Looking for a quick, immersive fishing trip in the Florida Keys? This half-day charter with Key West Fly Fishing offers expert-guided angling, top gear, and perfect weather for a memorable water adventure. Read on to find out why this trip is a must-try for anglers of all levels.
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Difficulty
easy
Duration
4 hours
Fitness Level
Suitable for most fitness levels; minimal physical exertion required
Wildlife
History
The Florida Keys have a long-standing fishing tradition dating back centuries, with today’s guides continuing a rich maritime heritage.
Conservation
Operators emphasize catch and release practices and follow sustainable fishing guidelines to preserve local ecosystems.
Key West Fly Fishing with Capt. Dexter Simmons
Looking for a quick, immersive fishing trip in the Florida Keys? This half-day charter with Key West Fly Fishing offers expert-guided angling, top gear, and perfect weather for a memorable water adventure. Read on to find out why this trip is a must-try for anglers of all levels.
Key West Fly Fishing with Capt. Dexter Simmons operates out of Sugarloaf Key, Florida, offering guided fly-fishing charters across the Lower Florida Keys. Capt. Dexter Simmons focuses on personalized instruction and small-group charters designed for anglers seeking hands-on guidance and quality tackle.
The operation offers three charter formats: Half Day Charter (4 hours), 3/4 Day Charter (6 hours), and Full Day Charter (8 hours). Each charter includes complimentary drinks and bottled water; clients are asked to bring their own lunch for longer trips. Premium fly-fishing equipment is provided, including rods from Sage and Loomis, ensuring anglers fish with high-quality gear.
Charters are arranged for 1–2 anglers per trip to maximize instruction time and increase opportunities for casting practice and fish hookups. Sessions emphasize safety, on-water navigation, and practical techniques tailored to individual skill levels. Capt. Dexter Simmons prepares each trip with attention to weather, tides, and local conditions to make the most of available fishing windows.
Booking information, availability, and specific departure details are provided at the time of reservation. The operation maintains a professional approach to guiding, equipment maintenance, and guest comfort. Photographs and trip summaries from previous charters document typical trip length, gear used, and on-water arrangements. For anglers seeking focused, small-boat fly-fishing charters in the Lower Keys, Key West Fly Fishing with Capt. Dexter Simmons offers straightforward, gear-inclusive options.
Location
Sugarloaf Key, FL
Based in the Lower Florida Keys
Trip Durations
4–8 hours
Half, 3/4 and full-day charters
Party Size
1–2 anglers
Personalized, focused instruction
Gear Brands
Sage & Loomis rods
Premium fly-fishing equipment provided
Select a Half Day, 3/4 Day, or Full Day charter with premium Sage & Loomis gear and focused instruction for 1–2 anglers; check availability and booking details.
Bring Sun Protection
Apply waterproof sunscreen and wear a hat to stay protected during the trip.
Book in Advance
Half-day trips are popular; securing your spot early ensures availability.
Pack Light, Bring Lunch
Bring snacks or lunch and keep your hands free for fishing gear.
Check Weather Conditions
Most trips operate in good weather; plan accordingly to avoid storms or high seas.
Sunscreen
Protects your skin during long hours on the water.
summer
Hat and Sunglasses
Shield your eyes from the sun and improve visibility while fishing.
summer
Light Clothing
Wear breathable, quick-drying clothing suitable for sunny or windy conditions.
spring|summer|fall|winter
Camera or Smartphone
Capture your memorable moments on the water.