
The Chesapeake Bay has a fish with your name on it, so let Triple OT Charters help you catch it! Having logged many hours on the bay Captain Chris is prepared to put you on fish.
Our waters are known for Black Drum, Cobia, Flounder, Redfish, Black Seabass, Spadefish, Spanish Mackerel, Speckled Trout, Tautog, Sheepshead, Gray Triggerfish, and more – with any luck, you'll find out for yourself! During the trip, you might be casting, chumming, trolling, jigging, bottom fishing, or maybe something more specialized in this area. Capt. Chris will be sure to point out local wildlife should they pop up during the trip; Bottlenose Dolphin, Osprey, Bald Eagles, and Loggerhead Sea turtles are a few of the creatures you may encounter.
Capt. Chris is happy to have kids aboard, so the whole family can come and unplug for the day! Be sure to ask if child-sized life vests are available, otherwise, you should bring your own. Snacks are never a bad idea so that nobody gets cranky on an empty stomach!
Your vessel for the day is a 28’ Mako Center Console, Rock Pile, that holds up to 5 passengers as well as the Captain and mate. It has all the essentials. Your captain will provide rods and reels. Live bait is included, but it's good to ask about this so you know if you'll be catching it yourself.
The charter boat covers your fishing license, just show up ready for some fishing! Be mindful that some species may have special rules or limited seasons. If you don't know what to expect, ask the captain.
You can't go wrong when you bring a hat, sunglasses, bottled water, and sunscreen (non-spray). If you'd like to bring other drinks, just ask. Alcohol is allowed in moderation, just avoid hard liquor as well as glass bottles.
Now's the time to experience fishing in the Chesapeake Bay for yourself, with Triple OT Charters!
Rating summary
Photos & videos by reviewers (47)


+44Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Jul 15, 2025
1/2 Day Bay Trip
We had an amazing experience on our fishing trip with Chris! The morning started with rain and thunder, but Chris stayed on top of the weather, kept us informed, and made the smart call to delay our start slightly for everyone’s safety and comfort. Once we were out on the water, Chris really went above and beyond. He shared interesting facts and history about the shoreline areas we passed, which added a lot to the trip. His knowledge of the local fish was impressive—he could identify everything we caught and had tips for handling each species. For those who needed it, he baited hooks and removed fish, making it easy and stress-free. He also moved us around to different spots throughout the day to ensure we got the best action—and it paid off! We caught around 70 fish of all different types. To top it all off, Chris cleaned and filleted the fish for us to take home, which was a huge bonus. It was clear he truly cared about making the day successful and enjoyable for everyone. Ten out of ten recommend—this trip was everything we hoped for and more!
We had an amazing experience on our fishing trip with Chris! The morning started with rain and thunder, but Chris stayed on top...
Sep 23, 2025
Half Day (4 hrs) - Chumming Trip
This was hands down the best guided fishing trip we have ever been on! Captn Woody gave us more than just the a fishing trip, it was a memory for a lifetime! This captain truly cares about your families fishing experience and makes ever possible effort to make it a truly memorable one. If you want someone who knows the water, knows the history of the area, knows the fish, communicates with you , and will give you a trip to remember, then this is the man to book your trip with! We will most definitely be calling him again for our next trip we book in Virginia!
This was hands down the best guided fishing trip we have ever been on! Captn Woody gave us more than just the a fishing trip,...



Jul 19, 2025
3-Hour Croaker Choker Trip
I was beyond impressed by the beautiful trip Captain Chris adventured my boys and I on. We were all able to catch the fish we targeted without the wait. Captain Chris was very patient with my boys and treated us all fairly with great personality. I can now enjoy a fish fry with the excited memory of how they were caught. I will definitely be coming back to sail out again with this business for another fascinating fishing trip.
I was beyond impressed by the beautiful trip Captain Chris adventured my boys and I on. We were all able to catch the fish we...
Jun 25, 2025
KIDS CAMP!
Captain Chris was beyond a captain. He became our friend! He was so great with the kids being that he has three himself. He joined in on the fun and also kept the boat running like a top. His safety was beyond expectations and informed us of all safety procedures should anything happen to himself during the trip. I would HIGHLY recommend Captain Chris and Triple OT charters for your next fishing excursion on the Chesapeake Bay!
Captain Chris was beyond a captain. He became our friend! He was so great with the kids being that he has three himself. He joined...
Jul 24, 2025
2 Hour Trip
Great all around found. Started off with double rig to catch our bait. That was the easy part. Even though his fish finder was putting us right over where the larger fish were, they would bite but we could not set the hook. Had many a good hit but we were unable to bring one in except when Chris landed into a jovial but I was unable to keep it taught he the fish spit the hook
Great all around found. Started off with double rig to catch our bait. That was the easy part. Even though his fish finder was...
| Su | Mo | Tu | We | Th | Fr | Sa | |
|---|---|---|---|---|---|---|---|
Rating summary
Photos & videos by reviewers (47)


