On The Run Charters 

4.9/5 (432 reviews)
 Herring Way, Ocean City, MD 21842, United States

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!

Dave Caffrey

Captain

Dave Caffrey

25 years of experience

Most popular features:

 Fishing License
 Live Bait
 You Keep Catch
 Catch cleaning & filleting
 Drinks
 Child Friendly
 Ice Box
 Rods, reels & tackle

Trip availability and prices

Trip Date:
Days:
Group Size:
Almost there...
2 Hour Trip - Inshore
FREE Cancellation 3 days notice
2 Hour Trip, starts at 5:00 PM
Price for up to 6 people
US $350 
3 Hour Trip - Evening
FREE Cancellation 3 days notice
3 Hour Trip, starts at 5:00 PM
Price for up to 6 people
US $450 
4 Hour Trip – Inshore (AM)

 In demand! Last booked: 2 days ago

FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
Price for up to 6 people
US $550 
4 Hour Trip – Inshore (PM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:00 PM
Price for up to 6 people
US $550 
3 hr evening shark
FREE Cancellation 3 days notice
3 Hour Trip, starts at 7:00 PM
Seasonal trip Jun 1 - Sep 30
Price for up to 6 people
US $550 
4 Hour Trip – Wreck Fishing (AM)
FREE Cancellation 3 days notice
4 Hour Trip, starts at 7:00 AM
Price for up to 6 people
US $675 
4 Hour Trip – Wreck Fishing (PM)

 Just booked! Last booked: 6 hours ago

FREE Cancellation 3 days notice
4 Hour Trip, starts at 12:00 PM
Price for up to 6 people
US $675 
6 Hour Trip – Sheepshead
FREE Cancellation 3 days notice
6 Hour Trip, starts at 8:00 AM
Seasonal trip Sep 1 - Oct 20
Price for up to 6 people
US $750 
8 Hour Trip – Inshore
FREE Cancellation 3 days notice
8 Hour Trip, starts at 6:00 AM
Price for up to 6 people
US $1,000 
8 Hour Trip – Wreck Fishing
FREE Cancellation 3 days notice
8 Hour Trip, starts at 6:00 AM
Price for up to 6 people
US $1,200 
Inshore bluefin tuna
FREE Cancellation 3 days notice
10 Hour Trip, starts at 6:00 AM
Seasonal trip Nov 1 - Dec 31
Price for up to 6 people
US $1,600 
There are 22 people looking at this charter.

Customer reviews

Rating summary

4.9/5
out of 5 stars from 432 reviews
Boat
4.9/5
Crew
4.9/5
Experience
4.8/5

Photos & videos by reviewers (320)

Great Charter!
Great Charter!
Had an amazing time great experience definitely coming back
+317

Angler rating

386
25
7
6
0

Anglers claimed

Good experience

94%

Appropriate for children

96%

Friendly captain

99%

Satisfied with the boat

99%

Recommend this charter

96%

Caught fish

92%

Showing 1 - 5 of 432 reviews
Andrew F.
Andrew F.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Awesome Ocean City, MD Charter

VERIFIED

4 Hour Trip – Inshore (AM) on April 24, 2025

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!

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!  

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 Andrew F. recommends On The Run Charters
1 person finds this review helpful

Nick F.
Nick F.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great day slaying flounder

VERIFIED

4 Hour Trip – Inshore (AM) on August 14, 2024

This is my 2nd time heading out with Captain Dave and Anthony and they took great care of us. We started the day by catching baitfish and then heading out to their favorite spots. The crew knew what was biting and where, they rigged us up for success. We caught fish quick and many until the tide changed and the bites turned off. We then went to a few other spots closer to the marina where we could continue fishing. We caught about 20 fish in all with 2 large keepers and about 7 others that were really close. Overall great experience and can’t wait to do it again

This is my 2nd time heading out with Captain Dave and Anthony and they took great care of us. We started the day by catching baitfish and then heading out to their favorite spots. The crew knew what was biting and where, they rigged us up for success. We caught fish quick and many until the tide changed and the bites turned off. We then went to a few other spots closer to the marina where we could continue fishing. We caught about 20 fish in all with 2 large keepers and about 7 others that were...  

