JenniferAnn sport Fishing Charters

5.0 (4 reviews)

Fishing, Boat Charters

Closed • 4:00 am - 9:00 pm

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JenniferAnn sport Fishing Charters - Fishing Near Me - Eastham, Massachusetts

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John S.

1 year ago

Went out for Father's day with my old man, brother, son and nephew. Captain Doug had us on the fish the entire trip. We caught 26 Stripers! What an absolute blast! Highly recommend this boat and it's crew. Thanks for the memories Captain!!! read more

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Rachel L.

191

2 years ago

what an awesome experience! captain Doug was so wonderful and put us on the fish right away. Both the captain and the deck hand Anton were so friendly and welcoming. one of the best charters we have ever been on and we go often! we will be back for another charter soon! thank you so much, highly recommend! read more

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Nicholas B.

3 years ago

You will not find a better Capt and mate. Doug will work to get to the fish and Haley is the kindest knowledgeable and best hand. Bring the family, we had a blast. read more

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Tara S.

4 years ago

Had such a great time! The captain Doug and first mate Caleigh were awesome. They were welcoming and accommodating. Caleigh have us good instructing and we caught more than we expected! Thank you for the unexpected fun!!! read more

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More info about JenniferAnn sport Fishing Charters

631 Dyer Prince Rd
Eastham, MA 02642
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(508) 237-4915
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https://jenniferannsportfishingcharters.com

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Does JenniferAnn sport Fishing Charters have parking?

Yes, JenniferAnn sport Fishing Charters has parking options.

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Yes, JenniferAnn sport Fishing Charters has free WiFi.

From the Business

Specialties

26 foot Fortier, turbo diesel, all safety gear, full electronics. We fish for striper bass, blue fish, tuna fish, sharks. may see whales, sunfish, Great White sharks, or dolphins. 4 hour charter available up to 6 people 650.00 and 8 hour trips are 850.00 . please take care of the mate a 20 % tip is standard, they work hard. Kids welcome. We clean and bag your catch as you want it.12 hour Tuna trips are 1,500 up to 4 people any fish over 73 inches stays with the boat.

History

Established in 2000.

i have fished these waters as a young kid,i love to catch fish and watching others catch fish also.started my charter business in 2000 .i run a 26 fortier.great fast sea boat,we fish for Striped Bass,Blue fish,Blue fin tuna ,flounder.Sharks weather depending,whale watching,trips to beaches or sunset cruises.spreading of ashes.

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Coast Guard Beach

4.2

(62 reviews)

We visited Coast Guard Beach on a Sunday, for the morning and early afternoon. We parked at 8:50am,…read morethe trolley was there waiting but we decided to walk the 1 mile path to the beach. It was a nice walk, altho for the 1st half it was wooded and the ground a bit dirty so i should have worn sneakers vs flip flops. The later part is paved and a boardwalk which was pretty. We took the trolley back and it was fast and easy. There are bathrooms at the main parking area as well as at the closest beach parking (resident only). Bathroom was clean and was being cleaned while we were there. The beach is huge especially at low tide. The surf was rough with endless seals swimming by and a shark flag waving. Water a bit cold. We walked 1 mile south during low tide and enjoyed all the tide pools and different shapes created in the sand by the water. We also walked a half mile north and it is very quiet except for the spot next to the entrance. Peaceful and reminded us of being on an island as it was so quiet with not many people around, and unique scenery. Bring your own everything as there is no snack shack.

This is a beautiful beach! Nice soft white sand, dunes without having to hike down a huge hill as…read moreyou do on many other beaches. There is a mobimat that leads to the beach. There are some nice walkways to lookouts over the ocean and the marsh, and also a bike path that leads to Nauset. It can be a bit buggy on those walkways due to the marsh just fyi. There's tons of accessible parking. In fact it's only accessible and resident parking available at the lot right by the beach. My only complaint is that while there's lots of accessible parking, the lot is pretty far away from the entrance to the beach. As someone who can walk, but not for longer distances without a break, it's a bit frustrating. I wish there was at least a drop off point, but there's only a sign that reads "no drop offs at anytime. I've read they have beach wheelchairs in season, but there were none available at the time I was there.

