Cudjoe Key Sailfish Fishing Charters

114 Fishing Charters

The best out of 114 charter fishing deals in Cudjoe Key - enter dates to check availability

Top Sailfish Fishing in Cudjoe Key

Showing top 10 charters
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Angler's Choice
Listing image

50 ft

up to 6

Corsair Sportfishing Key West

 
Federally permitted
 
Key West
Half Day Trip
fish
fish
fish
fish
+5
4 hours in the will give you a chance to battle some of the biggest A-listers in the area. You'll be going up to 7–12 miles from the coast in pursuit of Mahi Mahi, Sailfish. Tuna, King Mackerel, Wahoo, Snapper, Grouper, and everything else that takes the bait. If you're a person, this is the trip for you! You'll be going after Mahi Mahi, Wahoo, Sailfish, Tuna, King Mackerel Snapper, and Grouper, just to name a few. This trip will take you anywhere from 7–12 miles from shore.
Price for up to 6 people
US $1,000
Angler's Choice
Listing image

40 ft

up to 6

Linda D IV

 
Federally permitted
 
Key West
Half Day Trip
This trip is perfect for anyone looking to avoid the rush hour. Expect to target species like Mahi Mahi, Amberjack, Grouper, and Snapper. Rods, reels, and terminal tackle are included in the price, so all you need to do is bring some food and drinks for a day to remember. Even a shorter trip can be very lucrative in Key West. You'll have the chance to go after the likes of Mahi Mahi, Amberjack, Grouper, and Snapper.
Instant Confirmation
Price for up to 6 people
US $1,100
Listing image
Meet the Captain

25 ft

up to 4

Goliath Charters Summerland

 
Cudjoe Key
Sunset Shark
When the sun starts to sink into the horizon the shark around the Florida Keys rise for their evening feast. Captain Craig will take you out at dusk to see if any of the Bull or Blacktip Sharks that roam the water are willing to chase after his lures. If they do, expect a tremendous and thrilling battle as you try to whisk them out of the water for the ultimate trophy photo!
Instant Confirmation
Price for up to 2 people
US $400
Angler's Choice
Listing image

25 ft

up to 4

Livin' The Dream - 25' Fishing Boat

 
State licensed
 
Little Torch Key
6 hr– Offshore Fishing
fish
fish
fish
fish
+4
Our 6-hour offshore fishing trip takes you out to the to the Atlantic ocean. We will be trolling the beautiful blue waters searching for Mahi-Mahi, Tuna, Wahoo, and all other pelagics for an exciting rod bending experience!
Price for up to 4 people
US $950
Angler's Choice
Listing image

26 ft

up to 6

Lower Keys Offshore Adventures

 
State licensed
 
Little Torch Key
Half Day Trip – Fishing
Spend 4 hours reef fishing for Snapper, Grouper, and more. All fishing gear will be provided, as well as bait. The fish will be cleaned and bagged for your convenience.
Instant Confirmation
Price for up to 6 people
US $750
Angler's Choice
Listing image
Meet the Captain

33 ft

up to 6

Kilo Whiskey Charters

 
Federally permitted
 
Key West
Half Day Trip (4hr )
fish
fish
fish
fish
+13
Enjoy a four-hour half-day trip tailored to your preferred fishing style, whether it's offshore or nearshore. Captain Anthony will provide expert suggestions based on what's currently biting, but the final choice is always yours. Try various techniques like trolling, bottom fishing, deep dropping, or live baiting, and experience the thrill of fishing with a seasoned professional. This flexible adventure ensures a memorable and exciting outing on the vibrant waters of Key West.
Instant Confirmation
Price for up to 6 people
US $1,000
Angler's Choice
Listing image

25 ft

up to 6

TNT Charters

 
Federally permitted
 
Big Pine Key
Full Day Trip – Offshore
fish
fish
fish
fish
+2
Our offshore fishing package can include trolling or deep-dropping. We will target Mahi, Tuna, and Wahoo while trolling; or Snowy Grouper, Tilefish, and Rosie's on the electric reel or hand cranking whichever you prefer!
Instant Confirmation
Price for up to 6 people
US $1,350
Angler's Choice
Listing image
Meet the Captain

30 ft

up to 6

RideOut Charters

 
Federally permitted
 
Key West
4 Hour Trip
fish
fish
fish
fish
+7
This trip is perfect for anyone who wants to get out and catch some fish! On this charter we could be You'll be targeting snapper, grouper, jacks, mahi mahi, wahoo, sailfish, and tarpon. Everything you need is included in this charter. Things you may need are sunglasses, the proper cloths for the conditions, and whatever food and drink you want.
Price for up to 6 people
US $900
Angler's Choice
Listing image

27 ft

up to 4

Keys Disease Charters

 
Federally permitted
 
Big Pine Key
4 Hour (AM)
fish
fish
fish
fish
+8
4-hour fishing trip to the reef, wreck, patch reefs, bridge or inshore with light tackle gear targeting fish with live-bait, dead bait, bottom fishing, jigging, drift fishing and flat lining. Using chum to lure fish to the boat. Expect to see Snapper, Grouper, Mackerel, Shark species, Porgy, Barracuda and more.
Instant Confirmation
Price for up to 4 people
US $700
Angler's Choice
Listing image

26 ft

up to 4

Conch Queen Charters

 
Stock Island
4 Hour Inshore/Reef
fish
fish
fish
fish
+7
4 hour fishing trip. Gear, license, bait, tackle, bottled water, and ice provided. Can target inshore, reef, wreck, or offshore species, weather dependant!
Instant Confirmation
Price for up to 2 people
US $750
Angler's Choice
Listing image

