Damn Good Sailfish Fishing Charters In Key West

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Recently Booked Sailfish Fishing Charters In Key West, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Morning 1/2 Day Fishing Charter

94% (17)
25 ft 1 - 4 People From $800
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Key West Sportfishing Adventure!

100% (8)
42 ft 1 - 6 People From $900
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea Fishing in Key West

Fishing-Private Half Day Charter

100% (6)
28 ft 1 - 4 People From $900
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Deep Sea, Nearshore in Key West

Fishing - Private 3/4 Day Charter

100% (6)
28 ft 1 - 4 People From $1,050
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore, Jetty in Key West

Key West Offshore - '27 CC

100% (93)
27 ft 1 - 12 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Key West Offshore Action

96% (23)
33 ft 1 - 6 People From $1,000

Top Types of Sailfish Trips in Key West

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Target Species in Key West

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  • Get it while it's HOT!
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More Sailfish Fishing Charters In Key West, Fl

Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Dry Tortugas Smash

96% (23)
33 ft 1 - 6 People From $2,400
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Dry Tortugas Fishing Trip

100% (9)
36 ft 1 - 6 People From $2,800
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Key West Fishing Slam

99% (93)
36 ft 1 - 6 People From $1,050
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Key West

Key West Sportfishing Adventure

100% (5)
34 ft 1 - 6 People From $1,050
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea, Nearshore Fishing in Key West

Key West Fishing Trip

100% (9)
36 ft 1 - 6 People From $2,400
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Full Day Offshore - 30' Seahunter

100% (70)
30 ft 1 - 6 People From $1,200
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Everything to Know About Booking a Key West sailfish fishing charter

What are the best sailfish fishing charters 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

  • ★★★★★
    This adventure was absolutely fantastic! Antonio was a great captain and he made the trip to extra fun! Highly recommend him!

    Marianne K. | June 8, 2025

    Trip: Key West Offshore - '27 CC

  • ★★★★★
    I can only highly recommend Hunter - we booked a spearfishing trip out West and had an absolutely great time. Hunter knew the area inside out, is a great captain with lots of experience, had high quality gear, and we saw (and shot) a lot of fish, mostly grouper. Highly recommend and will be back!

    Raimund R. | June 8, 2025

    Trip: Full Day Offshore - 30' Seahunter

  • ★★★★★
    Awesome guy. Great time.

    James B. | June 7, 2025

    Trip: Offshore Fishing,Reef & Wreck and Sunset

  • ★★★★★
    Everything about our trip was outstanding! The boat, the Captian, Captain Carlson was fantastic. He wanted fish for every one of us on the boat even more than we wanted to catch! He worked so hard to load the boat and that we did!!! One of the best charters I have even been one. We all can’t wait to come back again and do it all over again!

    Kip J. | June 1, 2025

    Trip: Dry Tortugas fishing Trip

  • ★★★★★
    We had an incredible day fishing with Tony! We booked an 8 hour fishing day and all of our expectations were exceeded, especially for a windy day. He was professional, but also down to earth, easy to chat with and made sure we had everything we needed for a successful fishing day! We are already looking for our next trip so we can come back and fish again with him.

    Tonita B. | May 28, 2025

    Trip: Key West Offshore - '27 CC

What's biting in Key West?

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