Tailslide Sportfishing
5.0/5 (35 reviews)
Federally permitted
Miracle Strip Parkway Southwest 348, Fort Walton Beach, FL 32548, United States–
Tailslide Sportfishing
Federally permitted
5.0/5 (35)
•
Angler's Choice
Miracle Strip Parkway Southwest 348
Fort Walton Beach, FL, United States
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.
Popular features
Fishing license
Live bait
You keep catch
Catch cleaning & filleting
Drinks
Popular features
Fishing license
Live bait
You keep catch
Catch cleaning & filleting
Drinks
Rating
5.0
35 reviews
5
34
4
1
3
0
2
0
1
0
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience
Anglers' gallery (95)
+89
What anglers say
100%
Recommended
100%
Caught fish
All reviews (35)
Filter
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Sort by: Featured
Featured
Showing 1 – 5 of 35 reviews
Josh Hewiett
5.0
Verified
New
Incredible Trip
8hr Wahoo/Mahi Trolling on April 11, 2026 • 2 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:
0
Alex Smart
5.0
Verified
New
HUGE Snapper!!!!!
8 Hour Trip – Reef&Wreck on April 14, 2026 • 3 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:
0
Nicolas Evans
5.0
Verified
Great Family Trip!
5 Hour Trip – Wreck&Reef on September 23, 2025 • 3 adults • 2 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
September 25, 2025
thankyou for coming out!
0
Dalton Julius
5.0
Verified
Unforgettable Day on the Water!
5 Hour Trip – Wreck&Reef on August 4, 2025 • 2 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:
+1
1
Jeffrey Shoemaker
5.0
Verified
Fishing in the rain is badass.
5 Hour Trip – Wreck&Reef on August 3, 2025 • 3 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.
0
Trip availability and prices
Trip Date:
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April 2026
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4 Hour Trip nearshore
FREE Cancellation 3 days notice
4 Hour Trip
starts at 9:00 AM
US $650
Entire boat: up to 4 people
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
US $750
Entire boat: up to 4 people
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
US $950
Entire boat: up to 4 people
US $950
Entire boat: up to 4 people
Cobia sight fishing
FREE Cancellation 3 days notice
8 Hour Trip
starts at 8:00 AM
Seasonal trip
Mar 1 - May 15
US $1,000
Entire boat: up to 4 people
US $1,000
Entire boat: up to 4 people
8hr Wahoo/Mahi Trolling
FREE Cancellation 3 days notice
8 Hour Trip
starts at 6:00 AM
US $1,200
Entire boat: up to 4 people
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
US $1,600
Entire boat: up to 4 people
US $1,600
Entire boat: up to 4 people
There are 2 people looking at this charter.
Rating
5.0
35 reviews
5
34
4
1
3
0
2
0
1
0
4.9
Boat & equipment
5.0
Captain & crew
5.0
Fishing Experience
Anglers' gallery (95)
+89
What anglers say
100%
Recommended
100%
Caught fish
All reviews (35)
Filter
Filter
Sort by: Featured
Featured
Showing 1 – 5 of 35 reviews
Josh Hewiett
5.0
Verified
New
Incredible Trip
8hr Wahoo/Mahi Trolling on April 11, 2026 • 2 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:
0
Alex Smart
5.0
Verified
New
HUGE Snapper!!!!!
8 Hour Trip – Reef&Wreck on April 14, 2026 • 3 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:
0
Nicolas Evans
5.0
Verified
Great Family Trip!
5 Hour Trip – Wreck&Reef on September 23, 2025 • 3 adults • 2 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
September 25, 2025
thankyou for coming out!
0
Dalton Julius
5.0
Verified
Unforgettable Day on the Water!
5 Hour Trip – Wreck&Reef on August 4, 2025 • 2 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:
+1
1
Jeffrey Shoemaker
5.0
Verified
Fishing in the rain is badass.
5 Hour Trip – Wreck&Reef on August 3, 2025 • 3 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.
0
FAQs about Tailslide Sportfishing
The fish you can target
What is the boat like?
Boat category
Center console boatsCapacity
6 personsBoat length
25 ftYear built
2004Boat manufacturer
KenCraftBoat type
Center consoleEngine model
YamahaPowered by
2 x 200HPMax cruising speed
35 knots