Rock Harbor Charter Service

4.3

(15 reviews)

Yea nothing like a Rock Harbor sunset. Sometimes if you time it right you catch the sport fishing…read morefleet coming in before or just after the tide change with super happy anglers and filled fishing boxes. The site of these boats against the western sky and the pine tree lined entrance way to Rock Harbor from Cape Cod Bay is really memorable. Some broken clouds that offer the best sunset in the west, maybe a touch of haze in July and wait the rare opportunity when the tide is way out so there are miles of wet and salty newly created beach-front that offer up some serious sunset hiking. And then............there is the famous, never to be denied, discussed never in public Rock Harbor sunset cocktail members. Not that this is a club but you can pretty much walk by the first row closest to the beach and watch the perfect martini being poured in the passenger seat.. A little music, a little alcohol who knows ....a little magic back at the cottage. Rock Harbor sunset viewing is an Orleans tradition. Mostly attended by the more experienced or should I say retired. But it does catch on and as the tourist season picks up the gathering brings down the average age into the just after college category...and especially if the tide is out. So bring your cooler, kids, frisbee (no dogs in season ..too bad) and a definite is a camera. I'm thinking the perfect accesory is the a 12v powered margarita machine that helps put the evening over the top.

Great @ low tide. So many endless views and sand gets really colorful and u can walk for miles.read more

Wellfleet Charters

5.0

(3 reviews)

What a good time! Had the best fishing trip with Kevin and his deck hand Molly. They made the…read moreoverall experience fun and exciting. Had tons of stories to tell us about the area and pointed out all kinds of fun facts and landmarks as we went around the bay. We tried multiple spots for fish and Kevin always seemed to find the sweet spots where there were fish but no other boats. Made the experience emu had more intimate when you felt like you were the only boat around fishing.

Captain was experienced, knowledgable and patient. The kids had a great time and one of them broke…read morethe boat record catching a 39" Bluefish! Will be looking forward to coming back next summer.

Rockin Robin Fishing Charters

4.0

(5 reviews)

Captain Glen gave my 11-year-old son and me a perfect day on the water. I've been fishing this part…read moreof the Cape since I was my boy's age, but felt I needed some guidance. Glen took us through everything he was doing (and what else he could try) with great patience and a marvelous sense of humor. He's wiley, not just blindly following the other boats, drawing on 30 years of experience and know-how to ferret out his catch. In 4.5 hours we landed 17 & 1/2 Rockfish, keeping our allowance and releasing the rest. The 1/2 occurred on the very last catch when a Great White cut my sons fish off at the head. Giving us an even bigger fish tale to tell. We had such a good time that my family is booking him again in 2 weeks.

Captain Glen took my 10 year old son and his uncle on a half day trip. They caught lots of fish and…read morehad a blast! It was my son's first time fishing and I had no idea how it would go, but Glen made it a great experience for him. The boat was very clean and well cared for. It was nice to have the boat to themselves, and to be able to go at their own pace. Glen cleaned the fish for them right at the dock, which made it that much better!

Dragonfly Sportfishing

5.0

(11 reviews)

Terrific sunrise striper fishing outing. Jigging for mackerels and then piled up the stripers…read more Captain Mike was a fantastic guide and got on the fish quickly and kept us on them for the whole trip. Highly recommend

Excellent Charter! Amazing trip with an enthusiastic and knowledgeable captain! We got to catch our…read moreown bait, and we each caught a fish (4), and we got to bring 2 filleted stripers home! The best part was feeding his seal friend Max some of the left over bait and the fish carcass! Highly recommend!!

Cape Tip'n Charter Fishing

5.0

(5 reviews)

Captain Nico literally went the extra mile to find fish . He is a super nice engaging person and…read moreknows these waters much better than other charters that I have been on . Nico made sure that brother in law Phil and I had a great time .

Kids wanted to try fishing again while on vacation. But, I wanted a more petsonized experience than…read morethe large public fishing trip we did last time. Enter Cape Tip'n and Captain Nico! Nico was quite accomodating about arrangements and answering questions. Our trip included fishing for bait, blue fish and an attempt at Striped Bass. He answered questions from teenagers and drove the boat fast and we even got a look at a large contingent of seals and a glimpse at some whales. We did make one large catch of a striped Bass and several of the blue fish which gave us enough for several meals (6 of the 7 of us went fishing). All the teenagers said they would be interested in doing this again with Nico in the future!

