Charter Operator
Always Somethin' Charters

Member since December 2020 Key West, United States
Background
Since I could walk, I've had a fishing pole in my hands. I've fished all over the United States and Canada for all kinds of fish but ultimately fell in love with the fishing here in Florida. With all the diversity of species here, it was a hard spot to pass up, and what better job than as a charter captain, where I can share what I love, with those that visit? Tight lines, and I'll see you at the dock.
Techniques
Topwater fishing is hands down my favorite style. There's something about seeing the water erupt on a perfectly retrieved lure on glass flat water first thing in the morning that will never get old. Generally speaking, I use light tackle and fly rods for most all of my fishing excursions.

Hey, it's Always Somethin' Charters

Key West, United States
Background
Since I could walk, I've had a fishing pole in my hands. I've fished all over the United States and Canada for all kinds of fish but ultimately fell in love with the fishing here in Florida. With all the diversity of species here, it was a hard spot to pass up, and what better job than as a charter captain, where I can share what I love, with those that visit? Tight lines, and I'll see you at the dock.
Techniques
Topwater fishing is hands down my favorite style. There's something about seeing the water erupt on a perfectly retrieved lure on glass flat water first thing in the morning that will never get old. Generally speaking, I use light tackle and fly rods for most all of my fishing excursions.
Anglers Choice
Verified
Our Team
Tyler S.
Captain
Chandler O.
Captain
Grason S.
Captain

My Charter Listings

Excellent
4.9 / 5
(767 reviews)
Angler's choice
Key West
 4 bookings in the past week.
 Instant Confirmation
Trips from US $389
Excellent
4.9 / 5
(21 reviews)
Angler's choice
Key West
 Last booking: 12 hours ago
 Instant Confirmation
Trips from US $389

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 788 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
5.0 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (893)
150+ lb tarpon landed
You win some, you lose some!
You win some, you lose some!
+890
Angler rating
730
42
12
4
0
Anglers claimed
Good experience
96%
Friendly captain
100%
Recommend this charter
97%
Appropriate for children
93%
Satisfied with the boat
99%
Caught fish
93%
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Featured  
Showing:
5 of 788 reviews
Brad K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Great Time w/Capโ€™t Chandler!

VERIFIED   3 Hour Trip on March 16, 2026
We had an amazing morning of fishing with Captain Chandler! My son said it was one of the best times heโ€™s EVER had. We caught...
Brad K. recommends Always Somethin' Charters โ€“ Key West
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Eric H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Capt Chandler

VERIFIED   3 Hour Trip (11:30 AM) on March 4, 2026
Iโ€™ve never done a charter trip before, not knowing what to expect we did the three hour trip.ย  Water was super choppy that...
Eric H. recommends Always Somethin' Charters โ€“ Key West
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Celeste C.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Very Fishy!

VERIFIED   4 Hour Trip (9:30 AM) on January 11, 2026
Tyler was fantastic!!ย  He had us onto fish the minute he stopped the boat.ย  The gear was ready and after a quick and explicit...
Celeste C. recommends Always Somethin' Charters โ€“ Key West
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2 persons find this review helpful
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Alex A.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing trip

VERIFIED   3 Hour Trip (11:30 AM) on January 14, 2026
Captain Chandler kept the boat clean, the gear was solid, and Captain Chandler took the time to explain what we were doing...
Alex A. recommends Always Somethin' Charters โ€“ Key West
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Mark F.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing fun, zero issues!!

VERIFIED   4 Hour Trip - 11:30 AM on May 9, 2026
Did a trip with Chandler today! told us what to expect, and where to go to get the fish. He did not dissapoint at all, got...
Mark F. recommends Always Somethin' Charters โ€“ Key West
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2 persons find this review helpful
You and 2 people found this review helpful
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