Old-School Classic Trip

NEW 1 - 6 People 2 - 8 Hours From $350

About Your Trip

Water Type

Inshore, Nearshore

Skill Levels

Beginner, Intermediate, Advanced

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Get out there with Captain Greg and see what's biting off of Falmouth, MA. With an awesome 27' Boston Whaler Cuddy Cabin and more than 30 years of experience fishing these waters, Captain Greg is ready to put together a perfect trip for anyone, whether you're an experienced angler, a first-time fisherman, or a family looking for a classic East Coast excursion. On this trip, you'll focus on inshore wrecks and underwater structure—perfect habitat for...

About Your Trip

Get out there with Captain Greg and see what's biting off of Falmouth, MA. With an awesome 27' Boston Whaler Cuddy Cabin and more than 30 years of experience fishing these waters, Captain Greg is ready to put together a perfect trip for anyone, whether you're an experienced angler, a first-time fisherman, or a family looking for a classic East Coast excursion.

On this trip, you'll focus on inshore wrecks and underwater structure—perfect habitat for
a variety of fish species, including Striped Bass, Black Seabass, Porgy, Bluefish, and Tautog. Chase these fish with a variety of techniques, from jigging to drifting to bottom fishing.

You will fish aboard his classic 27' Boston Whaler with twin outboard 250hp Yamaha motors for safety and redundancy. Over 10 feet wide, this vessel offers a comfortable and stable fishing platform that keeps side to side rocking to a minimum. Capable of making inshore and offshore runs with speed and safety, this model Boston Whaler is largely hailed as one of the finest hulls that Boston Whaler ever produced.

Captain Greg will come prepared with everything you need for a memorable fishing and boating experience. That includes rods, reels, bait, tackle, and most importantly, his expertise and skill. This is a captain who knows how to put you right on the fish, so everyone from Grandpa to Junior will be hooking up on a personal best! To maximize your experience on the water, make sure to bring proper clothing, a hat, polarized sunglasses, and sunscreen, then get out there and enjoy a beautiful day fishing in a classic craft.
Amenities

Water Type

Inshore, Nearshore

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to kids.

Flexible Cancelation

This trip can be canceled for a refund up to 1 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

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Pricing Matrix

8 Hours 6 Hours 5 Hours 4 Hours 2 Hours
1 Person
$1,100.00
$900.00
$750.00
$650.00
$350.00
2 People
$1,100.00
$900.00
$750.00
$650.00
$350.00
3 People
$1,100.00
$900.00
$750.00
$650.00
$350.00
4 People
$1,100.00
$900.00
$750.00
$650.00
$350.00
5 People
$1,100.00
$900.00
$750.00
$650.00
$350.00
6 People
$1,100.00
$900.00
$750.00
$650.00
$350.00
Pay 20% of the price as a deposit today, with the balance due on the day of the trip.
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About Your Guide

Greg P.

Independent Guide
Captain Greg is a Falmouth resident who grew up spending his summers on the waters of Falmouth, the Vineyard, and Nantucket Sound. Greg is an avid boater and experienced fisherman who is familiar with the local waters and fishing “hot spots.” When he was a teenager, Greg worked as a deckhand on the charter boats "High Hopes" and "Double Eagle" from Falmouth Harbor. He also spent two years at the United States Coast Guard Academy,...

About Your Guide

Greg P.

Independent Guide
Captain Greg is a Falmouth resident who grew up spending his summers on the waters of Falmouth, the Vineyard, and Nantucket Sound. Greg is an avid boater and experienced fisherman who is familiar with the local waters and fishing “hot spots.” When he was a teenager, Greg worked as a deckhand on the charter boats "High Hopes" and "Double Eagle" from Falmouth Harbor. He also spent two years at the United States Coast Guard Academy, before graduating from Assumption College in 2002 with a dual major in economics and psychology. Greg is experienced working with children; he enjoys coaching youth basketball, introducing children to the marine environment, and has worked as a therapeutic mentor for at-risk youth at both Child & Family Services and Family Continuity in Hyannis, MA. A trip with Captain Greg is sure to be a memorable one; whether you're an experienced East Coast angler or a first-timer, you'll have a blast aboard his beautiful 1967 Mackenzie Cuttyhunk.
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Start Location & Lodging Options

