On The Run Charters 

4.9/5 (471 reviews)
 Herring Way, Ocean City, MD 21842, United States

On The Run Charters 

4.9/5 (471)
 Angler's Choice
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Herring Way
Ocean City, MD, United States
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On The Run Charters offers incredible angling with an experienced captain in the bays and jetties surrounding Ocean City, MD. You'll be greeted by Captain Dave Caffrey, who targets a variety of local fish and makes sure you have a memorable trip atop these waters!

Just like the charter name says – your targets will try to outrun you, but Capt. Dave does his best to help you reel in your catch. Hop aboard his 32' Parker center console that can accommodate up to 6 anglers. She's equipped with GPS and Fishfinder, as well as a live well and an icebox to keep your catch fresh.

Onboard you'll have the chance to try out spinning, jigging, trolling, and drift fishing on heavy or light tackle. If you're feeling more adventurous, bring your bowfishing equipment with you onboard!

As you scan these inshore waters and bays, make sure to hold your rod tight. There'll be Bluefish, Tautog, and even Striped Bass to reel in. To ensure your as effective as possible, Capt. Dave provides rods, reels, terminal tackle, and live bait.

Capt. Dave is a big believer in conserving the fish population in Maryland and catch and release fishing is encouraged. However, if you'd like to keep some of your catch, he's happy to clean and fillet it for you.

Before you set out, grab some snacks, sunscreen, and shades. Then jump into comfortable clothing and don't forget to bring your camera with you – you don't want to miss capturing the excitement!

You're in good hands with On The Run Charters, who will see to it that you get fishing adventure worth your while!

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Rating

4.9
471 reviews
5
420
4
29
3
7
2
6
1
0
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (343)

A young girl and an adult male pose together at a cleaning station, showcasing a variety of fish including black drum and flounder after a successful fishing trip.
A young angler smiles proudly next to two freshly caught Black Drum on a dock after a fishing trip.
Young angler proudly displaying a large Sheepshead caught while fishing on a boat, with a scenic backdrop of the ocean.
A smiling angler poses beside a selection of freshly caught fish, including speckled trout, displayed on a cleaning table at a bustling fishing dock.
“The Dog Had Better Sea Legs Than My Friends”
A group of anglers proudly displaying their catch of Flounder on a catch board after a successful fishing trip.
+337

What anglers say

95%
Great experience
96%
Family friendly
99%
Friendly captain
99%
Good boat
96%
Recommended
92%
Caught fish

All reviews (471)

