Down East Charters

Chatham, Massachusetts
Midsummer-Fall Cape Cod Flyfishing

About Your Guide

Profile photo of Captain Experiences guide Drew Downing

Drew Downing

Outfitter 14 years of exp.
Personable, knowledgeable, and comfortable, Captain Drew out of Chatham, Massachusetts is the perfect guide to show you and your group all that fishing in Cape Cod has to offer.

And there's a lot: World-class Bluefin Tuna, saltwater Striped Bass ("Stripers"), Rockfish, Fluke, and Bluefish all call Cape Cod home. And that's not to mention the Humpback, Baleen, Finback, Minke, and Right Whales, Great White Sharks, Seals, Osprey, and other marine species Captain Drew will point out on your trip.

Captain Drew grew up spending every summer on Cape Cod and developed a passion for boating and fishing at a very young age. Whether it be fishing, surfing, clamming or cruising, he is always on the water! His passion of teaching others about his fishery applies equally to experienced and inexperienced anglers alike. In his own words, "There is always something new to learn and experience when you leave the harbor, and it's all about having fun out there!"

Captain Drew has fished all across the world, spending time in Vermont, Florida, Wyoming, New Zealand, and Hawaii. His fishing travels reveal...

About Your Guide

Profile photo of Captain Experiences guide Drew Downing

Drew Downing

Outfitter 14 years of exp.
Personable, knowledgeable, and comfortable, Captain Drew out of Chatham, Massachusetts is the perfect guide to show you and your group all that fishing in Cape Cod has to offer.

And there's a lot: World-class Bluefin Tuna, saltwater Striped Bass ("Stripers"), Rockfish, Fluke, and Bluefish all call Cape Cod home. And that's not to mention the Humpback, Baleen, Finback, Minke, and Right Whales, Great White Sharks, Seals, Osprey, and other marine species Captain Drew will point out on your trip.

Captain Drew grew up spending every summer on Cape Cod and developed a passion for boating and fishing at a very young age. Whether it be fishing, surfing, clamming or cruising, he is always on the water! His passion of teaching others about his fishery applies equally to experienced and inexperienced anglers alike. In his own words, "There is always something new to learn and experience when you leave the harbor, and it's all about having fun out there!"

Captain Drew has fished all across the world, spending time in Vermont, Florida, Wyoming, New Zealand, and Hawaii. His fishing travels reveal
themselves in the diversity of his Cape Cod trips: anglers can book a day offshore chasing Bluefin Tuna, head out for nearshore Stripers the next day, and then drift and wade the inshore flats for hungry Stripers to cap it all off.

Captain Drew splits his time between Chatham and northern Vermont with his wife Erika, daughter Isla, sons Zane and Reid, and hairy dawgs Bodie and Riggs.

Fill in date, party size, trip duration, and start time above to book and get out there with Captain Drew and Captain Experiences!
Scroll for more

Down East Charters Trips

Choose a trip to get started
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Chatham

Early Season Cape Cod Flyfishing

100% (2)
20 ft 1 - 3 People From $600
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Chatham

Early Season Striper 33’

100% (2)
33 ft 1 - 6 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Chatham

Tuna Trip - 26' Regulator

100% (2)
26 ft 1 - 4 People From $1,100
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Chatham

Fall Striper Trip - 26' Regulator

100% (2)
26 ft 1 - 6 People From $700
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Chatham

Midsummer Striper - 33’ Grady White

100% (2)
33 ft 1 - 6 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Chatham

Early Season Striper - 26’

100% (2)
26 ft 1 - 6 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Deep Sea Fishing in Chatham

Tuna Trip - 33' Grady White

100% (2)
33 ft 1 - 6 People From $1,200
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Chatham

Fall Striper - 33’ Grady White

100% (2)
33 ft 1 - 6 People From $1,000
Fishing in Destin
Fishing in Destin
Fishing in Destin

Nearshore Fishing in Chatham

Midsummer Striper - 26’ Regulator

100% (2)
26 ft 1 - 6 People From $800
Fishing in Destin
Fishing in Destin
Fishing in Destin

Inshore, Flats Fishing in Chatham

Midsummer-Fall Cape Cod Flyfishing

100% (2)
20 ft 1 - 4 People From $800

Don't see what you're looking for?

