A Fishing Guru – Offshore 

4.9
(39 reviews)
 
Federally permitted
 84001 Overseas Highway, Islamorada, FL 33036, United States–

A Fishing Guru – Offshore 

Islamorada, FL, United States
–
39 ft
6
4.9
(39 reviews)

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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.

A Fishing Guru
Charter Operator
A Fishing Guru
6 years of experience
ID & credentials verified
responds within an hour

Select date to see availability

Trip date:
Group Size:
October 2026
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Group Size
2 adults • 0 children
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Sunset Shark/Tarpon Trip
FREE Cancellation 3 days notice
2 hour trip starts at 6:30 PM
Seasonal trip
Apr 1 - Jun 30
Tarpon
Shark (Hammerhead)
Shark (Blacktip)
Shark (Nurse)
+1
US $650
Entire boat: up to 4 people
Half Day Trip – Reef Fishing (AM)
FREE Cancellation 3 days notice
4 hour trip starts at 7:00 AM
Snapper (Mutton)
Snapper (Yellowtail)
Tuna (Blackfin)
US $1,000
Entire boat: up to 4 people
Half Day Trip – Reef Fishing (PM)
FREE Cancellation 3 days notice
4 hour trip starts at 1:00 PM
Snapper (Mutton)
Snapper (Yellowtail)
Tuna (Blackfin)
US $1,000
Entire boat: up to 4 people
Half Day Trip – Offshore (AM)
FREE Cancellation 3 days notice
4 hour trip starts at 7:00 AM
Amberjack
Dolphin (Mahi Mahi)
Grouper (Goliath)
King Mackerel (Kingfish)
+8
US $1,300
Entire boat: up to 4 people
Half Day Trip – Offshore (PM)
FREE Cancellation 3 days notice
4 hour trip starts at 1:00 PM
Amberjack
Dolphin (Mahi Mahi)
Grouper (Goliath)
King Mackerel (Kingfish)
+8
US $1,300
Entire boat: up to 4 people
3/4 Day Trip – Offshore (AM)
In high demand Last booked: 3 days ago
FREE Cancellation 3 days notice
6 hour trip starts at 6:00 AM
Amberjack
Dolphin (Mahi Mahi)
Grouper (Goliath)
King Mackerel (Kingfish)
+8
US $1,600
Entire boat: up to 4 people
3/4 Day Trip – Offshore (PM)
FREE Cancellation 3 days notice
6 hour trip starts at 1:00 PM
Amberjack
Dolphin (Mahi Mahi)
Grouper (Goliath)
King Mackerel (Kingfish)
+8
US $1,600
Entire boat: up to 4 people
Full Day Trip – Offshore
FREE Cancellation 3 days notice
8 hour trip starts at 7:00 AM
Amberjack
Dolphin (Mahi Mahi)
Grouper (Goliath)
King Mackerel (Kingfish)
+8
US $1,900
Entire boat: up to 4 people
There are 8 people looking at this charter.

Customer reviews

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Rating

4.9
39 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (42)

What anglers say

97%
Recommended
92%
Caught fish

Reviews (39)

  • Khang Nguyen
    Khang Nguyen
    Repeat angler
    us
    Texas, US
    Member since 2026
    3 trips
    5.0
    Verified

    June 2026 fishing trip

    Half Day Trip – Reef Fishing (PM) on June 16, 2026 • 6 adults • 2 children

    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.

  • Perry Marcin
    Perry Marcin
    us
    Florida, US
    Member since 2026
    5.0
    Verified

    The Fishing Guru Rocks!

    Half Day Trip – Reef Fishing (PM) on April 7, 2026 • 4 adults • 2 children

    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! 🎣

  • William Cofer
    William Cofer
    us
    Tennessee, US
    Member since 2026
    5.0
    Verified

    Made the best of a rough day

    Full Day Trip – Offshore on July 13, 2026 • 6 adults

    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.

  • Ted Quedenfeld
    Ted Quedenfeld
    Repeat angler
    us
    Pennsylvania, US
    Member since 2020
    4 trips
    5.0
    Verified

    Great day on the Fishing Guru!

    Full Day Trip – Offshore on March 27, 2026 • 2 adults

    Took 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 Ward
    John Ward
    Repeat angler
    us
    Texas, US
    Member since 2019
    3 trips
    5.0
    Verified

    great service and all around great captain and first mate

    3/4 Day Trip – Offshore (AM) on July 29, 2026 • 3 adults • 2 children

    Captain 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 Conley
    Travis Conley
    Repeat angler
    us
    Georgia, US
    Member since 2023
    3 trips
    5.0
    Verified

    great trip- crew worked hard

    3/4 Day Trip – Offshore (PM) on June 8, 2026 • 5 adults

    was a great trip offshore- crew was awesome and worked for us all day- will be fishong with them again soon

  • Jerome Werner
    Jerome Werner
    Repeat angler
    us
    Oregon, US
    Member since 2025
    2 trips
    5.0
    Verified

    Great Guys!

