Islamorada Sailfish Fishing Charters

The best out of 112 charter fishing deals in Islamorada - enter dates to check availability

Top Sailfish Fishing in Islamorada

Showing top 10 charters
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30 ft

up to 6

 
Federally permitted
 
Islamorada
3/4 Day Trip
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+7
On this trip you can combine reef fishing with some offshore action. You will head out offshore and go after gorgeous fish like Wahoo or Mahi Mahi, before heading back to the productive reefs. Over there you can target a variety of tasty Snappers and Groupers.
Price for up to 6 people
US $1,000
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26 ft

up to 4

 
Federally permitted
 
Islamorada
Full Day Offshore
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+5
A Full Day Offshore is eight hours and the ultimate Florida Key fishing experience! We typically travel 5-20 miles offshore targeting all of the larger pelagic species such as Mahi, Tuna, Wahoo and Sailfish (species are seasonal). On a Full Day Charter it also allows time to stop at the local reef/wrecks for some bottom fishing for Snapper and Grouper as well! This is the fish it all type of charter!
Price for up to 4 people
US $1,350
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42 ft

up to 6

 
State licensed
 
Islamorada
3/4 Day Trip
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+8
Compared to the half-day options, this trip will allow you to get a bit more specific regarding the species you'd like to target. Having a bit more time on the water will allow you to chase your target until you get an opportunity at a catch you'll be proud of!
Instant Confirmation
Price for up to 6 people
US $995
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Meet the Captain

43 ft

up to 6

 
State licensed
 
Islamorada
Full Day Trip
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+8
This will be a full 8-hour trip on the Spring Mix II. You'll leave the dock at 7:00 a.m. and search for Sailfish, Blackfin Tuna, Dolphin, as well as bottom dwellers like Amberjack, Mutton Snapper, and Red Snapper. You will also chase tasty species like Cobia, Yellowtail Snapper, and many more. The customary tip for the first mate is 20% of the price.
Instant Confirmation
Price for up to 6 people
US $1,900
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Meet the Captain

25 ft

up to 4

 
State licensed
 
Islamorada
8 HR BACKCOUNTRY
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+8
This trip will take you deep into the everglades national park looking for Snook, Reds, Tarpon, Permit, Bonefish. You will also experience the wildlife of the Everglades which is vast. Bycatch will also include Snapper , Seatrout , and Shark
Instant Confirmation
Price for up to 3 people
US $1,295
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32 ft

up to 6

 
State licensed
 
Islamorada
Full Day Reef (8HR)
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+7
This trip is a bit more involved than the shorter trips. We will be targeting the glory fish that roam out beyond the reef edge! The day will begin with going to the bait patch and loading the livewells, which usually takes around an hour from the dock. Our target species will be structured around what is biting best at the given time. The main target will be Sailfish, Mahi, Blackfin Tuna and Kingfish. No matter what we always have a bottom rod set for groupers (when in season) and mutton snapper!
Instant Confirmation
Price for up to 4 people
US $1,600

Angler's choice

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25 ft

up to 3

 
State licensed
 
Islamorada
3/4 Day Tarpon Fishing
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+8
3/4 day Tarpon fishing. Tarpon are a warm weather fish. May being the peak of season. We catch them for months but the weather is key!
Instant Confirmation
Price for up to 3 people
US $850

Angler's choice

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29 ft

up to 4

 
Federally permitted
 
Islamorada
6 hour PM mahi/tuna and reef
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+8
This trip is specifically targeting mahi/tuna there will also be time to fish the reef for snapper and other species as well.
Instant Confirmation
Price for up to 4 people
US $1,100

Angler's choice

Listing image
Meet the Captain

30 ft

up to 4

 
Federally permitted
 
Islamorada
8 Hour Trip
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+8
The full day gives us plenty of time to do everything we do!
Instant Confirmation
Price for up to 4 people
US $1,500
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40 ft

up to 6

 
Federally permitted
 
Islamorada
3/4 Day Trip – Offshore (PM)
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Our 6-hour offshore trips give you plenty of time for a variety of offshore experiences with different species. We typically target any or all offshore species available during various seasons.
Price for up to 6 people
US $1,400

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Islamorada Sailfish Fishing Seasons

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Seasonality

Sailfish fishing in Islamorada varies moderately throughout the year. High season is January to March and December. Low season is May to October. There is no closed season.

Islamorada

4.9/5
Based on 29,147 reviews by FishingBooker anglers

What anglers said about Sailfish Fishing in Islamorada

Waylon B.
Waylon B.
Reviewed Full Day Trip
Fishing in the Keys
5/5
The guys onboard “Hound Dawg Charters Islamorada” know how to catch fish! When the sailfish weren’t biting, the guys put us on the some Tuna and a 70+ lb Amberjack!!! Wow. Great time and great success. 😊
Steve P.
Steve P.
Reviewed Full Day Trip
Great fishing trip!
5/5
Captain Jack and Dalton went above and beyond to provide a perfect trip. Catching a marvelous 80 lb Sailfish was the highlight of the day!
Steve J.
Steve J.
Reviewed Half day - Fun Fishing
Great Day Fishing
5/5
Captain Jeff did a great job of taking care of us. Went out for Sailfish but switched to Barracuda later. The Barracuda were aggressive and gave us a real fight to the boat. Highly recommend you book with him on your next trip to Islamorada.
Richard S.
Richard S.
Reviewed 3/4 Day Trip – Reef and Patch
Great success!!!
5/5
Had a great day with Capt Jeff! Started of catching ballyhoo to use for trolling the reef line and it wasn’t too long before we got a chase. Shortly thereafter hooked up and landed my first sailfish (what a thrill) followed by a nice blackfin for my son. We finished off the day with several barracuda inshore. Thanks for a great day!!
Eric V.
Eric V.
Reviewed 3/4 Day Trip – Reef and Patch
A+ Experience
5/5
Capt. Jeff is a great guide. From the meet up in the morning to the ride back was an all around great time. The sailfish weren't in the mood but the kingfish were an absolute riot on light tackle. Capt. Jeff is an absolute pro at his craft, with a laid back easy going vibe. Bring your kids, my son had a blast. Great human being and experience! Can't wait to run it back again! Thanks for the memories.......

Fish Species Similar to Sailfish in Islamorada