Drop Back Charters 

4.9/5 (28 reviews)
 
Federally permitted
 Overseas Highway 84001, Islamorada, FL 33036, United States

Drop Back Charters 

Federally permitted
Islamorada, FL, United States
40 ft
6
4.9/5 (28 reviews)

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!

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!

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Rating

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

Anglers' gallery (53)

All reviews (28)

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Showing 15 of 28 reviews
Brandon Frank
Brandon Frank
us
Texas, US
Member since 2026
0
5.0
Verified
So Much Fun!
Half Day Trip – Offshore/Reef (AM) on March 13, 20263 adults
Totally recommend Jon and Billy. Total pros. Caught lots of fish. Would 100% do it again.
Reported catch:
Great Barracuda
Amberjack
King Mackerel (Kingfish)
Response from Captain
March 14, 2026
Thanks do much for choosing us Brandon! it was a blast fishing with you guys. Captain Jon
Federico Battaglia
Federico Battaglia
pr
Puerto Rico
Member since 2026
0
5.0
Verified
May fishing trip
Half Day Trip – Offshore/Reef (PM) on May 2, 20261 adult4 children
Reported catch:
Yellowtail Snapper
Response from Captain
May 4, 2026
Thank uou for coning with us!
Kevin Lee
Kevin Lee
us
Florida, US
Member since 2025
0
4.7
Verified
very friendly and helpful crew
Full Day Trip – Offshore on December 5, 20252 adults
Nice trip from beginning to the end. had a lot of fish online and came on with lot of kingfish and tuna
Response from Captain
December 6, 2025
it was great fishing with you guys again! We look forward to the next trip. Thanks for choosing us and for the great review. Captain Jon
Jason Veal
Jason Veal
us
Texas, US
Member since 2025
0
5.0
Verified
Fishing with Jonathon
Full Day Trip – Offshore on July 21, 20252 adults
Response from Captain
July 23, 2025
Great day offshore with you guys! Thank you so much for choosing Drop Back Charters! Capt Jon
Michael Hibbard
Michael Hibbard
us
New York, US
Member since 2024
0
5.0
Verified
Amazing day on the water
Half Day Trip – Offshore/Reef (AM) on February 18, 20242 adults
Capt Jon and TJ are top notch and provide an excellent service. We came into today with iffy weather and the gamble did not disappoint. We were on fish immediately and kept hammering them all morning. I know it’s luck of the draw when it comes to fishing but these guys definitely did their homework and put us in a great spot to have a great day. I would recommend Drop Back Charters to anyone looking to come fish in the keys. You will be treated to a first class fishing experience. Thank you Jon and TJ for the awesome morning. We will be back soon and with a few more anglers to stay on those screaming reels!
Reported catch:
King Mackerel (Kingfish)
Yellowtail Snapper
Response from Captain
February 18, 2024
It was so great fishing with you guys! I’m glad the weather held off for sure! It was an amazing morning of fishing from the first bait in the water until the last fish in the boat! We look forward to the next trip! Capt Jon

Trip availability and prices

Trip Date:
Group Size:
Select date to see availability
June 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
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Half Day Trip – Offshore/Reef (AM)
4 hour trip starts at 6:45 AM
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US $1,200
Entire boat: up to 6 people
Half Day Trip – Offshore/Reef (PM)
4 hour trip starts at 1:00 PM
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US $1,200
Entire boat: up to 6 people
3/4 Day Trip – Offshore (AM)
6 hour trip starts at 6:45 AM
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US $1,500
Entire boat: up to 6 people
3/4 Day Trip – Offshore (PM)
6 hour trip starts at 1:00 PM
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US $1,500
Entire boat: up to 6 people
Full Day Trip – Offshore
8 hour trip starts at 6:45 AM
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US $1,800
Entire boat: up to 6 people
There are 3 people looking at this charter.

Rating

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

Anglers' gallery (53)

All reviews (28)

Filter
Frequently mentioned
Loading...Loading...Loading...Loading...Loading...Loading...Loading...Loading...
Showing 15 of 28 reviews
Brandon Frank
Brandon Frank
us
Texas, US
Member since 2026
0
5.0
Verified
So Much Fun!
Half Day Trip – Offshore/Reef (AM) on March 13, 20263 adults
Totally recommend Jon and Billy. Total pros. Caught lots of fish. Would 100% do it again.
Reported catch:
Great Barracuda
Amberjack
King Mackerel (Kingfish)
Response from Captain
March 14, 2026
Thanks do much for choosing us Brandon! it was a blast fishing with you guys. Captain Jon
Federico Battaglia
Federico Battaglia
pr
Puerto Rico
Member since 2026
0
5.0
Verified
May fishing trip
Half Day Trip – Offshore/Reef (PM) on May 2, 20261 adult4 children
Reported catch:
Yellowtail Snapper
Response from Captain
May 4, 2026
Thank uou for coning with us!
Kevin Lee
Kevin Lee
us
Florida, US
Member since 2025
0
4.7
Verified
very friendly and helpful crew
Full Day Trip – Offshore on December 5, 20252 adults
Nice trip from beginning to the end. had a lot of fish online and came on with lot of kingfish and tuna
Response from Captain
December 6, 2025
it was great fishing with you guys again! We look forward to the next trip. Thanks for choosing us and for the great review. Captain Jon
Jason Veal
Jason Veal
us
Texas, US
Member since 2025
0
5.0
Verified
Fishing with Jonathon
Full Day Trip – Offshore on July 21, 20252 adults
Response from Captain
July 23, 2025
Great day offshore with you guys! Thank you so much for choosing Drop Back Charters! Capt Jon
Michael Hibbard
Michael Hibbard
us
New York, US
Member since 2024
0
5.0
Verified
Amazing day on the water
Half Day Trip – Offshore/Reef (AM) on February 18, 20242 adults
Capt Jon and TJ are top notch and provide an excellent service. We came into today with iffy weather and the gamble did not disappoint. We were on fish immediately and kept hammering them all morning. I know it’s luck of the draw when it comes to fishing but these guys definitely did their homework and put us in a great spot to have a great day. I would recommend Drop Back Charters to anyone looking to come fish in the keys. You will be treated to a first class fishing experience. Thank you Jon and TJ for the awesome morning. We will be back soon and with a few more anglers to stay on those screaming reels!
Reported catch:
King Mackerel (Kingfish)
Yellowtail Snapper
Response from Captain
February 18, 2024
It was so great fishing with you guys! I’m glad the weather held off for sure! It was an amazing morning of fishing from the first bait in the water until the last fish in the boat! We look forward to the next trip! Capt Jon

FAQs about Drop Back Charters

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The fish you can target

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What is the boat like?

Boat image
Boat category
Sportfishing boats
Capacity
6 persons
Boat length
40 ft
Year built
1982
Restored in
2018
Boat manufacturer
Custom
Boat type
Sportfishing
Engine model
Cummins
Powered by
2 x 450HP
Max cruising speed
20 knots
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