Tailslide Sportfishing 

5.0/5 (44 reviews)
 
Federally permitted
 Miracle Strip Parkway Southwest 348, Fort Walton Beach, FL 32548, United States

Tailslide Sportfishing 

Over 9 miles offshore
Fort Walton Beach, FL, United States
25 ft
6
5.0/5 (44 reviews)

I'm Captain Will, Born and raised in Florida, I'm a Navy Veteran that has been taking boats offshore since I was 15, From tournament Kingfishing to chasing Tuna in the northeast Canyons and everything in between.

I bought my first boat while still living in the barracks in Virginia Beach, and haven't slowed down since. If you want to chase big fish or just enjoy the sights the panhandle has to offer look no further.

The boat is a KenCraft 235 with twin 200s and the best in electronics, with RADAR and Spotlock. Outriggers for trolling. I have bean bags for those who want a comfortable seat for transits. Boat has a fully controlled second station and a stereo system. I provide gear but if you have a favorite rod and reel that is up to the type of fishing feel free to bring it.

It is BYOB. Please no spray sunscreen, it kills baitfish. Large coolers shall be left in cars to save space on the boat. I recommend 4 anglers but will take up to 6 in very good conditions or if we are staying inshore. Please wear closed toed shoes, crocs are good as well.

I'm Captain Will, Born and raised in Florida, I'm a Navy Veteran that has been taking boats offshore since I was 15, From tournament Kingfishing to chasing Tuna in the northeast Canyons and everything in between.

I bought my first boat while still living in the barracks in Virginia Beach, and haven't slowed down since. If you want to chase big fish or just enjoy the sights the panhandle has to offer look no further.

The boat is a KenCraft 235 with twin 200s and the best in electronics, with RADAR and Spotlock. Outriggers for trolling. I have bean bags for those who want a comfortable seat for transits. Boat has a fully controlled second station and a stereo system. I provide gear but if you have a favorite rod and reel that is up to the type of fishing feel free to bring it.

It is BYOB. Please no spray sunscreen, it kills baitfish. Large coolers shall be left in cars to save space on the boat. I recommend 4 anglers but will take up to 6 in very good conditions or if we are staying inshore. Please wear closed toed shoes, crocs are good as well.

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Trip availability and prices

Trip Date:
Group Size:
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July 2026
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
4 Hour Trip nearshore
FREE Cancellation 3 days notice
4 hour trip starts at 9:00 AM
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US $650
Entire boat: up to 4 people
5 Hour Trip – Wreck&Reef
FREE Cancellation 3 days notice
5 hour trip starts at 8:00 AM
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US $750
Entire boat: up to 4 people
8 Hour Trip – Reef&Wreck
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
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US $950
Entire boat: up to 4 people
8hr Wahoo/Mahi Trolling
FREE Cancellation 3 days notice
8 hour trip starts at 6:00 AM
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US $1,200
Entire boat: up to 4 people
12 Hour Trip – Long Range Bluewater
FREE Cancellation 3 days notice
12 hour trip starts at 5:00 AM
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US $1,600
Entire boat: up to 4 people
There are 19 people looking at this charter.

Customer reviews

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Rating

5.0
44 reviews
5.0
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience

Anglers' gallery (120)

What anglers say

100%
Recommended
100%
Caught fish

All reviews (44)

Frequently mentioned
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Showing 15 of 44 reviews
Josh Hewiett
Josh Hewiett
Repeat angler
us
Florida, US
Member since 2023
3 trips
5.0
Verified
Incredible Trip
8hr Wahoo/Mahi Trolling on April 11, 20262 adults

We went out with Captain Will on the Mahi/Wahoo trolling trip. Its a little early for these fish, but Will knew exactly where to go. We caught our limit of Mahi (10 each), plus some Jacks and a nice Cobia! Will was great with my 13 year old son and taught him a ton. I’ve been on half a dozen guided fishing trips and Will was easily one of, if not the very best. I will absolutely use him again and recommend him to anyone in thr Destin/Fort Walton area. Thanks again Will!

Reported catch:
Dolphin (Mahi Mahi)
Alex Smart
Alex Smart
us
Indiana, US
Member since 2026
5.0
Verified
HUGE Snapper!!!!!
8 Hour Trip – Reef&Wreck on April 14, 20263 adults

Had an amazing day with Capt. Will! He was ready to go when we pulled up to the dock early. We stopped on the way out and reeled in some bait, then got right to one of the best days of fishing we’ve ever had. We absolutely killed the snapper all day, hauling in multiple fish that would be your new PB red snapper. Caught a few fish worth mounting. We will be back to fish with tailside for sure. Book the reef trip! Thanks again Will!

Reported catch:
Amberjack
Red Snapper
Gray Triggerfish
Vermilion Snapper
Nicolas Evans
Nicolas Evans
us
Pennsylvania, US
Member since 2025
5.0
Verified
Great Family Trip!
5 Hour Trip – Wreck&Reef on September 23, 20253 adults2 children

We had an amazing offshore fishing trip with Captain Will — truly a standout experience. From the moment we boarded, he made everyone feel welcome, especially the kids. His calm, friendly demeanor and genuine enthusiasm kept them engaged the entire time. Their excitement was contagious. The boat was spotless and well-equipped, and Captain Will clearly knew the best spots to find fish. We caught a great variety and learned a lot along the way. Whether you're an experienced angler or bringing your family out for a fun day on the water, this is the captain you want. We’ll definitely be booking with him again — it was the kind of trip that creates lifelong memories.

Response from Captain

thankyou for coming out!

Dalton Julius
Dalton Julius
us
Kentucky, US
Member since 2025
5.0
Verified
Unforgettable Day on the Water!
5 Hour Trip – Wreck&Reef on August 4, 20252 adults

I couldn’t have imagined a better day out on the water. We started the trip by catching bait and then moved out into deeper water to target a wide variety of species. Along the way, we were even treated to a dolphin sighting—my wife was thrilled! Captain Will put us right on the action. By the end of the trip, I was completely worn out from reeling in big fish. We caught just about every species you could hope for—amberjack, red snapper, triggerfish, sharks, and several others. The boat with Tailslide Charters is top-notch, and Captain Will ensures you’re well taken care of with music playing and complimentary waters and Gatorades ready to go. He’s not only an excellent guide but also incredibly patient, informative, and just an all-around great guy. As an avid freshwater angler, and someone who’s been deep sea fishing before, I can honestly say this was my favorite trip. If I’m ever back in Destin, I’ll definitely be booking with Captain Will again. Highly recommend!

Reported catch:
Amberjack
Red Snapper
Red Grouper
Bull Shark
+1
Jeffrey Shoemaker
Jeffrey Shoemaker
us
Alabama, US
Member since 2025
5.0
Verified
Fishing in the rain is badass.
5 Hour Trip – Wreck&Reef on August 3, 20253 adults

Will took us out and gave us a great experience. From starting with catching live bait to hitting up different spots, we had an awesome time. The rain hit at one point and we stuck it out getting to catch fish in the rain and thunder. Caught tons of different fish; vermillion snapper, trigger fish, king mackerel, and amber jack! Even though we couldn’t keep the amber jack because it was out of season, they gave the best fight! Would definitely go again in the future and you won’t have a bad time when you go out with Will for your fishing trip! HUGE BONUS: All the fish you catch, he personally cleans them all for you.

FAQs about Tailslide Sportfishing

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The fish you can target

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What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
25 ft
Year built
2004
Boat manufacturer
KenCraft
Boat type
Center console
Engine model
Yamaha
Powered by
2 x 200HP
Max cruising speed
35 knots
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