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Drop Back Fishing Charters

#10 of 156 Tours in Islamorada
Certificate of Excellence
Features Animals
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Address: 84001 Overseas Hwy, Islamorada, FL 33036-3408
Phone Number:
+1 305-393-1311

The Drop Back is a 40 foot custom charter fishing boat specifically...

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 Postcard Inn and Marina at the world famous Holiday Isle , MM 84.5, 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!

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TripAdvisor Reviewer Highlights

Read all 293 reviews
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Class act

Drop Back charters is a class act business. My wife and I reserved with Capt John months in advance. He was one of only two captains that actually retuned my email inquiries. (I... read more

Reviewed 2 days ago
Bonita Springs, Florida
via mobile
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293 Reviews from our TripAdvisor Community

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Showing 292: English reviews
Bonita Springs, Florida
Level Contributor
5 reviews
Reviewed 2 days ago NEW via mobile

Drop Back charters is a class act business. My wife and I reserved with Capt John months in advance. He was one of only two captains that actually retuned my email inquiries. (I sent at least a half a dozen to local captains in Islamorada.). I called John the day before our charter with concerns about the wind and sea... More 

Thank Bonitajetskiparasail
A TripAdvisor Member
Reviewed 4 days ago NEW via mobile

Drop back charters was awesome. First, captain Jon was one of few who actually listened to our interests. Many times, we board a boat and he captain takes off. Instead, Captain Jon talked to us and asked what we wanted to go after. He and the mate, Gary, worked hard to catch both ballyhoo and speed-os so we could fish... More 

Thank A TripAdvisor Member
2 reviews
Reviewed 6 days ago NEW

Just returned from a full day Mahi fishing trip with Captain Jon and first mate Gary. To say the least, fishing on the Drop Back was a great experience. The seas were a little rough which made it a little more challenging but Captain Jon and Gary worked all day to deliver the Mahi. Highly recommend these guys to anyone.... More 

Thank Chris H
A TripAdvisor Member
Reviewed 1 week ago via mobile

Highly recommended. Not only did we catch a lot of fish, the crew made sure we were educated as well as made sure we had a great time.

Thank A TripAdvisor Member
Green Brook, New Jersey
1 review
Reviewed 2 weeks ago

First time me and my son fished the Keys. Have done lots of fishing in other parts of the east coast, Caribbean and Pacific waters with a wide range of crews. We did 3/4 day with Capt Jon and his mate Gary. Great experience with top notch team of Capt Jon and Gary. First fish on was a 40lb amberjack... More 

Thank markhal2017
Ashburn, Virginia
1 review
Reviewed 2 weeks ago via mobile

My wife treated me to a full day on the Dropback for my 40th birthday and we had a great time. Captain Jon and Gary were awesome. It was impressive watching them work together to put us on fish. The knowledge these two have is second to none and delivered on my request. We started off catching bait and moved... More 

Thank NTP6367
Portsmouth, Rhode Island
2 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 30 March 2017 via mobile

I'm an avid fisherman up north and consider myself pretty knowledgeable and capable. Jon sounded like the type of guy I wanted to fish with. My buddies and I had a guys trip to south Florida and the keys with 1 charter day mixed in out of islamorada. After doing some research I chose Jon and I'm glad we did.... More 

1 Thank RIangler
Jonathon R, Owner at Drop Back Fishing Charters, responded to this review

It was great fishing with you, your buddies and your dad! I'm glad you guys had a good time. Thanks for coming out with us and I hope we get a bunch of shots at Sails next time! Thanks for the great review too! Captain Jon More 

Rome, Italy
Level Contributor
31 reviews
12 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
Reviewed 24 March 2017 via mobile

Took the family out with DropBack Charters and had a blast as usual. Went out twice this week with Captain Jon and first mate Gary, they are fantastic guys. They put you on the fish and make sure everyone catches something. They are great with kids and adults alike. Not many big fish around this week so they had us... More 

Thank Bradley J
Jonathon R, Owner at Drop Back Fishing Charters, responded to this review

We had a great time with you and your family! Those were some tough Groupers you guys beat on light tackle! I really appreciate you bringing the family down to fish with us. Watch out, I know at least one of those boys is hooked! He's got the eye already, an eye I know very well. :) Hope we get... More 

Cary, North Carolina
Level Contributor
9 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 3 helpful votes
Reviewed 7 March 2017

People ask me who I fish with in Islamorada and when I tell them, they look at me like I'm going to continue talking, giving them a list of charter captains. When you fish with the best, there's no need to "fish around!" I've known Jon for over 15 years and have always had a great experience with him. I... More 

Thank hagfishin
Jonathon R, Owner at Drop Back Fishing Charters, responded to this review

Wow! Another great winter season together! Thank you so much for all the years and all of the loyalty. Fishing with you is like fishing with family! Those were some wolf packs we had up this year! Unbelievable angling and cake as usual!!! Can't wait to fish with you again! Captain Jon More 

Islamorada, Florida
1 review
Reviewed 3 March 2017

My son and I had a great day aboard The Drop Back last Saturday. Not a bad day when you release 5 Sails by 11:00 AM! But that's not even the best part. The best part of our fishing trip was Capt. Jon and Mate Gary. First of all they are just nice guys to be on board with. They... More 

Thank pontiac1963
Jonathon R, Owner at Drop Back Fishing Charters, responded to this review

What an amazing day! Glass mirror calm, catching Sailfish in 12 feet of water...unreal!! That never gets old for us. I'm really glad we had a chance to experience that day together! That double header was something else! Congratulations guys! Thanks for a great day on the water and for taking the time to write this amazing review! Captain Jon More 

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  • Will you pick up and drop off at my hotel?
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