Filter
Showing 15 of 471 reviews
Corey Christensen
Corey Christensen
us
New York, NY, US
Member since 2025
5.0
Verified
“The Dog Had Better Sea Legs Than My Friends”
4 Hour Trip – Wreck Fishing - 7:00 AM on August 16, 20256 adults
We booked Capt. Dave on On the Run Charters for a bachelor party trip, and I’ll say it straight: the man flat-out knows his stuff. From the second we got on the boat, I knew we’d be on fish — and sure enough, we were. Now, my crew made the classic mistake of getting banged up the night before. Bad move. Within 15 minutes of fishing, we already had 3 keeper fluke on a local wreck. Unfortunately, a couple guys couldn’t handle the seas and tapped out early. Capt. Dave went way out of his way and kindly ran them back in — something he absolutely didn’t have to do. That ate up time and fuel, but even after that setback, he still made the rest of our trip count. Even when the tide and temps weren’t perfect, Capt. Dave figured out a way to put us back on fish. He’s got that dialed-in local knowledge you can’t fake. By the end of the trip, the three of us who stuck it out landed 3 keeper fluke and 3 solid sheepshead — not bad considering the circumstances. At first, Capt. Dave was quiet, but once he realized we weren’t total idiots (minus the hangover crew), he loosened up and showed us what a cool, down-to-earth guy he is. Same with his deckhand — who worked non-stop setting lines, baiting hooks, and handling the anchor. Those guys worked hard and made sure we had a good trip. We fished off his Parker 28’ center console — plenty of room for our crew (even if we started with 5 and ended with 3). And I’ve got to mention “Doc,” his salty hound. That dog had better sea legs than my friends, which we all cracked jokes about for the rest of the trip. Doc climbed the gunnels, walked the deck in swells, and stayed locked in the whole time. Absolute legend of a boat dog. When we got back in, Capt. Dave and his mate filleted everything for us. We had plenty of meat to take home, plus we brought some over to the local restaurant Fish Tales, where they cooked it up for us right on the spot — the perfect catch-clean-cook ending to a solid day. Bottom line: don’t be like my crew and drink the night before, and definitely don’t waste the Captain’s time. But even with all our mistakes, Capt. Dave still delivered a great trip. 5 out of 5 stars. Highly recommend if you’re heading to Ocean City, Maryland.
Review media 0
Reported catch:
Flounder
Sheepshead
Black Seabass
Tautog
0
Mike Treichler
Mike Treichler
Repeat angler
us
Pennsylvania, US
Member since 2019
2 trips
5.0
Verified
July 2, 2025: 4 hr Inshore
4 Hour Trip – Inshore (AM) on July 2, 20253 adults3 children
Our second trip with Capt Dave and this time with the whole family. 4 kids (16,12,8,4) and 2 adults. Capt and 1st mate were great! VERY kid friendly, which is why we returned and very patient and personable! Our oldest is on the spectrum and they were very engaged with his questions and made jokes. Ruby and Doc were the best. The kids loved having them along (perfectly behaved canines). We got 3 hours in and then had to make a run because of weather turned fast. Had several brought on board with 1 nice flounder. Very convenient pick up and drop off location where you can get a great lunch afterwards. Highly recommended! Will be re booking hopefully in fall! Thanks Capt! A+++
Reported catch:
Flounder
1
Jeremy Sanders
Jeremy Sanders
Repeat angler
us
Virginia, US
Member since 2019
3 trips
5.0
Verified
Captain Dave kept us on the fish the whole trip!
4 Hour Trip – Wreck Fishing on June 25, 20255 adults
We had a great time on the "On the Run" with Captain Dave and first mate Austin. We booked a 4 hour wreck fishing trip for the five of us. I have done several headboat trips with a bunch of other people on the boat and it was nice having just my family to fish. Dave took us out to the first wreck and within seconds of our bait hitting the bottom, we were on the fish. We kept Austin busy rebaiting hooks and measuring our catch. Sea bass were the main species but we also pulled in some tautogs, croakers, a flounder and a robin fish. We had a nice collection of keepers that Dave cleaned for us back at the docks. It was a great trip and I highly recommend booking with On the Run Charters.
A group of young anglers proudly displaying their catch of the day, featuring several Black Sea Bass and a Flounder, at a dockside cleaning station.
0
Andrew Fox
Andrew Fox
Repeat angler
us
Delaware, US
Member since 2020
2 trips
5.0
Verified
Awesome Ocean City, MD Charter
4 Hour Trip – Inshore (AM) on April 24, 20252 adults
Captain Dave with On The Run Charters was great. I took my 14 year old son, and caught a lot of keepers (tog and flounder) on our 4 hour inshore charter. Dave had us on fish all morning. He and Austin were extremely helpful answering questions and showed us good techniques to catch keepers when water temps are low. We had a great day fishing, enjoyed the conversation, and will definitely be back to fish with Dave again!
A young angler is reeling in a fish while fishing from a boat, showcasing an exciting moment on the water.
A young angler is reeling in a fish while fishing from a boat, with a scenic waterfront in the background.
A young angler is reeling in a fish while standing on a boat, with a net ready to catch a Flounder in a coastal fishing environment.
A young angler sitting on the boat with a friendly dog, enjoying a sunny day on the water.
A young angler and an adult proudly pose beside a display of freshly caught Flounder on a dock, showcasing their successful fishing trip.
1
Jillian Mastromatteo
Jillian Mastromatteo
us
Maryland, US
Member since 2025
5.0
Verified
Great day on the water!
4 Hour Trip – Inshore (AM) on August 6, 20255 adults1 child
My middle son wanted to celebrate his bday by doing a little fishing! 4 kids, one didn’t fish and 2 adults. Plenty of room for all of us. Capt and 1st Mate were great! Personable and super helpful. We left with lots of fish filets for dinner and lots of fun memories!! Definitely recommend for a fun family day on the water!
Review media 0
Reported catch:
Flounder
Tautog
Sheepshead
0

