Sailfish Fishing Charters In Key West

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Recently Booked Sailfish Fishing Charters Near Key West, Fl

Deep Sea, Nearshore Fishing Charter in Key West

Key West Fishing Slam

NEW
36 ft 1 - 6 People From $175 / person

Deep Sea Fishing Charter in Key West

Key West Offshore Action

86% (7)
33 ft 1 - 6 People From $150 / person

Deep Sea, Nearshore Fishing Charter in Key West

Legendary Fishing In Key West

100% (5)
55 ft 1 - 6 People From $183 / person

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Key West Deep Sea Run - 40' Luhrs

100% (4)
40 ft 1 - 6 People From $233 / person

Deep Sea, Nearshore Fishing Charter in Key West

Key West Mixed Bag Trip

100% (3)
43 ft 1 - 6 People From $142 / person

Deep Sea, Nearshore Fishing Charter in Key West

Key West Sportfish Trip

100% (1)
37 ft 1 - 6 People From $192 / person

Most Popular Types of Sailfish Trips in Key West

“Our Damn Good Guides go above and beyond to provide you an incredible trip, and weā€™ve handpicked every single one. Weā€™re passionate about the outdoors and about empowering people to find the perfect-match guide for the trip of a lifetime, every time.”

Jonathan and Attison   |   Co-founders   |   Austin, Texas

Choose your trip by skill level

More Sailfish Fishing Charters Near Key West, Fl

Damn Good

Wake up and go fishing! A 4-hour fishing trip is a great way to fish and explore the local waters surrounding Key West. Our half-day trips usually leave the dock around 7:30 a.m. and return around 11:30 a.m. However, this may change depending on the conditions, time of year, and customer preference. Captain John's mission is always to provide the best fishing experience possible with the conditions at hand. His vessel, a 28' center console (built by Latitude Tournament Boats), is a true "hybrid" fishing machine. This means that on a nice day, you can comfortably fish offshore reefs, wrecks, and Gulfstream currents. You also have the option to fish backcountry channels, inshore wrecks, and nearshore patch reefs if the wind picks up. On a full day, we might have the opportunity to target multiple species both in the deep and the shallow. Captain John specializes in light tackle fishing. This means he'll match the rod and reel outfit to the size fish you're targeting to make for the best overall angling experience. If you would like to fly fish, the captain can accommodate you. However, you must bring your own fly fishing equipment. Expect to target Amberjack, Barracuda, Tuna, Wahoo, Mahi Mahi, Grouper, and more, depending on the length of your trip. Evening Tarpon trips are also offered. Live bait makes a big difference. Pilchards, pinfish, herring, ballyhoo, and blue crabs are some of the varieties you are likely to find in the livewell. Catching bait is part of the charter, and while it may take some extra time, your captain knows it makes the difference between a fantastic fishing trip and one that's just okay. Your fishing license is included. Bring sunblock (non-spray), sunglasses, a hat, snacks, and drinks. Book your trip and hit the water with Captain John! Read More

Deep Sea, Inshore, Nearshore Fishing Charter in Key West

Morning 1/2 Day Fishing Charter

67% (3)
25 ft 1 - 4 People From $200 / person
Damn Good

Experience world-class action fishing on the beautiful reefs, wrecks, and offshore of Key West. Captain Nick is experienced, friendly, and attentive, ensuring you an unforgettable day out on the ocean. Book your charter today and get ready for the adventure of a lifetime! These 2 person trips are discounted because the owner of the boat (also a fishing captain) will likely first mate on the trip and fish along with you, which is fun. We can easily handle 6 people, but we much prefer these 2 person trips to keep everyone fishing and having fun. Read More

