Down East Charters in Chatham, Massachusetts

Head out with Captain Drew and prepare for an exciting day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will motor you out into the Cape Cod inshores where you will primarily cast and wade the Monomoy flats and tidal creeks. You can also fish Pleasant Bay, Brewster flats, Barnstable harbor, and south side grass flats. In these spots you can expect to target some Bonito and Striped Bass. To attract these picture-worthy fish you'll be using fly rods to try and spot the fish and cast right at them. Whether you're a beginner or experienced fly fisher, Captain Drew will give you his expert tips to make sure you're ready to land some big catches! Captain Drew offers these fly fishing trips for up to 2 passengers, but he can fit 3 anglers if you choose to do some spin fishing from the boat. You'll be fishing aboard a 20’ Jones Brothers Cape Fisherman center console that can comfortably fit 3 anglers. Equipped with a 115 HP Yamaha engine and jack plate for shallow water, this boat will have no problem navigating the shallows and flats of Monomoy and Cape Cod Bay, and it will get you where you need to be in the open water too! Sneaking up on fish for some sight-casting is a breeze with this vessel's front-side and back-side casting decks with a poling platform. And if you want to hop out and wade sandbars in prime spots, the low freeboard and ladder have you covered! On this trip you must bring your own fly rod and gear. Captain Drew recommends an 8-10wt rod, Intermediate/Sink tip/Full-sink line, 25lb leader material, 15lb flouro tippet, Waders, Polarized Glasses, and a Hat. The flies that will get you bites out here are Deceivers, Clousers, Sandeel, Juvy baitfish, and Crab patterns. You should also bring any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Climb aboard with Captain Drew for an action-packed day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will motor you out into the Cape Cod inshore where you can expect to target some Bonito and Striped Bass. Depending on the time of year, there are a few popular spots Captain Drew will take you to where the Stripers are biting! To target these fish, you'll get to use either light tackle or heavy tackle. Whatever method Captain Drew thinks is best, he will give you some of his expert tips to make sure you're ready to get one on the line! You'll be fishing aboard a 33’ Grady White Canyon center console that can comfortably fit 6 anglers. This do-it-all boat is perfect for navigating Chatham's nearshore fisheries and the open waters. She has been retrofitted with all brand-new top of the line electronics that will safely and comfortably get you to where the fish are swimming! It has plenty of forward or backward facing seating and even has a bathroom on board. Captain Drew will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen (non-spray please!), polarized glasses, a hat, any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Climb aboard with Captain Drew for an action-packed day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will take you into the offshore Cape Cod waters to the east of Chatham where you can expect to target some prized Bluefin Tuna! To target these picture-worthy fish you'll get to use either heavy tackle, trolling or jigging. Whatever method Captain Drew thinks is best, he will give you some of his expert tips to make sure you're ready to get one on the line! Book your trip during the summer months for a great chance at getting a Bluefin Tuna on the bait/troll and with topwater stickbaits. You'll be fishing aboard a 26’ Regulator Marine Classic center console that can comfortably fit 4 anglers. Powered by two F200 Yamaha four stroke engines with a 400 mile range, this is Captain Drew's go-anywhere, do-anything machine. One of the safest and most rugged boats you can find, she comes equipped with a redundant commercial grade electronics package including auto pilot and full offshore safety. The open deck layout provides tons of storage and makes it perfect for uninterrupted casting and jigging. Captain Drew swears this is a boat you want to be on! Captain Drew will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen (non-spray please!), polarized glasses, a hat, any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Climb aboard with Captain Drew for an action-packed day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will motor you out into the Cape Cod inshore where you can expect to target some Bonito and Striped Bass. Depending on the time of year, there are a few popular spots Captain Drew will take you to where the Stripers are biting! To target these fish you'll get to use either light tackle or heavy tackle. Whatever method Captain Drew thinks is best, he will give you some of his expert tips to make sure you're ready to get one on the line! You'll be fishing aboard a 26’ Regulator Marine Classic center console that can comfortably fit 4 anglers. Powered by two F200 Yamaha four stroke engines with a 400 mile range, this is Captain Drew's go-anywhere, do-anything machine. One of the safest and most rugged boats you can find, she comes equipped with a redundant commercial grade electronics package including auto pilot and full offshore safety. The open deck layout provides tons of storage and makes it perfect for uninterrupted casting and jigging. Captain Drew swears this is a boat you want to be on! Captain Drew will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen (non-spray please!), polarized glasses, a hat, any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Climb aboard with Captain Drew for an action-packed day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will motor you out into the Cape Cod inshore where you can expect to target some Bonito and Striped Bass. Depending on the time of year, there are a few popular spots Captain Drew will take you to where the Stripers are biting: June 1 - July 1: Sightfish for migratory Stripers on the flats of Monomoy and South Cape beaches, or head out a little farther to P-Town and Cape Cod Bay for some epic topwater Striper fishing on plugs and the fly. July 15 - October 15: World-Class Striped Bass fishing locally up and down the beach and at the Monomoy Rips. To target these fish you'll get to use either light tackle or heavy tackle. Whatever method Captain Drew thinks is best, he will give you some of his expert tips to make sure you're ready to get one on the line! You'll be fishing aboard a 33’ Grady White Canyon center console that can comfortably fit 6 anglers. This do-it-all boat is perfect for navigating Chatham's fisheries and the open waters. She has been retrofitted with all brand-new top of the line electronics that will safely and comfortably get you to where the fish are swimming! It has plenty of forward or backward facing seating and even has a bathroom on board. Captain Drew will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen (non-spray please!), polarized