Drop Back Fishing Charters
Drop Back Fishing Charters
5
Fishing Charters & Tours
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6:00 AM - 10:00 PM
Monday
6:00 AM - 10:00 PM
Tuesday
6:00 AM - 10:00 PM
Wednesday
6:00 AM - 10:00 PM
Thursday
6:00 AM - 10:00 PM
Friday
6:00 AM - 10:00 PM
Saturday
6:00 AM - 10:00 PM
Sunday
6:00 AM - 10:00 PM
About
The Drop Back is a 40 foot custom charter fishing boat specifically designed for reef, wreck and offshore fishing in the Florida Keys. We are conveniently located at the world famous Whale Harbor Marina, MM 83.5, near all of Islamorada's famous restaurants and attractions. The Florida Keys' waters offer a wide variety of species, from sport fish including Sailfish and Marlin to excellent eating fish such as Dolphin (Mahi-Mahi), Tuna, Wahoo, and Yellowtail Snapper. Let our highly skilled professional crew guide and assist you while tackling your trophy catch. Captain Jon Reynolds and his courteous, friendly crew welcome you aboard the Drop Back for a Florida Keys fishing experience of a lifetime!
Islamorada, Florida
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Awards
Travelers' Choice
2022

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Travelers talk about
(62 reviews)
(105 reviews)
(67 reviews)
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
516 reviews
Excellent
510
Very good
3
Average
1
Poor
1
Terrible
1

Cory Wilder
5 contributions
Jan 2021 • Friends
This past Martin Luther King day was my second time aboard The Dropback. Captain Jon is the captain of choice with both my father and his good friend who happens to be a retired charter captain himself and are both very knowledgeable fisherman. And of course note my captain of choice when visiting! This time out was my father's birthday, captain Jon's birthday the day prior and his father's birthday the day following... Made just a lil more memorable.
The first time I was on his boat happens to be about ten years ago, but Captain Jon remembered just who I was and the first trip we went on! That says something considering he's got new charters everyday...
Captain Jon and his mate didn't waste anytime getting us on fish both trips and I was eating the freshest fish in New York shortly thereafter. They were awesome coaching me through various types of fishing and types of fish that I'm not accustomed to. (I'm a surfcaster from the northeast) TJ the mate on the second trip, a charter captain himself from Michigan, was great keeping lines in the water and putting fish on the boat.
Anyone to read this review all the through I highly recommend The Dropback, it just might be the charter of a lifetime! Either way you won't regret it.
Written January 21, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Great to have you guys together on the boat again! What an amazing day out there! Family, friends and fishing are some of the most amazing gifts in life. We hope to do it again sooner than later. Thanks for everything. Captain Jon
Written January 22, 2021
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Brian H
1 contribution
Jun 2022 • Friends
Fished a great day of more than 20 mahi with Captain Gary and Eddie on June 26th. Both guys were extremely friendly, knowledgeable and passionate about the trip. Will rebook as often as time allows and would highly recommend this charter to anyone looking for a fabulous day on a great boat with a spectacular crew! Many thanks gentlemen!
Written July 5, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
We are so glad you guys had a good day with us and thanks for choosing us! We hope to fish with you again soon. Until next time……. Captain Jon
Written July 25, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

