Running angling trips out of Islamorada, Drop Back Charters invites you to discover the offshore waters in the beautiful Florida Keys!

Are you looking for action with a team of professionals? Capt. Jon aims to bring the excitement and put you on that trophy fish you want! Depending on the trip and species, you’ll be using techniques like bottom fishing, trolling, drift fishing, jigging, and spinning. You’re looking at 3 to 8-hour trips, where you’ll usually go after the likes of Tarpon, Mahi Mahi, Sailfish, Wahoo, Snapper, and Grouper, depending on the weather and time of year.

Your fishing adventure starts on a 40’ Custom boat that can safely take up to 6 anglers. This boat features a toilet, ice box, and fighting chair. The price of your trip includes all the rods, reels, and terminal tackle you’ll need for a productive day on the water. As for fishing licenses, everything will be taken care of by the captain, so you don’t have to worry about it.

You’re welcome to keep all legal species caught during the trip. Here to help you with anything you need, the first mate will be on hand during the journey. Leaving a tip for a job well done is much appreciated. The boat will be supplied with bottled water for your pleasure, and you’re welcome to bring your own drinks and snacks if you want. This is a children-friendly charter.

Explore the fishing capital of the world with Drop Back Charters!



Select date to see available trips and rates:

  • Private trip
    Evening Shark & Tarpon Charters
    Low rate deposit non-refundable
    3 Hour Trip, starts at 4:00 PM
    Seasonal trip Feb 1 - Nov 1
    US $500
    Evening Shark and Tarpon trips provide you with great fishing excitement as well as a chance to relax and view the beautiful Florida Keys sunset while fishing on the calm, inshore waters off Islamorada. Shark and Tarpon are the specific target species and are catch and release only. Availability of either species is variable dependent upon seasonal migrations and daily conditions. Trips are approximately 3 hours long and departure time vary according to season.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Tarpon
    Tarpon
    Shark (Blacktip)
    Blacktip Shark
    Shark (Nurse)
    Nurse Shark
    Shark (Bull)
    Bull Shark
    Shark (Lemon)
    Lemon Shark
  • Private trip
    Half Day Trip – Offshore/Reef (AM)
    Low rate deposit non-refundable
    4 Hour Trip, starts at 6:45 AM
    US $1,000
    4-hour trips are great for reef, wreck and all types of other species depending upon the seasonal availability and range of the fish. Families, first-timers, and everyone with a little less time to devote to fishing love these trips!
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Amberjack
    Amberjack
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Permit
    Permit
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Snapper (Mutton)
    Mutton Snapper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    Half Day Trip – Offshore/Reef (PM)
    Low rate deposit non-refundable
    4 Hour Trip, starts at 1:00 PM
    US $1,000
    4-hour trips are great for reef, wreck and all types of other species depending upon the seasonal availability and range of the fish. Families, first-timers, and everyone with a little less time to devote to fishing love these trips!
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Amberjack
    Amberjack
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Permit
    Permit
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Mutton)
    Mutton Snapper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    3/4 Day Trip – Offshore (AM)
    Low rate deposit non-refundable
    6 Hour Trip, starts at 6:45 AM
    US $1,300
    Our 6-hour offshore trips give you plenty of time for a variety of offshore experiences with different species. We typically target any or all offshore species available during various seasons.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Amberjack
    Amberjack
    Cobia
    Cobia
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Permit
    Permit
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Snapper (Mutton)
    Mutton Snapper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    3/4 Day Trip – Offshore (PM)
    Low rate deposit non-refundable
    6 Hour Trip, starts at 1:00 PM
    US $1,300
    Our 6-hour offshore trips give you plenty of time for a variety of offshore experiences with different species. We typically target any or all offshore species available during various seasons.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Amberjack
    Amberjack
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Permit
    Permit
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Jack (African Pompano)
    African Pompano Jack
    Snapper (Mutton)
    Mutton Snapper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
  • Private trip
    Full Day Trip – Offshore
    Low rate deposit non-refundable
    8 Hour Trip, starts at 6:45 AM
    US $1,600
    On full days we have the range to target all offshore species that are available and in season. We generally target a variety of seasonal species on these trips, such as Sailfish, Tuna, Mahi Mahi, Wahoo, African Pompano, Kingfish, and Amberjack, as well as many Snapper and Grouper species.
    Targeted fish
    Barracuda (Great)
    Great Barracuda
    Amberjack
    Amberjack
    Cobia
    Cobia
    Dolphin (Mahi Mahi)
    Dolphin (Mahi Mahi)
    King Mackerel (Kingfish)
    King Mackerel (Kingfish)
    Permit
    Permit
    Sailfish
    Sailfish
    Wahoo
    Wahoo
    Grouper (Black)
    Black Grouper
    Snapper (Mutton)
    Mutton Snapper
    Snapper (Yellowtail)
    Yellowtail Snapper
    Tuna (Blackfin)
    Blackfin Tuna
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FAQs about Drop Back Charters

Drop Back Charters offers the following trips to customers:
  • US $500 per group - Evening Shark & Tarpon Charters (3 hours)
  • US $1,000 per group - Half Day Trip – Offshore/Reef (AM) (4 hours)
  • US $1,000 per group - Half Day Trip – Offshore/Reef (PM) (4 hours)
  • US $1,300 per group - 3/4 Day Trip – Offshore (AM) (6 hours)
  • US $1,300 per group - 3/4 Day Trip – Offshore (PM) (6 hours)
  • US $1,600 per group - Full Day Trip – Offshore (8 hours)