Falmouth, Massachusetts
Areas Fished
  • Cape Cod

About Your Boat

Boat photo for Old-School Classic Trip
Boat Type
Cuddy Cabin
Boat Manufacturer
Boston Whaler
Year Built
1967
Boat Length
27'

About Your Boat

Boat Type
Cuddy Cabin
Boat Manufacturer
Boston Whaler
Year Built
1967
Boat Length
27'
Engine Manufacturer
Yamaha
Total Horsepower
500
Number of Engines
2
Additional Amenities
Radar, GPS, Depth sounder / Fishfinder, Cruising Speed @ 30 knots, Rod, reels, bait and tackle provided, Safety Equipment (e.g. Life vests / EPIRB), Marine Head (Toilet in cabin for privacy), Canvas enclosure for protection from elements, Fish filleting, Ice Box with Bottled water
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Trip Details & Amenities

Water Type

Inshore, Nearshore

Skill Levels

Beginner, Intermediate, Advanced

Tackle

All rods, reels, and tackle are included.

Fish Cleaning

This guide will clean your catch for you.

Beer

Feel free to enjoy responsibly, but please no glass.

Boat Restroom

This boat has a restroom.

Live Bait

Live bait is included for this trip.

Weather

You won’t lose your deposit if the trip is canceled due to weather.

Kid Friendly

This trip can cater to kids.

Flexible Cancelation

This trip can be canceled for a refund up to 1 days before the trip.

Disability Friendly

This trip is not suited for those with disabilities.

Lunch

Please provide your own food / snacks.

Target Species

Color-coded seasonality below is based on .
View Full Species Seasonality Chart »
  • 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)

Techniques

  • Bottom Fishing
  • Drift Fishing
  • Jigging
  • Light Tackle Fishing

Everything Else to Know

Fishing License, Ice Box with Water, Rods, reels & tackle included.
You'll need to buy a fishing license before getting out there. Find out more about licenses here.
We use a cashless autopay system. We'll send you a boarding pass, and on the day of the trip, your guide will scan your boarding pass to automatically transfer the remaining balance. The only cash needed is to tip your guide (we recommend 20%).
Cancel up to 1 day before the trip and receive credit back to your account.
In the event of inclement weather you'll be covered by out 100% Weather Guarantee and will not lose your deposit.

Recent Reviews of Captain Experiences

Diane

Verified Review

Fantastic trip! We had a wonderful time!

Diane

Verified Review

Fantastic trip! We had a wonderful time!
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David

Verified Review

Great Trip. Would schedule another.

David

Verified Review

Great Trip. Would schedule another.
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Trip: Reef Fishing

Thomas

Verified Review

Great time, great guide. Can’t wait for the next trip.

Thomas

Verified Review

Great time, great guide. Can’t wait for the next trip.
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Bill

Verified Review

Great day with a guide I highly recommend. Five stars

Bill

Verified Review

Great day with a guide I highly recommend. Five stars
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Mark

Verified Review

Great experience! Caught my limit!

Mark

Verified Review

Great experience! Caught my limit!
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First Time Booking with Us?

Captain Experiences is home to 1,600+ quality, vetted fishing and hunting guides across the US and beyond. Our mission is to Unlock the Outdoors by making it quick and easy to book the trip of a lifetime every time with our Damn Good Guides.
We vet our guides and only partner with the best of the best. Our guides do their very best to keep you safe, show you a great time, and send you home with a memorable experience shared with family and friends.
Once you've paid your deposit at checkout, we'll send you a QR Code boarding pass. Just show your guide your boarding pass on the day of the trip, they'll scan it, the remaining balance will transfer automatically, and you'll be all set to get out there. Just make sure you bring a cash tip for the guide!
In the event of inclement weather, our guides will check the conditions and make the final call on whether its safe to go on the trip. If they decide the trip needs to be postponed, we'll work closely with you to reschedule or provide a credit for the full deposit, which can be applied to any of our trips in the US and beyond.
Each trip's price is determined by the guide and reflects all associated costs. A significant factor in pricing is often the type of boat and the corresponding fuel expenses. Additional costs may include leases, marina or slip fees, bait, and the expenses involved in providing and maintaining the necessary gear for your trip.
After booking your trip, we'll connect you directly with your guide to discuss additional details. In the meantime, our team is here to answer any questions via email, text, or phone.