Deep Sea, Nearshore Fishing Charter in Key West

Ultimate Action Fishing In Key West

100% (1)
33 ft 1 - 4 People From $250 / person

Captain Garrett offers 3/4 day (6 hour) trolling trips for up to 6 people. You'll cover a lot of water (and a lot of species!) on Captain Garrett's 3/4 day trolling trip. 6 hours is plenty of time to catch everything from Mahi Mahi and Wahoo, to Tripletail and Barracuda, and even the occasional Sailfish! You'll have a comfortable ride onboard Captain Garrett's 29' SeaVee center console with a 300 HP Volvo Penta outboard. Captain Garrett has all the gear and equipment you need for the trip of a lifetime. These 3/4 day trips are available in the AM or PM for your convenience, and departure times are flexible. Come and enjoy fishing on island time! Enter your Date, Duration, Group Size, and Start Time above to Book Now with Captain Garrett and Captain Experiences! Read More

Deep Sea Fishing Charter in Key West

Southernmost Mahi Offshore Fishing

100% (1)
29 ft 1 - 6 People From $200 / person
Damn Good

If you're looking for world-class sportfishing in one of America's most beautiful locations, then this trip just might be your ticket. This trip will allow you to chase a variety of prized sportfish species, from the ultimate heavyweight, the Goliath Grouper, to lightning-fast fish such as Mahi Mahi, King Mackerel, Yellowfin Tuna, Wahoo, Sailfish and others. The species will vary depending on the length of your trip; if you're interested in Sailfish and Wahoo, opt for the longer trip so that you can get out into deeper waters. Nearshore, there's also opportunities to hook up Blacktip Sharks! When these aggressive fish grab the hook, get ready for the fight of your life! You'll be in experienced and professional hands aboard Captain Gil's 34' Crusader sportfisher. This boat is a perfect balance of speed, performance, and comfort that's ideal for offshore fishing. With a 375 HP Caterpillar engine, you won't have to cruise for long before you reach the prime fishing grounds and start haulin' 'em in. On the way, watch the trolling lines for bites from Mahi. Your Captain will be prepared with everything you need for a blue-ribbon day, including top-of-the line rods, reels, bait, tackle, and most importantly, his years of experience hunting champion pelagic predators. To make the most of your experience on the water, make sure to bring polarized sunglasses, proper clothing, hat, and sunscreen. Get ready to have a blast! Read More

Nearshore Fishing Charter in Key West

Key West Sportfishing Adventure

NEW
34 ft 1 - 6 People From $175 / person

This fishing adventure with Captain Spencer out of Key West provides you with endless opportunities! Whether it's fishing the backcountry of the Gulf of Mexico, chasing fish in Key West Harbor, or fishing the reefs on the Atlantic side, Captain Spencer is ready to do it all. Captain Spencer prides himself on customizing his trips to his client's goals so let him know what your ideal day looks like in the days leading up to the trip and he will plan it out! The beauty of the Florida Keys, and especially Key West, is that there is such a variety of fish to catch. You can explore the backcountry for Redfish, Snook, Bonefish, and Mangrove Snapper; anchor-up on a channel in Key West Harbor to target Sharks, Cudas, Jacks, and Tarpon; or hit it out to the reefs for a myriad of grouper and snapper species, permit and even target Sails under the right conditions! Captain Spencers 25' Pathfinder is extremely versatile in this regard shallow enough to maneuver the backcountry and local grass flats, and sturdy enough to handle the light chop of the open ocean. This vessel can accommodate 6 guests, however, Captain Spencer prefers to fish with 4 or less. Captain Spencer can also make accommodations to pick you up from many places around Key West. If you are staying somewhere with water access let us know and Captain Spencer will try to accommodate picking you up from your location. Read More

Flats, Nearshore Fishing Charter in Key West

Reefs, Bays, Or Backcountry

NEW
25 ft 1 - 4 People From $200 / person

Deep Sea, Inshore, Jetty, Nearshore Fishing Charter in Key West

Offshore, Inshore , Sandbar, And Sunset

NEW
27 ft 1 - 6 People From $117 / person
See All Sailfish Trips in Key West

Everything to Know About Booking a Key West sailfish fishing charter

What are the best sailfish fishing charters in Key West?

Our Damn Good Guides currently offer 34 sailfish trips in Key West, and the most popular trips in the area are Key West Fishing Slam guided by Mark, Key West Offshore Action guided by John, and Legendary Fishing in Key West guided by Chuck.