Trip availability and prices

Trip Date:
Days:
Group Size:
Select date to see availability
April 2026
SuMoTuWeThFrSa
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Number of days
1
Group Size
2 adults • 0 children
Change
Almost there...
2 Hour Trip - Inshore
FREE Cancellation 3 days notice
Seasonal trip
Jun 1 - Oct 1
Starting time
2 hour trip starts at 5:00 PM
US $350
Entire boat: up to 6 people
3 Hour Trip - Evening
FREE Cancellation 3 days notice
Seasonal trip
Apr 1 - Dec 1
Starting time
3 hour trip starts at 5:00 PM
US $450
Entire boat: up to 6 people
4 Hour Trip – Inshore (AM)
FREE Cancellation 3 days notice
Seasonal trip
Aug 1 - Dec 31
Starting time
4 hour trip starts at 7:00 AM
US $550
Entire boat: up to 6 people
4 Hour Trip – Inshore (PM)
FREE Cancellation 3 days notice
Seasonal trip
Apr 1 - Dec 31
Starting time
4 hour trip starts at 12:00 PM
US $550
Entire boat: up to 6 people
3 hr evening shark
FREE Cancellation 3 days notice
Seasonal trip
Jun 1 - Sep 30
Starting time
3 hour trip starts at 7:00 PM
US $550
Entire boat: up to 6 people
Mourning shark
FREE Cancellation 3 days notice
Seasonal trip
Jul 1 - Sep 1
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Starting time
4 hour trip starts at 7:00 AM
US $650
Entire boat: up to 6 people
4 Hour Trip – Wreck Fishing
FREE Cancellation 3 days notice
Seasonal trip
May 15 - Dec 31
Starting time
4 hour trip multiple starting times (7:00 AM, 12:00 PM)
US $675
Entire boat: up to 6 people
6 Hour Trip – Sheepshead
FREE Cancellation 3 days notice
Seasonal trip
Sep 1 - Oct 20
Starting time
6 hour trip starts at 8:00 AM
US $800
Entire boat: up to 6 people
8 Hour Trip – Inshore
FREE Cancellation 3 days notice
Seasonal trip
Apr 1 - Dec 31
Starting time
8 hour trip starts at 6:00 AM
US $1,000
Entire boat: up to 6 people
8 Hour Trip – Wreck Fishing
FREE Cancellation 3 days notice
Seasonal trip
May 15 - Dec 31
Starting time
8 hour trip starts at 6:00 AM
US $1,200
Entire boat: up to 6 people
Inshore bluefin tuna
FREE Cancellation 3 days notice
Seasonal trip
Oct 20 - Dec 31
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Starting time
10 hour trip starts at 6:00 AM
US $1,600
Entire boat: up to 6 people
There are 4 people looking at this charter.

Rating

4.9
471 reviews
5
420
4
29
3
7
2
6
1
0
4.9
Boat & equipment
4.9
Captain & crew
4.8
Fishing Experience

Anglers' gallery (343)

A young girl and an adult male pose together at a cleaning station, showcasing a variety of fish including black drum and flounder after a successful fishing trip.
A young angler smiles proudly next to two freshly caught Black Drum on a dock after a fishing trip.
Young angler proudly displaying a large Sheepshead caught while fishing on a boat, with a scenic backdrop of the ocean.
A smiling angler poses beside a selection of freshly caught fish, including speckled trout, displayed on a cleaning table at a bustling fishing dock.
“The Dog Had Better Sea Legs Than My Friends”
A group of anglers proudly displaying their catch of Flounder on a catch board after a successful fishing trip.
+337

What anglers say

95%
Great experience
96%
Family friendly
99%
Friendly captain
99%
Good boat
96%
Recommended
92%
Caught fish

All reviews (471)

