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TOP 5 FISHING TRIPS IN KEY WEST, FLORIDA FOR EVERY ANGLER

Collage of anglers with trophy fish including mahi mahi, wahoo, snapper, and more from offshore fishing charters in Key West, Florida

Key West isn’t just a tropical paradise—it’s a sportfishing haven with something for every type of angler. From adrenaline-pumping deep sea battles to laid-back sandbar fishing with the family, this island offers fishing adventures for all skill levels and interests.

If you’re looking for the best fishing trips in Key West, Florida, this guide highlights five unforgettable experiences to help you pick the right one for your next adventure.

🎣 1. Deep Sea Fishing Trip

Best for: Big-game anglers chasing trophy fish
Target species: Mahi-mahi, tuna, sailfish, marlin, wahoo

Venture into the deep blue for a high-speed trolling experience that could put you up against some of the ocean’s most prized pelagic species. Deep sea charters typically range from 4 to 12 hours depending on how far offshore you want to go. If you’re aiming for marlin or swordfish, a 10–12 hour trip is ideal.

Pro Tip: Book during spring or early summer for mahi and tuna action.

🐟 2. Reef & Wreck Fishing Trip

Best for: Anglers who want action with variety
Target species: Snapper, grouper, amberjack, mackerel, barracuda

These trips keep you relatively close to shore but still offer intense rod-bending action. You’ll fish over coral reefs or sunken ships teeming with life. This is a great option for mixed groups where some are hardcore fishermen and others are more casual.

Pro Tip: Morning and evening trips offer the best reef action in clear water conditions.

🦈 3. Shark Fishing Adventure

Best for: Thrill-seekers and first-timers wanting an unforgettable experience
Target species: Bull shark, lemon shark, blacktip, hammerhead

Shark fishing trips in Key West are all about raw power and excitement. You don’t have to go far—many shark species are caught just minutes from the dock in calm, inshore waters. It’s safe, fun, and perfect for families or anyone wanting an up-close encounter with apex predators.

Pro Tip: Ask about catch-and-release photo ops—some of our guests say it’s the highlight of their vacation.

🏝️ 4. Fishing & Sandbar Combo Trip

Best for: Families and groups looking to mix fishing with island relaxation
Target species: Mangrove snapper, jacks, barracuda (light tackle)

Start the day fishing calm backcountry waters, then cruise out to a secluded sandbar for swimming, lounging, and island vibes. This is a top-rated trip for families with kids or couples looking for a unique, laid-back experience that still includes fishing action.

Pro Tip: Bring a waterproof camera—the sandbars are stunning and often completely empty.

🛥️ 5. Split Charter Fishing Trip

Best for: Solo travelers or small groups on a budget
Target species: Mahi, snapper, tuna, depending on the trip type

A split charter (aka shared charter) allows you to hop aboard with other guests and share the cost of a private boat. It’s a great way to get offshore fishing experience without booking the whole vessel. You’ll still get expert guidance, gear, and access to great fishing grounds.

Pro Tip: Reserve in advance—Key West split fishing charters fill up quickly, especially in peak season.

🎯 Which Trip is Right for You?

Not sure what to choose? Think about:

  • Your group size

  • Your experience level

  • What you want to catch

  • How much time you have

At Cowboy Cowgirl Sportfishing Charters, we offer all of these trips—and our captains are happy to help match you with the perfect experience.

🧢 Don’t Forget Your Gear

Before you go, make sure to stop by BiteBackBrand. Under Local Legends, click on Cowboy Cowgirl Sportfishing to grab your shirts and gear—we’ve got the apparel you’ll want for a full day on the water (cool, breathable, and salt-tested).

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