A Fishing Guru – Offshore
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There's a fish with your name on it in Islamorada and A Fishing Guru will help you catch it! With Captain Dylan at the helm, you're in knowledgeable and experienced hands.
Depending on the season, you might hook into Amberjack, Mahi Mahi, Mutton Snapper, Sailfish, Goliath Grouper, Yellowtail Snapper, Blackfin Tuna, Vermilion Snapper, Wahoo, Lesser Amberjack, King Mackerel (Kingfish), Tilefish, and plenty more. On these trips, it’s common to troll and bottom fish using heavy tackle.
If you're traveling with the family, you will be glad to know that kids are welcome aboard! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. Also remember to bring snacks to stay fueled throughout your trip!
Your day begins aboard a 39' Contender that can carry up to 6 passengers. It comes with outriggers, and everything you need for a productive day on the water. You'll find rods, reels, bait, and tackle waiting for you, as well as lures.
The charter boat covers your fishing license, so all you have to do is look forward to your trip! Keep in mind that you may release some fish due to regulations. Simply ask and your captain can tell you more.
It's recommended to bring sunglasses, and sunscreen (non-spray). There will be some drinks on offer, but let the captain know if you wish to bring your own. Alcohol is allowed in moderation, but you should avoid hard liquor as well as NO GLASS BOTTLES. There will be some light snacks provided on board.
For more information about fishing with A Fishing Guru, you can send Capt. Dylan a message down below.
There's a fish with your name on it in Islamorada and A Fishing Guru will help you catch it! With Captain Dylan at the helm, you're in knowledgeable and experienced hands.
Depending on the season, you might hook into Amberjack, Mahi Mahi, Mutton Snapper, Sailfish, Goliath Grouper, Yellowtail Snapper, Blackfin Tuna, Vermilion Snapper, Wahoo, Lesser Amberjack, King Mackerel (Kingfish), Tilefish, and plenty more. On these trips, it’s common to troll and bottom fish using heavy tackle.
If you're traveling with the family, you will be glad to know that kids are welcome aboard! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. Also remember to bring snacks to stay fueled throughout your trip!
Your day begins aboard a 39' Contender that can carry up to 6 passengers. It comes with outriggers, and everything you need for a productive day on the water. You'll find rods, reels, bait, and tackle waiting for you, as well as lures.
The charter boat covers your fishing license, so all you have to do is look forward to your trip! Keep in mind that you may release some fish due to regulations. Simply ask and your captain can tell you more.
It's recommended to bring sunglasses, and sunscreen (non-spray). There will be some drinks on offer, but let the captain know if you wish to bring your own. Alcohol is allowed in moderation, but you should avoid hard liquor as well as NO GLASS BOTTLES. There will be some light snacks provided on board.
For more information about fishing with A Fishing Guru, you can send Capt. Dylan a message down below.
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Customer reviews
Rating
Anglers' gallery (42)
What anglers say
Reviews (39)
Khang NguyenRepeat angler5.0VerifiedJune 2026 fishing trip
Half Day Trip – Reef Fishing (PM) on June 16, 2026 • 6 adults • 2 childrenDylan and his brother Ryan were great and our family really enjoyed them both. Originally we booked for a 4 hour reef fishing but after informing Dylan some of the girls may be prone to getting sea sick he suggested we opt for the offshore- trolling fishing vs sitting at and bottom fishing we did not regret that decision at all. They were more than happy to accommodate the last minute change of plans, the fish were biting and we managed to catch several keepers….blackfin tunas, mahi, and a Almaco jack. They were both helpful and were not afraid to share any valuable fishing knowledge they have, on top of all that their 39’ contender speaks for itself. Plenty of space to move around with a group of 6 and they made us feel at home. Only thing we would do differently is book a full day instead of 4 hours.
Perry Marcin5.0VerifiedThe Fishing Guru Rocks!
Half Day Trip – Reef Fishing (PM) on April 7, 2026 • 4 adults • 2 childrenWe had an amazing experience with The Fishing Guru in Islamorada! Captain Daryl and mate George were incredible from start to finish—friendly, knowledgeable, and great with our kids (ages 13 and 10), who had an absolute blast. We caught 13 yellowtail snapper, including one impressive 23” fish! The action was steady and exciting the whole trip. George made everything easy—walk on, fish, then walk off with all of our catch perfectly filleted and ready to go. Highly recommend this crew if you’re looking for a fun, family-friendly fishing trip in the Keys. We’ll definitely be back! 🎣
William Cofer5.0VerifiedMade the best of a rough day
Full Day Trip – Offshore on July 13, 2026 • 6 adultsBooking the trip was super easy. Captain Dylan took us out and put us on some fish. Got a couple mahi, tuna, and amber jack. Hes got the gear and boat to make it happen. Great Captain and mate.
