Fifth Avenue South
Sails Restaurant
An opulent downtown seafood house with a raw bar, prime cuts, and one of the city's deepest wine and caviar lists.
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For the food-led
Naples punches far above its size at the table. We build the trip around it.
Design This TripNaples is one of Florida's deepest dining towns. The Betulia restaurants anchor it: house pasta and a coveted bar at Bar Tulia, a glamorous chop house at The Continental, and refined Italian seafood at Sea Salt. Add the opulent seafood and caviar of Sails and the inventive plates of USS Nemo.
Time the week around the Saturday Third Street South farmers market and the seasonal markets along the coast, source fresh Gulf catch off the boat, and bring a private chef into the residence for a relaxed evening built from the day's haul. A wine dinner on Fifth rounds it out.
A private chef plus a guided market morning is the ideal luxury-food spine, with the waterfront icons and Fifth Avenue tables reserved around it.
What’s inside
A sample rhythm
Market morning
A guided market and dockside visit to source the week.
Chef nights
Private-chef dinners in the residence, built from the haul.
Icons
Sunset tables at the waterfront classics, reserved.
Wine night
A dressed-up dinner and cellar on Fifth Avenue.
The Napleswe’d build in
The table
Naples dining runs from waterfront seafood to fine Italian and a buzzing downtown scene. We hold the hard reservations.
Fifth Avenue South
An opulent downtown seafood house with a raw bar, prime cuts, and one of the city's deepest wine and caviar lists.
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A long-running local favorite for inventive seafood, famous for its miso-broiled sea bass in a submarine-themed dining room.
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Chef Vincenzo Betulia's lively Italian gastropub on Fifth, with house pasta, wood-fired plates, and a coveted bar scene.
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A glamorous steak-and-chop house from the Betulia group in the Third Street shopping district, built for a dressed-up evening.
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A Tuscan-leaning institution with a wood-burning oven and a coveted courtyard patio in the heart of Third Street South.
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Chef Fabrizio Aielli's refined Italian seafood room on Fifth, with crudo, house pasta, and an award-winning cellar.
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From a Gulf-front grande dame to a private beach club and a Fifth Avenue boutique, these are the stays a Naples trip is built around.
Vanderbilt Beach
The defining Gulf-front grande dame on Vanderbilt Beach, with a multi-level spa, beachfront dining, and the city's most polished service.
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An inland golf-and-spa retreat wrapped around two Greg Norman courses, with beach-club shuttle access to its Gulf-front sister resort.
Visit official siteVanderbilt Beach
An intimate, adults-leaning beachfront resort with rooms steps from the sand, a private SpaTerre, and a Bob Cupp golf course.
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A AAA Four Diamond boutique in the heart of downtown, with Club Level suites across the street and the dining and galleries of Fifth at the door.
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A high-rise resort on 88 acres beside Clam Pass, with three pools, a 15-court tennis complex, and a boardwalk tram to a quiet beach.
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The reimagined landmark on the historic Naples Beach Club site, a Gulf-front Four Seasons with a golf course and residences a short walk from Fifth.
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Naples reveals itself from the water: dolphin-filled bays, mansion-lined Gordon River, and shelling islands reachable only by boat.
Sunset cruises and island shuttles run year-round; private charters book quickly in the winter high season.
Tin City
The city's signature 105-foot luxury yacht for narrated sightseeing, sunset, and dinner cruises through Naples Bay and along the Gulf coast.
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A full fleet out of Tin City for sunset sails, sightseeing, and private charters, plus speedboat shelling runs to Keewaydin Island.
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Private guided eco and sightseeing tours of the bay and back waters, plus captained charters from the Bayfront marina.
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A 90-foot luxury yacht just south of Naples for sightseeing, lunch, and sunset dinner cruises through the Ten Thousand Islands.
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A private run to undeveloped Keewaydin, a barrier island reachable only by boat and prized for empty beaches and live shelling.
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The historic public marina at Crayton Cove, the launch point for many private fishing and sightseeing charters on Naples Bay.
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Naples is built for the slow restore: multi-level resort spas, oceanfront treatment rooms, and a botanical-garden pace.
Vanderbilt Beach
A multi-level Gulf-front spa with a wide treatment menu, a relaxation pool, and signature seaside rituals at the flagship resort.
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An intimate beachfront spa known for Balinese and Javanese rituals, with treatments steps from the sand at the adults-leaning resort.
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A full-service resort spa with a salon and an extensive treatment menu, set among 88 acres beside the Clam Pass preserve.
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An inland sanctuary at the Tiburon resort with a tranquil, garden-set program of massage, body, and facial treatments.
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A 170-acre world-class garden of tropical cultivated and natural habitats, the city's most restorative slow morning on foot.
Visit official siteGordon River Greenway
A riverfront city park on the Gordon River with walking paths and Greenway access, an easy stretch of green between spa days.
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Food & chef experience
Share what you can already picture. A concierge fills in everything still open and sends back a plan, not a quote.