    Full Day Trip – Offshore on June 10, 2026 • 1 adult

    dylan and Pete were awesome! We had a great time, caught fish and the boat was sweet!

  • Ryan Mcclaugherty
    Ryan Mcclaugherty
    Member since 2026
    5.0

    Half day trip

    Half Day Trip – Offshore (AM) on December 25, 2025

    Fishing 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 Hering
    Khris Hering
    Repeat angler
    us
    Maryland, US
    Member since 2025
    2 trips
    5.0
    Verified

    Great Trip

    Half Day Trip – Reef Fishing (PM) on April 8, 2026 • 3 adults • 1 child

    Smooth 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 Hayes
    Jeff Hayes
    Member since 2024
    5.0

    Best day!

    3/4 Day Trip – Offshore (AM) on February 17, 2026

    Can'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

4.9
39 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (42)

What anglers say

97%
Recommended
92%
Caught fish

All reviews (39)

Frequently mentioned
Showing 1 – 5 of 39 reviews
Khang Nguyen
Khang Nguyen
Repeat angler
us
Texas, US
Member since 2026
3 trips
5.0
Verified
June 2026 fishing trip
Half Day Trip – Reef Fishing (PM) on June 16, 2026 • 4 adults • 2 children

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.

Reported catch:
Blackfin Tuna
Perry Marcin
Perry Marcin
us
Florida, US
Member since 2026
5.0
Verified
The Fishing Guru Rocks!
Half Day Trip – Reef Fishing (PM) on April 7, 2026 • 2 adults • 2 children

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! 🎣

A Fishing Guru
Response from Charter operator

Thank you Perry, looking forward to our next trip!

Owen Feeney
Owen Feeney
us
Florida, US
Member since 2026
5.0
Verified
Great time with Captain Dylan and Ryan
Half Day Trip – Offshore (AM) on July 26, 2026 • 2 adults

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

Jeremy Loso
Jeremy Loso
us
South Carolina, US
Member since 2026
5.0
Verified
Awesome Trip
3/4 Day Trip – Offshore (AM) on August 28, 2026 • 6 adults

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.

Reported catch:
Dolphin (Mahi Mahi)
Blackfin Tuna
William Cofer
William Cofer
us
Tennessee, US
Member since 2026
5.0
Verified
Made the best of a rough day
Full Day Trip – Offshore on July 13, 2026 • 6 adults

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.

Reported catch:
Dolphin (Mahi Mahi)
Amberjack
Blackfin Tuna

FAQs about A Fishing Guru – Offshore

A Fishing Guru – Offshore offers the following trips to customers:
  • US $650 per group, additional US $50 per person after 4 guests - Sunset Shark/Tarpon Trip (2 hours)
  • US $1,000 per group, additional US $100 per person after 4 guests - Half Day Trip – Reef Fishing (AM) (4 hours)
  • US $1,000 per group, additional US $100 per person after 4 guests - Half Day Trip – Reef Fishing (PM) (4 hours)
  • US $1,300 per group, additional US $50 per person after 4 guests - Half Day Trip – Offshore (AM) (4 hours)
  • US $1,300 per group, additional US $50 per person after 4 guests - Half Day Trip – Offshore (PM) (4 hours)
  • US $1,600 per group, additional US $50 per person after 4 guests - 3/4 Day Trip – Offshore (AM) (6 hours)
  • US $1,600 per group, additional US $50 per person after 4 guests - 3/4 Day Trip – Offshore (PM) (6 hours)
  • US $1,900 per group, additional US $100 per person after 4 guests - Full Day Trip – Offshore (8 hours)
When you book a trip with A Fishing Guru – Offshore, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
  • Live bait well
  • Outriggers
  • Ice box
  • Radar
Trips booked with A Fishing Guru – Offshore include:
  • Rods, reels & tackle
  • Live bait (Yes, we will fish for bait if needed)
  • Lures
  • Catch cleaning & filleting (We include this in the price)
  • Snacks (Chips)
  • Drinks (Waters/Gatorades)
  • First mate (20%-30% Tip. First mate is always available!)
  • Fishing license (Fishing licenses are included in the trip for everyone on the boat)
A Fishing Guru – Offshore offers the following types of fishing:
  • Offshore fishing (3-25 Miles)
  • Reef fishing
A Fishing Guru – Offshore offers the following fishing techniques:
  • Heavy tackle
  • Bottom fishing
  • Trolling
  • Spinning
  • Jigging
  • Deep sea fishing
Top targeted fish species with A Fishing Guru – Offshore include:
  • Amberjack
  • Dolphin (Mahi Mahi)
  • Grouper (Goliath)
  • King Mackerel (Kingfish)
  • Lesser Amberjack
  • Sailfish
  • Snapper (Mutton)
  • Snapper (Vermilion)
  • Snapper (Yellowtail)
  • Tilefish
  • Tuna (Blackfin)
  • Wahoo