Triton Sportfishing

4.7

(12 reviews)

We had a blast and caught lots of fish. Excellent couple hours on the sea. Highly recommendread more

Great place to escape life! The Fam ventured out with Noah on the unchained for some fishing and…read moreboy was it an amazing time!! Lots of fish caught with 4 keepers!! Noah was friendly and extremely knowledgeable about fishing on Cape Cod Bay. Picked the 4 hour trip which was plenty of time for lots of fishing, hanging out, and soaking up the rays in my flip flops!! Thanks again Noah! This fishing trip is a must for everyone visiting the Orleans area!

btone FITNESS - Harwich

5.0

(9 reviews)

A little over a year ago, I wrote a review after completing about 15 classes at btone. At the time,…read moreI said I hated gyms, never stuck with workout programs, and was shocked I even wanted to come back after my first class left me sore for days. Fast forward to today... I just completed my 277th class. What started as "maybe I'll try this for two weeks" has become one of the best things I've done for myself physically and mentally. btone completely changed my relationship with fitness. I'm stronger, more toned, have better balance and endurance, and actually look forward to working out now -- something I never thought I'd say. The instructors continue to be incredible. They challenge you while still making the classes approachable for every fitness level, and the atmosphere is supportive instead of intimidating. Whether you're walking in for your first class or celebrating your 500th, everyone is encouraged and celebrated. One of my favorite things is that no matter how many classes I take, I still feel challenged and continue seeing progress. The workouts never feel stale. For anyone intimidated to start: I was absolutely the person who thought fitness programs "weren't for me." Now I'm the person taking 6am classes multiple times a week and planning my schedule around btone. Safe to say the two-week trial worked. :)

Great teachers! The classes are challenging but can be modified for any level. Highly recommen!!read more

The Little Capistrano Bike Shop

4.8

(40 reviews)

Capistrano Bike Shop in Eastham is everything you want in a local bike shop. The owner is…read moreincredibly polite, helpful, and genuinely cares about his customers. I stopped in needing a little help, and he went above and beyond without hesitation. It's rare to find that kind of friendly, no-pressure service these days -- especially in a busy summer town.

Very nice guys- but unfortunately they don't rent e-bikes at this time ( September 2025) . They…read moredid say they were probably going to start renting them in future.

Idle Times Bike Shop

4.0

(39 reviews)

I stopped by Idle Times Bike Shop early on a Saturday morning around 8:30 AM hoping to quickly put…read moresome air in my tire -- something that would've taken less than a minute. Unfortunately, I was met with an incredibly rude staff member, a man with a beard who was setting bikes out front. He made it very clear he had no interest in helping and came across as downright miserable. In my experience, bike shops are usually staffed by people who love what they do and are happy to help, even with small requests like this. This was the complete opposite. It left a really bad impression, and I won't be going back. There are plenty of other places on the Cape where the staff actually care about the cycling community.

Rented a couple bikes and a kids bike trailer for the week. The tires on the trailer were…read moreunfortunately incredibly worn, to the point that the threading of the tire was visible. While noticeable, it wasn't an issue until we had a flat with both my kids inside many miles from where we started. Had to bike to Idle Times and exchange the wheel for a new one, which they were kind enough to immediately help with. However, when we returned the bikes, I mentioned this to a staff member. They stated that they were just trying to stretch the life of the trailer tires as far as possible and seemed angry when I suggested this wasn't a good idea for a trailer meant for carrying kids. The owner was even less apologetic. Over email, he insinuated that this was my fault and that the trailer must have been dragged behind a car (logistically near impossible, if you take a second to think about it..) even after the staff member had admitted fault. When pressed, he continued to double down, telling me to "take my meds" and called me "mentally ill", perhaps insults that would have been acceptable in 1990. In his final reply, he informed me that he would be going to the police if he received any more messages from me (there were only about 4 messages back and forth) to get a no trespass order. Safe to say, such an order will not be necessary, would never rent from Idle times again or step foot in their shops! Disappointed by this experience, surely there are many better options on the cape.

TulaPlus

5.0

(3 reviews)

It was a beautiful practice this morning on Thanksgiving morning! Cindy is an amazing teacher and…read moreperson. The class. Was donation based for the Eastham Food pantry. She always gives of herself. Such a welcoming environment. Can't get enough of Tula+

I have known the owners of Tula for many years and was excited to learn they created a lovely…read morespiritual and wellness center in Eastham. Conveniently located off the highway tucked away in a quiet spot I joined a Sunday Restorative Class. The space is nurturing and open. There are many loving touches that create a warm and welcoming space for practice. The class was lovely. The teachers had sound bowls, some Reiki and yoga. There were plenty of props to support the practice. I reviewed the April schedule and am excited to join more classes. This is quite a special spot.

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David H.

3 years ago

Are you a fishing enthusiast looking for the perfect charter? Look no further than Jennifer Ann Sportfishing Charters! Captain Doug and Mate Kayleigh have years of experience navigating the local waters, ensuring that your time on the boat is both fun and successful. From novice to expert, there's something for everyone, so whether you're looking for a day trip or a week-long adventure, Jennifer Ann Sportfishing Charters is the way to go. Their expertise and knowledge ensure that you'll have an unforgettable experience, full of great catches and educational information. Book your trip today and get ready for a fishing adventure like no other! read more

Dawn S.

