The 8 Best Fishing Trips in Key West

1.Key West Half-Day Fishing Charter

★★★★★★★★★★4.5 · 408 reviews · 5 hours (approx.) · from $95Our pick

Head from Key West’s Front Street to the reef aboard the 64-foot FishMonster Max. The five-hour trip includes fishing licenses, bait, tackle, crew help, and free fish cleaning. Chase, Donte, Dave, and the deck team are praised for helping beginners. Buy drinks aboard, bring a small cooler, and arrive 30 minutes early.

“These racist people insulted me, and pulled away from the dock while I was calling to them not to leave me. They did not care that I was right there and had paid like everyone else. They pulled away from the dock while I was telling them I was signed up for the fishing trip. They obviously did not want black people on their boat. Then, the agent insulted me. This was a horrible experience!!’ No one should ever use this service.”

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2.Key West 6-Hour Party Boat Fishing Trip – Affordable Reef Fishing

★★★★★★★★★★4.5 · 325 reviews · 6 hours (approx.) · from $85Best value

Join Gulfstream Fishing in Key West for a six-hour shared reef-fishing trip from Historic Charter Boat Row. Captain Joe, Captain Rick, Ethan, Ryan, Bryan, and other crew members may assist with bait, hooks, rods, and fish handling. Bait, fishing license, and onboard restrooms are included, while rod rental and fish cleaning cost extra.

“Great time, good value! Captain did his best to find us fish. We had fun! First mate Ryan was very helpful and accommodating.”

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3.Key West Deep Sea Fishing: Big Fish

★★★★★★★★★★5.0 · 112 reviews · 4 hours (approx.) Top rated

Fish up to 18 miles offshore from Key West aboard Corsair 2 Sportfishing. Captain Jeff, Christian, Craig, Brett, and other crew members target mahi mahi, wahoo, tuna, sailfish, marlin, snapper, and grouper. The private charter costs $950 for up to six people, with half-, 3/4-, and full-day options.

“These guys are amazing!! They did everything right and made every accommodation we asked for. We got every fish we wanted.”

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4.KeyWest Half-Day Inshore Fishing Private Charter

★★★★★★★★★★5.0 · 64 reviews · 4 hours (approx.)

Start at 7:30 am from Stock Island for four hours of private fishing in Key West’s shallow channels and backcountry. Captain Justin or Captain Jagger may guide your group, using live crabs, pilchards, and pinfish for tarpon, sharks, snappers, jacks, barracuda, and permit. Rods, tackle, bottled water, and the fishing license are included.

“Trolling motor not working correctly, so lost lots of fishing time. Would not hold position, and was very noisy.wasted dayJustin was great guy.”

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5.Fishing Charters in Key West Florida

★★★★★★★★★★4.5 · 46 reviews · 4 hours (approx.)

Fish Key West Florida runs private four-hour charters for up to six people from Charter Boat Row or the Hyatt Key West Resort. Your captain chooses the fishing method and grounds based on conditions, from tarpon close to shore to longer trips toward the Dry Tortugas. Boats, tackle, water, and licenses are included.

“We fished in 30kn. winds and Forrest not only kept us safe but put us on fish!!! We fish all the time on vacation and this was an awesome trip!”

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6.Private Fishing Charter from Ramrod Key

★★★★★★★★★★5.0 · 45 reviews · 4 hours (approx.)

Captain Jim takes your private party into the shallow Florida Keys backcountry from Ramrod Key. Fish clear two-to-eight-foot water for snapper, tarpon, barracuda, shark, and other species. Gear, bait, water, ice, and your fishing license are included. Afterward, you return to the dock near Looe Key Tiki Bar & Grill.

“Captain Jim was an awesome fishing guide - friendly, patient and knowledgeable. He even fetched me a beer while I was reeling in snappers! Great experience and highly recommended.”

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7.Marathon Florida Keys Fishing Experience

★★★★★★★★★★5.0 · 33 reviews · 4 hours (approx.)

Captain Ed and first mate Mikey take you from Marathon into nearby Atlantic or Gulf waters for a four or six-hour fishing trip. Equipment, bait, tackle, licenses, and bottled water are included. Expect snapper, grouper, mackerel, yellow jack, and possibly shark, with an eight-hour offshore option for mahi mahi, tuna, sailfish, and wahoo.

“The captain and first mate were professional and personable. We caught a lot of yellow jacks- and they were cleaned perfectly. Would book again.”

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8.Private Inshore Fishing Charter

★★★★★★★★★★5.0 · 7 reviews · 4 hours

Join Captains Justin and Ryan Carter, with Travis also guiding some departures, for a private four-hour fishing trip from Key West. You’ll fish aboard a 24-foot Pathfinder bay boat with live bait, tackle, licenses, water, and ice included. The crew can tailor the outing toward tarpon, permit, cobia, bonefish, barracuda, or other inshore species.

“Justin was an incredible guide—knowledgeable, patient, and clearly passionate about what he does. He took us to a few great fishing spots where we had nonstop action. Two of us had never really fished before, and the other two had only fished for bass and smaller freshwater species. Thanks to Justin’s guidance, we all felt confident and had a blast. He helped us hook a barracuda, catch a shark, and even guided my son through reeling in a bonefish—an experience he’ll never forget! We appreciated how he made the trip fun and approachable for beginners while still keeping it exciting for the more experienced anglers in our group. If you’re…”

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