When you book a trip with Drop Back Charters, you can expect the following amenities onboard:
  • Toilet
  • Fighting Chair
  • GPS
  • Fishfinder
  • Flybridge
  • Live Bait Well
  • Refrigerator
  • Outriggers
  • Ice Box

Trips booked with Drop Back Charters include:
  • Rods, reels & tackle
  • Live Bait
  • Lures
  • Catch cleaning & filleting
  • Drinks (Bottled water )
  • First Mate
  • Fishing License

Drop Back Charters offers the following types of fishing:
  • Nearshore Fishing
  • Offshore Fishing
  • Reef Fishing
  • Wreck Fishing

Drop Back Charters offers the following fishing techniques:
  • Light Tackle
  • Heavy Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Drift Fishing
  • Kite Fishing
  • Deep Sea Fishing

Top targeted fish species with Drop Back Charters include:
  • Amberjack
  • Dolphin (Mahi Mahi)
  • Grouper (Black)
  • King Mackerel (Kingfish)
  • Sailfish
  • Snapper (Mutton)
  • Snapper (Yellowtail)
  • Tarpon
  • Tuna (Blackfin)
  • Wahoo

Meet the Captain

Jonathon Reynolds
Islamorada, Florida, United States
ID & license verified
16 Customer reviews
Response time 2 hours
Member since September 2022
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.
I am a lifelong fisherman from South Florida. As an athlete and coach as well, I love a strong team on the boat. I fished most of my career competitively in tournaments, but I enjoy teaching inexperienced anglers even more.

About this listing

Targeted species

Amberjack Amberjack
Dolphin (Mahi Mahi) Dolphin (Mahi Mahi)
Grouper (Black) Black Grouper
King Mackerel (Kingfish) King Mackerel (Kingfish)

Boat specs

Custom (Sportfishing) originally built in 1982, and restored in 2018. Powered by 2 450HP Cummins engines, with a maximum cruising speed of 20 knots.

Length
40 ft
Capacity
6 persons

Types of fishing

Nearshore Fishing
Offshore Fishing
Reef Fishing
Wreck Fishing

Fishing techniques

Light Tackle
Heavy Tackle
Bottom Fishing
Trolling
Spinning
Jigging
Drift Fishing
Kite Fishing
Deep Sea Fishing

Amenities

Toilet
Fighting Chair
GPS
Fishfinder
Flybridge
Live Bait Well

Trip includes

Rods, reels & tackle
Live Bait
Lures
Catch cleaning & filleting
Drinks
Bottled water
First Mate
Fishing License

Cancellation policy

Deposit non-refundable

If it is unsafe to travel, you may still cancel free of charge or change the date(s) of your booking.

Listing policies

Pickup not included
Transfer to/from departure site is not included in trip rates.
Child Friendly
You Keep Catch
Catch and Release Allowed

Payment

Pay online in full

Pay online in full through FishingBooker and save on credit card fees at the dock.

No additional fees.
Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% 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

Islamorada Fishing Calendar

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Customer reviews

Rating summary
Excellent
4.8 / 5
out of 5 stars from 16 reviews
Boat
Excellent
4.9 / 5
Crew
Excellent
4.8 / 5
Experience
Excellent
4.8 / 5
Photos & videos by reviewers (35)
Fantastic trip!
Fantastic trip!
We had a great time, looking forward to next time!
+32
Angler rating
15
0
0
1
0
Anglers claimed
Good experience
92%
Friendly captain
100%
Recommend this charter
94%
Appropriate for children
92%
Satisfied with the boat
100%
Caught fish
94%
Sort by:
Featured  
Showing:
5 of 16 reviews
Michael H.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Amazing day on the water

VERIFIED   Half Day Trip – Offshore/Reef (AM) on February 18, 2024
Capt Jon and TJ are top notch and provide an excellent service. We came into today with iffy weather and the gamble did not...
Michael H. recommends Drop Back Charters
Mark review as helpful
You found this review helpful
  Jonathon Reynolds Captain replied

Alex B.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Excellent boat and crew.

VERIFIED   Half Day Trip – Offshore/Reef (AM) on January 17, 2024
My son, brother, dad and I fished with the Drop Back Charters crew out of Islamorada today. Very clean marina with plenty of...
Alex B. recommends Drop Back Charters
Mark review as helpful
You found this review helpful
  Jonathon Reynolds Captain replied

Jarad S.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

We had a great time, looking forward to next time!

VERIFIED   NEW  Evening Shark & Tarpon Charters on March 27, 2024
I brought 4 of my 5 kids (13, 8, 6 & 3) on an evening shark trip and it was a blast!  My daughters all caught big sharks and...
Jarad S. recommends Drop Back Charters
Mark review as helpful
You found this review helpful
  Jonathon Reynolds Captain replied

James F.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Fantastic trip!

VERIFIED   NEW  3/4 Day Trip – Offshore (AM) on April 24, 2024
Great time fishing with Capt Jon and Craig they both worked hard and made it possible for us to catch plenty of fish and kept...
James F. recommends Drop Back Charters
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James F. recommends Drop Back Charters
Mark review as helpful
You found this review helpful

Ryan P.
Excellent
5.0 / 5
Experience:
Excellent
5.0 / 5
Boat
Excellent
5.0 / 5
Crew
Excellent
5.0 / 5
Overall

Captain Jon and TJ

VERIFIED   3/4 Day Trip – Offshore (AM) on December 30, 2023
Captain Jon and TJ had the perfect balance of making it fun and instructional, they executed to a perfect timeline in which...
Ryan P. recommends Drop Back Charters
Mark review as helpful
You found this review helpful
  Jonathon Reynolds Captain replied