Key West
Instant Confirmation
Trips from
US $389
Charter operator
Always Somethin' Charters
Key West, United States
Angler's choice
500+ reviews
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.
Tyler S.
Captain
Chandler O.
Captain
Grason S.
Captain
Charters
- Key WestInstant ConfirmationTrips fromUS $389
Rating
4.9
835 reviews
4.8
Boat & Equipment
4.9
Captain & Crew
4.9
Fishing Experience
Anglers' gallery (935)
What anglers say
96%
Good experience
100%
Friendly captain
97%
Recommend this charter
93%
Appropriate for children
99%
Satisfied with the boat
93%
Caught fish
All reviews (835)
Showing 1 – 5 of 835 reviews
Christopher SchisslerRepeat angler
Maryland, US•Member since 2025•2 trips5.0VerifiedNEWGreat guide and teacher
3 Hour Trip - 4:45 PM • 2 adultsMy buddy n I took this 3 hr trip to gain whatever knowledge we could to help us catch multiple species at Fort Jefferson, kayak fishing. Capn Chandler gave us a wealth of info on tackle selection, where and how to fish it on the flats relative to what structure we would encounter at the fort based on his 1st hand experience there. His patient instruction and pleasant demeanor helped us to land several nice baracuda and several mangrove snapper in a short peiod of time. He was an amicable and entertaining host with a passion and enthusiastic attitude toward puting us on to fish. Hope to fish with him again.
Reported catch:
Ian WoodRepeat anglerPennsylvania, US•Member since 2023•2 trips5.0VerifiedCaptain Chandler ⭐️⭐️⭐️⭐️⭐️
6 Hour Trip (AM) • 2 adultsWhat an incredible day fishing with Captain Chandler in Key West! From the moment we left the dock, you could tell he truly loves what he does, and his passion made the entire trip even better. We caught a ton of big fish, especially barracuda and snapper, and the action never slowed down. The real game changer was fishing the Tube Bait, it was absolutely incredible and had the fish fired up all day. Captain Chandler knew exactly where to go, shared great tips, and made sure everyone had an unforgettable experience. If you’re looking for an amazing fishing charter in Key West, book with Captain Chandler. We’ll definitely be back!
Reported catch:
Response from Charter operatorAwesome! Thanks so much! It was great having you aboard and we are thankful you enjoyed your time on the water! It will never make sense to me why the fish love that tube bait so much, but it is super effective and im not going to argue with them 😂 Tight lines and we will catch you on the next one 🤙🏼
Brad KunzFlorida, US•Member since 20265.0VerifiedGreat Time w/Cap’t Chandler!
3 Hour Trip • 2 adultsWe had an amazing morning of fishing with Captain Chandler! My son said it was one of the best times he’s EVER had. We caught some nice fish, decent barracuda, and had a huge 5’ barracuda on the line that may have become a shark’s breakfast…not sure if the shark caught him or not. Then, my 13-yr old hooked onto an 80 lb tarpon and had the time of his life fighting it for 5-10 mins before the smart fish wrapped our line around a crab trap and got away. It was an awesome experience. All in a few short hours… Thanks again Captain Chandler! I think you turned a teenager into a lifetime fishaholic. 😂
Reported catch:Response from Charter operatorAwesome! such a fun time 🤙🏼Thank you so much! I’m so glad you guys enjoyed your time on the water. It was great having you aboard! Tight lines my friends 🤙🏼
John HagenOhio, US•Member since 20265.0VerifiedNEWGreat Trip!
3 Hour Trip - 10:30 AM • 1 adultCaptain Chandler was great. We pretty much had zero fishing experience but wanted to try it out. My wife actually decided to come last minute and she loved it too. He showed us the techniques and my wife caught two mangrove snapper right away. We ended up keeping a few to cook at the local restaurant. We also caught some grouper, yellowtail, mutton, and one giant Barracuda. It was a great time. Thank You!
Reported catch:
j henryArizona, US•Member since 20265.0VerifiedNEWGreat first fishing charter for my daughter!!
4 Hour Trip • 2 adultsCaptain Chandler was very knowledgeable of the back water and very prepared for our trip. He reached out to us prior to see what we wanted to do and then made it happen. Excellent communication throughout, very good instruction for my daughter who’s fished a little before but not from a boat and not often. She had a great time and we were happy to get on to a bunch of fish. Thanks for a great first experience, Captain Chandler!!
Response from Charter operatorAwesome! Thanks so much! It was great having you aboard and we are thankful you enjoyed your time on the water! Tight lines and we will catch you on the next one 🤙🏼
Real catches shared by our community
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
- Always Somethin' Charters – Key WestKey West, FL
What's biting with Always Somethin' Charters – Key West in Key West
The weather cools and the crowds thin. This is the best time of year to score a Slam on the flats. The weather can be unpredictable with hurricanes, but the fishing makes it worth while.