Review media 0
Review media 1
 Nick F. recommends On The Run Charters
1 person finds this review helpful

Ragan N.
Ragan N.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great Charter!

VERIFIED
NEW

4 Hour Trip – Inshore (AM) on May 9, 2025

Captain Dave and Fritz were great they really know what they’re doing… It was our first time on the water, they both were very attentive, explaining each step and how to catch fish…which we did! Would definitely recommend!!

Captain Dave and Fritz were great they really know what they’re doing… It was our first time on the water, they both were very attentive, explaining each step and how to catch fish…which we did! Would definitely recommend!!  

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 Ragan N. recommends On The Run Charters
Dave Caffrey
Dave Caffrey (The Captain)
Replied on May 9, 2025
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Scott J.
Scott J.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

Great people, great fishing

VERIFIED
NEW

4 Hour Trip – Inshore (AM) on June 6, 2025

Couldn’t be more impressed with our day on the water. I have done multiple trips with multiple guides in many different locations and can easily say this is a top-notch service

Couldn’t be more impressed with our day on the water. I have done multiple trips with multiple guides in many different locations and can easily say this is a top-notch service  

 Scott J. recommends On The Run Charters

David H.
David H.
5.0/5

Experience:

5.0/5

Boat

5.0/5

Crew

5.0/5

Overall

5hr bay trip

VERIFIED

4 Hour Trip – Wreck Fishing (AM) on July 17, 2024

Guys were awesome, funny, very friendly/ professional. My son never stopped talking the whole trip and the captain/ mate entertained him the whole time! The captain put our kids on fish from the first 30 minutes until the 5hr mark. Captain worked hard and we used multiple tactics to put fish in the boat. We will only be using this captain/ mate in the years to come! Super pleased with the trip overall!

Guys were awesome, funny, very friendly/ professional. My son never stopped talking the whole trip and the captain/ mate entertained him the whole time! The captain put our kids on fish from the first 30 minutes until the 5hr mark. Captain worked hard and we used multiple tactics to put fish in the boat. We will only be using this captain/ mate in the years to come! Super pleased with the trip overall!  

 David H. recommends On The Run Charters
1 person finds this review helpful

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FAQs about On The Run Charters

What are the trip rates for On The Run Charters?

On The Run Charters offers the following trips to customers:

  • US $350 per group - 2 Hour Trip - Inshore (2 hours)
  • US $450 per group - 3 Hour Trip - Evening (3 hours)
  • US $550 per group - 3 hr evening shark (3 hours)
  • US $550 per group - 4 Hour Trip – Inshore (AM) (4 hours)
  • US $550 per group - 4 Hour Trip – Inshore (PM) (4 hours)
  • US $675 per group - 4 Hour Trip – Wreck Fishing (AM) (4 hours)
  • US $675 per group - 4 Hour Trip – Wreck Fishing (PM) (4 hours)
  • US $750 per group - 6 Hour Trip – Sheepshead (6 hours)
  • US $1,000 per group - 8 Hour Trip – Inshore (8 hours)
  • US $1,200 per group - 8 Hour Trip – Wreck Fishing (8 hours)
  • US $1,600 per group - Inshore bluefin tuna (10 hours)
Which amenities are available onboard with On The Run Charters?

When you book a trip with On The Run Charters, you can expect the following amenities onboard:

  • GPS Brand New Garmin
  • Fishfinder Brand New Garmin with chirp technology
  • Live Bait Well
  • Outriggers Installed when needed
  • Ice Box Yeti coolers for drinks and fish two separate
  • Radar
What's included in the trip price with On The Run Charters?