Our guides in Key West are rated a 4.76 out of 5 based on 2414 verified reviews on Captain Experiences.

All guides on Captain Experiences are licensed, insured, and vetted by our team. You can access their reviews, click through trip photos, read bios to get to know them, and preview trip details like species, techniques, group sizes, boat specs and more.

Other popular cities nearby for booking a Sailfish charter include Naval Air Station Key West, Stock Island and Cudjoe Key.

Looking for kid friendly sailfish guides in Key West? Check out our beginner and family friendly sailfish guides in Key West.

What types of sailfish fishing charters are common in Key West?

Deep Sea fishing is the most popular for sailfish in Key West as well as nearshore fishing, inshore fishing, and jetty fishing.

The most common fishing techniques in Key West are trolling, light tackle fishing, and heavy tackle fishing but bottom fishing and jigging are popular as well.

How much do Key West sailfish fishing charters cost?

for sailfish in Key West prices can range anywhere from an affordable $700 to $3,000 and up, but the average price for a half day trip for sailfish in Key West is $1,150. The average price for a full day trip for sailfish in Key West is $1,647.

What month is best for sailfish fishing in Key West?

The most popular season for sailfish fishing in Key West is spring, and most anglers book their trips 21 days in advance.

Do I need a Key West fishing license for sailfish and what are the bag limits for sailfish in Key West?

Youā€™re in luck! Our fishing tours in Key West donā€™t require you to purchase a fishing license ā€“ your group is covered by your boatā€™s captain. See here for more information on bag limits and fishing season regulations in Key West.

What is sailfish fishing in Key West all about?

Sailfish are one of the most coveted game fish in Key West, renowned for their incredible speed and acrobatic displays when hooked. These majestic creatures are found in the waters around Key West year-round, but their presence is particularly abundant during certain seasons, making them a prime target for anglers. During the winter months, from December to March, sailfish migration patterns bring large numbers of these fish closer to the Florida Keys, providing excellent opportunities for anglers to target them.

When it comes to fishing for sailfish in Key West, trolling is a popular and effective technique. Anglers typically deploy rigged baits or artificial lures behind the boat while cruising at slow to moderate speeds, covering a wide area in search of feeding sailfish. Once a sailfish strikes, the reel screams with excitement as the fish makes its initial run, often leaping out of the water in an impressive display of strength and agility. Anglers must be prepared for a thrilling battle, as sailfish are known for their tenacity and stamina, putting their angling skills and equipment to the test.

While sailfish may be the primary target for many anglers visiting Key West, the area offers a wide variety of other species to catch as well. From offshore pelagics like mahi-mahi and tuna to inshore favorites like tarpon and permit, Key West boasts diverse fishing opportunities to suit every angler's preferences. Whether casting lines from a charter boat in pursuit of trophy sailfish or exploring the backcountry flats for bonefish and redfish, Key West offers an angling paradise with something for everyone to enjoy.

What are the most popular months to fish for sailfish in Key West?

Sailfish are one of the most coveted game fish in Key West, renowned for their incredible speed and acrobatic displays when hooked. These majestic creatures are found in the waters around Key West year-round, but their presence is particularly abundant during certain seasons, making them a prime target for anglers. During the winter months, from December to March, sailfish migration patterns bring large numbers of these fish closer to the Florida Keys, providing excellent opportunities for anglers to target them.

When it comes to fishing for sailfish in Key West, trolling is a popular and effective technique. Anglers typically deploy rigged baits or artificial lures behind the boat while cruising at slow to moderate speeds, covering a wide area in search of feeding sailfish. Once a sailfish strikes, the reel screams with excitement as the fish makes its initial run, often leaping out of the water in an impressive display of strength and agility. Anglers must be prepared for a thrilling battle, as sailfish are known for their tenacity and stamina, putting their angling skills and equipment to the test.