Filter
Showing 15 of 471 reviews
Corey Christensen
Corey Christensen
us
New York, NY, US
Member since 2025
5.0
Verified
“The Dog Had Better Sea Legs Than My Friends”
4 Hour Trip – Wreck Fishing - 7:00 AM on August 16, 20256 adults
We booked Capt. Dave on On the Run Charters for a bachelor party trip, and I’ll say it straight: the man flat-out knows his stuff. From the second we got on the boat, I knew we’d be on fish — and sure enough, we were. Now, my crew made the classic mistake of getting banged up the night before. Bad move. Within 15 minutes of fishing, we already had 3 keeper fluke on a local wreck. Unfortunately, a couple guys couldn’t handle the seas and tapped out early. Capt. Dave went way out of his way and kindly ran them back in — something he absolutely didn’t have to do. That ate up time and fuel, but even after that setback, he still made the rest of our trip count. Even when the tide and temps weren’t perfect, Capt. Dave figured out a way to put us back on fish. He’s got that dialed-in local knowledge you can’t fake. By the end of the trip, the three of us who stuck it out landed 3 keeper fluke and 3 solid sheepshead — not bad considering the circumstances. At first, Capt. Dave was quiet, but once he realized we weren’t total idiots (minus the hangover crew), he loosened up and showed us what a cool, down-to-earth guy he is. Same with his deckhand — who worked non-stop setting lines, baiting hooks, and handling the anchor. Those guys worked hard and made sure we had a good trip. We fished off his Parker 28’ center console — plenty of room for our crew (even if we started with 5 and ended with 3). And I’ve got to mention “Doc,” his salty hound. That dog had better sea legs than my friends, which we all cracked jokes about for the rest of the trip. Doc climbed the gunnels, walked the deck in swells, and stayed locked in the whole time. Absolute legend of a boat dog. When we got back in, Capt. Dave and his mate filleted everything for us. We had plenty of meat to take home, plus we brought some over to the local restaurant Fish Tales, where they cooked it up for us right on the spot — the perfect catch-clean-cook ending to a solid day. Bottom line: don’t be like my crew and drink the night before, and definitely don’t waste the Captain’s time. But even with all our mistakes, Capt. Dave still delivered a great trip. 5 out of 5 stars. Highly recommend if you’re heading to Ocean City, Maryland.
Review media 0
Reported catch:
Flounder
Sheepshead
Black Seabass
Tautog
0
Mike Treichler
Mike Treichler
Repeat angler
us
Pennsylvania, US
Member since 2019
2 trips
5.0
Verified
July 2, 2025: 4 hr Inshore
4 Hour Trip – Inshore (AM) on July 2, 20253 adults3 children
Our second trip with Capt Dave and this time with the whole family. 4 kids (16,12,8,4) and 2 adults. Capt and 1st mate were great! VERY kid friendly, which is why we returned and very patient and personable! Our oldest is on the spectrum and they were very engaged with his questions and made jokes. Ruby and Doc were the best. The kids loved having them along (perfectly behaved canines). We got 3 hours in and then had to make a run because of weather turned fast. Had several brought on board with 1 nice flounder. Very convenient pick up and drop off location where you can get a great lunch afterwards. Highly recommended! Will be re booking hopefully in fall! Thanks Capt! A+++
Reported catch:
Flounder
1
Jeremy Sanders
Jeremy Sanders
Repeat angler
us
Virginia, US
Member since 2019
3 trips
5.0
Verified
Captain Dave kept us on the fish the whole trip!
4 Hour Trip – Wreck Fishing on June 25, 20255 adults
We had a great time on the "On the Run" with Captain Dave and first mate Austin. We booked a 4 hour wreck fishing trip for the five of us. I have done several headboat trips with a bunch of other people on the boat and it was nice having just my family to fish. Dave took us out to the first wreck and within seconds of our bait hitting the bottom, we were on the fish. We kept Austin busy rebaiting hooks and measuring our catch. Sea bass were the main species but we also pulled in some tautogs, croakers, a flounder and a robin fish. We had a nice collection of keepers that Dave cleaned for us back at the docks. It was a great trip and I highly recommend booking with On the Run Charters.
A group of young anglers proudly displaying their catch of the day, featuring several Black Sea Bass and a Flounder, at a dockside cleaning station.
0
Andrew Fox
Andrew Fox
Repeat angler
us
Delaware, US
Member since 2020
2 trips
5.0
Verified
Awesome Ocean City, MD Charter
4 Hour Trip – Inshore (AM) on April 24, 20252 adults
Captain Dave with On The Run Charters was great. I took my 14 year old son, and caught a lot of keepers (tog and flounder) on our 4 hour inshore charter. Dave had us on fish all morning. He and Austin were extremely helpful answering questions and showed us good techniques to catch keepers when water temps are low. We had a great day fishing, enjoyed the conversation, and will definitely be back to fish with Dave again!
A young angler is reeling in a fish while fishing from a boat, showcasing an exciting moment on the water.
A young angler is reeling in a fish while fishing from a boat, with a scenic waterfront in the background.
A young angler is reeling in a fish while standing on a boat, with a net ready to catch a Flounder in a coastal fishing environment.
A young angler sitting on the boat with a friendly dog, enjoying a sunny day on the water.
A young angler and an adult proudly pose beside a display of freshly caught Flounder on a dock, showcasing their successful fishing trip.
1
Jillian Mastromatteo
Jillian Mastromatteo
us
Maryland, US
Member since 2025
5.0
Verified
Great day on the water!
4 Hour Trip – Inshore (AM) on August 6, 20255 adults1 child
My middle son wanted to celebrate his bday by doing a little fishing! 4 kids, one didn’t fish and 2 adults. Plenty of room for all of us. Capt and 1st Mate were great! Personable and super helpful. We left with lots of fish filets for dinner and lots of fun memories!! Definitely recommend for a fun family day on the water!
Review media 0
Reported catch:
Flounder
Tautog
Sheepshead
0

FAQs about On The Run Charters

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The fish you can target

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What is the boat like?

Boat Image
Boat category
Center console boats
Capacity
6 persons
Boat length
32 ft
Year built
2008
Restored in
2019
Boat manufacturer
Parker
Boat type
Center console

Engine model
Suzuki
Powered by
2 x 200HP
Max cruising speed
45 knots
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