Islamorada Sailfish Fishing Charters

109 Fishing Charters

The best out of 109 charter fishing deals in Islamorada - enter dates to check availability

Top Sailfish Fishing in Islamorada

Showing top 10 charters
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48 ft

up to 6

Chelsea Charters – 48' Willis Craft

4.8
/5
(135 reviews)
 
Federally permitted
 
Islamorada
Full Day Trip
The sky's the limit with a full 8 hours onboard. Take on deep-water bottom fish like Vermillion Snapper and Snowy Grouper. Battle Billfish like Marlin and Sailfish. Go head to head with ferocious Sharks. If it swims and it bites, you can catch it!
Price for up to 6 people
US $1,700

Angler's choice

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37 ft

up to 6

First Choice Charters

4.8
/5
(55 reviews)
 
Federally permitted
 
Islamorada
Full Day Trip
Spending an entire day fishing the bountiful waters off the coast of Florida may sound like a dream, but it's reality! You'll go after Sailfish, Wahoo, Mahi Mahi, Kingfish, Barracuda, and whatever else takes the bait. You will head out between 3 and 40 miles offshore. Note: 20% tip payable to the captain after the trip.
Instant Confirmation
Price for up to 6 people
US $1,680
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40 ft

up to 6

Reef Runner Charters

4.5
/5
(117 reviews)
 
State licensed
 
Islamorada
Full Day Trip (Private)
Make the most of the productive waters of the Florida Keys and beyond, as you step aboard this private charter to go after some monster fish. Head up to 25 miles out and go after some of the biggest fish out there, such as Blue and White Marlin, Wahoo, Tuna, Mahi Mahi and more. Or, target Snapper, King Mackerel, and Cobia closer to shore, and head home with enough fish to fill the freezer.
Price for up to 6 people
US $1,400

Angler's choice

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42 ft

up to 6

Singing Reel Charters

4.9
/5
(405 reviews)
 
State licensed
 
Islamorada
8 Hour Trip
An 8-hour trip usually leaving the dock at 600-7am. We provide licenses for up to 6 people, bait, tackle, reels, rods, drinking water, & clean ice. We also clean & package your catch for travel or restaurant. Depending on the time of year, it can be a mix of reef, wreck, and offshore fishing to target Yellowtail, Mangrove Snapper, Hogfish, Grouper, Mutton Snapper, Tuna, Sailfish, Wahoo, Mahi, and more. This is not avail for tournament. The mate works for tips, customary tip is 25% or more of total price
Price for up to 6 people
US $1,800
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44 ft

up to 6

Miller Time Sportfishing

4.9
/5
(272 reviews)
 
Federally permitted
 
Islamorada
3/4 Day Trip
fish
fish
fish
fish
+8
You will fish the waters of Islamorada with the crew and may also have a tour across the world-famous Islamorada hump. This trip is ideal for a group of friends or a family. Depending on your personal preferences and what’s biting best, you will target the best species the area has to offer. Target anything from Sailfish to Wahoo, Black Fin Tuna, Mahi, Snappers, Groupers, King Mackerel, Cero Mackerel, etc.
Price for up to 6 people
US $1,500
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24 ft

up to 5

Zoned In Charters – Islamorada 24'

5.0
/5
(40 reviews)
 
Islamorada
3/4 Day Trip
fish
fish
fish
fish
+3
If you think 4 hours is too short and a full 8-hour day is too long, we also offer this sweet 6-hour fishing trip. It gives you plenty of time to reach prime fishing spots that aren’t normally accessible on shorter half-day trips, increasing your chances for a great catch.
Price for up to 3 people
US $900
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48 ft

up to 6

Hound Dawg Charters

4.8
/5
(117 reviews)
 
Federally permitted
 
Islamorada
Full Day Trip
fish
fish
fish
fish
+3
The most popular trip on this charter. You will head off up to 20 miles offshore in search of pelagic predators. You can target Sailfish, Blue Marlins, Swordfish, Wahoos, Kingfish, Blackfin Tunas, and whatever else you run into.
Price for up to 6 people
US $1,900

Angler's choice

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40 ft

up to 6

Coral Sea Fishing Charters

4.9
/5
(69 reviews)
 
State licensed
 
Islamorada
6 Hour Trip- AM
This trip will include fishing reefs or offshore grounds. You'll have an exciting time chasing Mahi, Wahoo, and Tuna. The trip departs at 6:45 a.m. and includes all the needed fishing tackle, bait, as well as catch cleaning. Bring whatever you'd like to drink or eat and enjoy your trip!
Instant Confirmation
Price for up to 6 people
US $1,500
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42 ft

up to 6

Paradise Fishing Big Dave

5.0
/5
(21 reviews)
 
Islamorada
Full Day Trip
The full day will take you out on the trip of your life. We'll go out for species ranging from Mahi-Mahi, Mutton Snappers, Grouper, Yellowtail, Mangrove Snappers, and so on. The Florida keys are our backyard, and we know where to take you. The boat will be a 42ft Cabo with all the comforts of home, air conditioning, bathrooms, and an ice machine. We'll also supply drinks & food at a minimal cost. There'll be a captain and a mate. Tips of 20% combined are required.
Price for up to 6 people
US $1,800

Angler's choice

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34 ft

up to 6

Renegade Fishing Charters

4.9
/5
(26 reviews)
 
State licensed
 
Islamorada
8 Hour Trip
fish
fish
fish
fish
+7
We will take advantage of the time given and fish where the fish are whether they are close or far we will go the distance.
Instant Confirmation
Price for up to 6 people
US $1,700
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Meet the Captain
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48 ft

up to 6

Chelsea Charters – 48' Willis Craft

4.8
/5
(135 reviews)
 
