Tailslide Sportfishing
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.
Trip availability and prices
Customer reviews
Rating summary
Photos & videos by reviewers (60)
+57Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Experience:
Boat
Crew
Overall
Unforgettable Day on the Water!
5 Hour Trip – Wreck&Reef on August 4, 2025
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!
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...
Experience:
Boat
Crew
Overall
Fishing in the rain is badass.
5 Hour Trip – Wreck&Reef on August 3, 2025
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.
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...
Experience:
Boat
Crew
Overall
Amazing
Sandbar and dolphins on May 17, 2025
Our first time in destin Florida.We came across tailslide sport fishing seen great views so we gave it a try many to choose off. Captain willaim was every in tone with us opened communication back and forth. keeping us updated with everything the whole week. the day of the trip we arrived early he was already there waiting on us every Polite, respectful every knowledgeable. We all had a blast Caught some fishes along the way seen some dolphins as well. Until we went out to the golf me and my boys got sea sick lol overall trip and the Captain Williams where amazing. 1 outta 10 ill give him a 20.
Our first time in destin Florida.We came across tailslide sport fishing seen great views so we gave it a try many to choose off. Captain willaim was every in tone with us opened communication back and forth. keeping us updated with everything the whole week. the day of the trip we arrived early he was already there waiting on us every Polite, respectful every knowledgeable. We all had a blast Caught some fishes along the way seen some dolphins as well. Until we went out to the golf me and my...
Experience:
Boat
Crew
Overall
Very memorable and fun!
Sandbar and dolphins on July 17, 2025
I cannot say enough good things about Captain Will! He is very knowledgeable, a good teacher, patient, a great encourager. All around good guy! This trip was a gift and Captain Will took time to know us and figure out what would give us the best experience in the allotted time. I would absolutely book with Tailslide Sportfishing again have no problem recommending others do the same!
I cannot say enough good things about Captain Will! He is very knowledgeable, a good teacher, patient, a great encourager. All around good guy! This trip was a gift and Captain Will took time to know us and figure out what would give us the best experience in the allotted time. I would absolutely book with Tailslide Sportfishing again have no problem recommending others do the same!
Experience:
Boat
Crew
Overall
Amazing Fishing Trip
5 Hour Trip – Wreck&Reef on July 23, 2025
Captain Will was the best, he worked hard to ensure we were on fish. He made sure my 11yr old and wife were catching sizes they could handle, and had myself and 15yr old on some good size amberjacks. Also, made our trip out and back loads of fun. We all couldn't be happier, the best part of our vaccation for sure. Huge thanks to Captain William.
Captain Will was the best, he worked hard to ensure we were on fish. He made sure my 11yr old and wife were catching sizes they could handle, and had myself and 15yr old on some good size amberjacks. Also, made our trip out and back loads of fun. We all couldn't be happier, the best part of our vaccation for sure. Huge thanks to Captain William.
FAQs about Tailslide Sportfishing
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