Always Somethin' Charters – Key West
Spend the day with Always Somethin' Charters and find out what the fishing in Key West is all about! With our captains at the helm, you're in knowledgeable and experienced hands.
Redfish, Snook, Tarpon, Shark, Mangrove Snapper, Bonefish, Permit, Barracuda, Pompano, Jack Crevalle, and more could be biting, depending on the time of year. You'll target these fish by light tackle fishing, trolling, bottom fishing, or maybe something more specialized in this area.
Our captains are happy to have kids aboard, so the whole family can come and unplug for the day! The charter boat covers your fishing license, just show up ready for some fishing! You can't go wrong when you bring a hat,
sunglasses, and sunblock . Drinks like water and Gatorade will be available for you.
Your day begins aboard an 18' Sterling saltwater fishing vessel with a capacity for 3 passengers. It has all the essentials no fishing machine can run without. Your captain will provide rods and reels, along with lures and live bait. Some fish have special regulations, including when you can keep them. If you don't know what to expect, ask the captain.
Go ahead and treat yourself to a day on the water with Always Somethin' Charters.
Trip availability and prices
Customer reviews
Rating summary
Photos & videos by reviewers (665)
+662Angler rating
Anglers claimed
Good experience
97%
Appropriate for children
94%
Friendly captain
100%
Satisfied with the boat
99%
Recommend this charter
98%
Caught fish
94%
Experience:
Boat
Crew
Overall
Srbo was awesome
3 Hour Trip (PM) on June 7, 2025
My wife and I had an awesome time on the 3 hour trip with Srbo. The first thing I noticed upon arriving to the dock and meeting him was, unlike some of the other charter boat crews, he was respectful and kept a clean boat. I felt completely comfortable taking my wife out on the water with him, something I can’t say about some of the other guys we saw on the dock. Srbo was both energetic and encouraging with an obvious love for the ocean. He got us on fish (barracuda) almost immediately and after catching some small ones, we were able to use them as bait for sharks. Overall, we had a great experience fishing with Always Somethin’ Charters and hope to be back and do a float plane trip with Srbo! * He does not own a float plane at the time of this review but once you meet this guy you will understand why I have no doubt that he will fulfill his dream of owning and operating one!
My wife and I had an awesome time on the 3 hour trip with Srbo. The first thing I noticed upon arriving to the dock and meeting him was, unlike some of the other charter boat crews, he was respectful and kept a clean boat. I felt completely comfortable taking my wife out on the water with him, something I can’t say about some of the other guys we saw on the dock. Srbo was both energetic and encouraging with an obvious love for the ocean. He got us on fish (barracuda) almost immediately and after...
Experience:
Boat
Crew
Overall
Shark & Baracuda feeding frenzy!
3 Hour Trip (AM) on May 26, 2025
My son and I went out for 3 hours was a bit windy but the captain handled it perfectly. We got to our first spot catching 3 baracuda a snapper and two sharks then moved to another where the baracuda were just out! Along with two other sharks. Capt Srb was very nice and helpful when it came to showing us where to cast and how to handle a shark.He would be even more excited than us when a fish chased the paddle tail which at one point scared a fish😂(don’t worry we still caught plenty)We had lots of fun can’t wait to book with him again!
My son and I went out for 3 hours was a bit windy but the captain handled it perfectly. We got to our first spot catching 3 baracuda a snapper and two sharks then moved to another where the baracuda were just out! Along with two other sharks. Capt Srb was very nice and helpful when it came to showing us where to cast and how to handle a shark.He would be even more excited than us when a fish chased the paddle tail which at one point scared a fish😂(don’t worry we still caught plenty)We had lots...
Experience:
Boat
Crew
Overall
The real deal!
3 Hour Trip (PM) on May 1, 2025
Capt. Srb is hands down one of the coolest guys out there, I took my mom and girlfriend out and not only did we have an amazing time the energy and vibes that the Capt. has is incredible! He was very patient with me as I had never spearfished in my life and took me to such cool spots in the mangroves. Although I didn’t shoot any fish that day it wasn’t even an issue. I had so much fun looking at all the cool things we got to see from the boat. His knowledge of the water is unmatched and I will be looking forward to my next trip with Capt. Srb. Legit a life changing experience and I’m so grateful for the opportunity to have been takin out by such an incredible captain. Thanks again Srb for everything.
Capt. Srb is hands down one of the coolest guys out there, I took my mom and girlfriend out and not only did we have an amazing time the energy and vibes that the Capt. has is incredible! He was very patient with me as I had never spearfished in my life and took me to such cool spots in the mangroves. Although I didn’t shoot any fish that day it wasn’t even an issue. I had so much fun looking at all the cool things we got to see from the boat. His knowledge of the water is unmatched and I will...
Experience:
Boat
Crew
Overall
Best charter experience in the Florida Keys!!! Do not skip this opportunity!
3 Hour Trip (PM) on April 25, 2025
From start to finish, this fishing charter was absolutely top-notch. The captain and crew were incredibly knowledgeable, friendly, and clearly passionate about what they do. They took us to some amazing spots, and we were pulling in fish all day—mangrove snapper, barracuda, even a couple of tarpon! The boat was clean, comfortable, and well-equipped with everything we needed. They made sure we were safe, had fun, and learned a few things along the way. Whether you're a seasoned angler or a total beginner, this trip is a must-do while in Key West. Can’t wait to come back and do it again!
From start to finish, this fishing charter was absolutely top-notch. The captain and crew were incredibly knowledgeable, friendly, and clearly passionate about what they do. They took us to some amazing spots, and we were pulling in fish all day—mangrove snapper, barracuda, even a couple of tarpon! The boat was clean, comfortable, and well-equipped with everything we needed. They made sure we were safe, had fun, and learned a few things along the way. Whether you're a seasoned angler or a total...
Experience:
Boat
Crew
Overall
Windy But Wonderful!
4 Hour Trip (AM) on April 23, 2025
My husband & I really enjoyed our four hour fishing trip with Captain Grason. He was very friendly, helpful, and knowledgeable. We fished in an area of the mangroves trying to catch tarpon. We saw a couple of tarpon breaking the surface of the water but were unsuccessful in our fishing in that spot. We then moved to a couple more spots in the flats and began catching barracuda. My husband caught around 8 barracuda and one mangrove snapper. I caught a couple of barracuda and a juvenile Goliath grouper. The grouper put up a good fight but Captain Grason almost went out of boat under the mangroves to help me get it onboard. This fish is endangered and doesn’t usually bite artificial bait like we were using. This was definitely a special treat. We had a great time and are looking forward to another trip to the Keys. We’d definitely book Always Something Charters again!
My husband & I really enjoyed our four hour fishing trip with Captain Grason. He was very friendly, helpful, and knowledgeable. We fished in an area of the mangroves trying to catch tarpon. We saw a couple of tarpon breaking the surface of the water but were unsuccessful in our fishing in that spot. We then moved to a couple more spots in the flats and began catching barracuda. My husband caught around 8 barracuda and one mangrove snapper. I caught a couple of barracuda and a juvenile Goliath...
FAQs about Always Somethin' Charters – Key West
The fish you can target
What is the boat like?
