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Always Somethin' Charters
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.
Tyler S.
Captain
Chandler O.
Chandler O.
Captain
Grason S.
Grason S.
Captain

Charters

Rating

4.9
863 reviews
4.8
Boat & Equipment
4.9
Captain & Crew
4.9
Fishing Experience

What anglers say

95%
Good experience
100%
Friendly captain
97%
Recommend this charter
93%
Appropriate for children
98%
Satisfied with the boat
93%
Caught fish

All reviews (863)

Showing 1 – 5 of 863 reviews
  • Christopher Schissler
    Christopher Schissler
    Repeat angler
    us
    Maryland, US
    Member since 2025
    2 trips
    5.0
    Verified

    Great guide and teacher

    3 Hour Trip - 4:45 PM • 2 adults

    My 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:
    Great Barracuda
    Mangrove Snapper
    Response from Charter operator

    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 🤙🏼

  • Ian Wood
    Ian Wood
    Repeat angler
    us
    Pennsylvania, US
    Member since 2023
    2 trips
    5.0
    Verified

    Captain Chandler ⭐️⭐️⭐️⭐️⭐️

    6 Hour Trip • 2 adults

    What 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:
    Great Barracuda
    Mangrove Snapper
    Tarpon
    Response from Charter operator

    Awesome! 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 🤙🏼

  • Jay Gartenhaus
    Jay Gartenhaus
    us
    Maryland, US
    Member since 2026
    5.0
    Verified
    NEW

    Great trip and experience

    4 Hour Trip - 11:30 AM • 2 adults

    Our trip with Captain Chandler was great. We are two inexperienced fishermen and Chandler was terrific showing us the ropes, including casting, reeling and how to hook a fish. He was very knowledgeable, full of technique tips, personable, patient and took us to great spots where fish were biting, We caught Mangroves, Blue, Barracuda, Grunt and more. He was committed to us having fun and having a great experience.

    Reported catch:
    Great Barracuda
    Mangrove Snapper
    Jack Crevalle
  • Eric Klein
    Eric Klein
    us
    Maine, US
    Member since 2026
    5.0
    Verified

    Top Notch

    3 Hour Trip • 1 adult

    What an outstanding experience. Captain Chandler was adept at silently sneaking up on several schools of bonefish, putting me is perfect position every time. His knowledge and experience was just as impressive when we later hit the deeper waters and once again got into fish. In addition to phenomenal fishing, Captain Chandler was a superb guide as we traded stories and tales to make it a truly memorable adventure. I would recommend him to anyone, whether it be a die hard angler in pursuit of the Keys trophy fish, or a family just looking to get out into the water.

    Reported catch:
    Mangrove Snapper
    Response from Charter operator

    Thanks so much! It was Great having you aboard and i’m so thankful you enjoyed your time on the water! Tight lines and we will catch you on the next one 🤙🏼

  • Steven Goetz
    Steven Goetz
    Repeat angler
    us
    New York, US
    Member since 2026
    4 trips
    5.0
    Verified

    Great Day on the Water

    3 Hour Trip • 2 adults

    Went for a 3 hour trip with Captain Chandler. He did a great job explaining the equipment and how to use the fishing pole and bait, for the fish we were trying to catch. We kept 3 fish that we caught and a total of about 15. Captain Chandler filleted the fish and told us which restaurant to go to, so that could prepare the fish. At the restaurant, they made us blackened mangrove fish, which is what we caught and we had fish tacos which were amazing. Highly recommend this trip.

    Reported catch:
    Mangrove Snapper
    Response from Charter operator

    Thanks so much! It was Great having you aboard and i’m so 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 West
    Always Somethin' Charters – Key WestKey West, FL
    Solo adult angler fishing from the bow of a center-console boat on open coastal waters, with a cooler visible on deck.
    Alan H.
    Alan H.
    Wonderful day of fishing with Capt. Chandler. He gave great instructions and knew where the fish were. I highly recommend.
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    Close-up of a spotted grouper-style fish being held over the water beside a fishing rod.
    Fish 1
    Fish 2
    Gag Grouper
    Andrew S.
    Andrew S.
    chandler was awesome and very knowledgeable!
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    Solo angler holding a large barracuda on the bow of a boat in clear coastal waters surrounded by mangroves.
    Fish 1
    Great Barracuda
    Daniel S.
    Daniel S.
    Fishing with Captain Chandler was awesome. 5 different species all new to us! My wife was nervous about fishing in the ocean before going out but because of Chandlers professionalism and knowledge we both can’t wait to get out again! 
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    Adult angler proudly holding a large silver bonefish over clear coastal waters during an inshore fishing trip.
    Fish 1
    Great Barracuda
    Bill B.
    Bill B.
    Capt. Chandler and I fished in the Gulf on a cloudless, windy day. I caught 8 fish: 4 Great Barracudas, 2 Mangrove Snappers, a Needlefish, and a Bonefish. The biggest Barracuda was 30", the Bonefish was 24¼”, and the Needlefish was 19". The whole day was cast and retrieve with a variety of Chandler's lures. It was fun.
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    Angler proudly displaying a large Barracuda while fishing on a boat in open waters.
    Fish 1
    Great Barracuda
    Cristie H.
    Cristie H.
    Caught a huge great barracuda!
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    A young angler and adult proudly display a colorful snapper aboard a center-console fishing boat in calm coastal waters.
    Fish 1
    Fish 2
    Mutton Snapper
    Nathan M.
    Nathan M.
    I took my son for 6th birthday and we had an incredible time! The captain was good and patient with my son the whole day, he even made a stop at a sandbar so my little guy could take a break and swim. We were on the fish all day and I cannot say enough abiut how great this trip was. 10/10 - will do it again!
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    A young angler casting a fishing rod while accompanied by an adult on a calm day at sea.
    Stephanie M.
    Stephanie M.
    My family had such a fun time fishing with Captain Chandler. We appreciated his guidance and insight. We had to reschedule due to bad weather but he was able to get us the next day. Overall, I recommend this group!
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    Adult angler holding a large barracuda aboard a small fishing boat in calm tropical coastal waters.
    Fish 1
    Fish 2
    +2
    Great Barracuda
    John H.
    John H.
    Captain 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!
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    Adult angler holding a large silver tarpon aboard a boat at sunset on calm coastal waters.
    John C.
    John C.
    went out after hours and hooked up with numerous tarpon. hap plenty of bone fish and multiple shots at permit.
  • Always Somethin' Charters – Key West
    Always Somethin' Charters – Key WestKey West, FL
    Adult angler holding a large barracuda over shallow coastal water surrounded by mangroves.
    Fish 1
    Great Barracuda
    Christopher S.
    Christopher S.
    My 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.

What's biting with Always Somethin' Charters – Key West in Key West

Reef fishing is still good but can be windy. Bonefish thins out on the flats but Permit is as good as ever. Sailfish and Tuna are caught over the reefs and backcountry fishing is excellent.

Top catches for November