jenRo
Islamorada, FL1 contribution
Jul 2022 • Family
These guys provide an amazing, family friendly day on the crystal waters of Islamorada, the sport fishing capital of the world! Captain John and Craig exhibited expertise with the rods and reels, baiting and chumming, and told stories of Islamorada and local secrets, and put us right in the fish. Ask him why he names his boat the drop back! I was wishing I had taken a video of the explanation, but since I didn’t, you will get to hear it Tom person. Great value for a great day.
Written July 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
I’m so glad you guys enjoyed your day with us out there! The Florida Keys is an amazing place and fishing is an amazing experience! Thanks for choosing us. Please visit us again if you are in the area. Captain Jon
Written August 6, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Caroline L
2 contributions
Apr 2021 • Family
We took our whole family of 4 - kids 7&9 - out with Capt Jon for a half day fishing trip for spring break. It was amazing! He put us right on some beautiful yellowtail snapper within just a few minutes of being out. He’s truly an expert. He guided us right through the whole process of catching each fish and made the trip fun for all of us! At one point there was a barracuda eating the fish we were catching and he knew exactly how to make it leave us alone. The boat was clean and well maintained and even though it was a little rocky we felt completely safe. We will definitely be back for a trip with Capt Jon on the Drop Back!
Written April 10, 2021
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Great trip with the family! I’m so glad you guys had a good time on the boat. We hope to see you guys again in the future! Captain Jon
Written July 5, 2021
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Chip A
New Bern, NC1 contribution
Jun 2022 • Friends
Capt Jon and mate were absolutely wonderful! We chose Drop Back and Capt Jon based on the reviews and a recommendation from a total stranger…could not have been happier with our choice. Patient, great sense of humor, put us “at ease” from the get-go, super nice! If I/we go back, Capt Jon and Cory (I believe that’s correct) will be our charter crew of choice. Thank you, Capt Jon, for the trip of a lifetime for us 6 old-timers! Sincerely! PS…the pic attached shows just a FEW of the fish we caught…sent a bunch back to NC. Chip from NC
Written July 1, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Oh man! What a beautiful day on the water and what a max fishing! We really enjoyed having you guys on board. It’s great to see old friends getting together to enjoy the fishing experience. Thank you so much for choosing us. Captain Jon
Written July 24, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Jacob
Cincinnati, OH1 contribution
Jul 2022 • Family
Jon and Craig were awesome. Were straight up about the conditions when we pulled up to the dock and let us pick whether we took a beating or rolled the dice staying close. They were able to bring us in almost 30 snappers before going out for some larger fish. Despite the conditions, the crew made a very enjoyable atmosphere and helped us bring back some dinner!
Written July 30, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
It has definitely been a rough season for sea conditions. We appreciate your understanding and flexibility. Let’s do it again soon! Captain Jon
Written August 6, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Sonja R
2 contributions
Jun 2022
We had a couple of great days fishing with Capt. Jon and his crew on the Drop Back. We started early, fished hard, and came home with a freezer full of delicious mahi mahi, yellowtail snapper, and mutton snapper. They were awesome at putting us on the fish, and never stopped working hard to make sure we had a great time.
Written July 5, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Sounds like we had a couple of great days together. We really appreciate your business and can’t wait to do it again! Thanks for choosing us and for the great review. Captain Jon
Written July 25, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Chris
2 contributions
May 2019 • Friends
My Brother in-laws and I booked a trip for mahi with Captain Jon and Dropback Charters for the experience of a lifetime! We came to the keys for a family trip and decided to do a guys fishing day out of Islamorada. Seas were a little rough and we were doubtful we would catch anything but Captain Jon and his deck hand Garry were on point and we came back with a ton of fish!! It was an awesome trip and great bonding experience for us. I would recommend anyone traveling to the keys to fish with Dropback charters, I will definitely be fishing with them again!
Written February 28, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Oh man, great trip! Fishing together out there is such a great bonding experience! The team has to perform in any conditions to get it done. Great job out there boys! Thanks for choosing us for your fishing experience in Islamorada. Captain Jon
Written March 4, 2020
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Doug Cox
5 contributions
Nov 2020
You won't find a more experienced crew! We weren't out long because one of our fisherman got seasick, but we caught many fish and had a great time. And Captain Jon recommended we take our fish to Lazy Days Restaurant and let them cook it, and it was the best meal we had while on vacation. Highly recommend this charter if you are interested in catching fish.
Written November 24, 2020
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
We can’t thank you enough for coming out with us. Poseidon keeps up on our toes every day out there! I hope we can fish together in the future. Thanks for everything. Captain Jon
Written January 22, 2021
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Ray S
Little Egg Harbor, New Jersey2 contributions
Apr 2022
Great day of fishing - would highly recommend Jon as a Captain. The day started early with catching bait for the day, which did not take long and was on the way. It did not take too long to get hooked up to once we arrived with the fresh bait. The day ended on a frenzy of catching Bonita and Tuna that Jon had created with the bait he had caught !! Been fishing a long time and never saw that happen - our arms were tired from catching fish !
Written April 21, 2022
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
What an amazing day on the water! The beauty of offshore fishing is the different opportunities that we get to experience every day. It’s never quite the same twice! What a flurry bite! Thanks for choosing us! Captain Jon
Written April 30, 2022
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

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Drop Back Fishing Charters (Islamorada) - All You Need to Know BEFORE You Go