Sailfish Fishing Charters in key west, Florida

Book Your Sailfish Fishing Adventure Today!

Key West's Premier
Sailfish Fishing Charters

Our sailfish charters aboard the Heavy Hitter are expertly crafted to provide you with the ultimate fishing adventure. Ideal for:

With Fish Daily Charters, your sailfish fishing trip is more than just about the catch; it’s about the chase, the technique, and the stories you’ll tell for years to come. We’re dedicated to providing an exceptional experience from start to finish.

$1,150+

Deposit due today:

Please review our cancellation policy.

Sailfish
Fishing Charter

Why Choose Our Sailfish Fishing Charter?

Opting for a sailfish charter with Fish Daily Charters means immersing yourself in a top-tier fishing experience:

Two anglers proudly holding a sailfish on a boat during a successful Key West Sailfish Fishing trip with Fish Daily Charters, with the deep blue ocean and clear sky in the background.

Expert Guidance

Captain John's expertise in sailfish behavior and habitats maximizes your chances of a successful catch.

Specialized Equipment

We provide specialized gear and tackle designed for sailfish fishing, including kites and high-quality live bait.

Exclusive Locations

Gain access to Key West's best sailfish spots, where these majestic fish are known to frequent.

Conservation Minded

We practice catch and release for sailfish, ensuring the preservation of this magnificent species for future generations.

Personalized For You

We tailor every aspect of the charter to your preferences, ensuring an unforgettable and personalized adventure.

Exceptional Sailfish Success Rates

Leverage Captain John's extensive expertise and state-of-the-art equipment for a sailfish fishing adventure that guarantees thrilling encounters and memorable tales.

There are several ways to catch sailfish:

Trolling with Bait and Dredges: A popular method that involves using natural baits such as ballyhoo or dead bait, often rigged simply to avoid scaring off the fish. Dredges can be employed to create visual attraction, enticing sailfish to come closer.

Kite Fishing: A dynamic technique where live bait is suspended from kites, keeping it near the surface and mimicking natural prey movements.

Sight Fishing: This adrenaline-filled approach involves casting live bait directly to visible sailfish. It’s most successful in clear water conditions during early morning hours.

Bait and Switch Method: This method uses teasers to attract sailfish near the boat. Once a sailfish shows interest, a bait (like naked ballyhoo) is pitched to entice it to strike.

Other Fishing Charters We Offer

Breathtaking view of a radiant orange sunset over the serene waters of Key West, a prime setting for romantic Key West Sunset Cruises along the coastline.

Sunset Cruises

Enjoy a serene evening on the water with our Sunset Cruises, offering the best vantage point for one of nature’s most spectacular views—a tropical Florida sunset. Perfect for a romantic evening or a peaceful getaway.

two cheerful fishermen hold a large shark aboard their boat, highlighting the thrill of key west deep sea fishing, under a clear blue sky.

Specialty Charters

In addition to lobsters, we offer specialty charters targeting Tarpon, Shark, Swordfish, and Sailfish. Our crew can customize your experience to pursue these legendary game fish.

A shrimp boat navigates the lively Gulf waters off Key West, capturing the essence of an exclusive private charter dedicated to deep-water wreck and shrimp boat tailing fishing in Key West, where anglers can expect to reel in a variety of species.

Shrimp Boat Charter

Experience the thrill of our Shrimp Boat Charters, where we follow Gulf Coast shrimp boats as they haul in their catch, attracting various marine predators. Join us to take advantage of the feeding frenzy and land an epic catch!

An aerial view of the historic Fort Jefferson surrounded by the stunning turquoise waters of the Dry Tortugas, where charter fishing Key West offers an exceptional experience in this remote and pristine environment.

Dry Tortugas Charter

Venture to the historic Dry Tortugas island chain, located seventy miles west of the Florida Keys. This national park features a Civil War-era fort and crystal-clear waters brimming with marine life. Our Dry Tortugas Charter lets you fish, swim, and explore the rich history of this stunning location 

