Outfits differ mainly by target species, water type, and trip format, ranging from shared half-day inshore runs to private multi-day offshore excursions. Better operators spell out exactly what is provided, such as bait, tackle, licenses, and fish cleaning services, versus what you must bring yourself. A map location only shows the dock or meeting spot, not the vessel size, onboard amenities, or skipper experience.
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Fearless Fishing Charters
79851 Overseas Hwy, Islamorada, FL 33036-3812
Mo–Su 7am–8pm
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Skins and Fins Charters
81924 Overseas Hwy #1, Islamorada, FL 33036
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Islamorada Fishing Club
104 Madeira Rd, Islamorada, FL 33036
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Go Time Sportfishing Charters
77522 Overseas Hwy, Islamorada, FL 33036
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Forever Young Charter Company
80461 Overseas Hwy, Islamorada, FL 33036
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Expedition Fishing Charters
79851 Overseas Hwy, Islamorada, FL 33036
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Fish Dauntless
79851 Overseas Hwy, Islamorada, FL 33036-3812
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Catchalottafish Charters
81576 Overseas Hwy, Islamorada, FL 33036-3701
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Early Bird Fishing Charters
79851 Overseas Hwy, Islamorada, FL 33036-3812
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Legasea Charters
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Singing Reel Charters
83413 Overseas Hwy, Islamorada, FL 33036
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Hound Dawg Charters
83413 Overseas Hwy, Islamorada, FL 33036
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Florida Keys Fun Fishing
80500 Overseas Hwy #3748, Islamorada, FL 33036
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Blue Heaven Charter
77460 Overseas Hwy, Islamorada, FL 33036
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Islamorada Fishing Charters
85956 Overseas Hwy, Islamorada, FL 33036
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Florida Keys Boat Rentals
84341 Overseas Hwy, Islamorada, FL 33036
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Dog House Charters
83413 Overseas Hwy, Islamorada, FL 33036
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True Island Adventures
81576 Overseas Hwy, Islamorada, FL 33036-3701
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Billy B Fishing Charters Llc
80500 Overseas Hwy, Islamorada, FL 33036-3748
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Captain Skip Bradeen
83413 Overseas Hwy, Islamorada, FL 33036-3526
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Captain Easy Charters
85920 Overseas Hwy, Islamorada, FL 33036
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A Fishing Guide - Expert Backcountry & Flats Charters
80500 Overseas Hwy, Islamorada, FL 33036-3748
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Caribsea Charters
205 Nautilus Dr, Islamorada, FL 33036
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Drop Back Charters
83413 Overseas Hwy, Whale Harbor Marina, Islamorada, FL 33036
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Selfish Charter Fishing
81576 Overseas Hwy, Islamorada, FL 33036-3701
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All Lit Up Charters
81576 Overseas Hwy, Islamorada, FL 33036-3701
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On The Reef Charters
80401 Old Hwy, Islamorada, FL 33036
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Beats Land Charters
281 Woods Ave, Islamorada, FL 33070
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Buzz On Fishing Charters
79851 Overseas Hwy, Islamorada, FL 33036
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Captain John Johansen
79851 Overseas Hwy Slip 7, Islamorada, FL 33036
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Cloud Nine Charters Inc.
309 Matecumbe Ave, Islamorada, FL 33036
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Couple-a-bucks
83413 Overseas Hwy, Islamorada, FL 33036-3526
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DirtyBoat Charters
77522 Overseas Hwy, Islamorada, FL 33036-3813
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Enigma Fishing Charters
81567 Overseas Hwy, Islamorada, FL 33036
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Fishy Business
81576 Overseas Hwy, Islamorada, FL 33036-3701
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Florida Fishing Headquarters
Capt. Steve Murray (Backcountry Dock, 84001 Overseas Hwy, Islamorada, FL 33036
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Florida Keys Fishing Company
81576 Overseas Hwy, Islamorada, FL 33036-3701
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Into the Skinny Charters
80401 Old Hwy, Islamorada, FL 33036
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IslamoradaOnTheFly
87000 Overseas Hwy, Islamorada, FL 33036
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Jake's Offshore Adventures
81576 Overseas Hwy, Islamorada, FL 33036
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Live Action Fishing Charters
77522 Overseas Hwy, Islamorada, FL 33036-3813
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Miller Time Sportfishing
83413 Overseas Hwy, Islamorada, FL 33036
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Moon Cast Anglers
211 Wildwood Cir, Islamorada, FL 33037
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Play Baby Charters
83413 Overseas Hwy, Islamorada, FL 33036
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Power Play Sportfishing
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Priority Charters
84001 Overseas Hwy, Islamorada, FL 33036
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Saltwalker Islamorada Fishing Charters
