Fishing Charters

Outermost Harbor Fishing Charters

OHM has partnered with Down East Charters to provide the top option for light tackle charter fishing in Chatham and along the outer cape. We fish for everything from Black Sea Bass and Fluke, to Striped Bass and Bluefin Tuna. 2 boats allow us to cover a ton of water to find the fish and accommodate larger groups. No one is closer to the fishing grounds than the Outermost Harbor fleet, and we fish every day!

33’ Grady White Canyon Center Console & 26’ Regulator Classic Center Console

Charter Boat Details:

If you are looking for one of the nicest fishing boats around, step aboard our 33’ Grady White Canyon, the F/V Rainmaker. Raymarine has sponsored the boat and retrofitted us with all brand-new top of the line electronics. This boat has a head and ample seating forward and aft as well. With our friendly guides and years of experience, no fish is safe! If you are looking for a once in a lifetime fishing trip or just looking to get out on the water, Rainmaker has you covered with one of the most comfortable rides you are going to find.

Down East Charters and Captain Drew Downing run the 26′ Regulator Marine Classic, F/V Isla Grace. This is one of the safest and most rugged boats of all-time. This is our go-anywhere, do-anything fishing machine. It has an open deck layout ready for casting and jigging with tons of storage. Redundant commercial grade electronics package including auto pilot and full offshore safety. Two F200 Yamaha four strokes that are whisper quiet with a 400mi range. This is a boat you want to be on when we start the daily hunt offshore for Tuna or Bass.

We now have a 20′ Jones Brothers Cape Fisherman AND a 20′ Carolina skiff with a Yamaha 115 and jack plate for skinny water. These boats are at home in the shallows and flats of Monomoy and Cape Cod Bay but have open water capabilities as well. Casting decks fore and aft with a poling platform allow anglers to creep up on sight-fishing opportunities. Low freeboard and a ladder allow anglers to hop out and wade sandbars in prime spots. Please check our FLY FISHING tab for more info on light tackle/fly trips in the Jones/Carolina.

Why Fish With Us?

We are in our 14th year of full-time charter fishing out of Chatham and I’d say there are a couple things that we really prioritize in our business–first and foremost, we are friendly, local captains and pride ourselves on repeat guests and developing lasting friendships forged on the water. Most of our trips are returning guests at this point. A beautiful morning on the water shared among the crew is what it’s all about and we welcome first-time anglers as well as seasoned pro’s. We take charters out on multiple boats everyday of the summer and fall so we have a great idea of where the bite is. We are also unique in that we do everything from fly and light tackle to big game and offshore at a high level, and our boat options are great platforms for this wide brush stroke approach.
Location is really important and Outermost Harbor is our homeport. We A very short boat ride leads to the most diverse waterways and fishing grounds on Cape Cod. Cool ocean water during the heat of summer leads to a consistent summer fishery. We also have Nantucket Sound’s warm water for great early and late season fishing. A lot of years, we have fish when others do not.
Truly great trips catch fish, have fun, AND get to experience the local inhabitants. We are fortunate to have a ton of sea life on Chatham’s doorstep and Monomoy national wildlife sanctuary as a backdrop. Up close viewing of seal colonies, sea birds, whales, dolphins, sunfish, and sharks. We see Great Whites in the surf line almost daily now and can put you right next to them in safety.
There are a bunch of charter outfits locally that do a great job–in fact, a lot of us are friends and work together to ensure we are putting our guest’s on top of fish trip after trip. As you weigh your options, we hope that you give us a try, we’d love to have you on board and I’m sure you’ll have a day to remember. Thanks- Capt. Drew and Capt. Devin
Full service Marina

What to Bring

-Sneakers/Rubber Boots/Non-Marking (No Bare Feet/Flip-Flops for Safety)

-Extra Layer or Windbreaker (Usually few degrees cooler out there)


-Small Cooler/Bag for Drinks/Snacks

-Sunscreen(NON-SPRAY please) and Sunglasses

-Few Beers or Wine Permitted (No Drugs allowed)

-A Great Attitude–It’s Going to be a Blast!

(Children under 12 years of age are required to wear U.S. Coast Guard approved life jackets in Massachusetts above deck on any vessel that is underway)

Accepted Methods of Payment

We accept cash, credit cards, checks and paypal.
Bluefin Tuna Fishing Charter
Bluefin Tuna Fishing Charter