Your Guide to Ultimate Upscale Naples Shopping

Whether you’re looking to splurge on luxury brands or enjoy fine dining, Naples, Florida, is a hotspot for those who appreciate the finer things in life.

Boasting sun-kissed beaches and picturesque locales, Naples also offers some of the most high-end shopping experiences in the state.

Spend an unforgettable day soaking up the luxury, style, and gourmet flavors of this charming city, then come home to one of our Naples vacation rentals.

Morning: Waterside Shops

Location: 5415 Tamiami Trail N, Naples, FL

Kick off your upscale shopping spree at the Waterside Shops. This elegant open-air mall is not just a retail haven but a beautifully designed space adorned with lush landscapes and soothing water features. Dive into the world of high fashion with flagship stores like Louis Vuitton, Gucci, and Tiffany & Co., among others.

Breakfast Tip: Begin your day with a sumptuous breakfast at Brick Top’s. Nestled within the Waterside Shops, it offers a delightful menu perfect for energizing you for the day ahead.

Late Morning: Fifth Avenue South

Location: Fifth Avenue South, Naples, FL

Post the Waterside Shops, make your way to the famed Fifth Avenue South. This iconic avenue is the heart of Naples’ upscale retail, featuring a mix of high-fashion boutiques, eye-catching art galleries, and sophisticated shops. Spend your time exploring unique offerings at places like Marissa Collections and Bigham Jewelers.

Coffee Break: Pause for a rejuvenating coffee break at The Brick Coffee & Bar, where you’ll find masterfully crafted coffee and a chic setting perfect for people-watching.

Lunch: The French Brasserie Rustique

Location: 365 5th Ave S, Naples, FL

By now, you’ll have worked up an appetite, and there’s no place better to satisfy it than The French Brasserie Rustique. Indulge in meticulously prepared French cuisine within an environment that spells charm and sophistication.

Afternoon: The Village Shops on Venetian Bay

Location: 4200 Gulf Shore Blvd N, Naples, FL

Your next stop is The Village Shops on Venetian Bay, an idyllic shopping setting with exclusive boutiques like Casanova Boutique and Mondo Uomo. Shop to your heart’s content, all the while enjoying breathtaking views of the waterfront.

Late Afternoon: Relaxation at The Ritz-Carlton Spa

Location: 280 Vanderbilt Beach Rd, Naples, FL

After a fulfilling shopping session, unwind and rejuvenate at The Ritz-Carlton Spa. Treat yourself to an indulgent spa treatment and let the stresses of life melt away in this sanctuary of tranquility.

Evening: Dinner at Sea Salt

Location: 1186 3rd St S, Naples, FL

Conclude your day with a dinner at Sea Salt, a renowned restaurant that crafts inventive seafood dishes paired with an impressive wine list. The elegant ambiance and stellar service make it the perfect spot for a memorable evening meal.

Nightcap: The Continental

Location: 1205 3rd St S, Naples, FL

For a perfect end to your luxurious day, head to The Continental. This trendy steakhouse not only offers a variety of craft cocktails but also boasts a lively atmosphere. Sip on your drink in their stunning courtyard, reflecting on a day well spent.

Book Your Naples Vacation Rental

This itinerary promises a day packed with exclusive shopping, exquisite dining, and ample relaxation, truly showcasing the best of Naples. If you’re seeking all-around luxury vacation rentals in Naples, consider booking your stay with Raveis Florida Rentals. They offer premier properties that will enhance your experience and ensure a stay as splendid as your day about town!