Key West Charter Fishing Boats & Guided Fishing Trips

Captain Chris Mendola has over 25 years of experience fishing and diving in the waters off the Florida Keys. Chris grew up fishing with his dad as a boy and got into commercial fishing at 18. He's been a licensed captain and fishing guide for over a decade and a half and has accumulated thousands of fishing spots producing a wide variety of fish. Chris has put all this knowledge into building his fleet of contender boats and his team of local captains. From the deep sea to reef fishing, offshore, and everything in between, Far Out will put you on the fish.

The geographical location of Key West puts it between the Gulf of Mexico and Florida Straits. Fishing from Key West, many different species of fish can be targeted, with a variety of tackle options on deck. The Gulf of Mexico is loaded with old shipwrecks that are home to a variety of Snapper, Grouper, Jacks, Permit, African Pompano, Cobia, and King Mackerel, just to name a few! Off the Atlantic side of the island is one of the most extensive barrier reefs in the world, and it's home to thousands of different fish species. Fishing the reefs off Key West is great fun and usually results in a mixed bag of eating fish. Offshore fishing in Key West is some of the best in the world. Captain Chris spends much of his time fishing offshore, targeting big game fish, including Tuna, Wahoo, Sailfish, Mahi Mahi, Marlin, and Swordfish.

Chris is also a big fan of traveling to "far out" destinations in search of new species on his bucket list and unexplored fishing grounds. Chris has landed some dream trophy fish, and his Instagram is a totem to these beasts. He's won multiple offshore fishing tournaments in Key West and the Bahamas. Daytime Sword fishing is one of Chris's specialties as he has landed hundreds of Swordfish! He's also a very experienced free diver and scuba diver. Spearfishing is his favorite thing to do on the water, so if you're looking to shoot fish, be sure to ask him about a spearfishing trip! Have a trophy fish you haven't been able to land? Let's put one on the boat!

About Our Fishing Trips

Far Out Charter Fishing offers anglers the chance to experience a wide selection of fishing charters. We can take you out for offshore fishing and target the wide varieties of pelagic fish in the Florida Keys. We are also available for Reef & Wreck Fishing Charters for anglers after giant grouper or hard fighting snapper. Far Out is also set up for Swordfishing Charters, and this is one of our favorite trips to take people on. If you would like to read more about any of the charters, click on the images above.

Far Out Charter Fishing Boat Fleet

The Far Out Charter Fishing Boats are located at 6840 front street in Stock Island, just a short drive from historic Key West. We leave from Stock Island on Fishing Charters daily, although booking in advance is a must. Most of our in-season (December-April) charter dates are reserved 6+ months out.

We hope that you have enjoyed the photos/info and maybe checked out the video. Now that your adrenaline is starting to pump, you are thinking about what kind of trip and the species you would like to target. Don't wait to set the hook. Let's talk about planning your trip today. We can put together a Key West Fishing Charter you will never forget! Use the contact form on our booking page, or you can call or text Captain Chris for quicker response. It would be his pleasure to take you out on the fishing adventure of a lifetime!

Key West Fishing Report

Check out some of our recent charters and see what's biting in the posts below. You can also look back in the archives for past Key West Fishing Reports Here.

Fishing Charter Reviews & Customer Stories

  • Went spearfishing and bottom fishing the first week of june with chris. As usually, we had a great time and he put us right on the fish. Last year chris had my bachelor party on his boat and 7 on my best friends had an amazing day reeling in some big fish. Bottom fish and/or spear fish with chris is a must in key west. It's an annual trip for me!
  • We did a reef and wreck charter and it was everything we had read and expected on TripAdvisor. A tropical storm almost ruined a memorable trip. We traveled 26 hours strait to make it to Key West and our charter with FarOut. Chris didn't disappoint and we are so happy we found a way to make the trip. The fish tacos were a great way to end the charter and Chef Clive blew us away with his culinary skills. Thanks again Chris and continued success with Far Out Fishing Charters. D. Barnes, Nederland,Tx.
  • Went out for the 2nd time with Chris and it was great again! Great captain that helps you with everything you need and is very accomodating. Very chill guy that is awesome to hang out with. Made sure we caught plenty of fish and had another awesome trip. Already have another one on the books for September!
  • Chris will discuss what you are interested in doing, onshore, offshore, lobstering, spearfishing, and then let you know what the best options are depending on what is available, and he knows! We spent our first day spearfishing and cathing tuna, he put us on beautiful reefs and we caught blackfin tuna on a large wreck. The second day we wanted to load up on snapper and fish to take home, we limited on yellowtail snapper and caught several other delicious species. Took home almost 100 fillets. Chris is the only guide we will use in Key West from now on.
  • Awesome Cpt. By far, the best fishing out of key west. Plan was to target swords. Not only did he deliver on the swords, but was ready to go when other opportunities presented. Wound up catching some some nice mahi, triple tail, cobia, cuda, and snapper. Killer day on the water.
  • If you are coming to Key West for the fishing, Chris Mendola is your guy. My buddy arranged this trip to go for sailfish, but on the day of our trip, Chris advised against it due to conditions. What to do? "Let's go out and try the grey snapper." Limited out in about 1 hr. Now what? "Let's try another spot for yellowtail & muttons." Limit in 2hrs. "Let's try a wreck for some amberjack." 24lb amberjack. "On the way back we can hit a couple of spots for deep jigging". 14lb tilefish. Yes 14lb tilefish.

    Oh, forgot the 2 large grouper we got at the yellowtail stop. So on our trip we caught lots of fish on spinning reels, my favorite, and fought some big fish up from the bottom. Chris knows where the fish are and how to catch them. Everything he suggested on our trip worked. All provided with no bs by a nice guy. We didn't lay all the fish out for a picture b/c we were too tired. But these pics show basically a wheelbarrow filled with fish. You can see some of the bigger fish on top.
  • I'm not sure you can have a much better day in the Keys than out on a boat with Captain Chris. He knows the best spots for every type of fish and lobster, and reads the currents and ocean like it's his home. He was able to find lobsters even when people have spent weeks depleting the area of them. He also pointed out various fish and coral formations as we snorkels around. He is relaxed, patient, and we had an incredible day out on the boat!


At Far Out Fishing Charters, we always use the best available gear. You can show up knowing we will have you covered with all the tackle any fisherman would need to get the job done.