3 years ago

I don't know where to begin! This was our first experience on a charter boat, Capt Doug and first mate Kaleigh completely nailed it! The Jennifer Ann is clean a perfect Vessel! We caught fish after fish ! Doug and Kaleigh are both so real and knowledgeable about the cape and the waters. As it was our first trip to the cape they both gave us excellent information on places to see an go an we had caught ourselves dinner an Kaleigh even gave us a recipe for our fish! We are already planning on a 8 hr trip either July or August with Doug, Kaleigh on the Jennifer Ann! Absolutely amazing ! Fish on! Dawn & Ron Weather was gorgeous! read more

John C.

4 years ago

We've used this charter several times while on Cape with great success every time. Capt. Doug and Kaleigh are wonderful hosts, friendly fun loving professionals, as well as knowledgeable and they make the trip fun in addition of having a terrific fishing experience. We look forward to fishing with them each time we are there. It's easy to find, and provides a very comfortable boat with nice amenities. Highly recommend as a five star experience with lots of action striper fishing on Cape Cod bay. read more

Guy T.

3 years ago

We had the GREATEST fish charter! Thank you Doug Brown with Jennifer Ann Sport Fishing Charters. We caught dozens of stripers and took home our limit. Doug and his first mate Kayleigh knew exactly how to adjust where and what we were doing to keep the fish coming. The best part was how wonderful they were. They made sure everyone had a great time and caught fish. The boat is large with plenty of room for a large group. Look at the pictures and that pretty much sums up the day! FUN!!! read more

Catherine B.

4 years ago

We chartered the Jennifer Ann for our friend's 81st birthday and had a wonderful time. Captain Doug Brown and first mate Kayleigh were so fun and knew where to catch the fish! It was by far the best fishing charter we have ever taken. The boat was very comfortable, with great people that created a fun atmosphere. We highly recommend them! read more

Katie W.

3 years ago

My family had a great afternoon fishing on the Jenniferanne with Captain Doug and Kayleigh. They went out of their way to make sure we all had a great time, and the fishing was amazing! We went home with plenty of stripers and great memories. We highly recommend and will definitely be back. read more

Anthony M.

4 years ago

Captain Doug Brown and deck mate Kaylee made our trip a memorable one. From start to finish both captain and deck mate were there to answer any questions and were very knowledgeable. If anyone is looking into doing a memorable fishing trip captain Doug and Kaylee are the ones hands down. read more

Ted S.

1 year ago

Had an amazing day with Capt Doug in July. 6 stripers over limit with the biggest at 42" and 3 in the slot for meat. Great boat and great crew, we go out on the Jennifer Ann every summer and slay stripers! read more

Aaron C.

3 years ago

We were there for the Bates bachelor party and we had a blast. It was super fun. Everyone was awesome!! Thank you to Doug and Kaylee (sorry if I spelt your name wrong). highly recommend!! read more

Shayne P.

3 years ago

Amazing time fishing for strippers! Crew is friendly and experts at what they do. The crew worked really hard to find great fishing spots all day. Highly recommend! read more

Lisa J.

4 years ago

We had a great time with Captain Doug! Communication and booking was easy and he really knew his stuff! We caught our limits and really enjoyed our day. read more

John C.

4 years ago

Great team Captain Doug and first mate kaley work hard to ensure their charter has a great time. I recommend them to anyone looking for fun day. read more

Guy T.

2 years ago

Another great charter on the Jennifer Ann. Doug is great. Caught a bunch of keepers! He knew right where the Stripers were. read more

James M.

4 years ago

Great boat and captain Doug and first mate were great he put on the fish we wanted I will book with them again

Cathleen P.

4 years ago

Great trip. Great captain. Great mate. Great boat. Thanks for a fun day. See you next year for sure!! Jim P.

JenniferAnn sport Fishing Charters - fishing - Updated August 2026

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Between Alarms Charters

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Another amazing annual fishing trip with Between Alarms. Doug is a great host. He is a master at…read morefinding the good spots to fish and goes above and beyond to make sure everyone has a great time. Highly recommend Between Alarms !!!

We went out with Captain Doug on an afternoon charter for striped bass and had an awesome time!…read more He was very informative and friendly and worked hard to find us fish (which he did!) I would highly recommend anyone looking to go out fishing to reach out to them.

Monomoy Sportfishing

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My family chartered a boat with Captain Darren for the whale and shark tour…read more We had an excellent experience from start to finish. Captain Darren was an awesome tour guide and very thorough. we saw sharks, seals, dolphins and whales. This company is topnotch. I would highly recommend using them!

