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
(799 reviews)
Angler's choice
Key West
 2 bookings in the past week.
 Instant Confirmation
Trips from US $389
Excellent
4.9 / 5
(24 reviews)
Angler's choice
Key West
 Last booking: 2 days ago
 Instant Confirmation
Trips from US $389

Customer reviews

Rating summary
Excellent
4.9 / 5
out of 5 stars from 823 reviews
Boat
Excellent
4.8 / 5
Crew
Excellent
4.9 / 5
Experience
Excellent
4.9 / 5
Photos & videos by reviewers (921)
Daughter landed her first fish!
Daughter landed her first fish!
chandaddy is the goat
+918
Angler rating
761
44
12
4
1
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 823 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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You and 1 other person found this review helpful
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John M.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Favorite fishing trip of all time

VERIFIED   NEW  3 Hour Trip - 4:45 PM on July 28, 2026
Captain Chandler was awesome. I was afraid we wouldnโ€™t be able to catch fish in the late afternoon in the hot waters of the...
John M. recommends Always Somethin' Charters โ€“ Key West
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Eric K.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Top Notch

VERIFIED   3 Hour Trip (AM) on June 30, 2026
What an outstanding experience.ย  Captain Chandler was adept at silently sneaking up on several schools of bonefish, putting...
Eric K. recommends Always Somethin' Charters โ€“ Vessel 2
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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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3 persons find this review helpful
You and 3 people found this review helpful
  Always Somethin' Charters Charter Operator replied