83413 Overseas Hwy Slip B9, Islamorada, FL 33036
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Sea Horse Private Charters
83413 Overseas Hwy, Islamorada, FL 33036
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Shake n' Bait Charters
83413 Overseas Hwy, Islamorada, FL 33036
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Size Matters Charters
96 Madeira Rd, Islamorada, FL 33036-3617
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So Flo Charters
81576 Overseas Hwy, Islamorada, FL 33036
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Solutions Sportfishing
81576 Overseas Hwy, Islamorada, FL 33036
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Stray Cat Charters
81576 Overseas Hwy, Islamorada, FL 33036-3701
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Takedown Charters
83413 Overseas Hwy, Islamorada, FL 33036
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Tan Man Charters
79851 Overseas Hwy, Islamorada, FL 33036-3812
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Tekeze Charters
79851 Overseas Hwy Dock 14, Islamorada, FL 33036
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Time Out Sportfishing LLC, Islamorada
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Vice Versa Fishing Charters
81576 Overseas Hwy, Islamorada, FL 33036
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Wet A Line II, LLC Charters
173 Venetian Dr, Islamorada, FL 33036
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Snap Em Up Fishing Charters
85920 Overseas Hwy, Islamorada, FL 33036-3300
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Miller Time Sport Fishing
83413 Overseas Hwy, Islamorada, FL 33036-3526
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Just One More Charters
81576 Overseas Hwy, Islamorada, FL 33036-3701
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Pretty Work Charters
79851 Overseas Hwy, Islamorada, FL 33036-3812
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Spartina Guide Service
84001 Overseas Hwy, Islamorada, FL 33036-3408
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The Poppa Wahoo Collective
84001 Overseas Hwy, Islamorada, FL 33036
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Eric Scoble's Fishing The Keys
83413 Overseas Hwy, Islamorada, FL 33036-3526
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Silver Water Charters
80500 Overseas Hwy, Islamorada, FL 33036-3748
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Fishin'pole Charters
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Captain Mike Venezia
80500 Overseas Hwy, Islamorada, FL 33036
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Islamorada Spearfishing Adventures
80001 Overseas Hwy, Islamorada, FL 33036
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Fintastic Fishing Charters
77522 Overseas Hwy, Islamorada, FL 33036
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Miss Penny Fishing Charters LLC
77522 Overseas Hwy, Islamorada, FL 33036-3813
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Islamorada Fishing Guide Captain Ted Wilson
79851 Overseas Hwy, Islamorada, FL 33036
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Size Matters Charters
84001 Overseas Hwy, Islamorada, FL 33036
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Big Dave Charters and Tours
83413 Overseas Hwy, Islamorada, FL 33036
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Salty Bowline Charter Co.
80460 Overseas Hwy, Islamorada, FL 33036-3750
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Sunup Sundown Sportfishing
80500 Overseas Hwy, Islamorada, FL 33036-3748
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The Whiskey Boats
83413 Overseas Hwy #1, Islamorada, FL 33036
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Bean Sportfishing
Islamorada, FL
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Bout Time Sportfishing
83413 Overseas Hwy Slip D3, Islamorada, FL 33036
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Renegade Offshore Fishing
83413 Overseas Hwy, Islamorada, FL 33036
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PelagicRaptors Charters
Islamorada, FL
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Captain GW DePauw
233 Gardenia St, Islamorada, FL 33070
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Pelagic Color Fishing Company
73501 Overseas Hwy, Islamorada, FL 33036
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Contagious Offshore Fishing Charter
77522 Overseas Hwy, Islamorada, FL 33036-3813
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Liquid Gold Fishing Charters
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Overtime Sportfishing
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Dockside Charters
84457 Old Hwy, Islamorada, FL 33036
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Captain Perry
79851 Overseas Hwy, Islamorada, FL 33036
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Capt. Larry Sydnor - Your Florida Keys Fishing Guide
81576 Overseas Hwy, Islamorada, FL 33036
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Captain Jim Willcox
79851 Overseas Hwy, Islamorada, FL 33036-3812
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Captain Michael Party Boat Charter Fishing
77522 Overseas Hwy, Islamorada, FL 33036
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Coastal Dreams Fishing Charter
84001 Overseas Hwy Slip 4, Islamorada, FL 33036-3408
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Fishinpole Sportfishing
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Kay K Iv Fishing Charters
83413 Overseas Hwy, Islamorada, FL 33036-3526
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Reel Attack Charters
73501 Overseas Hwy, Islamorada, FL 33036-4235
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Reel N Reef Charters
149 Tequesta St, Islamorada, FL 33070
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Satisfaction Charters Inc.
