Key West Sailfish Fishing Charters

76 Fishing Charters

The best out of 76 charter fishing deals in Key West - enter dates to check availability

Top Sailfish Fishing in Key West

Showing top 10 charters
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Meet the Captain

43 ft

up to 6

 
Federally permitted
 
Key West
Dawn to Dusk
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+6
Fishing the reefs, wrecks, and blue waters far to the west of Key West. This trip is perfect to get some serious fishing done in waters under less pressure. The captain will supply you with all the required equipment.
Price for up to 6 people
US $2,000
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Meet the Captain

45 ft

up to 6

 
Federally permitted
 
Key West
3/4 Day Fishing Adventure - Shark
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+8
Experience our Deep Water Shark Fishing Trip, targeting the ocean's giants. This adventure is crafted for those seeking the thrill of hooking the "big boys" of the sea. Perfect for the daring angler craving an unforgettable challenge. There is a $150 fuel surcharge due at the boat.
Price for up to 6 people
US $1,350
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Meet the Captain

32 ft

up to 6

3/4 day
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+3
Christmas month special from December 15 to January 1 only.
Instant Confirmation
Price for up to 6 people
US $1,350
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Meet the Captain

40 ft

up to 6

 
Federally permitted
 
Key West
3/4 Day Trip (PM)
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+4
There is a $150 fuel surcharge due at the boat the morning of your trip! Six-hour offshore deep sea fishing with a knowledgeable and professional crew for species such as Mahi, Wahoo, Blackfin Tuna, Sailfish, and Marlin. Special requests are welcomed, i.e. Tarpon, Shark, and more.
Price for up to 6 people
US $1,250
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48 ft

up to 6

 
Federally permitted
 
Key West
Full Day – Deep Sea Sportfishing
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+8
Ride in comfort aboard one of the largest charterboats with a full stand up bathroom (Head). This Full Day is an eight (8) hour trip and takes you 20 miles off shore targeting species such as; Sailfish, Mahi-Mahi, Wahoo, Marlin, Tuna, and more. The trip includes all fishing licenses, fuel, and bait. The boat is outfitted with four (4) fighting chairs, Shimano Tiagra and Penn International, and an Electric Deep Drop. Bring whatever you would like to eat or drink and we supply drinking water.
Instant Confirmation
Price for up to 6 people
US $1,500

Angler's choice

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42 ft

up to 6

 
Federally permitted
 
Key West
3/4 Day Trip
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+1
Spend some more time on the water for more fishing pleasure. This is the most popular trip, enough time to troll for big game and do some Mahi, Tuna and Wahoo fishing as well
Instant Confirmation
Price for up to 6 people
US $1,600
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Meet the Captain

35 ft

up to 6

 
Federally permitted
 
Key West
Full Day Trip
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+7
Come and discover the Florida Keys' rich fisheries in style. Head up to 17 miles offshore in search of some exciting and delicious fish. You'll troll the open waters, bottom fish the reefs, and you can even try your hand at spearfishing if you have your own gear. This all-encompassing trip will have you going after Mahi Mahi, Wahoo, King Mackerel, Blackfin Tuna, Grouper, Snappers, and even Sharks among more. Prepare for an exhilarating experience, and take advantage of the complimentary lunch.
Instant Confirmation
Price for up to 6 people
US $1,500
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Meet the Captain

27 ft

up to 5

 
State licensed
 
Key West
Inshore/Offshore 3/4 Day Trip (PM)
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+8
This trip gives you the extra time sometimes making the difference from a good day to a great day. Allowing the Capt to visit different spot further from Key West that other wise would have time to reach. Also with the time you have the ability to take your time at fishing and try different techniques such as live bait or artificial lures.
Instant Confirmation
Price for up to 4 people
US $900
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Meet the Captain

37 ft

up to 6

3/4 Day Afternoon Fishing Trip
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+8
Enjoy the best six hour trip on the Sea Rebel. A sport fisherman's dream, Sea Rebel is a Grady White Canyon 376 with all the comfortable and spacious amenities. All fishing tackle and licenses included. We will be able to get to the fishing grounds quickly and maximize our time to capture epic fish such as Mahi Mahi, Wahoo, Blackfin Tuna, Sail Fish, Barracuda and many more species. The boat is comfortable for children and women. Bring the family out for a grand adventure and make long lasting memories.
Instant Confirmation
Price for up to 6 people
US $1,400

Angler's choice

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Meet the Captain

33 ft

up to 6

 
State licensed
 
Key West
3/4 Day Trip (6hr PM)
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+8
Join us for a six-hour, 3/4 day trip tailored to your fishing preferences, whether offshore or nearshore. Captain Anthony will provide expert suggestions on what's currently biting, but the final choice is always yours. Experience a variety of techniques such as trolling, bottom fishing, deep dropping, or live baiting, all guided by a seasoned professional. This flexible adventure guarantees a memorable and exciting outing on the vibrant waters of Key West.
Instant Confirmation
Price for up to 6 people
US $1,300

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Key West

4.8/5
Based on 29,146 reviews by FishingBooker anglers

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