Day On The Bay Charters 

4.9
(177 reviews)
 Somerset Street 205, Ocean City, MD 21842, United States

Day On The Bay Charters 

Ocean City, MD, United States
30 ft
6
4.9
(177 reviews)

Excited to cast a line in Ocean City? That's what Day On The Bay Charters is here for! Captain Josh will be your guide, giving you access to years of knowledge and experience.

Depending on the season, you might hook into Clam, Sheepshead, Crab, Flounder, Spotted Seatrout, Skate, Speckled Trout, Weakfish, and plenty more. Depending on the species you're after, you may find yourself spinning, jigging, or maybe something more specialized in this area. For the more adventurous among you, there's bowfishing.

If you're traveling with the family, you will be glad to know that kids are welcome aboard! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. And, you can't go wrong with snacks!

You'll be casting lines from a 30' Lowe pontoon boat with a capacity for 6 passengers. Its very stable, safe and comfortable, and comes with all the essentials. Capt. Josh has rods and reels for you, along with lures. Live bait is on offer, but you should ask the captain whether you'll be catching it yourself.

The fishing license is provided, that covers the entire boat. Some species might be protected or require a tag to keep them, so make sure you know what to expect.

You can't go wrong when you bring bottled water, sunglasses, and sunblock (non-spray). Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles.

Now and then the fish might get away, but a day on the water never should. So make it happen, with Day On The Bay Charters!

Excited to cast a line in Ocean City? That's what Day On The Bay Charters is here for! Captain Josh will be your guide, giving you access to years of knowledge and experience.

Depending on the season, you might hook into Clam, Sheepshead, Crab, Flounder, Spotted Seatrout, Skate, Speckled Trout, Weakfish, and plenty more. Depending on the species you're after, you may find yourself spinning, jigging, or maybe something more specialized in this area. For the more adventurous among you, there's bowfishing.

If you're traveling with the family, you will be glad to know that kids are welcome aboard! If you don't have a child-sized life vest of your own, be sure to ask if there's one on board. And, you can't go wrong with snacks!

You'll be casting lines from a 30' Lowe pontoon boat with a capacity for 6 passengers. Its very stable, safe and comfortable, and comes with all the essentials. Capt. Josh has rods and reels for you, along with lures. Live bait is on offer, but you should ask the captain whether you'll be catching it yourself.

The fishing license is provided, that covers the entire boat. Some species might be protected or require a tag to keep them, so make sure you know what to expect.

You can't go wrong when you bring bottled water, sunglasses, and sunblock (non-spray). Alcohol is allowed in moderation, so long as you avoid hard liquor as well as glass bottles.

Now and then the fish might get away, but a day on the water never should. So make it happen, with Day On The Bay Charters!

Josh A Wentling
Captain
Josh A Wentling
38 years of experience
responds within an hour

Select date to see availability

Trip availability and prices

Trip date:
Group Size:
September 2026
SuMoTuWeThFrSa
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Group Size
2 adults • 0 children
Change
Almost there...
2hr early bird special.
In high demand Last booked: 6 days ago
FREE Cancellation 30 days notice
2 hour trip starts at 7:00 AM
Seasonal trip
May 1 - Oct 1
Flounder
Sheepshead
Speckled Trout
Weakfish
+3
US $275
Entire boat: up to 6 people
2hr fishing/cruise -brunch special
In high demand Last booked: 6 days ago
FREE Cancellation 30 days notice
2 hour trip starts at 9:15 AM
Seasonal trip
May 1 - Oct 1
Flounder
Sheepshead
Speckled Trout
Weakfish
+3
US $275
Entire boat: up to 6 people
2hr kids special
FREE Cancellation 30 days notice
2 hour trip starts at 11:30 AM
Seasonal trip
May 1 - Oct 1
Flounder
Sheepshead
Speckled Trout
Weakfish
+3
US $275
Entire boat: up to 6 people
2hr afternoon delight
FREE Cancellation 30 days notice
2 hour trip starts at 1:45 PM
Seasonal trip
May 1 - Oct 1
Flounder
Sheepshead
Speckled Trout
Weakfish
+3
US $275
Entire boat: up to 6 people
2 hr happy hour
In high demand Last booked: 3 days ago
FREE Cancellation 30 days notice
2 hour trip starts at 4:00 PM
Seasonal trip
May 1 - Oct 1
Flounder
Sheepshead
Speckled Trout
Weakfish
+3
US $275
Entire boat: up to 6 people
Sun set special
FREE Cancellation 30 days notice
2 hour trip starts at 6:15 PM
Seasonal trip
May 1 - Sep 10 (Mon, Tue, Wed, Thu, Fri, Sun)
Flounder
Sheepshead
Speckled Trout
Weakfish
+3
US $275
Entire boat: up to 6 people
There are 12 people looking at this charter.