Federally permitted
 
Islamorada
Full Day Trip
The sky's the limit with a full 8 hours onboard. Take on deep-water bottom fish like Vermillion Snapper and Snowy Grouper. Battle Billfish like Marlin and Sailfish. Go head to head with ferocious Sharks. If it swims and it bites, you can catch it!
Price for up to 6 people
US $1,700

Angler's choice

Listing image
Meet the Captain
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37 ft

up to 6

First Choice Charters

4.8
/5
(55 reviews)
 
Federally permitted
 
Islamorada
Full Day Trip
Spending an entire day fishing the bountiful waters off the coast of Florida may sound like a dream, but it's reality! You'll go after Sailfish, Wahoo, Mahi Mahi, Kingfish, Barracuda, and whatever else takes the bait. You will head out between 3 and 40 miles offshore. Note: 20% tip payable to the captain after the trip.
Instant Confirmation
Price for up to 6 people
US $1,680
Listing image
Meet the Captain
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40 ft

up to 6

Reef Runner Charters

4.5
/5
(117 reviews)
 
State licensed
 
Islamorada
Full Day Trip (Private)
Make the most of the productive waters of the Florida Keys and beyond, as you step aboard this private charter to go after some monster fish. Head up to 25 miles out and go after some of the biggest fish out there, such as Blue and White Marlin, Wahoo, Tuna, Mahi Mahi and more. Or, target Snapper, King Mackerel, and Cobia closer to shore, and head home with enough fish to fill the freezer.
Price for up to 6 people
US $1,400

Angler's choice

Listing image
Meet the Captain
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42 ft

up to 6

Singing Reel Charters

4.9
/5
(405 reviews)
 
State licensed
 
Islamorada
8 Hour Trip
An 8-hour trip usually leaving the dock at 600-7am. We provide licenses for up to 6 people, bait, tackle, reels, rods, drinking water, & clean ice. We also clean & package your catch for travel or restaurant. Depending on the time of year, it can be a mix of reef, wreck, and offshore fishing to target Yellowtail, Mangrove Snapper, Hogfish, Grouper, Mutton Snapper, Tuna, Sailfish, Wahoo, Mahi, and more. This is not avail for tournament. The mate works for tips, customary tip is 25% or more of total price
Price for up to 6 people
US $1,800
Listing image
Meet the Captain
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44 ft

up to 6

Miller Time Sportfishing

4.9
/5
(272 reviews)
 
Federally permitted
 
Islamorada
3/4 Day Trip
fish
fish
fish
fish
+8
You will fish the waters of Islamorada with the crew and may also have a tour across the world-famous Islamorada hump. This trip is ideal for a group of friends or a family. Depending on your personal preferences and what’s biting best, you will target the best species the area has to offer. Target anything from Sailfish to Wahoo, Black Fin Tuna, Mahi, Snappers, Groupers, King Mackerel, Cero Mackerel, etc.
Price for up to 6 people
US $1,500
Listing image
Meet the Captain
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24 ft

up to 5

Zoned In Charters – Islamorada 24'

5.0
/5
(40 reviews)
 
Islamorada
3/4 Day Trip
fish
fish
fish
fish
+3
If you think 4 hours is too short and a full 8-hour day is too long, we also offer this sweet 6-hour fishing trip. It gives you plenty of time to reach prime fishing spots that aren’t normally accessible on shorter half-day trips, increasing your chances for a great catch.
Price for up to 3 people
US $900
Listing image
Meet the Captain
Loading...

48 ft

up to 6

Hound Dawg Charters

4.8
/5
(117 reviews)
 
Federally permitted
 
Islamorada
Full Day Trip
fish
fish
fish
fish
+3
The most popular trip on this charter. You will head off up to 20 miles offshore in search of pelagic predators. You can target Sailfish, Blue Marlins, Swordfish, Wahoos, Kingfish, Blackfin Tunas, and whatever else you run into.
Price for up to 6 people
US $1,900

Angler's choice

Listing image
Meet the Captain
Loading...

40 ft

up to 6

Coral Sea Fishing Charters

4.9
/5
(69 reviews)
 
State licensed
 
Islamorada
6 Hour Trip- AM
This trip will include fishing reefs or offshore grounds. You'll have an exciting time chasing Mahi, Wahoo, and Tuna. The trip departs at 6:45 a.m. and includes all the needed fishing tackle, bait, as well as catch cleaning. Bring whatever you'd like to drink or eat and enjoy your trip!
Instant Confirmation
Price for up to 6 people
US $1,500
Listing image
Loading...

42 ft

up to 6

Paradise Fishing Big Dave

5.0
/5
(21 reviews)
 
Islamorada
Full Day Trip
The full day will take you out on the trip of your life. We'll go out for species ranging from Mahi-Mahi, Mutton Snappers, Grouper, Yellowtail, Mangrove Snappers, and so on. The Florida keys are our backyard, and we know where to take you. The boat will be a 42ft Cabo with all the comforts of home, air conditioning, bathrooms, and an ice machine. We'll also supply drinks & food at a minimal cost. There'll be a captain and a mate. Tips of 20% combined are required.
Price for up to 6 people
US $1,800

Angler's choice

Listing image
Loading...

34 ft

up to 6

Renegade Fishing Charters

4.9
/5
(26 reviews)
 
State licensed
 
Islamorada
8 Hour Trip
fish
fish
fish
fish
+7
We will take advantage of the time given and fish where the fish are whether they are close or far we will go the distance.
Instant Confirmation
Price for up to 6 people
US $1,700

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Sailfish Fishing in Islamorada

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Islamorada Sailfish Fishing Seasons

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Islamorada

4.9/5
Based on 30,107 reviews by FishingBooker anglers

What anglers said about Sailfish Fishing in Islamorada

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Fish Species Similar to Sailfish in Islamorada

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