Highly recommend Pretty Works Charters!!!! Captain Jordan Wolk was great to work with and his mate…read moreBilly is absolutely a people person and is very welcoming from the moment you step foot on plus he engages you and explains things to you. So whether your seasoned or new to fishing you will love this Charters. They also got us on the fish as we landed my first Sailfish and a huge Black Tuna and some others. Thank you Jordan and Billy for a fantastic day!

Fantastic Day of Deep Sea Fishing:…read more I won this charter in an auction last year and wasn't sure what to expect. Needless to say my friends and I were completely blown away with everything Capt. Jon and Austin did for us on a full day of fishing. They were totally prepared, new all the great spots to fish, and were very accommodating and helpful. We were not even on the water for more than a few hours and had already caught or limit for day of Yellowtail. These guys know exactly what they are doing versus other charters I have done in the past. If you want to catch fish it's an investment worth every penny. I would highly recommend them to anyone when down in the Keys.

Fished Friday with Captain Brian of Serenity Fishing in Islamorada. Sees were a bit snotty so we…read morework the inshore patch reefs. We have plenty of action on snappers groupers mackerel sharks and more. We left with a cooler full of fillets and a lot of great memories. I'm already planning my next trip with Capt Brian for April!

Everything about this boat trip is wonderful. You get to relax while learning so much about the…read moreenvironment. This was not our first time nor will it be our last. For us it is a MUST DO!! I hope you join us in this uplifting experience.

So knowledgeable and friendly. I've been out with them 3 times over maybe 5 years and each time a…read moredifferent experience. Would definitely recommend!

If you want a great captain that puts you on fish with great knowledge of the area go with Captain…read moreMike... We had a great trip on March 21, 2026.

Fantastic experience and highlight of our trip to Islamorada. Captain Drew knows how to find the…read morefish and was fabulous with the kids. Book early -- he's popular for a reason!

Captain Drew was absolutely phenomenal. If you want to fish the FL Keys like a true native, this is…read morethe way to do it. Drew was awesome with our group of three young kids - he was friendly, patient, and extremely flexible. His number one goal was to make sure everyone had an amazing time - and he delivered. If you fish with Drew expect to be treated like VIPs - something that isn't easy to come by! My son was absolutely thrilled to catch fish and watch Drew in his element. We can't thank him enough!

Amazing time with Captain Joel! Caught a a lot of fish and learned a lot about the Keys! Highly…read morerecommend and we'll definitely do this again!

I found Ana Banana through FishingBooker.com. A 4.9 out of 5…read morestars seemed like a no brainer. I checked online to make sure the company was legitimate and called to formally book the trip. We excitedly booked at the end of January for a trip at the beginning of June, making it clear to Capt. Joel that the goal was to catch a sailfish or marlin or something to write home about - a memory our graduate would carry with him for a lifetime. I understand it was a stretch goal, but we quickly realized when we arrived for our very expensive 6 hour deep sea charter ($1600 + $300 tip), that Capt. Joel and his first mate, Eric, only ever intended to bait for Mahi - prey which is plentiful without the "deep sea"journey. The entire trip was a search for Frigate birds - apparently the real fishing guides. The fishing lines may have actually been in the water for only 45 minutes to an hour of the entire trip. We fared some rough, stormy seas to catch some very mediocre baby Mahi - total of 3 caught in what ended up being a 7.5 hour trip - plus a lost sea dinghy that the 1st mate and captain felt was worth retrieving for their own personal gain while we were politely grinning and baring an awful experience of a hopeless fishing expedition. Unfortunately, we got to watch one Mahi filet slip out of the first mate's hands into the ocean when he was cleaning the fish. I have to say, I did feel bad for him being left in the pouring rain to clean our fish while our captain dismissed himself to the indoors. Thankfully the 1st mate's friend came along with an umbrella after 15 minutes or so. At least we had enough for the three of us to have a "cook your catch" dinner at Castaways, along with some Ana Banana consolation fishing shirts and hats to memorialize this unremarkable trip. We were so excited and then so Incredibly dissatisfied with this trip. Please do yourself a favor and skip this Captain and skipper.

