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
19
Reviews
Verified

My Charter Listing

Tailslide Sportfishing

Federally permitted
Excellent
5.0 / 5
(19 reviews)
Angler's choice
Okaloosa Island
 Instant Confirmation
Trips from US $650

Customer reviews

Rating summary
Excellent
5.0 / 5
out of 5 stars from 19 reviews
See details
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
5.0 / 5
Photos & videos by reviewers (58)
Fishing in the rain is badass.
Fishing in the rain is badass.
Fishing in the rain is badass.
+55
Angler rating
19
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%
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Showing:
5 of 19 reviews
Randy R.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Capt Will Rocks it!

VERIFIED   NEW  8 Hour Trip โ€“ Reef&Wreck on July 22, 2025
We must have caught 30 plus nice fish.ย  He got er done
Randy R. recommends Tailslide Sportfishing
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Randy R. recommends Tailslide Sportfishing
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Kevin B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Excellent day in spite of rough waters

VERIFIED   5 Hour Trip โ€“ Wreck&Reef on June 13, 2025
Captain Will put in work and put us on the fish. Heโ€™s super knowledgeable and did an excellent job being flexible with our...
Kevin B. recommends Tailslide Sportfishing
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Kevin B. recommends Tailslide Sportfishing
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Jacob W.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

July fishing trip

VERIFIED   NEW  5 Hour Trip โ€“ Wreck&Reef on July 9, 2025
Jacob W. recommends Tailslide Sportfishing
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Jacob W. recommends Tailslide Sportfishing
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Danielle L.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great trip

VERIFIED   Sandbar and dolphins on May 31, 2025
Had a great time, Will was very accommodating, very nice and knowledgeable. We got to catch fish and see multiple dolphins...
Danielle L. recommends Tailslide Sportfishing
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Danielle L. recommends Tailslide Sportfishing
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Wesley S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Highlight of Florida trip!

VERIFIED   4 Hour Trip nearshore on April 24, 2025
Will was awesome! We were able to catch a ton of mackerel and even got to see dolphins up close! The whole family really enjoyed....
Wesley S. recommends Tailslide Sportfishing
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  William Billingsley Captain replied
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