+44Angler rating
Anglers claimed
Good experience
100%
Appropriate for children
100%
Friendly captain
100%
Satisfied with the boat
100%
Recommend this charter
100%
Caught fish
100%
Experience:
Boat
Crew
Overall
1/2 Day Bay Trip on July 15, 2025
We had an amazing experience on our fishing trip with Chris! The morning started with rain and thunder, but Chris stayed on top of the weather, kept us informed, and made the smart call to delay our start slightly for everyone’s safety and comfort. Once we were out on the water, Chris really went above and beyond. He shared interesting facts and history about the shoreline areas we passed, which added a lot to the trip. His knowledge of the local fish was impressive—he could identify everything we caught and had tips for handling each species. For those who needed it, he baited hooks and removed fish, making it easy and stress-free. He also moved us around to different spots throughout the day to ensure we got the best action—and it paid off! We caught around 70 fish of all different types. To top it all off, Chris cleaned and filleted the fish for us to take home, which was a huge bonus. It was clear he truly cared about making the day successful and enjoyable for everyone. Ten out of ten recommend—this trip was everything we hoped for and more!
We had an amazing experience on our fishing trip with Chris! The morning started with rain and thunder, but Chris stayed on top of the weather, kept us informed, and made the smart call to delay our start slightly for everyone’s safety and comfort. Once we were out on the water, Chris really went above and beyond. He shared interesting facts and history about the shoreline areas we passed, which added a lot to the trip. His knowledge of the local fish was impressive—he could identify everything...
Experience:
Boat
Crew
Overall
Half Day (4 hrs) - Chumming Trip on September 23, 2025
This was hands down the best guided fishing trip we have ever been on! Captn Woody gave us more than just the a fishing trip, it was a memory for a lifetime! This captain truly cares about your families fishing experience and makes ever possible effort to make it a truly memorable one. If you want someone who knows the water, knows the history of the area, knows the fish, communicates with you , and will give you a trip to remember, then this is the man to book your trip with! We will most definitely be calling him again for our next trip we book in Virginia!
This was hands down the best guided fishing trip we have ever been on! Captn Woody gave us more than just the a fishing trip, it was a memory for a lifetime! This captain truly cares about your families fishing experience and makes ever possible effort to make it a truly memorable one. If you want someone who knows the water, knows the history of the area, knows the fish, communicates with you , and will give you a trip to remember, then this is the man to book your trip with! We will most definitely...




Experience:
Boat
Crew
Overall
3-Hour Croaker Choker Trip on July 19, 2025
I was beyond impressed by the beautiful trip Captain Chris adventured my boys and I on. We were all able to catch the fish we targeted without the wait. Captain Chris was very patient with my boys and treated us all fairly with great personality. I can now enjoy a fish fry with the excited memory of how they were caught. I will definitely be coming back to sail out again with this business for another fascinating fishing trip.
I was beyond impressed by the beautiful trip Captain Chris adventured my boys and I on. We were all able to catch the fish we targeted without the wait. Captain Chris was very patient with my boys and treated us all fairly with great personality. I can now enjoy a fish fry with the excited memory of how they were caught. I will definitely be coming back to sail out again with this business for another fascinating fishing trip.
Experience:
Boat
Crew
Overall
KIDS CAMP! on June 25, 2025
Captain Chris was beyond a captain. He became our friend! He was so great with the kids being that he has three himself. He joined in on the fun and also kept the boat running like a top. His safety was beyond expectations and informed us of all safety procedures should anything happen to himself during the trip. I would HIGHLY recommend Captain Chris and Triple OT charters for your next fishing excursion on the Chesapeake Bay!
Captain Chris was beyond a captain. He became our friend! He was so great with the kids being that he has three himself. He joined in on the fun and also kept the boat running like a top. His safety was beyond expectations and informed us of all safety procedures should anything happen to himself during the trip. I would HIGHLY recommend Captain Chris and Triple OT charters for your next fishing excursion on the Chesapeake Bay!
Experience:
Boat
Crew
Overall
2 Hour Trip on July 24, 2025
Great all around found. Started off with double rig to catch our bait. That was the easy part. Even though his fish finder was putting us right over where the larger fish were, they would bite but we could not set the hook. Had many a good hit but we were unable to bring one in except when Chris landed into a jovial but I was unable to keep it taught he the fish spit the hook
Great all around found. Started off with double rig to catch our bait. That was the easy part. Even though his fish finder was putting us right over where the larger fish were, they would bite but we could not set the hook. Had many a good hit but we were unable to bring one in except when Chris landed into a jovial but I was unable to keep it taught he the fish spit the hook
