchke. 

You can follow your own path of recreational retail among any one of Naples' acclaimed shopping districts. Locals, no doubt, have their favorites. For the newcomers, the primary question is where to start and where to go next during a Naples retail therapy session.

Foremost among Naples shopping destinations is the historic downtown 5th Avenue South. Since the city's earliest days, 5th Avenue South has garnered unique distinction, first as Naples' unofficial Main Street, then later as a center for commerce and a community gathering place. Over the last 25 years, the 1.25-mile stretch of road from Naples Beach to the Tin City Bridge has evolved into the city's premier destination with more than 150 shops, restaurants, bars, galleries, and a yearlong calendar of events.

Arguably the second most famous street in Naples, Third Street South introduces a considerable amount of style into Naples' shopping scene two blocks from the white sandy shores of Naples Beach.

Though you can find luxury dining, shopping, and entertainment in Naples across the whole of Naples, nowhere is it more concentrated than at the ultra-luxe Waterside Shops in North Naples. Featuring more than 60 luxury stores, Waterside is the spot to procure wares from lofty lifestyle brands, including Apple, Ferragamo, Gucci, Hermes, Louis Vuitton, Saks 5th Avenue, Tesla, Tiffany & Co., and Zimmerman.

In addition to Naples' three most notable retail spaces, variety abounds throughout this always opulent and sometimes whimsical Gulf Coast enclave. Tin City, at the far eastern end of 5th Avenue South, courts a lively clientele searching for unique fashions, collectibles, and handmade accessories. For a traditional but no less stellar indoor mall experience, Naples has over 125 mainstream brand stores and eateries at Coastland Center across from the Naples Zoo at Caribbean Gardens.

North Naples' Mercato is equal parts shopping, dining, and nightlife destination with over 30 stores, including Nordstrom Rack, and more than 20 restaurants, featuring The Capitol Grille and Blue Martini. Similarly, The Village Shops on Venetian Bay combine swanky retail and restaurants with the bonus of bayside views.

Naples Entertainment

Entertainment in Naples comes in many forms, involving many pursuits.

It's no secret that Naples is one of Florida's premier golfing destinations. With more than 75 golf courses within a 20-minute drive from the heart of downtown. Or that its lush, tropical seaside location supports treasured institutions such as the Naples Botanical Garden. Many first-time visitors or soon-to-be residents may not realize Naples' cultural entertainment offering.

Broadway shows and symphonic concerts regularly occur at the Artis-Naples, the city's visual and performing arts hub. Home to the Naples Philharmonic and a yearlong calendar of performances across numerous disciplines and genres, the Artis-Naples also features the Baker Museum, which exhibits a world-class collection of modern and contemporary art.

Naples ensures that every season is filled with events and festivals, whether it's the Naples International Film Festival, Southwest Florida's Sizzle Dining Restaurant Week (which will feature 55 Naples establishments), or community gatherings along Fifth Avenue South or Third Street South. These activities enhance an already robust and close-knit sense of community and allow locals and visitors to celebrate the city's cultural richness.

For those who prefer the call of the sea, chartering a yacht or a sailboat provides a unique perspective of Naples' beauty. With marinas like Naples Bay Resort and Marina, sailing becomes not just a sport but an elegant way to connect with the natural grandeur of the area.

The community's high-end resorts like La Playa Resort and The Ritz Carlton Naples are not merely places to stay; they are destinations in their own right, with an abundance of activities available to both guests and local patrons, including several of the most lavish spas on the Paradise Coast.

Of course, we must not forget what is arguably Naples' greatest attraction — a 10-mile coastline of sugary white sand. Boasting both public beaches and private beach clubs such as the future Naples Beach Club, you can secure a bespoke beachfront experience — either a lazy day under the Naples sun or the personalized service, gourmet dining, and tranquil cabanas that further enhance the luxurious Naples lifestyle.

Vacation in perpetuity by discovering your dream property today with Amy Nease

Naples exudes an air of sophistication and grace that resonates with anyone seeking a lifestyle interwoven with luxury, relaxation, and unparalleled beauty. And it certainly helps to have exquisite dining, shopping, and entertainment in Naples mere moments from your doorstep.

If this enchanting slice of the Paradise Coast is calling you, it's time you answered back. The time is now to explore Naples homes for sale, and should you have questions about lifestyle real estate, don't hesitate to reach out to acclaimed Realtor® Amy Nease for all your answers! Recognized as one of the top 1.5% of Realtors® in the United States, Amy is a seasoned professional and a trusted expert on Southwest Florida's luxury Gulf Coast real estate scene. Contact Amy today to get started.



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