Trips booked with On The Run Charters include:

  • Rods, reels & tackle
  • Live Bait (Live spot cost extra)
  • Lures
  • Catch cleaning & filleting (Large number catch 3 dollar per fish cleaning)
  • Drinks (Bottled water)
  • First Mate (Gratuity expected 15 to 20 % mate works for tips)
  • Fishing License
What types of fishing does On The Run Charters offer?

On The Run Charters offers the following types of fishing:

  • Inshore Fishing
  • Nearshore Fishing
  • Wreck Fishing
  • Flats Fishing (Beach boat and walk in )
What fishing techniques does On The Run Charters offer?

On The Run Charters offers the following fishing techniques:

  • Light Tackle
  • Bottom Fishing
  • Trolling
  • Spinning
  • Jigging
  • Popping
  • Drift Fishing
  • Kite Fishing
  • Bowfishing
  • Handline
Which fish species can I catch with On The Run Charters?

Top targeted fish species with On The Run Charters include:

  • Bass (Striped)
  • Black Drum
  • Bluefish
  • Flounder
  • Redfish
  • Seabass (Black)
  • Sheepshead
  • Speckled Trout
  • Tautog
  • Tuna (Bluefin)
  • Weakfish

Your captain

Dave Caffrey

Ocean City, Maryland, United States

138 Fishing Reports
432 Customer reviews
Response time 4 hours
Member since June 2017

Captain Dave started fishing when he was 11 years old. Since then, he's been going back and forth from the Northeast to South Florida, spending an average of 200 days a year on the water. In his words, an hour on the water where the fish are is better than a full day anywhere else!

The fish you can target

Striped Bass
Striped Bass
Black Drum
Black Drum
Bluefish
Bluefish
Flounder
Flounder
Redfish
Redfish
Black Seabass
Black Seabass
Sheepshead
Sheepshead
Speckled Trout
Speckled Trout
Tautog
Tautog
Bluefin Tuna
Bluefin Tuna
Weakfish
Weakfish

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

What kind of fishing will you do?

Inshore Fishing

Nearshore Fishing

Wreck Fishing

Flats Fishing

Beach boat and walk in

Which fishing techniques you can try

Light Tackle

Bottom Fishing

Trolling

Spinning

Jigging

Popping

Drift Fishing

Kite Fishing

Bowfishing

Handline

Which amenities are available onboard

GPS

Brand New Garmin

Fishfinder

Brand New Garmin with chirp technology

Live Bait Well

Outriggers

Installed when needed

Ice Box

Yeti coolers for drinks and fish two separate

Radar

What’s included in the trip price

Rods, reels & tackle

Live Bait

Live spot cost extra

Lures

Catch cleaning & filleting

Large number catch 3 dollar per fish cleaning

Drinks

Bottled water

First Mate

Gratuity expected 15 to 20 % mate works for tips

Fishing License

How cancellations work

Free cancellation up to 3 days prior to trip

You can cancel or modify your booking up to 3 days before the trip date, free of charge. If you cancel or modify your booking later, or fail to show up, you'll forfeit 100% of what you've paid.

What the listing policies are

Pickup agreed upon reservation

Transfer to/from departure site may be available and included in price depending on your location and distance from the dock.

Child Friendly

You Keep Catch

Catch and Release Allowed

How you can pay

Book with 10% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 10% deposit to guarantee your reservation.

The remaining balance is to be paid directly to the charter operator on or prior to your trip date in one of the following payment methods:

 Cash

 Visa

 Mastercard

When paying the remaining balance with a credit card, an additional 3% charge will apply.

What’s biting in Ocean City right now

Bass (Striped)Bass (Striped)
Black DrumBlack Drum
BluefishBluefish
FlounderFlounder
RedfishRedfish
Seabass (Black)Seabass (Black)
TautogTautog
Tuna (Bluefin)Tuna (Bluefin)
WeakfishWeakfish
22 people are looking at this charter.
4 Hour Trip – Wreck Fishing (PM) booked 6 hours ago