77522 Overseas Hwy, Islamorada, FL 33036
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Yabba Dabba Doo Charters
84001 Overseas Hwy, Islamorada, FL 33036
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Islamorada Fishing Guides And Charters
81576 Overseas Hwy, Islamorada, FL 33036-3701
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Dee Cee Charters
Islamorada Dive Center, 84001 Overseas Hwy, Islamorada, FL 33036-3408
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4reel Fishing Charters
81576 Overseas Hwy Slip 1, Islamorada, FL 33036-3701
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Benchmark Sportfishing Charters, Llc
83413 Overseas Hwy, Islamorada, FL 33036-3526
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Huntinator
79851 Overseas Hwy, Islamorada, FL 33036-3812
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Reef Runner Charters
83413 Overseas Hwy, Islamorada, FL 33036-3526
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First Choice Charters
84001 Overseas Hwy, Islamorada, FL 33036-3408
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J&fexcursions
85920 Overseas Hwy, Islamorada, FL 33036-3300
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Capt. Tony Horsley - Bowed Up Fishing Charters
81576 Overseas Hwy, Islamorada, FL 33036-3701
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GonFishin V
79851 Overseas Hwy, Islamorada, FL 33036
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Keys Aquatic Adventures
105 White Marlin Blvd, Islamorada, FL 33036-4204
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Ivory Keys Charters
83413 Overseas Hwy, Islamorada, FL 33036-3526
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Sea Senorita Charters
90791 Old Hwy, Islamorada, FL 33070
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Born And Raised Charters
79851 Overseas Hwy, Islamorada, FL 33036
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Capt. Steve Friedman
80500 Overseas Hwy, Islamorada, FL 33036
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Captain Petrucco Fishing Charters
90800 Overseas Hwy, Islamorada, FL 33070
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Florida Backcountry Fishing
83413 Overseas Hwy, Islamorada, FL 33036
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Native Son Fishing
Bud n Mary’s marina, Islamorada, FL 33036
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Southern Comfort Sport Fishing
83499 Overseas Hwy, Islamorada, FL 33036
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Blue Chip Too Charters
83413 Overseas Hwy, Islamorada, FL 33036-3526
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The Reel McCoy
Bud N' Mary's Marina, 79851 Overseas Hwy, Islamorada, FL 33036-3812
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The Seahunter Fishing Group
96 Madeira Rd, Islamorada, FL 33036-3617
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Lightly Salted Charters
85920 Overseas Hwy, Islamorada, FL 33036
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High Standards Fishing
96 Madeira Rd, Islamorada, FL 33036
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Ballie Who Fishing Charters
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Drop Back Charters
Three Waters Resort and Marina, 84001 Overseas Hwy, Islamorada, FL 33036
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Sun King Charters
90507 Old Hwy, Islamorada, FL 33070
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Key2Adventure
85920 Overseas Hwy, Islamorada, FL 33036
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I’m Bit Fishing Charters
77522 Overseas Hwy, Islamorada, FL 33036
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Chasen KAS Charter
Bayside Marina, Islamorada, FL 33036
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Blackwater Fishing Charters
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Captain Billy Knowles Fishing Charters
96 Madeira Rd, Islamorada, FL 33036
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Gamechanger Fishing & Diving Charters Islamorada
77520 Overseas Hwy, Islamorada, FL 33036
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Neptune Charters
88165 Overseas Hwy Ste 6, Islamorada, FL 33036
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Pirates For Hire Charters
81576 Overseas Hwy, Islamorada, FL 33036-3701
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Predator Sportfishing
79851 Overseas Hwy, Islamorada, FL 33036-3812
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Reel Conch Charters
80500 Overseas Hwy, Islamorada, FL 33036-3748
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Captain Rich Hastings
77522 Overseas Hwy, Islamorada, FL 33036-3813
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Jack Given Charters
80500 Overseas Hwy, Islamorada, FL 33036-3748
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Mayhem Sport Fishing
83413 Overseas Hwy, Islamorada, FL 33036-3526
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No Shame Fishing Team
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Vera Vita Sportfishing
84001 Overseas Hwy, Islamorada, FL 33036-3408
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Emerald Water Charters
80500 Overseas Hwy, Islamorada, FL 33036-3748
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Westward Expeditions
80500 Overseas Hwy, Islamorada, FL 33036-3748
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Yellow Dog Sport Fishing
73801 Overseas Hwy, Islamorada, FL 33036-4233
Also in Islamorada
- 35
- 23
- 22
- 14
- 11
- 5
- 4
More in Islamorada and Florida
Fishing Charters & Clubs near Islamorada
- Key West136
- Destin109
- Panama City68
- Marathon56
- Naples54
- Sarasota48
- Crystal River42
- Tampa38
Good to know
What is typically included in a chartered fishing trip?
Most charters provide the boat, fuel, captain, rods, reels, bait, and tackle, along with required safety gear. Captains often clean and fillet your catch at the end of the trip, but you should bring your own food, drinks, sunscreen, and layers.
How much do fishing charters usually cost?
Half-day inshore trips often range from $400 to $800 for a small group, while full-day offshore or deep-sea charters typically cost $1,200 to $2,500 or more depending on vessel size and fuel burn. Individual seats on shared party boats are much less, usually around $80 to $150 per person.
What happens if there is bad weather on the day of the trip?
Captains monitor marine forecasts and make the final call on weather cancellations based on sea conditions and passenger safety, not just rain. If the trip is canceled by the operator, you are generally offered a reschedule date or a full refund of your deposit.