Testimonials

Anglers testimonials

Tripadvisor
Mark Burk Jr. profile picture
Mark Burk Jr.
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Boatload of fish John and Steven are the best around Key West. Been out with lots of people and these are guys are the best I have seen.
Tripadvisor
AmyB profile picture
AmyB
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Look No Further! Captain John is the Man of the Keys! Been chasing a bull shark for 12 years, several guides and thousands of dollars. Captain John made it happen. Exceptional customer service and knowledge. If you're looking to make your dream catch happen hes just the man to do it! *****
Tripadvisor
Jeff S profile picture
Jeff S
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
You will NOT be disappointed What a great couple days of fishing. We are from Wisconsin and fish charters quite often. John is knowledgeable, catches fish, and just a fun guy to be around. We caught our limit of snapper and some yellow tail and the next day we did some sport fishing and caught a tarpon!! Thanks John, we will be back.
Tripadvisor
Dave G profile picture
Dave G
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Fantastic Fishing!! We were struggling to find a charter we could trust. Some of the websites wanted us to give them our credit card and then they would tell us, after we paid, who our Captain was! Finally someone we trusted said go with John and they were right. He's professional, he put us on fish, he limited the catch to preserve the future which is a rare quality in Charter Captains these days, and he gave us all two great days on the water. I cannot recommend him strongly enough. We're definitely coming back.
Tripadvisor
Racheal W profile picture
Racheal W
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Fantastically Memorable!! We had a fantastic time fishing with Captain John! He and his first mate, Blake, went out of their way to try and help us catch as many fish as possible! They were knowledgeable and a LOT of fun! The only recommendation we have is to make sure you book either a 6-hour or full day charter. You will NOT regret it!! We say 5+ stars!!!
Tripadvisor
James V profile picture
James V
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Phenomenal trip Communication was great, John wasn’t able to take us out because his wife and he were having a baby (congratulations) but John called his partner Zack to take us out on Sunday because weather was horrible Saturday. Zack was waiting on us at the dock we loaded our items and away we went. My wife and I fish more than most people so we were no strangers to being on the water, but we have never caught what we were searching for, Zack assured us that he would try his best to find our species. Sure enough we followed the birds offshore and by the grace of Fish Gods we spotted i floating log!!!!!! That was the blessing that captain Zack was searching for!!! Zack set out our trolling rigs and with in minutes they were hooked up and my wife had caught her first ever mahi dolphin!!! After that we caught fish after fish and I even caught the biggest Mahi of the year on this boat a 15lber?. We headed in and captain Zack had our dolphin all cleaned in bags and on ice! Captain Zack is a hard core true captain that works his tail off for his clients! I highly recommend these guys for your boating experience.
Tripadvisor
Amanda C profile picture
Amanda C
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Great Experience! Great way to experience several different types of fishing while in Key West. Guide is very knowledgeable. Highly recommended!
Tripadvisor
alpha37 profile picture
alpha37
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
"Top Notch!" Top Notch.....professional, experienced, knowledgeable... Capt John and 1st Mate Steve, made the trip! I think even if we didn't catch a mountain of fish (Bull Shark's, Mutton's, Barracuda's, Mahi-mahi's, Spade's, a ton of bait-fish, oh and an Moray eel) the trip would have been a success. At one point myself and all three of my Boy's where reeling in Mahi-mahi. Thanks for the memories guy's cant wait to do it again!
Tripadvisor
Eric C profile picture
Eric C
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Great time, great crew My friends and I really enjoyed our fishing trip! Captain John and Steve were fun, professional and very happy to help make sure our trip was memorable and exciting. We hit up a few different spots and tried several fishing styles. We caught plenty of fish and had a truly wonderful experience. Highly recommend
Tripadvisor
Johnny H profile picture
Johnny H
Tripadvisor star 1Tripadvisor star 2Tripadvisor star 3Tripadvisor star 4Tripadvisor star 5Verified
Amazing time ! Captain John and his first mate were absolutely amazing. Super knowledgeable and made my first deep sea fishing trip truly something to remember. Caught a ton of dolphin and had a great time. I will definitely plan another trip and would highly recommend him to everyone.

Embark on Your Sailfish Fishing Journey

Ready to face the challenge and excitement of sailfish fishing in Key West? Secure your charter with Fish Daily Charters for a truly remarkable experience. Whether you’re aiming to catch your first sailfish or looking to add another trophy fish to your list, our charter promises an adventure filled with thrill and excitement.

To book your sailfish fishing charter or for more information, contact us at fishdailycharters@gmail.com  or (786) 983-6503. Adventure awaits on the crystal-clear waters of Key West.

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Sailfish Fishing Charters FAQs

Typically, we start catching sailfish from November to January. For those looking to specifically target them, the prime months are late March through early May.

Using a circle hook significantly increases the sailfish’s chances of survival. It’s best to troll nearshore reefs and wrecks that are teeming with bait fish in depths of 60 to 100 feet.

While sailfish are not commonly consumed, they are a highly prized game fish. Join us on a Key West fishing charter and experience the thrill of the fight!

While we can’t guarantee specific catches, the Florida Keys are rich with game fish, and we always aim to hook something exciting.