Contact us to create a custom trip for you and your group.

Contact Us

Recent Reviews of Down East Charters

5.0
based on 2 reviews

Jonathan

Verified Review

We had an awesome time out there with Drew and Dawson! We were looking for bluefin tuna on artificial lures and fished hard off the Cape. The tuna were going crazy under birds. We got tight but unfortunately it wasn't to be. The Bluefin gotta win some days and can't wait to get back out there with these guys. Tackle was perfect and these guys know the area lick the back of their hand! –...

Jonathan

Verified Review

We had an awesome time out there with Drew and Dawson! We were looking for bluefin tuna on artificial lures and fished hard off the Cape. The tuna were going crazy under birds. We got tight but unfortunately it wasn't to be. The Bluefin gotta win some days and can't wait to get back out there with these guys. Tackle was perfect and these guys know the area lick the back of their hand! – Jonathan with Captain Experiences
Scroll for more

Elliott

Verified Review

Cpt. Drew took my father, uncle, cousin, and I out for a four our trip and I couldn’t have been more impressed with his knowledge, professionalism, and spirit. He knew all the tricks to get us going, and within minutes, we had our first catch. We caught over 15 fish on our trip and brought a few home for dinner! Will be looking forward to booking him next year as well!

Elliott

Verified Review

Cpt. Drew took my father, uncle, cousin, and I out for a four our trip and I couldn’t have been more impressed with his knowledge, professionalism, and spirit. He knew all the tricks to get us going, and within minutes, we had our first catch. We caught over 15 fish on our trip and brought a few home for dinner! Will be looking forward to booking him next year as well!
Scroll for more

Potential Target Species

Color-coded seasonality below is based on .
January February March April May June July August September October November December
Bluefin Tuna
Not Ideal
Not Ideal
Good
Good
Great
Great
Great
Good
Good
Good
Good
Not Ideal
Bonito
Good
Good
Good
Good
Great
Great
Great
Great
Good
Good
Good
Good
Striped Bass
Good
Good
Great
Great
Good
Not Ideal
Not Ideal
Not Ideal
Good
Great
Good
Good
Scroll for more
  • 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

Fly Fishing
Heavy Tackle Fishing
Jigging
Light Tackle Fishing
Trolling

Types of Fishing

Deep Sea
Flats
Inshore
Nearshore

Need a Place to Stay?

Down East Charters Photo Gallery

Early Season Cape Cod Flyfishing
March 13th, 2024
Chatham, Massachusetts
Midsummer Striper - 26’ Regulator
November 12th, 2023
Chatham, Massachusetts
Midsummer-Fall Cape Cod Flyfishing
November 7th, 2023
Chatham, Massachusetts
Early Season Striper - 26’
November 7th, 2023
Chatham, Massachusetts
Fall Striper Trip - 26' Regulator
November 7th, 2023
Chatham, Massachusetts
Fall Striper - 33’ Grady White
November 7th, 2023
Chatham, Massachusetts
Tuna Trip - 33' Grady White
March 30th, 2023
Chatham, Massachusetts
Midsummer Striper - 33’ Grady White
June 8th, 2022
Chatham, Massachusetts
Early Season Striper 33’
April 2nd, 2022
Chatham, Massachusetts
Tuna Trip - 26' Regulator
April 2nd, 2022
Chatham, Massachusetts
Early Season Cape Cod Flyfishing
March 24th, 2022
Chatham, Massachusetts
Early Season Cape Cod Flyfishing
March 24th, 2022
Chatham, Massachusetts
Early Season Cape Cod Flyfishing
March 24th, 2022
Chatham, Massachusetts
Early Season Cape Cod Flyfishing
March 24th, 2022
Chatham, Massachusetts
Early Season Cape Cod Flyfishing
March 24th, 2022
Chatham, Massachusetts
Early Season Cape Cod Flyfishing
March 24th, 2022
Chatham, Massachusetts
Book Now