While sailfish may be the primary target for many anglers visiting Key West, the area offers a wide variety of other species to catch as well. From offshore pelagics like mahi-mahi and tuna to inshore favorites like tarpon and permit, Key West boasts diverse fishing opportunities to suit every angler's preferences. Whether casting lines from a charter boat in pursuit of trophy sailfish or exploring the backcountry flats for bonefish and redfish, Key West offers an angling paradise with something for everyone to enjoy.

What techniques are popular for catching sailfish in Key West?

When it comes to sailfish fishing in Key West, anglers employ various techniques to increase their chances of hooking into these impressive game fish. Trolling is perhaps the most common method used, especially when targeting sailfish in offshore waters. Anglers typically troll rigged baits or artificial lures behind the boat at varying speeds, covering a wide area in search of feeding sailfish. Using outriggers to spread lines and planers to get baits deeper in the water column can also enhance the effectiveness of trolling for sailfish.

Another popular technique for targeting sailfish in Key West is kite fishing. This method involves deploying a kite from the boat with multiple lines attached to it, allowing baits to be presented on the surface while keeping the boat at a safe distance. Kite fishing is particularly effective in calmer conditions, as it allows anglers to present baits in a natural and enticing manner, mimicking the movements of prey species like flying fish. When a sailfish strikes, the excitement is palpable as the kite line zips off the reel, signaling the start of an exhilarating battle.

In addition to trolling and kite fishing, live baiting is also a productive technique for catching sailfish in Key West. Anglers often use live baits such as pilchards, ballyhoo, or blue runners and deploy them either on the surface or at varying depths using downriggers or weighted rigs. Live bait fishing requires patience and finesse, as anglers must carefully present the bait in the sailfish's strike zone and be ready to set the hook at the first sign of a bite. With the right techniques and a bit of luck, anglers can enjoy thrilling encounters with sailfish in the waters off Key West.

What other species are popular in Key West?

While Key West is renowned for its sailfish population, the waters surrounding the island offer a diverse array of other species to target for anglers of all levels. One popular target species in Key West is the mahi-mahi, also known as dolphin fish or dorado. These colorful and acrobatic fish are often found in offshore waters around floating debris, weed lines, and under floating objects. Anglers typically use a variety of techniques such as trolling with rigged baits, casting lures, or drifting with live baits to entice mahi-mahi strikes.

Another prized catch in Key West is the wahoo, a powerful and fast-swimming predator known for its razor-sharp teeth and impressive speed. Wahoo are commonly found in offshore waters near reefs, drop-offs, and underwater structures where they ambush prey such as baitfish and squid. Anglers targeting wahoo often use high-speed trolling techniques with large, flashy lures or rigged baits to mimic the fast-moving prey that wahoo prefer.

In addition to mahi-mahi and wahoo, Key West offers excellent opportunities to target species such as tuna, grouper, snapper, and tarpon, among others. Whether fishing inshore, offshore, or on the reefs, anglers can enjoy a wide variety of fishing experiences in Key West throughout the year. With its rich marine biodiversity and abundance of fishing opportunities, Key West remains a top destination for anglers seeking to catch a diverse range of species in the pristine waters of the Florida Keys.

Recent Reviews of Captain Experiences

  • ★★★★★
    Everything was top notch, Great communication from start to finish. Capt and 1 Mate were both professional and knowledgeable and put me on fish. Only down side was when I lost a Sailfish šŸ™ but landed this nice Barracuda off a Tripple set of Barracudas šŸ¤·ā€ā™‚ļøšŸ˜‚

    John C. with Thomas D. of Key West, Florida

  • ★★★★★
    Had a fantastic trip with Captain John in July of 2023. Went for a morning trip on our honeymoon, caught tons of fish, had a lot of fun. John and his first mate were very competent, personable, and provided an excellent experience. The boat was well outfitted, John knew several spots with lots of fish, and gave us more time than we'd paid for. Great experience, will absolutely book again next time we're in the keys.

