Key West
These are the fishing charters I’d put my own money on in Key West. Deep water starts minutes from the dock, so even half-day trips reach real fish: mahi and sailfish offshore, tarpon and permit on the flats. December through April books heaviest.
Experience the thrill of a half-day fishing tour in Key West! Catch big fish, soak up the sun, and create memories that will last a lifetime. Book now!
Most Popular★ 4.5“When a delayed flight and arriving after rental car company being closed so we couldn’t get our rental car left us stranded in Miami, we were unable to make it to the keys. This company refunded our money in full. We are so grateful for…”
★★★★★★★★★★
408 reviews5 hours (approx.)From $95.00by Floridays
Experience the thrill of Gulfstream fishing in Key West. Catch trophy-sized fish and create memories that will last a lifetime. Book your adventure now!
★ 4.5“The staff is incredible! Very helpful, knowledgeable & fun! Made the trip so enjoyable. Plus we caught lots of fish!”
★★★★★★★★★★
325 reviews6 hours (approx.)From $85.00by Gulfstream Fishing, Inc
Intriguing trophy fish, exhilarating battles, and breathtaking scenery await anglers in the deep waters off Key West, where expert crews guide the pursuit of big-game species.
★ 5.0“The crew was great! The Captain put us on the fish and the Mate worked hard. Both here nice guys who made sure we had a fun day.”
★★★★★★★★★★
112 reviews4 hours (approx.)From $950.00by Corsair 2 Sportfishing
Experience the thrill of inshore fishing in Key West with our private charter. Catch trophy fish and create memories that will last a lifetime. Book your adventure now!
★ 5.0“Captain Jagger was the greatest! He asked what our goal was and I said something big. He knew exactly where to take us and it was so much fun! He also kept an eye on the weather that turned out cutting our fishing trip short…”
★★★★★★★★★★
64 reviews4 hours (approx.)From $750.00by Live Action Sportfishing 2
Your chance to reel in the catch of a lifetime awaits on Key West's fishing charters, where the region's vibrant marine ecosystem promises an unforgettable adventure.
“Nick was amazing and knowledgeable. He made sure we caught a bunch of fish. Best item of the trip! Thank you!”
★★★★★★★★★★
46 reviews4 hours (approx.)From $900.00by Fish Key West Florida Charters
Experience the ultimate fishing adventure with our private fishing charter from Ramrod Key. Catch trophy fish and make memories that will last a lifetime. Book your trip now!
★ 5.0“Captain Jim is awesome! We had a great time. He is knowledgeable, patient, and very helpful. We will definitely go out with him again on our next trip here!”
★★★★★★★★★★
45 reviews4 hours (approx.)From $500.00by Mile Marker 27 Fishing Charters
Experience the best fishing in Marathon, Florida Keys! Join us for an unforgettable fishing adventure and catch some of the biggest and most exciting fish in the area.
★ 5.0“Great fishing in challenging winds! Capt Ed was able to find the fish despite changing winds/currents.”
★★★★★★★★★★
33 reviews4 hours (approx.)From $895.00by Wet Tails Charters llc
Mystery awaits beneath the turquoise waters of Key West with Drop Off Sportfishing - discover the hidden treasures that lure anglers from far and wide.
★ 5.0“We had a wonderful time with Captain Craig, and his first mates, Brett and Riley. They took care of her every need. We were very fortunate to catch mahi-mahi, King and the most elusive and fastest fish in the sea, a sailfish that was 75…”
★★★★★★★★★★
16 reviewsFrom $900.00by Drop Off Sportfishing
An unforgettable deep sea fishing adventure awaits aboard the 45-foot Cowgirl in Key West, but what surprises lie beneath the waves?
★ 4.5“Amazing trip Hans and Adam did a great job bringing us to where the fish were. Adam was So knowledgeable about fishing and knowledgeable about the area. Great with the kids when explaining how to catch their fish. Boat was well kept. highly recommend.”
★★★★★★★★★★
11 reviews4 hours (approx.)From $1,050.00by Cowboy Cowgirl Sportfishing Charters
Curious about the underwater wonders of Key West?
★ 5.0“Amazing! Took my 2 adult sons fishing. Caught lots of fish and had an amazing time. A local restaurant cooked them for us for dinner. Zach made my boys’ trip!”
★★★★★★★★★★
9 reviewsFrom $750.00by Boatary Club Key West
The 4 Hours Private Fishing Charters in Key West aboard the 40 Ft Irish Cowboy promise thrilling adventures and unforgettable catches—discover what awaits you on the open water.
★ 5.0“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…”
★★★★★★★★★★
9 reviews4 hours (approx.)From $950.00by Cowboy Cowgirl Sportfishing Charters
Fulfill your sense of adventure with Marathon Reef Fishing Charters, where the thrill of the unknown awaits beneath the surface.
★ 5.0“As part of our family enjoyment, we joined a fishing trip with 5 excited cousins (aged 12 to 22) to fish for Mutton Snapper,. captain John shared his knowledge of the sea and fishing with the boys and a great time was had by all.…”
★★★★★★★★★★
7 reviews4 hours (approx.)From $1,100.00by iOutdoor Fishing Adventures
Peruse the shimmering waters of the Florida Keys for a private inshore fishing charter tailored to your angling desires, where the true excitement lies in what lies beneath the surface.
“This was the best fishing charter EVER! We caught so many fish and had so much fun. We loved Travis! He is so relaxed and kind.”
★★★★★★★★★★
7 reviews4 hoursFrom $700by Live Action Sport Fishing LLC
Experience a private fishing trip in the Florida Keys with expert guides, customizable activities, and chances to swim, snorkel, or enjoy fresh seafood.
★ 5.0“Despite the weather and current conditions, our captain was able to pivot and take us to multiple locations. We caught yellowtail, a nice barracuda, and a lemon shark. We had a great time and will come back again!”
★★★★★★★★★★
6 reviews4 hours (approx.)From $800.00by Nice Guy Charters
Unleash your inner angler aboard the 36 ft Hatteras Cowboy for an unforgettable four-hour fishing adventure—discover the unique details that await you!
★ 5.0“Arrived at 6:30 for 7:00 am departure and Capt. AJ and Shaun were ready roll. The day we went the wind was non existent which was beautiful for riding out on water but made fishing a bit of a challenge. We booked an 8 hr…”
★★★★★★★★★★
5 reviews4 to 12 hours (approx.)From $850.00
Four square miles, water on every side, and a sunset party every single night; Key West never lets me stay on shore.