Tin Cup Fishing Charters 

My wife and I recently went on a shark fishing trip with Captain Dylan, and it exceeded all expectations. From the moment we stepped on the boat, he was incredibly kind, friendly, and welcoming. He made sure we felt comfortable right away and was a true professional throughout the entire outing. His knowledge of the water and the fish was impressive, and it showed when we hooked into a couple of sharks including a spinner and a pointed nose. The excitement of the fights and the expert way he handled everything made the day unforgettable. We would 100% book another trip with him without hesitation. If I could give a 10 star rating, I absolutely would. Highly recommend Captain Dylan for anyone looking for a fun, well run, and memorable shark fishing experience!

We had an amazing time on our fishing trip with Captain Dylan! From the moment we got on the boat, he made us feel welcome and comfortable. He was incredibly patient and took the time to teach each of us the proper way to fish, explaining everything in a way that was easy to understand. Thanks to his guidance, every single one of us caught fish, which made the experience even more exciting! The boat ride itself was absolutely phenomenal—beautiful scenery, calm water, and an all-around relaxing day on the water. Captain Dylan’s knowledge, friendly personality, and willingness to help made this a trip we’ll always remember. If you’re looking for a fun, family-friendly fishing charter with a captain who genuinely cares about making sure everyone has a great experience, we can’t recommend Captain Dylan enough. We’ll definitely be booking another trip the next time we’re in Florida!

Caltain Dylan was great, We talked about catching a tarpon and he explained how hard it is but did his best to give us an amazing experience and boy did he deliver! We first saw some tarpon rolling early and did everything we could to catch them. My son hooked into a 40 lb tarpon and held on for a ride unfortunately he broke him off! We kept trying but to no avail. So off we went to catch some live bait for some snook. That was a interesting experience to say the least…..But as a storm was aproaching us it seemed the tarpon had followed us and started rolling in about 3 ft of water, as we got our lines back in the storm was fast approaching and we headed for cover. Most captains and fishing trips would of been over by now but captain dylan asked if we wanted to wait out the lightning and rain so we did and about 10 min later we went back to where we saw them and low and behold they were still there after about 15 min of chumming and baits in the water the fight of my fishing life was on. 30 min later and 500 yd farther then where we started I brought the 60lb tarpon to the boat. We drove a little ways to get to shallower water to get out of the boat and take pictures. What a fishing trip this was. I was cooked after that and then i hear so are yall ready to go catch some more fish….to my surprise we got more bait went to another spot and my kids were catching reds, bonnet head sharks, a sting ray and i actually hooked into a smaller tarpon. To say the least this was an epic adventure my family will never forget. We are already planning our next trip with Captain Dylan!!!!!!

We had an incredible trip with Capt. Dylan! From the moment we dropped lines in the water, we were catching fish. Capt. Dylan was friendly, accommodating, and made sure everyone had a great time. What really stood out was how great he was with the kids. He kept them engaged, helped them every step of the way, and made the experience fun and memorable for the whole family. We've been on several fishing charters over the years, and this was hands down the best trip we've ever been on. If you're looking for a captain who works hard, puts you on fish, and makes the day enjoyable for everyone, we can't recommend Capt. Dylan enough. We'll definitely be booking again!

My two sons and I booked a 3 hr trip and caught 9 different species, around 50 fish in total! Dylan was very patient and caring with the boys who are 9 and 5 years old. He was such a great guide that at the end… they both agreed he was cooler than their dad😂 10/10 highly recommend, Thanks Dylan!

dylan was awesome, he knows his ways around the waters and where the fish “hangout”, he gave us what we asked for in what we wanted to catch , and navigated the bigger waves very well, will definetly be usung his charter service when im back in the area again, highly satisfied and highly recommend his charter service, he went above and beyond to make it an enjoyable successfull fishing trip, thanks again dylan greatly appreciated

This was a great trip from start to finish. Easy location to park and walk right onto the boat. Our guide Dylan already had our fresh bait and took us right out on the water. This was the perfect trip for me and my 13 year old son. We didn’t catch boat loads of fish (still coolers worth) but we caught pretty much all the varieties we wanted to! Dylan knew where to take us and helped us if we got snagged in a tree or if a fish cut the line, he handed us another pole right away. (No waiting around as he was always busy setting us up) We even got to see manatee’s, dolphins and other cool things. I’d highly recommend Dylan’s charter.

Captain Dylan was awesome! We got on fish right away. Hooked into some monster snook and redfish. Highly recommend this captain. Great personality and really wants to see his clients catch fish and have a great time. 2 adults and 2 kids and we all caught fish. Snook, redfish, trout, triple tail, ladyfish, , jack crevalle and bonnet head sharks were caught on this trip.

Dylan was awesome. First, allowing us to bring our two little kids on this trip was amazing and the kids had an amazing time. Gave us options on what to fish for and where to fish. We were successful in catching red fish, sharks, snook, and were chasing tarpon! Anytime we are back in St. Pete, we will be coming back to Dylan. Thank you!

Dylan worked so hard to make sure we had a great day, and he came through! Fishing was tough, no fault of Dylan’s, but we did catch and release a nearly 6 foot black tipped shark thanks to Dylan’s skills; the largest fish I have ever caught. My 8-year old daughter had a fantastic time too. I would absolutely fish with Dylan again.