Iconic
Vanderbilt Beach
The Ritz-Carlton Naples
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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For private groups
A coast built for the buy-out.
Every signature Naples experience has an exclusive-use version. We assemble them into one seamless week.
Design This TripNaples is built for buy-outs. Charter the Naples Princess or a Pure Naples yacht for a private sunset on the Gulf, book private sportfishing boats out of Tin City and the City Dock, and reserve a championship tee time at Tiburon. Every signature experience has an exclusive-use version.
One radius, no long transfers
Lodging anchors well around the Ritz-Carlton resorts and Tiburon, or the downtown Inn on Fifth for a walkable base by the galleries and tables. A private dinner at The Continental or a chef-led evening on the water gives the group a shared centerpiece, and the city's compact layout keeps beach, bay, and fairway within a tight radius.
We coordinate the manifest across boats, tee times, and tables, stage the group dinners, and keep a single point of contact for the whole party.
What’s inside
- Private yacht charters, exclusive use
- Private sportfishing and championship golf
- A beachfront resort or a walkable downtown base
- A private dinner as the group centerpiece
- Beach, bay, and fairway within a tight radius
A sample rhythm
- 01
Gather
A resort base, a relaxed first group dinner downtown.
- 02
Water day
A private yacht cruise for the whole party.
- 03
Split & choose
Sportfishing, golf, spa, and shopping in parallel.
- 04
Centerpiece
A private dinner on the water to close the week.
The Napleswe’d build in
The pieces that fit this trip.
Where to stay
Beachfront resorts and Gulf-front residences.
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.
Golf resort
Tiburon
The Ritz-Carlton Naples, Tiburon
An inland golf-and-spa retreat wrapped around two Greg Norman courses, with beach-club shuttle access to its Gulf-front sister resort.
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Vanderbilt Beach
LaPlaya Beach & Golf Resort
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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Fifth Avenue South
Inn on Fifth
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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Clam Pass
Naples Grande Beach Resort
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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Gulf Shore Boulevard
Naples Beach Club, a Four Seasons Resort
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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The Gulf, the bay, and the Ten Thousand Islands.
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.
Iconic
Tin City
Naples Princess
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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Tin City
Pure Naples
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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Bayfront
Naples Bay Tours & Boat Rentals
Private guided eco and sightseeing tours of the bay and back waters, plus captained charters from the Bayfront marina.
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Marco Island
Marco Island Princess
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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Gordon Pass
Keewaydin Island shelling charter
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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Crayton Cove
Naples City Dock
The historic public marina at Crayton Cove, the launch point for many private fishing and sightseeing charters on Naples Bay.
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Backwater redfish and offshore grouper.
Private charters run year-round, from the mangrove backwaters of the Ten Thousand Islands to the offshore reefs of the Gulf.
Top rated
Tin City
Pure Naples Fishing Charters
A large charter fleet out of Tin City for deep-sea, reef, and backwater trips, with private and shared options year-round.
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East Naples
Mangrove Outfitters Fly Shop
A respected outfitter booking light-tackle and fly guides for tarpon, snook, and redfish in the back country and the Everglades edge.
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Naples Bay
Naples Custom Fishing Charters
Private inshore and nearshore charters with local captains targeting snook, redfish, trout, and grouper close to the city.
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Naples City Dock
Off the Hook Charters
Backwater and near-shore guided trips from Crayton Cove, well suited to families and first-time anglers learning the flats.
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Naples Bay
Capt. Steven Nagy charters
Light-tackle backwater guiding through the bays and mangrove creeks, a relaxed half day for catching the regional species.
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Old Naples
Naples Pier fishing
The historic pier doubles as a public fishing platform with no license required, an easy hour of casting at sunset.
Visit official siteFairways
More courses per capita than anywhere.
Naples bills itself as the golf capital of the world. These are the championship and resort courses we route guests to.
Championship
Tiburon
Tiburon Golf Club
Two Greg Norman courses at the Ritz-Carlton resort, host of the LPGA CME Group Tour Championship and the QBE Shootout.
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Gulf Shore Boulevard
Naples Beach Club Golf Course
A historic in-town course reimagined with the Four Seasons resort, a rare walkable layout minutes from Fifth Avenue.
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North Naples
LaPlaya Golf Club
A Bob Cupp championship layout available to LaPlaya resort guests, set among lakes and preserve a short drive from the beach.
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Tiburon
Tiburon Black Course
The Norman-designed Black course at Tiburon, a coquina-waste-bunkered test that anchors the resort's tournament pedigree.
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Marco Island
Hammock Bay Golf & Country Club
A Peter Jacobsen and Jim Hardy design just south near Marco Island, with elevation changes rare for Southwest Florida.
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Marco Island
The Rookery at Marco
A Joe Lee and Robert Cupp course at the JW Marriott near Marco Island, open to resort and public play through tee-time booking.
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Gulf-front sunsets and Fifth Avenue tables.
Naples dining runs from waterfront seafood to fine Italian and a buzzing downtown scene. We hold the hard reservations.
Award-winning
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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North Naples
USS Nemo Restaurant
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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Fifth Avenue South
Bar Tulia
Chef Vincenzo Betulia's lively Italian gastropub on Fifth, with house pasta, wood-fired plates, and a coveted bar scene.
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Third Street South
The Continental
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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Third Street South
Campiello
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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Fifth Avenue South
Sea Salt
Chef Fabrizio Aielli's refined Italian seafood room on Fifth, with crudo, house pasta, and an award-winning cellar.
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Private group retreat
Let’s design it around you.
Share what you can already picture. A concierge fills in everything still open and sends back a plan, not a quote.