Customer reviews

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Rating

4.9
177 reviews
4.9
Boat & equipment
4.9
Captain & crew
4.9
Fishing Experience

Anglers' gallery (137)

What anglers say

94%
Great experience
99%
Family friendly
98%
Friendly captain
98%
Good boat
97%
Recommended
78%
Caught fish

All reviews (177)

Frequently mentioned
Showing 15 of 177 reviews
Tammy Bullied
Tammy Bullied
us
Pennsylvania, US
Member since 2026
5.0
Verified
New
Captain Josh was great!
2hr kids special on September 1, 20262 adults2 children

Captain Josh was very knowledgeable, patient and generous with his bait. Only complaint with my husband was that the women got all the fish (Me) LOL. He took us in the areas that were good spots. My catch for the 2hr trip was 3 Flounder, a Seabass and 2 crabs. I had one Flounder that was 18” that Josh quickly and professionally cleaned for us, bagged it up for us to take home. We will definitely look up Josh nexf year when we return. We all enjoyed our trip!

Reported catch:
Flounder
Crab
Matthew Hayes
Matthew Hayes
us
Ohio, US
Member since 2026
5.0
Verified
New
Best trip ever!
2hr fishing/cruise -brunch special on September 5, 20264 adults2 children

The Captain was AMAZING! My wife and I took our daughter, her husband and two children, and the captain was great with the kids, a two year-old and a seven-year-old. We even got to do a little sightseeing! We got his business card so the next time we’re back in the area we can make sure we book with him. Great memories were made today. If you’re thinking about going, this is the guy to book. He is fantastic!

Reported catch:
Flounder
Caitlyn Magee
Caitlyn Magee
us
New York, US
Member since 2026
5.0
Verified
Awesome Time
2hr fishing/cruise -brunch special on July 14, 20264 adults

We had an awesome time on this fishing trip! The whole experience was relaxed, fun, and exactly what we were hoping for. The captain was fantastic—friendly, knowledgeable, patient, and made everyone feel comfortable, He kept the atmosphere light and enjoyable while making sure we had every opportunity to catch fish. We never felt rushed, and it was clear he genuinely wanted everyone to have a great time. We made some great memories and would absolutely book another trip. Highly recommend if you’re looking for a laid-back day on the water with a great captain!

Reported catch:
Flounder
Speckled Trout
Jaime Schlegel
Jaime Schlegel
us
Pennsylvania, US
Member since 2026
5.0
Verified
so much fun!!
2 hr happy hour on August 7, 20265 adults

Captin Josh was awesome! My 4 kids and I had a very nice cruise out to some great fishing spots. The water was extremely busy due to the White Marlin boating contest and Captin Josh navigating us through the traffic was flawless. He educated us on homes, history and taught kids how to fish in the bay. My one daughter caught a pregnant blue crab and he took time to teach us all and show us her “sponge” like egg sack. Thank you for a wonderful trip Captin Josh!! We will definitely reach back out for future rides when OCMD.

Reported catch:
Flounder
Crab
Josh A Wentling
Response from Captain

thank you for fishing with me

Justin Fuller
Justin Fuller
us
Pennsylvania, US
Member since 2026
5.0
Verified
New
Greatest fishing experience
2 hr happy hour on September 12, 20264 adults

We caught plenty of flounder, sea bass, and crabs. Unfortunately we did not catch anything we were able to keep, but between the nice weather the conversations and learning experiences from Captain Josh’s guide, I would 10/10 recommend this trip to anyone.

