Damn Good Sailfish Fishing Charters In Key West

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Recently Booked Sailfish Fishing Charters In Key West, Fl

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Deep Sea Fishing in Key West

Offshore Fishing Trip

NEW
31 ft 1 - 6 People From $900
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Key West Offshore Excitement!

100% (78)
30 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% (8)
28 ft 1 - 4 People From $1,050
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Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Key West

Sportfishing Key West

100% (8)
50 ft 1 - 12 People From $950
Veteran Operated
This trip is managed by a veteran of the US armed forces.
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Fishing in Destin
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Deep Sea, Nearshore Fishing in Key West

Marquesas Key Fishing Adventure

100% (18)
33 ft 1 - 4 People From $1,600
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Deep Sea, Nearshore Fishing in Key West

Ultimate Action Fishing

100% (2)
30 ft 1 - 12 People From $900

Top Types of Sailfish Trips in Key West

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All Target Species in Key West

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More Sailfish Fishing Charters In Key West, Fl

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Full Day Private Fishing Charter

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Full Day Offshore Extreme Fishing

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35 ft 1 - 12 People From $1,800
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Full Day Offshore - 30' Seahunter

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Key West Fishing Trip

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Inshore, Deep Sea Fishing in Key West

Fishing-Private Half Day Charter

100% (8)
28 ft 1 - 4 People From $900
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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

  • ★★★★★
    Wonderful trip, they made it so easy to enjoy ourselves, crew was inviting and welcoming. will definitely be booking again

    Heather W. | November 27, 2025

    Trip: Key West Nearshore/Offshore Trip

  • ★★★★★
    We took our team out with Hunter for a combo lobstering and deep sea trip and he didn't let us down! First and foremost, Hunter is an ex-marine who is incredibly on top of his equipment, his boat, and his safety and was very clear about expectations for the day and what we should be doing at any point in time. After a quick scuba diving refresher & safety brief we put on our gear for a dive and were rewarded with a number of keeper lobsters, a bigger number of lobsters that were too small to keep, a lionfish which we speared, and too many great wildlife sightings to count including a big loggerhead turtle, a black grouper, and a nurse shark hoping for a handout. After the dive we put our gear away we drove a few miles further out to catch some yellowtail snapper. We started slow, but pretty soon were reeling in a yellowtail almost every cast. We probably caught 20-25 within a few hours, as well as a small yellow jack, a parrotfish, and an undersized red grouper. Lastly, we decided to use the last hour of our trip to try to hook into a big black grouper using some of our yellowtail as bait. This was a bit of a "go big or go home" bet and unfortunately didn't pay off for us this time - I wish we'd had a bit more time to drift and I'm sure we would have hooked one. Overall can't speak highly enough of Hunter and the experience diving and fishing in the Keys. There is such a variety of things to do that even on a full day trip you will never feel bored and can always pivot to something else. We even chased a frigate bird and threw some bucktails in the middle of the day at some bait that was busting. You won't go wrong booking a trip with Hunter.

    Attison B. | November 5, 2025

    Trip: Full Day Offshore - 30' Seahunter

  • ★★★★★
    Awesome trip Captain Brad put us on the fish all day

    Sam R. | November 2, 2025

    Trip: Key West Mixed Bag Trip

  • ★★★★★
    Captain Brad did a great job! Very good boat.

    Jeff M. | October 13, 2025

    Trip: Key West Mixed Bag Trip

  • ★★★★★
    Outstanding

    Jodie R. | October 9, 2025

    Trip: Key West Offshore Action

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