Reviews

Capt. Chad, his wife Lesleigh, and First Mate Mark were first class. Put us on fish and windy, rough conditions. Our group consisted of 2 dads and 4 kids age 7-10, and I’m grateful for how the entire crew was patient and helpful with the young anglers in tough condition's. I highly recommend the Miss Penny for a great offshore fishing experience in Islamorada.

Despite it being a little rough we had a great trip on the Miss Penny. Capt.Chad and his wife made sure we were well taken care of the entire trip. Even with the slow bite, Jose helped us go 0/2 on sails off the kite which was a cool experience all in it self.. Highly recommend these guys if you want to have a comfortable and successful keys fishing trip.,

We had such a great experience fishing on the Miss. Penny! Captain Chad and his wife along with Tom were so helpful and amazing with our 7 year old niece. They made her an adorable and thoughtful Easter basket filled with all sorts of treats! We ended up catching fish left and right. Afterwards, the fish was filleted for us to take home! Highly recommend!

Absolutely great charter these guys are all about creating awesome memories and enjoying the true sport fishing experience

Amazing charter, went out with my dad and sister and chad and mark put us on the tuna and mahi-mahi(dolphin) if we come back definitely choosing miss penny.

We had a wonderful trip on the Miss Penny. Captain Chad and Mike were awesome and fantastic with our kids. Caught 12 Mahi and a beautiful Queen Snapper. We will definitely use them when we come back.

And last…Roll Tide!

We had a wonderful trip on the Miss Penny. Captain Chad and Mike were awesome and fantastic with our kids. Caught 12 Mahi and a beautiful Queen Snapper. We will definitely use them when we come back. And last…Roll Tide!

One of the nicest boats you can go out on and a great crew. And the fish were biting. Great time had by all.

Exceptional Fishing Experience with Miss Penny Fishing Charters in Islamorada! I've known Jackson, the owner of Miss Penny, for years. He's been a dedicated repeat customer of DirtyBoat, and it's been a joy watching his dream come true. Jackson always envisioned owning a charter boat docked next to ours at Robbie's Marina. After extensive discussions, Captain Chad and I helped him find the perfect boat for his new venture. Since Jackson is still actively serving in the US Army, Captain Chad has taken the helm until Jackson transitions to Islamorada full-time. Captain Chad is a seasoned pro in Islamorada, having spent nearly a decade working with me on DirtyBoat. His fishing expertise is unparalleled, and he has a unique ability to ensure guests have an incredible time while learning about fishing. Captain Chad's background is impressive, from his childhood fishing in the Gulf of Mexico to earning his Masters USCG Captain's license and competing globally on the Blue Marlin Tournament Circuit around the globe. Miss Penny is a top-notch vessel, reflecting Jackson's commitment to quality. The boat is not only clean and fast but also equipped with the latest technology. Jackson has upgraded nearly everything, including Raymarine Axiom Pro units and a FLIR system for nighttime navigation. The custom rods and high-end reels, from Lingren Pittman electric reels for daytime Swordfishing to Shimano Saragosa spinning reels for Snapper and Sailfishing, ensure an unparalleled fishing experience. As DirtyBoat's sister ship, Miss Penny promises unforgettable adventures. Whether you're a seasoned angler or a novice, you're in for a treat. Highly recommend Miss Penny Fishing Charters for an extraordinary day on the water! Sincerely, Captain Kit Carson DirtyBoat Charters

Beautiful boat with excellent, knowledgeable crew! Caught my first Mahi Mahi & black fin tuna on the Miss Penny! Clean cabin & restroom with AC. Perfect fishing for all ages & skill sets! Highly recommend

Amazing trip on the miss penny, clean and comfortable boat. With top of the line gear, and a fun and knowledgeable crew. Will definitely be back again!

This Charter Boat is clean, like a shiny Penny! Upon arrival to the dock, you’ll notice that the boat is maintained by a professional crew, very spacious and comfortable, ready for war offshore. Highly recommended for all ages.

What an unforgettable experience on the Miss Penny! Very knowledgeable crew. We had an excellent time and will be booking with them again in the future.

Great trip with the Miss Penny this last week! Fished in the Bahamas and in Islamorada. I was able to catch my first blue marlin! The crew were awesome and the boat was incredibly comfortable and clean. Great work Miss Penny Charters!

Amazing crew and owner!! I will definitely be relying on them for more trips