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Guides > Captain Gregory Penta

Cape Classic Fishing Charters

Falmouth MA

Cape Classic Fishing Charters
Cape Classic Fishing Charters
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Your Captain

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Gregory Penta

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Cape Classic Fishing Charters Fishing Territory
Guides > Captain Gregory Penta

Cape Classic Fishing Charters

locationFalmouth MA

Guidesly Guarantee

Your Captain

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Gregory Penta

Identity Verified

Gregory Penta, Captain at Cape Classic Fishing Charters

Cape Classic Fishing Charters offers premier Falmouth MA fishing charters, providing exceptional experiences for anglers of all levels. Situated in Falmouth, MA, Captain Gregory Penta's charter is ideally located for exploring Nantucket Sound fishing grounds, renowned for their abundance and variety. 


Embark on an unforgettable adventure with one of the best fishing charters Falmouth MA has to offer. Captain Greg's extensive knowledge of these waters ensures that every trip is tailored to maximize your chances of a successful catch. 


Experience the thrill of inshore fishing as you explore wrecks and underwater structures teeming with Striped Bass, Black Seabass, Porgy, Bluefish, and Tautog. Captain Greg will guide you in using various fishing techniques, from jigging to drifting to bottom fishing, to enhance your Massachusetts fishing adventure. 


Step aboard the classic 27' Boston Whaler Cuddy Cabin, a comfortable and stable vessel powered by twin outboard 250hp Yamaha motors. Equipped with top-of-the-line fishing gear, including rods, reels, bait, and tackle, this charter ensures you have everything you need for a successful fishing excursion. 


Prepare for your Nantucket Sound fishing adventure by dressing appropriately with comfortable clothing, a hat, polarized sunglasses, and sunscreen to protect against the sun's rays. While alcohol is permitted on board, it must be in non-glass containers for safety reasons. These preparations will ensure you can fully enjoy your fishing experience and make the most of your time on the water. Pack your essentials and get ready for an exciting day of fishing in the beautiful waters of Nantucket Sound!


Cape Classic Fishing Charters in Falmouth, MA, puts safety and flexibility first, offering reassurance that your deposit is secure if a trip must be canceled due to weather. Book your fishing charter today for an unforgettable Massachusetts fishing experience. Whether you're an experienced angler or new to fishing, Captain Gregory Penta will provide a memorable and enjoyable trip. With a focus on customer satisfaction and safety, Cape Classic Fishing Charters ensures a fantastic day out on the water. Don't miss the chance to explore the waters of Falmouth and reel in some impressive catches!

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Upcoming Availability

July 2025
August 2025

Expertise & Attributes

fishing

fishing

Good with FamiliesGood with FamiliesGood with KidsGood with KidsGood with Large GroupsGood with Large GroupsGood with New AnglersGood with New AnglersMaster GuideMaster GuideNature / Wildlife ViewsNature / Wildlife ViewsSaltwater FishingSaltwater Fishing

Fishing Techniques

JiggingLight TackleDeep Sea / Bottom FishingDrift Boat Fishing

What's Included

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Keep your Catch

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

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Alcohol

Alcohol

This guide offers trips that serve alcohol.

Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

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What's Included

Keep your Catch

Keep your Catch

This guide offers trips that you are able to take home your catch.

Good to Knows

Good to Knows

Your Guide has some important details about your trip with them.

Show More

Alcohol

Alcohol

This guide offers trips that serve alcohol.

Nature / Wildlife Views

Nature / Wildlife Views

This guide offers trips with nature and wildlife views.

Cancellation Policy

Cancellation Policy

When you book your fishing trip, you will need to first put down a deposit to hold the reservation.

Show More

Trips Available with Cape Classic Fishing Charters

Fishing Charter Falmouth | 2 To 8 Hour Charter Trip
Best Price Guarantee
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip Top-Rated
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip Instant Booking
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip Fishing - Inshore
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip

Cuddy Cabin27'Boston Whaler Max 6 guests (base trip price includes 6 guests)

Fishing Charter Falmouth | 2 To 8 Hour Charter Trip

Embark on an unforgettable fishing journey in the scenic waters of Falmouth, MA, with our 2 to 8-hour fishing trips. Led by Captain Gregory Penta, our charters offer an exciting opportunity to explore the renowned fishing grounds of Nantucket Sound. Whether you're a seasoned angler or new to fishing, Captain Greg's expertise and passion for fishing ensure a memorable experience. Join us for a day of adventure and reel in your next big catch! Book your fishing trip with us today!