50 ft

up to 6

Corsair Sportfishing Key West

 
Federally permitted
 
Key West
Half Day Trip
fish
fish
fish
fish
+5
4 hours in the will give you a chance to battle some of the biggest A-listers in the area. You'll be going up to 7–12 miles from the coast in pursuit of Mahi Mahi, Sailfish. Tuna, King Mackerel, Wahoo, Snapper, Grouper, and everything else that takes the bait. If you're a person, this is the trip for you! You'll be going after Mahi Mahi, Wahoo, Sailfish, Tuna, King Mackerel Snapper, and Grouper, just to name a few. This trip will take you anywhere from 7–12 miles from shore.
Price for up to 6 people
US $1,000
Angler's Choice
Listing image

40 ft

up to 6

Linda D IV

 
Federally permitted
 
Key West
Half Day Trip
This trip is perfect for anyone looking to avoid the rush hour. Expect to target species like Mahi Mahi, Amberjack, Grouper, and Snapper. Rods, reels, and terminal tackle are included in the price, so all you need to do is bring some food and drinks for a day to remember. Even a shorter trip can be very lucrative in Key West. You'll have the chance to go after the likes of Mahi Mahi, Amberjack, Grouper, and Snapper.
Instant Confirmation
Price for up to 6 people
US $1,100
Listing image
Meet the Captain

25 ft

up to 4

Goliath Charters Summerland

 
Cudjoe Key
Sunset Shark
When the sun starts to sink into the horizon the shark around the Florida Keys rise for their evening feast. Captain Craig will take you out at dusk to see if any of the Bull or Blacktip Sharks that roam the water are willing to chase after his lures. If they do, expect a tremendous and thrilling battle as you try to whisk them out of the water for the ultimate trophy photo!
Instant Confirmation
Price for up to 2 people
US $400
Angler's Choice
Listing image

25 ft

up to 4

Livin' The Dream - 25' Fishing Boat

 
State licensed
 
Little Torch Key
6 hr– Offshore Fishing
fish
fish
fish
fish
+4
Our 6-hour offshore fishing trip takes you out to the to the Atlantic ocean. We will be trolling the beautiful blue waters searching for Mahi-Mahi, Tuna, Wahoo, and all other pelagics for an exciting rod bending experience!
Price for up to 4 people
US $950
Angler's Choice
Listing image

26 ft

up to 6

Lower Keys Offshore Adventures

 
State licensed
 
Little Torch Key
Half Day Trip – Fishing
Spend 4 hours reef fishing for Snapper, Grouper, and more. All fishing gear will be provided, as well as bait. The fish will be cleaned and bagged for your convenience.
Instant Confirmation
Price for up to 6 people
US $750
Angler's Choice
Listing image
Meet the Captain

33 ft

up to 6

Kilo Whiskey Charters

 
Federally permitted
 
Key West
Half Day Trip (4hr )
fish
fish
fish
fish
+13
Enjoy a four-hour half-day trip tailored to your preferred fishing style, whether it's offshore or nearshore. Captain Anthony will provide expert suggestions based on what's currently biting, but the final choice is always yours. Try various techniques like trolling, bottom fishing, deep dropping, or live baiting, and experience the thrill of fishing with a seasoned professional. This flexible adventure ensures a memorable and exciting outing on the vibrant waters of Key West.
Instant Confirmation
Price for up to 6 people
US $1,000
Angler's Choice
Listing image

25 ft

up to 6

TNT Charters

 
Federally permitted
 
Big Pine Key
Full Day Trip – Offshore
fish
fish
fish
fish
+2
Our offshore fishing package can include trolling or deep-dropping. We will target Mahi, Tuna, and Wahoo while trolling; or Snowy Grouper, Tilefish, and Rosie's on the electric reel or hand cranking whichever you prefer!
Instant Confirmation
Price for up to 6 people
US $1,350
Angler's Choice
Listing image
Meet the Captain

30 ft

up to 6

RideOut Charters

 
Federally permitted
 
Key West
4 Hour Trip
fish
fish
fish
fish
+7
This trip is perfect for anyone who wants to get out and catch some fish! On this charter we could be You'll be targeting snapper, grouper, jacks, mahi mahi, wahoo, sailfish, and tarpon. Everything you need is included in this charter. Things you may need are sunglasses, the proper cloths for the conditions, and whatever food and drink you want.
Price for up to 6 people
US $900
Angler's Choice
Listing image

27 ft

up to 4

Keys Disease Charters

 
Federally permitted
 
Big Pine Key
4 Hour (AM)
fish
fish
fish
fish
+8
4-hour fishing trip to the reef, wreck, patch reefs, bridge or inshore with light tackle gear targeting fish with live-bait, dead bait, bottom fishing, jigging, drift fishing and flat lining. Using chum to lure fish to the boat. Expect to see Snapper, Grouper, Mackerel, Shark species, Porgy, Barracuda and more.
Instant Confirmation
Price for up to 4 people
US $700
Angler's Choice
Listing image

26 ft

up to 4

Conch Queen Charters

 
Stock Island
4 Hour Inshore/Reef
fish
fish
fish
fish
+7
4 hour fishing trip. Gear, license, bait, tackle, bottled water, and ice provided. Can target inshore, reef, wreck, or offshore species, weather dependant!
Instant Confirmation
Price for up to 2 people
US $750

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Cudjoe Key

4.8
/5
Based on 30,590 reviews by FishingBooker anglers

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