Your operator

A Fishing Guru
A Fishing Guru
Islamorada, Florida, United States
ID & license verified
69 Customer reviews
Typical response within an hour
Member since January 2026
Angler's Choice
The Angler's Choice Award is given to listings that consistently deliver a high-quality service and earn great reviews from customers.
The A Fishing Guru team is your guide to an unforgettable fishing adventure in the waters of Islamorada, Florida. Using bottom fishing, spinning, trolling, jigging, and other techniques, you'll have a chance to catch Yellowtail Snapper, Lesser Amberjack and Wahoo. The only way to learn is to join them on the water.
Our Team
Dylan M.
Dylan M.
Captain
Ryan M.
Ryan M.
First mate
Ryan K.
Ryan K.
Business partner
Peter B.
Peter B.
Captain
A Fishing Guru
A Fishing Guru
Fully verified
Angler's Choice
69
reviews
2026
member since
~1h
response
The A Fishing Guru team is your guide to an unforgettable fishing adventure in the waters of Islamorada, Florida. Using bottom fishing, spinning, trolling, jigging, and other techniques, you'll have a chance to catch Yellowtail Snapper, Lesser Amberjack and Wahoo. The only way to learn is to join them on the water.
The crew
Dylan M.
Dylan M.
Captain
Ryan M.
Ryan M.
First mate
Ryan K.
Ryan K.
Business partner
Peter B.
Peter B.
Captain

The fish you can target

Amberjack
Amberjack
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Goliath Grouper
Goliath Grouper
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Lesser Amberjack
Lesser Amberjack
Sailfish
Sailfish
Mutton Snapper
Mutton Snapper
Vermilion Snapper
Vermilion Snapper
Yellowtail Snapper
Yellowtail Snapper
Tilefish
Tilefish
Blackfin Tuna
Blackfin Tuna
Wahoo
Wahoo
Amberjack
Amberjack
Dolphin (Mahi Mahi)
Dolphin (Mahi Mahi)
Goliath Grouper
Goliath Grouper
King Mackerel (Kingfish)
King Mackerel (Kingfish)
Lesser Amberjack
Lesser Amberjack

Real catches by this captain

  • great service and all around great captain and first mate
    John W.
    John W.
  • Made the best of a rough day
    William C.
    William C.
  • Fishing with Dylan
    Jim W.
    Jim W.
  • June 2026 fishing trip
    Khang N.
    Khang N.
  • Great Guys!
    Jerome W.
    Jerome W.
  • great trip- crew worked hard
    Travis C.
    Travis C.
  • such a good time
    Logan Z.
    Logan Z.
  • Great Trip
    Khris H.
    Khris H.
  • The Fishing Guru Rocks!
    Perry M.
    Perry M.
  • Caught a Cobia!
    Trevor H.
    Trevor H.

What is the boat like?

Boat image
Boat category
Center console boats
Capacity
6 persons
Boat length
39 ft
Year built
2023
Boat manufacturer
Contender
Boat type
Center console
Engine model
Yamaha
Powered by
3 x 425HP
Max cruising speed
50 knots

What kind of fishing will you do?

Offshore Fishing
Reef Fishing

Which fishing techniques you can try

Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Deep Sea Fishing

Which amenities are available onboard

GPS
Fishfinder
Live bait well
Outriggers
Ice box
Radar
What's included in the trip price
Rods, reels & tackle
Live bait
Yes, we will fish for bait if needed
Lures
Catch cleaning & filleting
We include this in the price
Snacks
Chips
Drinks
Waters/Gatorades
First mate
20%-30% Tip. First mate is always available!
Fishing license
Fishing licenses are included in the trip for everyone on the boat

How cancellations work

Free cancellation up to 3 days prior to trip
You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.
More details

What the listing policies are

Pickup agreed upon reservation
Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.
Child friendly
Kids all ages welcome!
You keep catch
Catch and release allowed

How you can pay

Pay online in full
Pay online in full through FishingBooker and save on credit card fees at the dock.
No additional fees.
Book with 25% deposit, pay rest to captain
When the captain confirms your trip, FishingBooker charges your credit card a 25% deposit to guarantee your reservation.
The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:
 Cash
 Visa
 Mastercard
 American Express
 Checks
 Bank transfer

What’s biting in Islamorada right now

AmberjackAmberjack
Dolphin (Mahi Mahi)Dolphin (Mahi Mahi)
Grouper (Goliath)Grouper (Goliath)
King Mackerel (Kingfish)King Mackerel (Kingfish)
SailfishSailfish
Snapper (Mutton)Snapper (Mutton)
Snapper (Vermilion)Snapper (Vermilion)
Snapper (Yellowtail)Snapper (Yellowtail)
Tuna (Blackfin)Tuna (Blackfin)
WahooWahoo

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Current
A Fishing Guru – Offshore
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Federally permitted
4.9
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39 ft
Group size 1 - 6
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Fish 1
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+10
4 hour trip • 6 persons
US $1,300