Grey Dolphin Sportfishing Charters

Winter Flounder 4 Hour Trips

About Your Guide

Profile photo of Captain Experiences guide John Ciccariello

John Ciccariello

Independent Guide
US Veteran Veteran
Beginner Oriented
Comfortable
Quality
Instructional
Laid-back
Captain John is a Cape Cod native with over 20 years of professional experience fishing the waters of Cape Cod Bay and beyond. Born and raised on these shores, he’s spent a lifetime mastering the inshore and offshore fisheries that make this area a world-class destination. From chasing Stripers in the shallows to battling massive Bluefin Tuna offshore, Captain John brings the experience, strategy, and passion to get you on the fish.

A U.S. Coast Guard licensed captain, John runs a smooth, safety-first operation that welcomes anglers of all skill levels. Whether you're new to fishing or an offshore veteran, he’ll tailor the trip to your goals and make sure you’re set up for success.

You’ll head out aboard a 31-foot diesel-powered cruiser, built for both comfort and capability, with room for up to six guests. It’s a solid platform for everything from light-tackle inshore action to deep water runs in search of giants.

With Captain John at the helm, you're in for a professional, high-quality trip through the legendary waters of Cape Cod—whether you're casting for Stripers or going...

About Your Guide

Profile photo of Captain Experiences guide John Ciccariello

John Ciccariello

Independent Guide
Captain John is a Cape Cod native with over 20 years of professional experience fishing the waters of Cape Cod Bay and beyond. Born and raised on these shores, he’s spent a lifetime mastering the inshore and offshore fisheries that make this area a world-class destination. From chasing Stripers in the shallows to battling massive Bluefin Tuna offshore, Captain John brings the experience, strategy, and passion to get you on the fish.

A U.S. Coast Guard licensed captain, John runs a smooth, safety-first operation that welcomes anglers of all skill levels. Whether you're new to fishing or an offshore veteran, he’ll tailor the trip to your goals and make sure you’re set up for success.

You’ll head out aboard a 31-foot diesel-powered cruiser, built for both comfort and capability, with room for up to six guests. It’s a solid platform for everything from light-tackle inshore action to deep water runs in search of giants.

With Captain John at the helm, you're in for a professional, high-quality trip through the legendary waters of Cape Cod—whether you're casting for Stripers or going
toe-to-toe with Tuna.
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Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
Blue Fin Tuna 110 inches and 656 lbs dressed.
If you were cooking for all your friends what would you cook?
An Italian Dish
What’s your favorite band?
Rolling Stones
What’s your favorite movie?
Hoosiers

Rapid Fire Guide Q & A

What’s the biggest fish you’ve caught?
Blue Fin Tuna 110 inches and 656 lbs dressed.
If you were cooking for all your friends what would you cook?
An Italian Dish
What’s your favorite band?
Rolling Stones
What’s your favorite movie?
Hoosiers
What’s your favorite sports team?
New England Patriots
What’s your drink of choice?
Celcius
What was your last halloween costume?
Too many years ago.
What do you want for Christmas this year?
My Family and grandkids
How did you get started guiding?
Started fishing at a young age and had a great mentor who ran a Charter Boat.
What makes you different from other guides?
I work hard, have the patience and treat all are customers with respect. Mates and myself work hard to find fish and make a charter trip as best as can be on the waters of Cape Cod Bay.
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Grey Dolphin Sportfishing Charters Trips

Choose a trip to get started
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Dennis

Cape Cod Winter Flounder

100% (3)
31 ft 1 - 6 People From $650
Veteran Operated
This trip is managed by a veteran of the US armed forces.
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore Fishing in Dennis

Cape Cod Stripers & Blues

100% (3)
31 ft 1 - 6 People From $750

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Recent Reviews of Grey Dolphin Sportfishing Charters

5.0
based on 2 reviews

Leslie

Verified Review

We had the best time fishing with Captain John and First Mate Caleb! We caught 8 striped bass with the largest 40 inches in length and 20 pounds!! We were able to take 3 home as Caleb cleaned them on the way back to the marina. The fish was delicious! Such a marvelous day out in the water fishing!! Absolutely doing this charter again! Worth EVERY penny to create such special memories!! Thank you Captain...

