Winding Cypress Fishing Charters & Guides

Compare 132 fishing charters and guides within 25 miles of Winding Cypress, with deep sea and inshore & bay trips. Contact the captain directly by phone or through their website. We don't take bookings or fees.

Contact details checked on each captain's own website

Charters & Guides in Winding Cypress

Call or visit a captain's website to ask about trips, dates and prices. If they're out on the water, leave a message.

132 charters and guides in Winding Cypress

Deep sea fishing in Winding Cypress

53 of the 132 charters in Winding Cypress list offshore trips on their own websites.

State or federal water

Florida state waters on the Atlantic run from shore to 3 miles out; beyond that is federal water. Which side of that line you fish on can change the season and the limits.

Federally permitted boats

Boats with a federal South Atlantic snapper-grouper permit follow federal closures in state waters too, such as the April closure for amberjack. Ask whether the boat is federally permitted.

Fishing trips in Winding Cypress by type

Counted from what each captain lists on their own website.

Inshore and bay fishing in Winding Cypress

51 charters list inshore trips, in the bays, back-waters and shallows closer to shore. Among them: Blackwater Guide Co, Oliver Rogers Fishing, Wishin’ I Was Fishin Charters, Family Friendly Charters, CaptainAron and 46 more.

Half-day and full-day fishing trips

41 charters list half-day trips and 37 list full-day trips. Trip lengths vary by boat, so ask the captain exactly how many hours are on the water.

Family fishing charters in Winding Cypress

40 charters mention kids or families on their websites. Ask the captain about life jackets in children's sizes and how long the trip runs.

Planning a trip to Winding Cypress

See the closest airports.

Closest airports

With airline service

  • RSWSouthwest Florida International 33 miles away
  • PGDPunta Gorda 62 miles away

Local public airports

  • MKYMarco Island Executive 5 miles away
  • APFNaples Municipal 9 miles away
  • X01Everglades Airpark 23 miles away

Straight-line miles from the centre of Winding Cypress.

Airports: FAA airport registry for public-use airports and their locations, FAA CY2024 passenger boardings for which have airline service, town centre from the Census 2024 gazetteer, Winding Cypress CDP.

Questions about fishing charters and guides in Winding Cypress

How many fishing charters and guides are in Winding Cypress?

This page lists 132 fishing charters and guides in Winding Cypress, Florida, each with a phone number and website checked on the captain's own site.

How many deep sea fishing charters are in Winding Cypress?

53 of the 132 charters listed in Winding Cypress say on their websites that they run offshore (deep sea) trips. 51 run inshore and bay trips.

What deep sea fish can I keep in Winding Cypress in October?

Under Florida's rules you can keep amberjack, king mackerel, mahi-mahi, tuna, wahoo and cobia. For red snapper and grouper it depends on the dates or whether the boat holds a federal permit. Sailfish and marlin can legally be kept, but only within strict rules: Sailfish must measure 63 inches, lower jaw to fork, and in federal waters the boat needs a federal HMS permit. Blue marlin must measure 99 inches and white marlin 66 inches, lower jaw to fork, and the boat needs a federal HMS permit. Seasons change, so check each fish page or ask the captain before you keep one.

Where do state waters end off Winding Cypress?

Florida state waters on the Atlantic run from shore to 3 miles out; beyond that is federal water. Federal seasons and limits apply beyond it, and for some fish they also apply to federally permitted charter boats inside state waters.

How do I book a charter or guide in Winding Cypress?

Call the captain or use their website. CharterFishingBoat doesn't take bookings or payments, and there's no fee to use the directory.

What should I ask the captain?

Ask what the trip includes, how long it lasts, how many people can come, what you're likely to catch that time of year, and the cancellation policy if the weather turns.

What airports are closest to Winding Cypress?

The closest airports with airline service are Southwest Florida International (RSW), 33 miles away and Punta Gorda (PGD), 62 miles away. Local public airports nearby: Marco Island Executive (MKY), 5 miles away, Naples Municipal (APF), 9 miles away and Everglades Airpark (X01), 23 miles away. Distances are straight-line miles from the centre of town.

Are there family-friendly fishing charters in Winding Cypress?

40 charters in Winding Cypress mention kids or families on their websites. Ask the captain about children's life jackets, trip length and whether there's a restroom on board.

Fish you can catch out of Winding Cypress

Counted from what each captain lists on their own website — the number is how many Winding Cypress captains name that fish.

Snook83Tarpon77Redfish76Speckled Trout59Cobia48Shark43Pompano35King Mackerel35Mangrove Snapper33Snapper31Sheepshead30Goliath Grouper29Grouper26Barracuda25Black Drum20Amberjack20Spanish Mackerel18Permit18Tripletail17Gag Grouper15Red Snapper12Red Grouper12Mahi-Mahi11Jack Crevalle10Ladyfish10Wahoo8Tuna8Hammerhead Shark8Lane Snapper8Black Grouper8Blacktip Shark7Flounder7Bull Shark7Bonefish6Yellowtail Snapper6Marlin5Mutton Snapper5Peacock Bass5Largemouth Bass5Bonito4Scamp4Grunt3Skipjack Tuna3Porgy3Catfish2Speckled Hind2Gray Triggerfish2Hogfish2Blackfin Tuna2Swordfish2Warsaw Grouper2Lemon Shark2Blue Runner2Sailfish2Blue Marlin1Bonnethead Shark1Bluefin Tuna1Striped Bass1Bluefish1Tiger Shark1Sandbar Shark1Nassau Grouper1Spinner Shark1Yellowmouth Grouper1Rock Hind1Yellowedge Grouper1Bigeye Tuna1Snakehead1Shad1Albacore1Yellowtail1Great Barracuda1

Charters & Guides near Winding Cypress

Goodland119Naples Manor125Marco Island123Verona Walk134Lely144Naples152

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