Reported catch:
Flounder
Crab

FAQs about Day On The Bay Charters

Day On The Bay Charters offers the following trips to customers:
  • US $275 per group - 2 hr happy hour (2 hours)
  • US $275 per group - 2hr afternoon delight (2 hours)
  • US $275 per group - 2hr early bird special. (2 hours)
  • US $275 per group - 2hr fishing/cruise -brunch special (2 hours)
  • US $275 per group - 2hr kids special (2 hours)
  • US $275 per group - Sun set special (2 hours)
When you book a trip with Day On The Bay Charters, you can expect the following amenities onboard:
  • GPS
  • Fishfinder
Trips booked with Day On The Bay Charters include:
  • Rods, reels & tackle
  • Live bait
  • Lures
  • First mate (20% of the trips fare is standard tip.)
  • Fishing license
Day On The Bay Charters offers the following type of fishing:
  • Inshore fishing
Day On The Bay Charters offers the following fishing techniques:
  • Light tackle
  • Spinning
Top targeted fish species with Day On The Bay Charters include:
  • Bluefish (Tailor)
  • Flounder
  • Speckled Trout
  • Weakfish

Your captain

Josh A Wentling
Josh A Wentling

Ocean City, Maryland, United States

177 Customer reviews
Typical response within an hour
Member since May 2024

Capt. Josh has spent 35+ years on the water. He is third generation hunting and fishing guide. He has Comercial fished and charter fished from NJ to Mexico. He's won and placed in numerous offshore fishing tournaments. He has guided for waterfowl, upland birds and big game in Nebraska, Iowa, Illinois and Maryland for over 30 years. He truly is an outdoors man. He'll do everything in his power to ensure you have a enjoyable day on the water.

Josh A Wentling
Josh A Wentling
177
reviews
2024
member since
~1h
response
Capt. Josh has spent 35+ years on the water. He is third generation hunting and fishing guide. He has Comercial fished and charter fished from NJ to Mexico. He's won and placed in numerous offshore fishing tournaments. He has guided for waterfowl, upland birds and big game in Nebraska, Iowa, Illinois and Maryland for over 30 years. He truly is an outdoors man. He'll do everything in his power to ensure you have a enjoyable day on the water.

The fish you can target

Bluefish (Tailor)
Bluefish (Tailor)
Flounder
Flounder
Speckled Trout
Speckled Trout
Weakfish
Weakfish
Bluefish (Tailor)
Bluefish (Tailor)
Flounder
Flounder
Speckled Trout
Speckled Trout
Weakfish
Weakfish

Real catches by this captain

  • Captain Josh was great!
    Tammy B.
    Tammy B.
  • so much fun!!
    Jaime S.
    Jaime S.
  • Great Captain
    Mathew H.
    Mathew H.
  • Awesome Time
    Caitlyn M.
    Caitlyn M.
  • 2 hour kid friendly trip.
    Josh H.
    Josh H.
  • Great trip
    Angel D.
    Angel D.

What is the boat like?

Boat image
Boat category
Other
Capacity
6 persons
Boat length
30 ft
Year built
1995
Restored in
2024
Boat manufacturer
Lowe
Boat type
Pontoon
Engine model
Suzuki
Powered by
1 x 115HP
Max cruising speed
25 knots

What kind of fishing will you do?

Inshore Fishing

Which fishing techniques you can try

Light Tackle
Spinning

Which amenities are available onboard

GPS
Fishfinder
What's included in the trip price
Rods, reels & tackle
Live bait
Lures
First mate
20% of the trips fare is standard tip.
Fishing license

How cancellations work

Free cancellation up to 30 days prior to trip

You can cancel or modify your booking up to 30 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.

More details

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 15% deposit, pay rest to captain

When the captain confirms your trip, FishingBooker charges your credit card a 15% 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

 PayPal

 Checks

When paying the remaining balance with a credit card, an additional 5% charge will apply.

What’s biting in Ocean City right now

Bluefish (Tailor)Bluefish (Tailor)
FlounderFlounder
Speckled TroutSpeckled Trout
WeakfishWeakfish

Compare similar fishing charters

Current
Day On The Bay Charters
Day On The Bay Charters
4.9
(177)
30 ft
Group size 1 - 6
1 - 6
Fish 1
Fish 2
+2
2 hour trip • 6 persons
US $275