Leslie

Verified Review

We had the best time fishing with Captain John and First Mate Caleb! We caught 8 striped bass with the largest 40 inches in length and 20 pounds!! We were able to take 3 home as Caleb cleaned them on the way back to the marina. The fish was delicious! Such a marvelous day out in the water fishing!! Absolutely doing this charter again! Worth EVERY penny to create such special memories!! Thank you Captain John and First Mate Caleb!!! 👍🏼💕😁
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Daniel

Verified Review

🧗‍♂️ BEST DAY EVER ON THE WATER! 🌊We just got back from an absolute powerhouse of a fishing trip in East Dennis, Cape Cod, and I am still buzzing!If you are looking for the ultimate charter experience, you need to book with Captain John. The guy is an absolute legend. Everything about today was 10/10:☀️ The weather was picture-perfect.🐟 The Striper fishing was off the charts.⚓ The captain kept us on the fish all day.👬...

Daniel

Verified Review

🧗‍♂️ BEST DAY EVER ON THE WATER! 🌊We just got back from an absolute powerhouse of a fishing trip in East Dennis, Cape Cod, and I am still buzzing!If you are looking for the ultimate charter experience, you need to book with Captain John. The guy is an absolute legend. Everything about today was 10/10:☀️ The weather was picture-perfect.🐟 The Striper fishing was off the charts.⚓ The captain kept us on the fish all day.👬 The friendship with all the guys made it unforgettable.📸 The photos speak for themselves! Check out these shots from the trip.It is rare that every single piece of a journey comes together this perfectly, but today was truly fantastic from start to finish. Big thanks to the guys for the incredible laughs and to Captain John for a phenomenal day on the Cape.Swipe through to see the lines we tight-lined! 🗺️🎣⛵#StriperFishing #CapeCodFishing #EastDennis #CaptainJohnCharters #StripedBass #FishingWithTheBoys #CapeCodLife #GoodTimes
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Potential Target Species

Color-coded seasonality below is based on .
  • Get it while it's HOT!
  • This species is in play.
  • You might get lucky (as long as things are in-season).
  • Couldn't tell ya! (no data)

Recent Fishing Reports

Early July 2026
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Late June 2026
June 19th. 2026 Charter.
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Late October 2025
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Grey Dolphin Sportfishing Charters Photo Gallery

Cape Cod Stripers & Blues
April 1st, 2025
Dennis, Massachusetts
Cape Cod Winter Flounder
April 1st, 2025
Dennis, Massachusetts
Cape Cod Winter Flounder
April 1st, 2025
Dennis, Massachusetts
Cape Cod Stripers & Blues
April 1st, 2025
Dennis, Massachusetts
Cape Cod Winter Flounder
April 1st, 2025
Dennis, Massachusetts
Cape Cod Stripers & Blues
April 1st, 2025
Dennis, Massachusetts
Cape Cod Winter Flounder
April 1st, 2025
Dennis, Massachusetts
Cape Cod Stripers & Blues
April 1st, 2025
Dennis, Massachusetts
Cape Cod Winter Flounder
April 1st, 2025
Dennis, Massachusetts
Cape Cod Stripers & Blues
April 1st, 2025
Dennis, Massachusetts
Cape Cod Stripers & Blues
April 1st, 2025
Dennis, Massachusetts
Cape Cod Winter Flounder
April 1st, 2025
Dennis, Massachusetts
Cape Cod Stripers & Blues
April 1st, 2025
Dennis, Massachusetts
Cape Cod Winter Flounder
April 18th, 2025
Dennis, Massachusetts
Cape Cod Stripers & Blues
April 1st, 2025
Dennis, Massachusetts
Cape Cod Winter Flounder
April 18th, 2025
Dennis, Massachusetts
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