Take this fishing charter if you want to catch fish!! We were going to take another rival party…read moreboat until we heard about Sea King. Glad we listened!! We took our two small daughters with us and had a blast. When we got out to the reef the captain had us on the snapper. As soon as your line hit the water you were reeling in a keeper. We caught so many we started throwing them back! I actually got sea sick when the sun went down, and had to go in the cabin to lay down. The mate that was working with us tried his best to make me as comfortable as possible, and he was excellent with our daughters. Even though I was sick as a dog,lol, I enjoyed hearing my daughters and husband reeling in all them fish!! Two adults and two children it was $144.00. That was less than anywhere else. The captain don't charge any more money, rods no charge, bait no charge!! You do need to bring you a cooler with a lunch and drinks. You can also bring your own poles if you want. Hands down this is a great value for a awesome time!! Have fun catching all hem fish, and leave us some.:)

Fun boat! Real sea-faring, salty captain (Bill) that put us on fish alllll day! Got huge grouper…read moreand snappers and filled up my cooler! A real fishing experience!

- Charter booked 7am on 3/31/25 for 4 hours - We were told…read morebeforehand Captain Skye doesn't captain the boat anymore so we were promised new captain & first mate were great & experienced, but found out new Captain George (aka Captain Doc) is retired chiropractor (no details on his Captain experience) & the original planned first mate wasn't available so they needed to fill with inexperienced first mate who was a boat mechanic with little experience as a first mate - Launch took off on time at 7am, but before launch we were invaded by no see um bites & had multiple roaches running around the boat - After short ride they took about an hour to catch bait because bait wasn't in "mass quantities" and they didn't know how to use casting nets adequately while other captains pulled up to spot & pulled in 2 netful of bait fish & were off in less than 15 minutes - Fishing lines were inadequate & old for the targeted fish having multiple knots in the lines & one braid line was gummed up when used which ran out of line when we hooked up on the first & only fish. Captain commented that he had no idea who strung that line on the rod. - Spent over an hour at initial spot even though only catch were a couple of small yellow tail snappers. Only one-fourth of a 5 gallon pail was filled with 2 small boxes of bait store bought chum for the trip. Stayed at this spot an extra 30 minutes even though other charters left spot because they didn't catch anything or were catching small grunts. Captain stayed at this spot to snag bait not tending much to the clients while first mate sat there on his phone periodically. With chumming & casting technique fish should've hooked up within seconds of hitting the water (Captain even acknowledged this) but lines spent up to 5+ minutes in the water & same old bait was used over again switching to squid for a short period of time -Second spot spent about hour drifting over a reck with free line which were on out of date spin casting rods with 30# monoline that had knots all over the lines. Hooked up on 5 fish that we were told were "tuna" but rods / line had no power to real in fish & captain blaming us experienced fisherman partly our technique was poor. "Tuna" never got even close to the boat nor did any of the hooked "tuna" ever jump out of the water to identify if they were actually tuna. All lines broke off & we're told sharks bit them off but never reeled in a head to identify this was the case - Last spot we fished a reck by drifting over by it, bottom fishing with large rods with small pieces of bait. Sonar on the spot showed little activity & no attempt was made by the captain to find a spot where sonar showed better fish clusters. We caught one 8" lane snapper & 1 small blue runner (bait fish). Poles were so outdated and the poor line caused difficulties reeling in these small fish. -Captain called off fishing at that point around 11:30pm which was 4.5 hours after starting the charter at 7am. We got back to landing spot before 12pm - All in we spent time within approximately estimated 7-8 miles from the initial launch spot in inadequate depths that ranged from 60'-200' so no effort to use more fuel to get to better spots more offshore - Boat is old, outdated & unclean with wires hanging down in plain sight, and boat also lacked a windlass anchor (mechanical) which was used by all other charter boats around us - We spent $1,421 on the charter & left gracious $150 cash tip to first mate for his efforts (it was not the young man's fault). When discussed with Captain Skye afterwards he supported the Captain & first mate efforts with excuses & saying they work really hard, they catch fish "all the time" posting photos on Instagram (although pictures on their website & other venues were mostly 1-5+ years old) & we should feel fortunate that they spent extra time with us than they normally do - 1 fisherman our group used Captain Sky about 2 years ago & had success but without Captain Skye & adequate first mate this operation felt inept & have no problem taking people's hard earned money

Traveled from LA for a little r&r. Booked a shared boat. Capt sky and deckhand Billy were…read moreawesome. If you are into supporting local small businesses,then you should book your fishing trip with these guys. As for the fishing we crushed it. There was not a moment when we were not getting some action. Highly recommend this boat for anyone in the keys looking to go sport fishing. Look at the size of this fish I scored, and I have no clue how to fish these waters