    Clare D. with John G. of Key West, Florida

  • ★★★★★
    Captain Hunter was great , knowledgeable, and well disciplined. Weather did not permit a full day so we will plan another trip with Captain Hunter. Thanks John

    John G. with Hunter L. of Key West, Florida

  • ★★★★★
    Great time

    Leo M. with Antonio E. of Key West, Florida

  • ★★★★★
    Kyle was a fantastic guide for us! One of the best fishing trips I have been on and I have fished on a lot of guided trips. Everything was handled great by Captain Experiences on the booking and communication side and Kyle was top notch on the fishing trip. We will definitely use you all again.

    Will B. with Kyle K. of Key West, Florida

  • ★★★★★
    Excellent trip with John. Good guys, on fish all day and had a great time. Definitely would book again!

    Kevin V. with John G. of Key West, Florida

  • ★★★★★
    Great fishing trip, memorable experience, would refer John and partner to anyone interested charting fishing trip in KeyWest!

    Rob R. with John G. of Key West, Florida

  • ★★★★★
    Our guide Nick is top notch, he is friendly, knowledgeable and certainly knows great spots to fish. We caught fish all day, brought home three very large muttonā€™s, some other muttonā€™s and good size yellow tail. We caught and released fish all day, hogfish, large groupers and other assorted fishes. Thanks Nick .

    Chris B. with Paul H. of Key West, Florida

  • ★★★★★
    We had a fantastic time with captain Brad. We tried different techniques and despite being a rough choppy day we still have out with a lot of fish. We all enjoyed it and highly recommend him to anyone!

    Shai K. with Brad S. of Key West, Florida

  • ★★★★★
    Great day! Our captain Hunter was very knowledgeable, and on top of where the fish were and how to catch them. Highly recommend him.

    Michael D. with Hunter L. of Key West, Florida

  • ★★★★★
    Had a great time with captain Hunter on are charter, very professional and friendly. Caught some nice fish and enjoyed his company

    Michael D. with Hunter L. of Key West, Florida

  • ★★★★★
    We really enjoyed our fishing charter with captain Hunter, he knows where the fish are and is very knowledgeable of the industry. I would definitely recommend an excursion with him.

    Michael D. with Hunter L. of Key West, Florida

  • ★★★★★
    Captain David Larson was nice, professional and best of all, he put us on the fish! I did the 4 hour charter and we caught barracuda, massive bull shark, trigger fish, grouper, and blue fish. By the end of the 4 hours I was happy and exhausted. Captain David was experienced, helpful and a genuine good guy.

    Blake L. with John J. of Key West, Florida

  • ★★★★★
    Thanks for a great time on the water!

    Brad K. with Kyle K. of Key West, Florida

  • ★★★★★
    Great fishing trip! Captain Mike and first mate Woody did a solid job of getting us into tuna, mahi, and our day was capped off when my son brought in a large sailfish. Lots of fun and recommend them for an awesome day on the water

    Jason M. with Justin F. of Key West, Florida

  • ★★★★★
    Captain Chris and will were so much fun, they made it fun, comfortable and plain amazing let us catch live bait, and they let us reeel in the fish. The best fishing charter I have been on.

    Jerry H. with Mark B. of Key West, Florida

  • ★★★★★
    Great Experience. Worked hard to find fish and make an enjoyable experience for everyone. Successful day fishing! Particularly was good with the children and getting them educated on safety. Highly recommended by us. Heā€™s also a great person to be around and cracks some good jokes.

    Stan R. with Hunter L. of Key West, Florida

  • ★★★★★
    Did not love the trip. We would ask questions and get one word answers. Lots of smoking, and some chewing of tobacco. not enjoyable.

    Linda F. with Chuck T. of Key West, Florida

  • ★★★★★
    We had the best time ever! It was my first time to go deep sea fishing and my husband and I both caught a Wahoo and plenty of other fish! mark and Nellā€™s were amazing! We had a local restaurant cook our fish for us that evening. Great trip!!

    Lynda B. with Mark B. of Key West, Florida

  • ★★★★★
    We had a great time out , Mark and crew did all they could to get on the fish.Thanks

    Dan C. with Mark B. of Key West, Florida

What's biting in Key West?

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