Morning Trip

Fishing Charter Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 2 Hours
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 8:00 AM
$350

Morning Trip

Fishing Charter Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 4 Hours
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 8:00 AM
$650

Morning Trip

Fishing Charter Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 5 Hours
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 8:00 AM
$750

Morning Trip

Fishing Charter Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 6 Hours
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 8:00 AM
$900

Full Day Trip

Fishing Charter Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 8 Hours
Fishing Charter Falmouth | 2 To 8 Hour Charter Trip 8:00 AM
$1,100

Pick Your Date

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Fishing Charters Falmouth | 2 To 8 Hour Charter Trip
Best Price Guarantee
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip Top-Rated
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip Instant Booking
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip Fishing - Inshore
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip

Cuddy Cabin27'Boston Whaler Max 6 guests (base trip price includes 6 guests)

Fishing Charters Falmouth | 2 To 8 Hour Charter Trip

Experience the thrill of fishing in Falmouth, MA, with our 2 to 8-hour fishing trips. Led by Captain Gregory Penta, our charters take you to the best spots in Nantucket Sound for an exciting day on the water. Whether you're looking to reel in some Striped Bass, Black Seabass, Porgy, Bluefish, or Tautog, Captain Greg's expertise ensures a successful catch. Don't miss this opportunity to create lasting memories. Book your fishing trip now and get ready to be hooked on Falmouth!

Morning Trip

Fishing Charters Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 2 Hours
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 8:30 AM
$350

Morning Trip

Fishing Charters Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 4 Hours
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 8:30 AM
$650

Morning Trip

Fishing Charters Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 5 Hours
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 8:30 AM
$750

Morning Trip

Fishing Charters Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 6 Hours
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 8:30 AM
$900

Full Day Trip

Fishing Charters Falmouth | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 8 Hours
Fishing Charters Falmouth | 2 To 8 Hour Charter Trip 8:30 AM
$1,100

Pick Your Date

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Falmouth Fishing Charter | 2 To 8 Hour Charter Trip
Best Price Guarantee
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip Top-Rated
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip Instant Booking
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip Fishing - Inshore
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip

Cuddy Cabin27'Boston Whaler Max 6 guests (base trip price includes 6 guests)

Falmouth Fishing Charter | 2 To 8 Hour Charter Trip

Join us for an exciting 2 to 8-hour fishing trip in Falmouth, MA, and discover the thrill of fishing in Nantucket Sound. Captain Gregory Penta will guide you to the best spots, where you can reel in a variety of species, from Striped Bass to Bluefish. Whether you're an experienced angler or new to fishing, our trips are designed for everyone to enjoy. Book your fishing adventure today and create unforgettable memories on the water!

Morning Trip

Falmouth Fishing Charter | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 2 Hours
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 9:00 AM
$350

Morning Trip

Falmouth Fishing Charter | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 4 Hours
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 9:00 AM
$650

Morning Trip

Falmouth Fishing Charter | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 5 Hours
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 9:00 AM
$750

Morning Trip

Falmouth Fishing Charter | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 6 Hours
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 9:00 AM
$900

Full Day Trip

Falmouth Fishing Charter | 2 To 8 Hour Charter Trip Maximum 6 persons allowed
(base trip price includes 6 guests)
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 8 Hours
Falmouth Fishing Charter | 2 To 8 Hour Charter Trip 9:00 AM
$1,100

Pick Your Date

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Vehicle

Cuddy Cabin

Boat Type:

Boat Guest Capacity:

6

Boat Length:

27 ft

Manufacturer Name:

Boston Whaler

Model Year:

1967

Engine Manufacturer Name:

Yamaha

# of Engines:

2

Horsepower Per Engine:

500

Maximum Cruising Speed:

30

Features: Toilet Ice-Box Fish Finder GPS Radar

Cape Classic Fishing Charters Boston Whaler Boat

The 1967 Boston Whaler Cuddy Cabin is a classic 27' fishing boat powered by twin Yamaha engines, boasting a total of 500 horsepower. This sturdy vessel offers both comfort and reliability for your fishing adventures.

Boat

Cape Classic Fishing Charters Boston Whaler Boat image 0

Cuddy Cabin

Boat Type:

Boat Guest Capacity:

6

Boat Length:

27 ft

Vehicle Details

FAQs about Cape Classic Fishing Charters

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