Captain
William Billingsley

Member since March 2025 Okaloosa Island, United States
Background
Captain Will has been navigating the waters off the Panhandle since childhood. Originally an avid shore and pier fisherman. He fine tuned his skills in the Navy and as a DoD contractor navigating tight waterways under the cover of darkness. While stationed in Virginia Beach he commonly transited the most dangerous inlets in America; Oregon and Hatteras inlet to pursue pelagics in the turbulent waters. After service he opted to move back to the warm familiar waters of the Gulf coast where he could fish year round.

Hey, I'm Captain William Billingsley

Okaloosa Island, United States
Background
Captain Will has been navigating the waters off the Panhandle since childhood. Originally an avid shore and pier fisherman. He fine tuned his skills in the Navy and as a DoD contractor navigating tight waterways under the cover of darkness. While stationed in Virginia Beach he commonly transited the most dangerous inlets in America; Oregon and Hatteras inlet to pursue pelagics in the turbulent waters. After service he opted to move back to the warm familiar waters of the Gulf coast where he could fish year round.
Anglers Choice
Verified

My Charter Listing

Excellent
5.0 / 5
(16 reviews)
Angler's choice
Okaloosa Island
 Last booking: 2 days ago
 Instant Confirmation
Trips from US $650

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 16 reviews
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (41)
Amazing Fishing Trip
Amazing Fishing Trip
Amazing Fishing Trip
+38
Angler rating
16
0
0
0
0
Anglers claimed
Good experience
100%
Friendly captain
100%
Recommend this charter
100%
Appropriate for children
100%
Satisfied with the boat
100%
Caught fish
100%
Sort by:
Featured  
Showing:
5 of 16 reviews
Jose R.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing

VERIFIED   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...
Jose R. recommends Tailslide Sportfishing
Mark review as helpful
You found this review helpful
Jose R. recommends Tailslide Sportfishing
Mark review as helpful
You found this review helpful

Jerrica B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Very memorable and fun!

VERIFIED   NEW  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....
Jerrica B. recommends Tailslide Sportfishing
Mark review as helpful
You found this review helpful
Jerrica B. recommends Tailslide Sportfishing
Mark review as helpful
You found this review helpful

Drew P.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing Fishing Trip

VERIFIED   NEW  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...
Drew P. recommends Tailslide Sportfishing
Mark review as helpful
You found this review helpful
Drew P. recommends Tailslide Sportfishing
Mark review as helpful
You found this review helpful

Scott W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Veterans fishing trip

VERIFIED   4 Hour Trip nearshore on April 11, 2025
Will did an excellent job taking us to where the fish were biting. He was at the dock ready to go when we got there 20 minutes...
Scott W. recommends Tailslide Sportfishing
Mark review as helpful
You found this review helpful
  William Billingsley Captain replied

Courtney C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great fishing trip!

VERIFIED   4 Hour Trip nearshore on March 26, 2025
Captain Will made sure we had a great time, he knows his stuff, he was very helpful, we caught some good sized fish for pics,...
Courtney C. recommends Tailslide Sportfishing
Mark review as helpful
You found this review helpful
  William Billingsley Captain replied