Ted QuedenfeldRepeat angler5.0VerifiedGreat day on the Fishing Guru!
Full Day Trip – Offshore on March 27, 2026 • 2 adultsTook a chance with Capt Dylan. He worked super hard to put us on fish and it paid off. He is extremely personable and made sure that both myself and my wife were having a good time. His mate Howard is excellent! He never stops moving and is a great teacher. The boat is immaculate and the gear is top notch. We will definitely be booking with Capt Dylan again!
John WardRepeat angler5.0Verifiedgreat service and all around great captain and first mate
3/4 Day Trip – Offshore (AM) on July 29, 2026 • 3 adults • 2 childrenCaptain Pete knew his stuff. Got us right to the fish and stayed in the zone for our full trip. Very friendly and knowledgeable. I wil be booking him again.
Travis ConleyRepeat angler5.0Verifiedgreat trip- crew worked hard
3/4 Day Trip – Offshore (PM) on June 8, 2026 • 5 adultswas a great trip offshore- crew was awesome and worked for us all day- will be fishong with them again soon
Jerome WernerRepeat angler5.0VerifiedGreat Guys!
Full Day Trip – Offshore on June 10, 2026 • 1 adultdylan and Pete were awesome! We had a great time, caught fish and the boat was sweet!
Ryan Mcclaugherty5.0Half day trip
Half Day Trip – Offshore (AM) on December 25, 2025Fishing with Captain Dylan at A Fishing Guru was a blast. We were able to catch kingfish, snapper, and even a sailfish. The boat and the fishing equipment were all top of the line as well. You won’t regret booking a trip with Captain Dylan!
Khris HeringRepeat angler5.0VerifiedGreat Trip
Half Day Trip – Reef Fishing (PM) on April 8, 2026 • 3 adults • 1 childSmooth ride out in their new boat. We caught our limit in yellowtail, our son reeled in a Goliath, black grouper and nurse shark!! Great trip with our 7 year old - highly recommend.
Jeff Hayes5.0Best day!
3/4 Day Trip – Offshore (AM) on February 17, 2026Can't say enough good things about Capt Dylan or George on this trip. Caught a fish of my lifetime & birth guys were true pros as the fight went over 40 minutes. Don't wait... book that trip.
Rating
Anglers' gallery (42)
What anglers say
All reviews (39)
Dylan and his brother Ryan were great and our family really enjoyed them both. Originally we booked for a 4 hour reef fishing but after informing Dylan some of the girls may be prone to getting sea sick he suggested we opt for the offshore- trolling fishing vs sitting at and bottom fishing we did not regret that decision at all. They were more than happy to accommodate the last minute change of plans, the fish were biting and we managed to catch several keepers….blackfin tunas, mahi, and a Almaco jack. They were both helpful and were not afraid to share any valuable fishing knowledge they have, on top of all that their 39’ contender speaks for itself. Plenty of space to move around with a group of 6 and they made us feel at home. Only thing we would do differently is book a full day instead of 4 hours.
We had an amazing experience with The Fishing Guru in Islamorada! Captain Daryl and mate George were incredible from start to finish—friendly, knowledgeable, and great with our kids (ages 13 and 10), who had an absolute blast. We caught 13 yellowtail snapper, including one impressive 23” fish! The action was steady and exciting the whole trip. George made everything easy—walk on, fish, then walk off with all of our catch perfectly filleted and ready to go. Highly recommend this crew if you’re looking for a fun, family-friendly fishing trip in the Keys. We’ll definitely be back! 🎣
we left at 6am to get a good 4 hours in and be first out! This boat is built to be first out and we were. Did some tuna fishing and mahi fishing. Dylan and Ryan are great guys who know what they’re doing. i just love bring in a boat like this because we covered so much ground in a short time. well be back without question
Dylan and Pete were great. They put us on nonstop fish and taught us a lot along the way. If someone is looking for a trip where the team is personable and makes sure that you have a fun and productive trip, this is it. Thanks gain guys! We will be booking again.
Booking the trip was super easy. Captain Dylan took us out and put us on some fish. Got a couple mahi, tuna, and amber jack. Hes got the gear and boat to make it happen. Great Captain and mate.