glasses, a hat, any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Climb aboard with Captain Drew for an action-packed day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will motor you out into the Cape Cod inshore where you can expect to target some Bonito and Striped Bass. Depending on the time of year, there are a few popular spots Captain Drew will take you to where the Stripers are biting1 To target these fish you'll get to use either light tackle or heavy tackle. Whatever method Captain Drew thinks is best, he will give you some of his expert tips to make sure you're ready to get one on the line! You'll be fishing aboard a 26’ Regulator Marine Classic center console that can comfortably fit 4 anglers. Powered by two F200 Yamaha four stroke engines with a 400 mile range, this is Captain Drew's go-anywhere, do-anything machine. One of the safest and most rugged boats you can find, she comes equipped with a redundant commercial grade electronics package including auto pilot and full offshore safety. The open deck layout provides tons of storage and makes it perfect for uninterrupted casting and jigging. Captain Drew swears this is a boat you want to be on! Captain Drew will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen (non-spray please!), polarized glasses, a hat, any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Climb aboard with Captain Drew for an action-packed day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will take you into the offshore Cape Cod waters to the east of Chatham where you can expect to target some prized Bluefin Tuna! To target these picture-worthy fish you'll get to use either heavy tackle, trolling or jigging. Whatever method Captain Drew thinks is best, he will give you some of his expert tips to make sure you're ready to get one on the line! Book your trip during the summer months for a great chance at getting a Bluefin Tuna on the bait/troll and with topwater stickbaits. You'll be fishing aboard a 33’ Grady White Canyon center console that can comfortably fit 6 anglers. This do-it-all boat is perfect for navigating Chatham's fisheries and the open waters. She has been retrofitted with all brand-new top of the line electronics that will safely and comfortably get you to where the fish are swimming! It has plenty of forward or backward facing seating and even has a bathroom on board. Captain Drew will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen (non-spray please!), polarized glasses, a hat, any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Climb aboard with Captain Drew for an action-packed day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will motor you out into the Cape Cod inshore where you can expect to target some Bonito and Striped Bass. Depending on the time of year, there are a few popular spots Captain Drew will take you to where the Stripers are biting! To target these fish you'll get to use either light tackle or heavy tackle. Whatever method Captain Drew thinks is best, he will give you some of his expert tips to make sure you're ready to get one on the line! You'll be fishing aboard a 33’ Grady White Canyon center console that can comfortably fit 6 anglers. This do-it-all boat is perfect for navigating Chatham's fisheries and the open waters. She has been retrofitted with all brand-new top of the line electronics that will safely and comfortably get you to where the fish are swimming! It has plenty of forward or backward facing seating and even has a bathroom on board. Captain Drew will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen (non-spray please!), polarized glasses, a hat, any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Climb aboard with Captain Drew for an action-packed day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will motor you out into the Cape Cod inshore where you can expect to target some Bonito and Striped Bass. Depending on the time of year, there are a few popular spots Captain Drew will take you to where the Stripers are biting! To target these fish you'll get to use either light tackle or heavy tackle. Whatever method Captain Drew thinks is best, he will give you some of his expert tips to make sure you're ready to get one on the line! You'll be fishing aboard a 26’ Regulator Marine Classic center console that can comfortably fit 4 anglers. Powered by two F200 Yamaha four stroke engines with a 400 mile range, this is Captain Drew's go-anywhere, do-anything machine. One of the safest and most rugged boats you can find, she comes equipped with a redundant commercial grade electronics package including auto pilot and full offshore safety. The open deck layout provides tons of storage and makes it perfect for uninterrupted casting and jigging. Captain Drew swears this is a boat you want to be on! Captain Drew will provide all rods, reels, tackle and live bait. All you need to bring is sunscreen (non-spray please!), polarized glasses, a hat, any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More

Head out with Captain Drew and prepare for an exciting day of Cape Cod fishing! Cape Cod has some of the best fishing in the country and is home to prized fish all over the peninsula! On this half or full-day trip, Captain Drew will motor you out into the Cape Cod inshores where you will primarily cast and wade the Monomoy flats and tidal creeks. You can also fish Pleasant Bay, Brewster flats, Barnstable harbor, and south side grass flats. In these spots you can expect to target some Bonito and Striped Bass. To attract these picture-worthy fish you'll be using fly rods to try and spot the fish and cast right at them. Whether you're a beginner or experienced fly fisher, Captain Drew will give you his expert tips to make sure you're ready to land some big catches! Captain Drew offers these fly fishing trips for up to 2 passengers, but he can fit 3 anglers if you choose to do some spin fishing from the boat. You'll be fishing aboard a 20’ Jones Brothers Cape Fisherman center console that can comfortably fit 3 anglers. Equipped with a 115 HP Yamaha engine and jack plate for shallow water, this boat will have no problem navigating the shallows and flats of Monomoy and Cape Cod Bay, and it will get you where you need to be in the open water too! Sneaking up on fish for some sight-casting is a breeze with this vessel's front-side and back-side casting decks with a poling platform. And if you want to hop out and wade sandbars in prime spots, the low freeboard and ladder have you covered! On this trip you must bring your own fly rod and gear. Captain Drew recommends an 8-10wt rod, Intermediate/Sink tip/Full-sink line, 25lb leader material, 15lb flouro tippet, Waders, Polarized Glasses, and a Hat. The flies that will get you bites out here are Deceivers, Clousers, Sandeel, Juvy baitfish, and Crab patterns. You should also bring any snacks or drinks you might need and a Massachusetts fishing license. Book your trip today and get ready for a Northeast fishing adventure! Read More