Yacht Charters

The Windward

• 72 ft
• From $3,400 a day
• Up to 8

Seventy-two feet of classic sport-fisher, captained, rigged for offshore days.

Sunset Sail, Ten Thousand Islands

• 3 hours
• From $320
• Up to 12

Three hours under sail through the mangroves, with a captain who has fished these waters for thirty years.

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Cruisin' Tikis

A round tiki hut that floats — six of you on stools around the bar, a captain at the tiller, and Naples Bay sliding past at sunset. Bring the cooler; the dolphins usually turn up.

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Island Sailing

Under sail from the City Dock: two quiet hours at sunset, a half day out to the islands, or a full day with lunch aboard. The engine goes off outside the pass and the Gulf does the rest.

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Island Vibe Cruises

A big, comfortable tritoon for the whole party: an afternoon on the sandbar, a slow loop of the bay's waterfront houses, a sunset with music on. Cruisin' Tikis' sister company, for when six seats is not enough.

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LivBlue Charters

Private tours and sunset cruises with a captain who plans the route around your party. The boarding point is set when we confirm the day, so it is where it suits you.

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Naples Princess Cruises

The white ship you see from the pier at dusk: sightseeing and lunch cruises by day, a sunset dinner cruise most evenings, and the whole vessel — or her smaller sister Miss Naples — for a private party. The right boat for forty.

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Nautical Miles Yacht Charters

Crewed yachts by the day for the coast, the islands and the sandbars, with the boarding point and the provisioning arranged around your party. Tell us the day and how many; they match the yacht.

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Sailboats Unlimited

Sailing charters from the City Dock with a captain, or bareboat if you hold the papers — by the afternoon, the day, or a week down through the Keys. The long-way-round option.

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SeaAlways

Private captained charters for the day, arranged from an office on Fifth and boarded wherever suits — the City Dock, a marina, the end of your own dock. We set the details when we confirm.

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Sweet Liberty

The big catamaran at the City Dock: a morning shelling trip to Keewaydin, an afternoon sightseeing sail, or the sunset run — public sailings most days, or the whole boat for your party. Steady enough for grandparents and toddlers alike.

Azure Horizon

• 112 ft
• From $12,500 a week
• Up to 10

A 112-foot tri-deck motor yacht with full crew of six, cruising the Gulf and the Keys.

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All Water Excursions

A marina of their own on the Tamiami Trail, and boats for whatever the day is: a private charter along the coast, a dolphin tour for the children, or a morning's fishing. The easy call when the party cannot decide.

Island Oasis Charters

Out of Bayview Park on the east side of the bay, for a private day of whatever you like — shelling on Keewaydin, a sunset run, or a line in the water. Small groups, one boat, your itinerary.

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Pure Florida

The dock at Tin City, and most of what leaves it: the Double Sunshine for a narrated cruise of the bay, deep-sea and backwater fishing on their own boats, jet skis, and boats to rent for the day. The one-stop on the water.

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A&B Charters

Backwater and nearshore charters — snook and redfish in the mangroves, tarpon in season. Boarding is set when the day is confirmed, so the boat is where the fish are.

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Captain Ben Charters

Inshore fishing from Bayview Park with a captain who grew up on this bay: the backwater on a rising tide, the passes at dusk. Half days and full days, tackle and licence aboard.

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Captain Eric · Team Lobo

Offshore and nearshore from Port O Call Way — grouper and snapper on the wrecks, kingfish when they run. A serious boat for a serious day, and the fish cleaned at the dock.

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Chasin' Tales Fishing Charters

From the City Dock into the backwater and the nearshore reefs: light tackle, a patient captain, and a boat set up for families as much as for anglers.

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Dalis Fishing Charters

Captain Dalis out of the City Dock, inshore and nearshore: snook, redfish, trout and sheepshead by the season, and tarpon when they arrive in spring. Four hours or eight.

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Extreme Family Fun Spot

Bayfront's rental counter — boats, jet skis, kayaks, paddleboards — and fishing charters with a captain when you would rather someone else found the fish. The morning the teenagers plan.

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FishyBizness Charters

Slip 8 at Bayfront: backwater fishing in the morning, a sightseeing loop of the bay in the afternoon, or both on one boat. Easy to reach from the houses in Old Naples.

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Go Fish Naples

From the docks at the foot of Fifth: inshore trips in the backwater, or offshore to the bottom fishing when the Gulf lies flat. A captain who fishes every day and says so.

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Mangroveman Charters

The mangroves, properly: backwater fishing where the snook lie, and eco-tours through the same channels for the ones who would rather watch the birds than cast at them. Out of Bayview Park.

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Naples Fishing & Tours · Capt. Jason Moore

Captain Jason Moore from the docks on Vanderbilt Drive: fishing charters in the backwater and the Gulf, and tours for the party that just wants to see Wiggins Pass and the dolphins.

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Naples Fishing Charters · Capt. Mark Ward

Captain Mark Ward, inshore from Bayview Park: the flats, the oyster bars, the passes — and the snook that live there. Light tackle, small parties, a lot of local knowledge.

Nauti-Gal Fishing Adventures

Out through Wiggins Pass from the docks on Vanderbilt Drive, for the nearshore reefs and the backwater behind Delnor-Wiggins. A good pick for the houses at the north end of town.

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On A Mission Fishing Charters

Inshore and offshore from Bayview Park — pick the water by the weather and the season. A captain who will tell you honestly which is the better day.

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Reel Funds Fishing Charters

From the docks at the foot of Fifth, inshore and nearshore, on a boat kept for exactly this. Half days for the family, full days for the ones who mean it.

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Sea Legs · Tom's Deep Sea Fishing

The Sea Legs, out of the City Dock, for the deep water: grouper, snapper and amberjack on the offshore ledges, a full day out and back. The trip for the ones who want the big cooler.

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Show and Tell Charters

Backwater and nearshore from Bayview Park, with a captain who explains as he goes — the tide, the bait, why the fish are where they are. The trip where the children learn something.

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Smokin' Hooks Charters

Inshore and nearshore charters from the docks on Vanderbilt Drive in North Naples — the backwater behind the barrier islands, the reefs a few miles out. Tackle, bait and licence aboard.