Fishing Charters in Chatham, Cape Cod
Enjoy a professionally guided fishing charter departing from Chatham Harbor with quick access to some of Cape Cod's most productive light tackle and offshore fishing.
Striped bass and bluefin tuna out of Chatham · Prices are base rates; card payments add a 3% non-cash adjustment.
Whether you are an experienced angler or heading out for your first trip, our private charters are designed to deliver a safe, comfortable, and memorable day on the water.
Trip Style
Private Charters
Each trip is private and tailored to your group, your experience level, and the type of fishing you want to do.
Departure
Departing from Chatham
Our marina location offers fast access to Chatham Harbor, Monomoy, Nantucket Sound, and offshore grounds.
Target Species
Seasonal Opportunities
Depending on the season and conditions, trips may target striped bass, bluefish, black sea bass, fluke, bonito and false albacore on light tackle — or bluefin tuna offshore.
Charter Boat Details
Our fleet includes a range of charter boats suited for offshore fishing, light tackle trips, shark and whale excursions, and shallow-water opportunities.
33' Grady White Canyon
F/V Rainmaker
Our 33' Grady White Canyon, the F/V Rainmaker, is a beautiful platform for Chatham's fisheries and beyond. Raymarine has sponsored the boat with top-of-the-line electronics. This boat has a marine toilet, ample seating, and one of the most comfortable rides you will find.
26' Regulator
F/V Isla Grace
The Isla Grace is our go-anywhere fishing machine with an open layout, commercial electronics, and twin Yamaha power. Built for offshore performance, this is the boat you want when heading out for bluefin tuna or striped bass.
Jones Brothers 26
F/V Jackaroo
Wide open deck space and top-tier Simrad electronics make this the perfect platform for fly and spin fishing, while still capable offshore.
20' Carolina Skiff
Skinny Water Specialist
Built for the flats and backwater fishing around Monomoy, this skiff allows anglers to access shallow areas and even wade prime spots.
Why Fish With Outermost Harbor?
We combine experienced local captains, versatile charter options, and a premium Chatham departure point to create trips that are enjoyable for beginners and rewarding for serious anglers.
Experienced Guides
Local Knowledge Matters
We are in our 15th year of full-time charter fishing out of Chatham. Our captains know these waters and adjust each trip around weather, tides, current conditions, and where the best fishing is happening that day.
Flexible Experience
Built Around Your Group
From relaxed family outings to serious offshore runs, we can tailor the trip to your goals, comfort level, and experience.
Prime Location
Fast Access to Productive Water
A short ride from the dock reaches Monomoy, Nantucket Sound and some of the best offshore grounds in the region.
Cape Cod Experience
More Than Just Fishing
In addition to the fishing, many trips include seals, whales, dolphins and even great white sharks, plus the scenery of being out on Cape Cod waters.
Your Day on the Water
Professionally guided trips, experienced captains, and a versatile charter fleet built for Chatham waters and beyond.
USCG Master Captain Drew Downing and Outermost Harbor's Master Captain Devin Kahn help ensure a safe, enjoyable, and memorable day on the water.
Down East Charters, in cooperation with Outermost Harbor Marine, offers four fully customized boats designed for local waters, from the flats of Monomoy to offshore grounds.
Charter Rates
Current pricing for our Chatham fishing charters.
Peak rates apply Jun 6 – Labor Day. Off-peak rates apply the rest of the season — before June 6 and after Labor Day. Prices are per boat, not per person, and include bait, tackle and licenses. Half day is approximately 5 hours, full day approximately 10. The marina assigns the boat that fits your party. A $200 card hold secures the date and the captain confirms; the balance is settled at the dock.
Guided flats and fly fishing around Monomoy is quoted separately — see guided flats fishing or call 508-945-2030.
What to Bring
Recommended Items
- Non-marking shoes or boots
- Extra layer or windbreaker
- Sunglasses & sunscreen
- Food & drinks
- Camera or phone
Important Notes
- No flip flops or bare feet
- No spray sunscreen
- Beer/wine allowed in moderation
- No drugs allowed
- Kids under 12 must wear life jackets
Payment
Cash, credit cards, checks, and PayPal accepted. Common questions are answered in the FAQ at the bottom of this page.
Fishing Charter Gallery
A look at some of the fishing experiences our guests enjoy on Cape Cod waters.
Chatham Fishing Charter FAQ
What kinds of fishing charters do you offer?
Coastal trips for striped bass, bluefish, black sea bass, fluke, bonito and false albacore in 4, 6, and 8-hour lengths, and offshore bluefin tuna charters — all private for your group — up to 6 guests depending on the boat.
Where do trips leave from?
Right from Outermost Harbor Marine in Chatham — minutes from some of Cape Cod’s most productive light tackle and offshore fishing, without a long steam to the grounds.
Do I need experience?
No — trips are tailored to your group and experience level, from first-timers and families to seasoned anglers.
How far in advance should I book?
Summer dates fill quickly — book as early as you can. Pick your preferred dates online and we’ll confirm with the captain.
How do I book a fishing charter?
Request your trip at book.outermostharbor.com/charters — choose striped bass or tuna, pick dates, and place a deposit hold to lock in your request.
Book your Chatham fishing charter
Striped bass, blues, fluke & albies · bluefin tuna · private trips for up to 6