The 15 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 $85

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 Fishing Charter with Experienced Captain

★★★★★★★★★★5.0 · 16 reviews

Join Captain Craig and first mates Brett or Riley aboard the Double Wrap for a private Key West fishing trip. Choose four, six, or eight hours, travel 6 to 16 miles offshore, and try trolling, bottom fishing, live baiting, wreck fishing, or deep dropping. Gear, bait, lures, license, and fish cleaning are included.

“Captain and crew didn't stop from when we left in the morning until we returned. Great Trip. Will definitely use this boat again.”

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9.4 Hour Shared Deep Sea Fishing in Key West

★★★★★★★★★★4.0 · 13 reviews · 4 hours (approx.) · from $200

Join Cowboy Cowgirl Sportfishing Charters in Key West for a four-hour shared offshore trip with up to six people. The captain and crew provide tackle, bait, and fishing permits while you target mahi-mahi, king mackerel, sailfish, tuna, wahoo, and more. Bring food and drinks, and expect a $30 fuel surcharge at the boat.

“Had a great time on the ocean. We didn’t catch anything big but I still had a great time. It was great to get out in the water.”

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10.Half-Day Backcountry Fishing Charter from Key West

★★★★★★★★★★5.0 · 13 reviews · 4 hours (approx.)

You’ll fish within 13 miles of Key West with a professional guide from Recon Sportfishing. This private four-hour charter explores grassy flats, mangrove islands, and shallow wrecks for tarpon, permit, jacks, barracuda, sharks, snappers, and cobia, with top-of-the-line gear provided.

“Our trip was awesome, our guide was very friendly and professional!!! His gear was top of the line and we caught fish!!”

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11.Deep Sea Fishing-Key West Since 1965-45 FT Cowgirl-Cold AC-4 Hrs

★★★★★★★★★★4.5 · 11 reviews · 4 hours (approx.)

Set out from Key West aboard the 45-foot Cowgirl for a private four-hour fishing trip with Captain Hans and mate Adam. All tackle, bait, permits, and cold AC are included. You may fish for mahi, king mackerel, sailfish, and more, with the crew choosing productive spots and helping children learn the basics.

“Fishing trip. Deep sea. Great captain and beautiful scenery. Enjoyed it very much. Great time with great friends!”

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12.Key West Sandbar Fishing Snorkel Catch and Cook Excursions

★★★★★★★★★★5.0 · 9 reviews

Join Captain Zach aboard a private Sailfish 270 WAC from Key West City Marina. In four hours, you can fish for snapper, snorkel, swim, paddleboard, watch wildlife, relax on a sandbar, and possibly take your catch to a local restaurant for dinner.

“We had the most incredible experience imaginable! Our 12-year-old declared it the best day of her life! From snorkeling to dolphin and turtle watching, fishing, and soaking up the sun on the water, every moment was filled with joy and excitemeRead more”

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13.4 hours Private Fishing Charters in Key West 40 Ft Irish Cowboy

★★★★★★★★★★5.0 · 9 reviews · 4 hours (approx.)

Fish offshore from Key West aboard the private 40-foot Irish Cowboy with a captain and crew focused on finding mahi, king mackerel, sailfish, tuna, and more. Captain Bobby and Mate Chase have helped guests land yellowtails and blackfin tuna. The charter runs four hours for up to six people, with tackle, bait, and permits included.

“We fished with Captain Bobby and Mate Chase on 3/8 and 3/9. Awesome guys to fish with and made sure to put us on fish. Caught well over 100 Yellowtails, 38 keepers on Saturday and went back Sunday and trolled for Tunas. Picked up a couple of nice Blackfins and i managed to loose another. Will definitely be coming back to fish with these guys again.”

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14.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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15.Marathon Reef Fishing Charters

★★★★★★★★★★5.0 · 7 reviews · 4 hours (approx.)

Set out from Marathon with Captain John or Captain Michael for four hours of private reef fishing. You’ll drift fish and deep drop for snapper, grouper, yellowtail, blackfin tuna, wahoo, mahi mahi, and more. Gear, licenses, water, safety equipment, and catch cleaning are included, with marina restrooms available before departure.

“My grandson David (aged 12 ) and I went off for a "boys" holiday for a few days before he returned to school after the holidays. We booked a 4-hour trip and caught Blackfin Tuna fish. We caught over 17+ fish between us. Thanks, Captain Micheal for making it so exciting.”

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