Capt Daren is a wonderful guide, sportsman and person. His clear advice helped me catch my striper…read moreand have a great afternoon. Truly a pleasure!

Cape Cod Family Fishing Charters

5.0

(2 reviews)

Went out last week on the Escape in the early morning out of Barnstable into Cape Code Bay with my…read moreDad, Brother, Son and his buddy and were welcomed with open arms, a nice flat sea and an incredible sunrise. Shortly after we entered the open waters of mid-bay, we started catching, and ended up with approx. 21 Stripers (we might have lost count), and 1 nice Bluefish that Blaine bled out immediately, and enabled us to cook it up berre blanc style and it was excellent.) About 15 stripers were legal sized, but we only kept our legal limit of course. (If we were in NY, we would be eating bass for the rest of the summer! Maybe that's why MA allows less keepers so that there are more available for others to catch!) Regardless, it was literally non-stop action and both Capt. Bob and his mate Blaine were awesome. I highly recommend Cape Cod Family Fishing Charters. Tight lines!!!

Spent the morning on the Escape and had an incredible experience! Great Captain and first mate…read more Our party consisted of 2 adults, 2 tweens and 2 10 year olds - everyone had a blast! Highly recommend - have done other charter boats - hands down this company is the best!

Janine B Sport Fishing Charters

5.0

(10 reviews)

What a fantastic time we had with Captain Wayne and first mate Mason ! 5 of us and caught plenty of…read morefish and 4 "keeper" stripers. Capt Wayne knows his stuff we were always on top of the fish with just a small lull during tide "slack". Mason was personable and helpful never condescending to us inlanders! If in the Area give them a call you won't regret it !

We went out with capt Wayne and his mate today. Very nice…read moreguys. We caught 6-7 with one keeper "Striped Bass". I would recommend this team. very nice, very helpful.

Shark Shark Tuna Fishing Charters

5.0

(12 reviews)

Great day fishing, can't say enough about his good reviews steering me to Captain Shane…read more Caught fish on every cast. The sea was angry so we called it a day early but we caught so many fish we all felt satisfied. Highly recommend Captain Shane and I'd go out with him any day, just maybe a little less choppy next time I hope!!

Captain Zaq was phenomenal! We were catching striper minutes after we dropped our lines in. I've…read morebeen on several other fishing charters around the Cape but shark shark tuna is far superior than any in the area. Thanks again Za

BlueWater Entertainment

4.9

(10 reviews)

Absolutely wonderful adventure while visiting MA. BlueWater did not disappoint!! We saw seals,…read moredolphins and whales!! Our Captain was incredibly helpful, knowledgeable and personable. The boat was incredibly comfortable and clean. All safety has already been thought of for all ages. We were a group aged 7-49 and everyone was thought of and accommodated, including our service animal. We will be booking with only BlueWater Entertainment each year we come

We had a great experience with our captain. He was on time, friendly, the boat was in good shape…read moreand most importantly, he knew where to find the whales. I also thought he gave us a fair price unlike the others that I reached out to on the Cape.

Triton Sportfishing

4.7

(12 reviews)

We had a blast and caught lots of fish. Excellent couple hours on the sea. Highly recommendread more

Predatuna Sport Fishing

4.4

(22 reviews)

Captain Dennis took us out for an amazing trip for a bachelor party. We caught our fish limit…read morewithin 45 minutes of when we started fishing, and the action didn't stop the entire trip. We lost count of how many fish we caught, and we'd go out on this boat in a heartbeat. Definite 5 star rating here, taking home more fish filets than we could eat in a month. These guys are knowledgeable and talented. Definitely take the 5 hour trip. It was well worth every penny. Awesome day and exceptional fishing from these guys.

4 of us went out with Captain Dennis for a bluefin tuna charter in late August 2022 ( 70" or less…read moreslot). Novice but enthusiastic offshore fishers with lots of inshore and freshwater experience. This was a first for all of us. We were 40-45 miles offshore all morning in an area with nothing shy of 100 whales, breaching, porpoising, and spouting the entire time. Fogged in for early morning with improving skies all day. The first fish was 38-40" fish that blew up the top water spread when he hit it, amazing. Second fish was right at the max, 70", probably north of 180#s. Captain Dennis had to work to keep us on fish as the wolfpack were pretty finicky near the surface. We called it to go try for striper, and within an hour of fishing for striper, we were maxed out. Boat great, First mate and Capitain great team, fish were the real stars of the day. When we got back, all fish were fileted and prepped for us to portion out and freeze. Still enjoying the spoils at dinner time. Thank you Dennis. We'll be back!!!!

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JenniferAnn sport Fishing Charters - fishing - Updated August 2026

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