Fishing Charters in Eastham

Douglas Brown

jenniferann sportfishing charters

Captain Doug reached out before our scheduled charter and suggested we wait a day for better conditions—he was absolutely right! Luckily, we were available the next day, and his timing was perfect—we hit our limit within the first hour! Kaleigh was an outstanding mate, making the trip even better by keeping our 10-year-old engaged and ensuring we had an incredible experience on board. I wouldn’t hesitate to book another trip with Captain Doug and Kaleigh, and I highly recommend you do the same!

Douglas Brown

jenniferann sportfishing charters

We had an amazing time with a group of kids, reeling in striped bass and hitting our limit with ease. Captain Doug expertly adjusted to the fishing conditions and gave it his all. Huge thanks, Captain Doug!

Douglas Brown

jenniferann sportfishing charters

Our JenniferAnn fishing trip was absolutely fantastic! Captain Doug and First Mate Haley took care of every detail, ensuring a smooth and exciting experience. They put us right on the striped bass, and we had a blast—I landed 8, and my son caught 7! We couldn’t recommend them more highly and are already looking forward to another trip next year. – John/Sean

Douglas Brown

jenniferann sportfishing charters

Captain Doug was fantastic with all six of us! The boat was spotless and comfortable, but the best part was how many fish we caught. He handled every catch effortlessly, even when we frequently had two on at once—his fishing spot was on fire! A kind and knowledgeable captain, he made the entire experience seamless, from easy pre-trip communication to filleting and bagging our fish afterward. We wouldn’t fish with anyone else—don’t hesitate to book with him!

Douglas Brown

jenniferann sportfishing charters

Thank you, Captain Doug, for an amazing trip! First Mate Caylee was incredibly friendly and fantastic with the kids. We highly recommend booking with JenniferAnn Sportfishing!

Douglas Brown

jenniferann sportfishing charters

Captain Doug took us on an unforgettable 4-hour fishing trip that exceeded all expectations. Within seconds of dropping our lines, we had our first catch! His deep knowledge of the area was evident, as he even shared tips with other nearby fishermen over the radio. We reeled in plenty of fish, and he was incredibly patient and helpful with our limited fishing experience. Highly recommend JenniferAnn Sportfishing to anyone looking for the perfect charter trip!

Douglas Brown

jenniferann sportfishing charters

If you're trying to decide on the right boat and captain, look no further! Captain Doug is welcoming, knowledgeable, and ensures a top-notch experience aboard his beautiful vessel, Jennifer Ann. With the expert guidance of First Mate Kayleigh, we caught some incredible fish and had an unforgettable time. What an amazing trip!

Douglas Brown

jenniferann sportfishing charters

Captain Doug gave my family and me an amazing fishing experience! When he heard the fish weren’t biting in the bay, he went the extra mile—literally—adding an extra hour to take us to a better spot. As a group of first-timers, we appreciated his patience, expertise, and kindness, making it easy and fun for everyone. We ended up landing five massive striped bass, which we turned into delicious curry, ceviche, and Cajun-style blackened fish—with plenty left to freeze! We’ll definitely be back next year—thank you, Captain Doug!

Douglas Brown

jenniferann sportfishing charters

My family and I had an incredible time! We brought along my 82-year-old mother and my two young daughters, ages 9 and 11, and they all had an absolute blast. Captain Doug was fantastic with the kids, patiently teaching them and making the experience fun for everyone. We’ll definitely be booking another trip with him again—can’t wait for the next adventure!

Douglas Brown

jenniferann sportfishing charters

This was my first time taking my son on a private fishing charter, and it couldn’t have been better! Captain Doug was incredibly friendly, and we landed our first fish within a minute of reaching the first spot. We caught so many fish, I lost count! My 10-year-old son had an unforgettable time, and the entire experience was fantastic. Highly recommend!